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Holiday Rentals and Apartments in Westchester, IL and nearby

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    The following rentals are within 25 kilometres of Westchester, Illinois.

    From
    $323
    / Night
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    1 / 13
    5 of 5 stars (2) Excellent
    Chicago
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    From
    $484
    / Night
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    1 / 20
    5 of 5 stars (1) Excellent
    Lemont
    House Rental - 
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    From
    $484
    / Night
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    1 / 35
    5 of 5 stars (1) Excellent
    Chicago
    Apartment - 
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    From
    $452
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    1 / 13
    5 of 5 stars (15) Excellent
    Chicago
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Reviews (15) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Modern 2 Bedroom Apartment walking distance to Wrigley Field and the Blue Line. Beautiful Place and Great Location! The apartment comes with anything you could want. -A full kitchen, with all brand new appliances. -A brand new queen sized bed with box spring, and an ultra modern bathroom... View all property information
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    $128
    / Night
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    1 / 20
    4.5 of 5 stars (4) Very good
    Chicago
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Plenty of free street parking is available on our block. This is the first floor of our home so we expect all guests to be QUIET & respectful. If you love to party, stomp around and yell then this is not the place for you. No parties, no loud music & no stumbling in drunk at 2 am. We are old &... View all property information
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    4 of 5 stars Reviewed 4 September 2014
    This was my first experience using Trip Advisor and renting a private home to stay in. The weekend was great. The apartment was located in a safe neighborhood to walk around in...
    5 of 5 stars Reviewed 12 November 2013
    From start to finish this rental was perfect. I was hesitant to rent from a private party, however great communication early on helped put me at ease. As a solo traveling female I...
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    $484
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    1 / 6
    Chicago
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Private Indoor Pool
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Location. Situated in the heart of Chicago, State and Grand by BridgeStreet is within walking distance of American Medical Association Headquarters, Wrigley Building, and Tribune Tower. Also nearby are Hancock Tower and Millennium Park. Property Features. The front desk is open 24 hours a day.... View all property information
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    $205
    / Night
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    1 / 11
    5 of 5 stars (1) Excellent
    Chicago
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Make our apartment the perfect home base for your family vacation or romantic getaway to Chicago. There is plenty of room to spread out and enjoy yourselves. The house is beautifully furnished and stocked with all of the essentials. The apartment is an easy walk to multiple bus and train lines,... View all property information
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    5 of 5 stars Reviewed 26 September 2014
    My wife and I travel to Chicago 4-6 times per year to visit our daughter and her family. We usually stay with her but this time she hosted her sister and their family which made...
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    $387
    / Night
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    1 / 27
    5 of 5 stars (4) Excellent
    Chicago
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    About this property
    1 KING SIZE Bed in the masteroom and 1 full size bed in the second and air-mattress available for more than 5 people 1600 square feet Sleeps 6 2 Flatscreen TVs Clean freshly-washed white sheets and white Towels waiting for you. Coffee maker now available. Private garage parking in the... View all property information
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    5 of 5 stars Reviewed 8 November 2014
    The Condo was a great place for rest and relaxation between all the excitement we found in Chicago. Outstanding views of the Chicago skyline, great location, comfortable beds and...
    5 of 5 stars Reviewed 2 August 2014
    We loved the pad, the location, the view, and the city. Would go back to this spot in a heartbeat. The owner was courteous and easy to contact.
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    From
    $116
    / Night
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    1 / 36
    Chicago
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Comfy Rental In A Neighborhood That Has Kept Its Old World Charm With The New! Artsy, Quiet And Comfortable Place Ideal For Value Seekers Looking For A Memorable And Culturally-Diverse Experience In A Quaint Neighborhood That's Also A Convenient Base To Explore Other Fun Sites In Chicago.... View all property information
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    From
    $192
    / Night
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    1 / 10
    4.5 of 5 stars (2) Very good
    Chicago
    Apartment - 
    3 Bedrooms / 1 Bathroom / Sleeps 8
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Housekeeping...
    • Internet Access
    • Safe
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This is a 3 Bed Room apartment of a two flat brick building in Andersonville area of Chicago. This apt has: 3 bedrooms, sleeps 8 Air Conditioners Free cell phone for international guests (plus deposit) Eat-in Kitchen Living Room Full size fridge Free parking Free laundry Complete kitchen Living... View all property information
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    4 of 5 stars Reviewed 11 July 2014
    I really enjoyed staying here. A great property. The sink did break while we were there but Jackie was right on getting it fixed for us! Great place, big enough for our group!
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    From
    $387
    / Night
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    1 / 6
    5 of 5 stars (8) Excellent
    Chicago
    Apartment - 
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Beautifully furnished Three Bedroom, Two Bath. Walking distance from the lakefront, and a short bus ride to Michigan Avenue. First Floor Condominium Unit, New Oak Floors, Granite Counters, Marble Baths. Stainless Steel Brand New Appliances. In Unit, Washer, Dryer. Three Large Bedrooms. Master Bath... View all property information
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    5 of 5 stars Reviewed 8 October 2014
    The condo is all that it is advertised. The neighborhood is quiet and the condo is well appointed with all of amenities for you to enjoy your stay. The hardwood floors are a nice...
    5 of 5 stars Reviewed 11 June 2014
    This condo fit our needs perfectly. My wife and I were staying with our young daughter and going to 3 Cubs games. It was great every night to be able to come back to this place...
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    $254
    / Night
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    1 / 7
    5 of 5 stars (1) Excellent
    Chicago
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Two bedrooms, two bathrooms condo apartment on the north side of Chicago. The apartment can accommodate 4 guests comfortably, but if need be can add two inflatable mattresses to accommodate up to 8 people. FREE Wireless internet access. FREE parking on public street in front of the building.... View all property information
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    $804
    / Week
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    1 / 40
    4.5 of 5 stars (6) Very good
    Chicago
    Apartment - 
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    About this property
    888.761.RENT or 312.242.1625 215 W. Washington St. Chicago, IL. 60606 (Washington/Wells in the Loop in Downtown Chicago - Five Blocks West of Michigan Avenue and Millenium Park 'Bean'; In Business/Theater District) Check Availability and Book Online Now: http://reservation.worldweb.com/hotel/1278... View all property information
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    5 of 5 stars Reviewed 19 July 2014
    Beautiful furnished apartments with kitchennete and in the heart of downtown, just a few blocks away from State st and michigan ave. I had a very pleasant and comfortable stay...
    5 of 5 stars Reviewed 8 May 2014
    The location is so convenient, the blue line train from O'hare airport takes you right to the stop of which is about 5 minutes walk to the building. The unit is clean and with...
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    $258
    / Night
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    1 / 8
    4.5 of 5 stars (2) Very good
    Chicago
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This very affordable two bedroom, two bathroom apartment can sleep up to six guests. There are queen sized beds in each bedroom and a pull out couch in the living room. With features including: a breakfast table in the well-appointed kitchen; dining room; comfortable living room; a balcony;... View all property information
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    5 of 5 stars Reviewed 18 August 2014
    Nice apartment for up to 6 people, around $20 taxi ride from the Airport. Close to a large park, bus, and train stations. We purchased 7 days CTS passes for $33 each with...
    4 of 5 stars Reviewed 30 March 2014
    Bed was a little uncomfortable and broke often. Parking was difficult. Clean apartment, ideal for a large family
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    From
    $257
    / Night
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    1 / 17
    Chicago
    House Rental - 
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Sauna
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Enjoy the entire house for a fraction of any hotel. Our house is a 10 room, 4 Bedroom, 3.5 Bathroom. Completely remodeled with huge fully equipped kitchen open to family room, perfect for entertaining, two story master suite with steam shower, double marble vanity, huge Jacuzzi, two walk in... View all property information
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    From
    $168
    / Night
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    1 / 48
    5 of 5 stars (13) Excellent
    Chicago
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    We have two really incredible vacation rental apartments. The view in our first picture is our large hot tub. It's your new best friend after a day of travel, sightseeing, or business. The next photo is the amazing Chicago City Skyline view from our deck (closed in winter when there is snow... View all property information
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    5 of 5 stars Reviewed 7 April 2014
    Our family of four (two teens) spent 5 days here during spring break and had an excellent experience. We went downtown every day by catching the red line train at the 35th/Sox...
    5 of 5 stars Reviewed 3 May 2012
    We couldn’t be more pleased with our stay, everyone had a fantastic time. Our visit took place April 12-15 and there were six of us; my parents (early 50’s), younger brother and...
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    $128
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    1 / 15
    4 of 5 stars (1) Very good
    Chicago
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Internet Access
    • Safe
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Experience our 1 bedroom fully furnished “Old Town Chicago” condos designed by famous Chicago artist Edgar Miller (The Chicago Renaissance Man) with Flat Panel HDTVs, Fireplaces, All Utilities, All Major Appliances, WiFi, Internet, Cable, Queen Size Tempur-Pedic Mattresses, Cleaning Service... View all property information
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    4 of 5 stars Reviewed 21 September 2012
    We rented a one-bedroom apartment in this six-apartment building for the entire summer, so we could experience Chicago without exhausting ourselves. Cozy apartment, comfortably...
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    $128
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    1 / 14
    5 of 5 stars (9) Excellent
    Chicago
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Fireplace
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This is a nice place on a quiet street, close to transportation and many restaurants. Very close to I 94. View all property information
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    5 of 5 stars Reviewed 3 March 2015
    I really thank god i found this place. I had my family in from out of town and this was great. Hanna & her husband was very nice & helpful, anything we needed they accomodated us...
    5 of 5 stars Reviewed 13 January 2015
    The rental was EXCEPTIONAL! The Hannn was so nice and the unit couldn't have been better! My family absolutely loved it! Thanks again!
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    $252
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    1 / 15
    5 of 5 stars (2) Excellent
    Chicago
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Our vintage apartment is located in the beautiful Chicago neighborhood of Lakeview with many ethnic restaurants and clubs with-in walking distance. Try a different ethnic specialty every night of the week. The apartment is in an ideal location to come and explore Chicago. Stroll 2 blocks through... View all property information
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    $8,521
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    1 / 21
    Chicago
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Pool Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    About this property
    This building just opened up in July of 2014 and is the most modern building you can find in the Chicago Loop area. From the state of the art amenities to the amazing and helpful staff, you will love staying at this apartment. Located in the Loop you have access to all the tourist attractions as... View all property information
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    $155
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    1 / 28
    4 of 5 stars (5) Very good
    Chicago
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 7
    travellers have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This listing is for a private 2-bedroom apartment in the Rogers Park neighborhood of Chicago. The apartment is over 1200 square feet (111 sq meters) and has tall 9.5' ceilings (2.9 meters), a marble bath, and hardwood floors throughout. There is also a charmingly retro yet fully functional kitchen... View all property information
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    5 of 5 stars Reviewed 2 January 2015
    Lisa and Caitlin did such an amazing job making the home comfortable and I loved the books about Chicago and the Book they had made with so much helpful information! The location...
    4 of 5 stars Reviewed 3 October 2014
    Three of us stayed at at Devon property and were thrilled with the accommodations. The location to the local bus and train stops were very convenient. The hosts, Lisa and...
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    $5,294
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    1 / 19
    5 of 5 stars (1) Excellent
    Chicago
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 1
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Optima is a new building opening in Spring of 2013, towering 42 stories over Michigan Avenue. Sleek design incorporates floor-to-ceiling reflective glass windows and European-designed finishes throughout. The condo features 700 sq. ft. of bamboo flooring, porcelain tile, granite counter tops,... View all property information
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    5 of 5 stars Reviewed 13 April 2014
    This modern apartment really is 1 minute walk from the mag mile, next door to Inter Continental Hotel (try the wine tasting menu!) also has lake views. A well equipped gym and...
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    $194
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    1 / 13
    4 of 5 stars (1) Very good
    Chicago
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Great Old Town 2BR. Very homey and well suited for travelers on business or leisure. Steps away from all public transportation in a area with gorgeous tree lined streets and high end accommodations. The Space Welcome to my 2 bedroom fully furnished “Old Town Chicago” condo. Inside there... View all property information
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    4 of 5 stars Reviewed 19 August 2014
    I stayed at this apartment for 6 nights in August together with my wife and my two kids. The apartment was big enough for all of us and had almost everything that we needed. The...
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    $232
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    1 / 12
    5 of 5 stars (1) Excellent
    Chicago
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Whether you are coming to stay at Raffaello Chicago for business, a romantic getaway, or traveling with your family and friends, we have the perfect accommodation ready and waiting for you. Every Raffaello guest room reflects an upscale European style with soothing accents, subtle earth tones and... View all property information
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    5 of 5 stars Reviewed 28 February 2015
    We were lucky that we chose this place. It is in a perfectly managed hotel , Raffaello Hotel . Everything was ready to have a nice stay. Thanks
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    $402
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    1 / 30
    Chicago
    Apartment - 
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    CHICAGO GUEST HOUSE Tripadvisor Certificate of Excellence 2014 5.0 of 5 stars --133 Reviews Ranked #1 of 51 Specialty Lodging in Chicago! Walk in to the home and the first thing you notice is nothing has been taken for granted. You'll be engulfed in warm inviting hues. The beauty & integrity of... View all property information
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    $102
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    1 / 14
    5 of 5 stars (9) Excellent
    Chicago
    Apartment - 
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    The studio is situated in the couch house of the property. It is 300 square feet plus the bathroom. Beautiful decorated and very quiet place with the windows facing the beautiful garden. There is a washer and dryer on side and we can offer also breakfast. View all property information
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    5 of 5 stars Reviewed 20 September 2014
    The place is immaculate. Super clean and fully equipped. The location is great. You have the subway blue line (to downtown) in a short walk from the house to the station. The...
    5 of 5 stars Reviewed 2 September 2014
    I enjoyed my stay here and the hosts are warm, friendly and welcoming people. Hanne is just the sweetest person and I feel as if I have known her for many years. She always made...
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    $387
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    1 / 13
    4.5 of 5 stars (9) Very good
    Chicago
    Apartment - 
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (9) Make Enquiry
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    • Pets allowed
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    • Suitable for children
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    • x
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    • x
    About this property
    Come enjoy Chicago at its finest where the real heart of the city beats. Located on a quiet street, but surrounded by countless activities for guests to enjoy. Relax in the large park around the corner, walk to Wrigley Field for a game, enjoy the exciting nightlife, or hop on the nearby El and... View all property information
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    3 of 5 stars Reviewed 30 July 2013
    We enjoyed the location in a leafy neighbourhood taking advantage of the many restaurants, bars and coffee shops. The train station is close and easy to use being a major station...
    4 of 5 stars Reviewed 14 August 2011
    We stayed in this apartment in late July, three adults and two children (8 and 5). There are many positives about this apartment, but just a few things kept it from being a five...
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    4.5 of 5 stars (3) Very good
    Chicago
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Spacious, elegantly appointed and furnished Lakeview vacation/executive two bedroom, one bathroom apartment. First floor on a quiet tree-lined street, the entire apartment features; either oak floors or ceramic tiles, all solid oak doors and windows and oriental rugs. You will find our... View all property information
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    5 of 5 stars Reviewed 5 February 2015
    Good value for the money. We enjoyed the player piano. Beds were comfortable and everything was clean.
    4 of 5 stars Reviewed 29 July 2014
    Close to transit & grocery. Lots of space. Communication with Andy was great. He answered any questions we had before the trip in a timely manner. Easy check in and out...
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    5 of 5 stars (7) Excellent
    Chicago
    Apartment - 
    1 Bedroom / 3 Bathrooms / Sleeps 2
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    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Elegant 1 and 2 bedroom apartments on N Lake Shore Drive,10 min away from Michigan Avenue, Northwestern Memorial Hospital, 25 min by bus to Millenium Park and the Art Institute. Fully furnished, beautiful oak floors, high ceilings, custom architectural details.Perfect residential accommodations for... View all property information
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    5 of 5 stars Reviewed 16 April 2012
    We were in Chicago to visit our daughter and this was our first stay at this 1 bedroom apartment. It was absolutely wonderful - cozy, well-appointed and suited our needs...
    5 of 5 stars Reviewed 9 December 2011
    My friend and I were blown away by this apartment, beautifully accomodation and accessible to the city with 3 regular buses passing by. The owner was very helpful and...
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    Chicago
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Pets allowed
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    • Suitable for children
    • ?
    • x
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    • ?
    About this property
    Unique 2 Bedroom apartment with brand new hardwoods floors, updated kitchen and spacious living area. Located in one the trendiest neighborhoods in Chicago, Bucktown has world class restaurants, bars and shops. All are located within walking distance of our home. Bucktown is one of best and... View all property information
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    1 / 34
    5 of 5 stars (1) Excellent
    Chicago
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Welcome to Chicago -- far from your typical Chicago rental. The building offers unparalleled amenities, upscale stylish accommodations, and floor-to-ceiling dynamic views of the Chicago skyline. This property is unlike any other in its class and the experience is definitely one-of-a-kind.... View all property information
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    5 of 5 stars Reviewed 22 October 2014
    El departamento está mucho mejor de lo que se ven en las fotos y vale la pena cada centavo que pagamos por él. Además de la excelente ubicación (está a una cuadra de la avenida...
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    1 / 10
    5 of 5 stars (1) Excellent
    Chicago
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • x
    • ?
    About this property
    This is a beautiful garden unit. It comes fully furnished with a queen size bed plus a pull-out couch. Plenty of sitting room, updated bathroom, does not have kitchen but does have small fridge, microwave and coffee maker. The location is ideal, being close to the city and still in a quiet... View all property information
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    5 of 5 stars Reviewed 13 October 2014
    My wife and I spent 3 night here in Sept 2014. The owner was very friendly and helpful. This studio is located in a nice quiet neighborhood, close to restaurants and shops, and...
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    5 of 5 stars (49) Excellent
    Chicago
    Apartment - 
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
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    5 of 5 stars Reviewed 10 September 2014
    I traveled with my wife and two other couples for a three night stay. We went to a Cubs game, Bears game, and went sightseeing downtown. This location couldn't have been better...
    5 of 5 stars Reviewed 6 June 2014
    Well maintained, lovely flat in heart of Wrigleyville. Easy walk to many restaurants and train downtown. Tara was really organized and responsive with arranging details of stay...
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    1 / 10
    5 of 5 stars (1) Excellent
    Chicago
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    About this property
    This 39-story Chicago hotel is across the river from Magnificent Mile shopping, six blocks from Lake Michigan, and a half-mile from the Loop's theater district and the Art Institute of Chicago. Located on the Magnificent Mile. Industry and creativity converge in Chicago, the birthplace of the... View all property information
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    5 of 5 stars Reviewed 3 December 2014
    For downtown Chicago stay, this was fantastic...lots of room and great location! We were a walk away from anything...from Navy Pier to the beach to shopping to family museums. A...
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    Chicago
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • x
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    About this property
    Hello and thank you for viewing my listing. I have a fully furnished two bedroom, one bath apartment available for your upcoming trip to Chicago. The neighborhood is located on them city's far West side. For easy, hassle-free transportation to the downtown area look for tube Metra station a mere... View all property information
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    4 of 5 stars (2) Very good
    Chicago
    House Rental - 
    3 Bedrooms / 1 Bathroom / Sleeps 8
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    • Air Conditioning
    • Dryer
    • Garden
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Welcome! Welcome! Our single family brick house is located in a rare semi-private block about 5 miles West of Downtown. It has 3 Bedrooms, 1 Bathroom, Living Room, Dining Room and Full Kitchen. If you enjoy a quiet home with newer beds, clean sheets and towels, spaces, privacy, kitchen, laundry,... View all property information
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    5 of 5 stars Reviewed 19 July 2014
    Nice location. Everyone got their own beds. Easy to downtown. Kitchen and free laundry. Free Tide detergent too (not expected). Will stay again.
    3 of 5 stars Reviewed 8 May 2014
    The location of this property was great. It was about 12-15 minutes from downtown, which is where we wanted to be. There was plenty of on-street parking right in front of the...
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    4.5 of 5 stars (3) Very good
    Chicago
    Apartment - 
    Studio / 1 Bathroom / Sleeps 2
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    • Air Conditioning
    • Dryer
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    Furnished Studio. Double bed, full bath, and full kitchen. Unique location. You don't need a car living here. Plenty of transit options. A couple of blocks to Red line train station. Direct express bus to Chicago downtown stops right around the corner. 20 minutes to the city center by public... View all property information
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    4 of 5 stars Reviewed 4 September 2014
    Great stay, close to the El train and cheaper than a hotel! Able to stay parked out front for free and take the El where ever we wanted to. If you want a great stuffed pizza...
    5 of 5 stars Reviewed 9 July 2014
    the location of the apartment we stayed was convenient enough:only some min away from the red line train and a min from the bus stop,so getting to downtown is easy.we got a great...
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    4 of 5 stars (1) Very good
    Chicago
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    • Air Conditioning
    • Fireplace
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Experience our 1 bedroom fully furnished “Old Town Chicago” condos designed by famous Chicago artist Edgar Miller (The Chicago Renaissance Man) with Flat Panel HDTVs, Fireplaces, All Utilities, All Major Appliances, WiFi, Internet, Cable, Queen Size Tempur-Pedic Mattresses, Cleaning Service... View all property information
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    4 of 5 stars Reviewed 30 September 2014
    The apartment was more spacious and comfty than it appeared in photos. The location was excellent, we had everything we could need at much 2 blocks away (restaurants, bars...
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    4.5 of 5 stars (12) Very good
    Chicago
    House Rental - 
    3 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (12) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Located on the north side of the city near the lake, redline train, 15 minutes to downtown and northshore. Condo has central heat and air and offers 1200 square feet of living space with separate living room and dining room, your own balcony, and bedrooms with tasteful linens, ultra comfortable... View all property information
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    5 of 5 stars Reviewed 18 March 2015
    Our family planned a very last minute spring break trip to the Chicago area, and couldn't have been more pleased with our choice of rentals! The owners were very helpful and...
    5 of 5 stars Reviewed 17 April 2013
    We stayed for 6 days over Spring Break with our 14 year old. Loved that we had 2 bedrooms and kitchen/living/dining spaces....SO much better than the 3 of us crowded in a single...
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    1 / 55
    Chicago
    House Rental - 
    3 Bedrooms / 5 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Architecturally significant single family home in Chicago's best neighborhood, Wicker Park. This home has been featured in design magazines and is ideal for entertaining. Filled with mid-mod furnishings throughout. Forbes rated Wicker Park #4 in the country for hippest neighborhoods, and this home... View all property information
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    5 of 5 stars (6) Excellent
    Chicago
    House Rental - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This is a home we like to come back to so we have furnished and decorated for luxury and comfort. It’s impeccably clean with modern décor & luxury linens: *600 thread-count linens *Plush towels *Marble & Slate flooring in bathrooms *Italian tile in bathrooms *Spa bath It is located in Old Town- a... View all property information
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    5 of 5 stars (2) Excellent
    Chicago
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Want to live like a local while staying in Chicago and save? Reserve now and take advantage of fall savings! Our Chicago vacation rental offers an affordable and comfortable place to lay your head during your visit to our city! A family-owned, Chicago boutique property near Wrigley Field, The... View all property information
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    5 of 5 stars Reviewed 19 November 2014
    We came from a cold room in New York, an overpriced location...and I emailed the guesthouse , to warm up our appartment. What a surprise when we came in!! Everything so clean and...
    5 of 5 stars Reviewed 12 March 2013
    This property is everything the ad promises and more. From the luxurious appointments like the surround shower in the master suite to the fireplace and chef-quality kitchen, you...
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    4.5 of 5 stars (7) Very good
    Chicago
    B and B - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Beautiful B & B Boatel Yacht - Pier Gold offers Chicago visitors a great alternative to regular hotel stays. Located at Chicago's most sought after harbor in the heart of our city waterfront; at Burnham Harbor you will enjoy waking up at your floating waterfront boatel at our harbor with stunning... View all property information
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    4 of 5 stars Reviewed 31 July 2014
    This was absolutely a great choice for a buddy and I to hang out in Chicago for a long weekend. The location was incredible and fortunately for so was the weather. Having done...
    5 of 5 stars Reviewed 9 August 2013
    A short walk (about a block) from the museums you find yourself in the quiet Burnham Harbor and on you very own Yacht! Two very private cabins, a comfortable living area with...
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    4.5 of 5 stars (5) Very good
    Chicago
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
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    About this property
    **LOCATION **LOCATION **LOCATION! ***CAN'T BEAT IT! ***Views Views Views! Breathtaking Lake and City Views!!*** Looks Like Hawaii Up There!*** Set in the heart of Downtown Chicago, our Chicago apt is ideally placed for visitors to experience all that the city has to offer. On the doorstep of... View all property information
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    5 of 5 stars Reviewed 3 September 2014
    We're home from our trip and back to reality! We loved your City and will definitely be back, next time could you arrange a bit better weather please!! But, as Brits we're used to...
    5 of 5 stars Reviewed 23 July 2014
    We booked through Steps From Everything and they were very easy to work with. The price was very reasonable and the location was great. We could walk two blocks to the Metro...
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    Chicago
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Air Conditioning
    • Balcony
    • Dryer
    • Housekeeping...
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Shared Indoor Pool
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Located in the chic New Eastside near Millennium Park, The Art Institute and fabulous Michigan Avenue shopping, this one-bedroom, lakefront condo is furnished with all the luxuries of a five-star hotel: Sleep Number queen bed, Nespresso coffee maker, digital television, pool, gym, rooftop views of... View all property information
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    5 of 5 stars (4) Excellent
    Chicago
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 3
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    NOTE This calendar is updated weekly not daily. Please visit www.LincolnParkVacationRentals.com for the most accurate information or email inquiry@lincolnparkvacationrentals.com to inquire about this or our other units at the same location. Please also note that holiday weeks and special event... View all property information
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    5 of 5 stars Reviewed 19 July 2012
    We first stayed at this holiday rental last summer when visting our son at Depaul university. The location of the rental is good for exploring the lincoln park area and an...
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    4.5 of 5 stars (6) Very good
    Chicago
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Residnence on the Avenue. A Spacious Vintage condo in a stunning 1928 Art Deco building on a tree lined avenue. A very quiet and secure 4 unit building with front lobby entrance. Property manager on site to answer any questions and to make sure that your stay at Residence on the Avenue is a... View all property information
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    5 of 5 stars Reviewed 9 November 2014
    We stayed here for a week in late october. We were looking for accommodation within easy reach of downtown Chigaco and this appartment provides just that. Ten minute walk to the...
    5 of 5 stars Reviewed 22 January 2014
    What a great find! The condo was well decorated, comfortable, parking in Chicago for $10 a day, great kitchen with starter supplies, wonderfully helpful building manager, short...
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    5 of 5 stars (2) Excellent
    Chicago
    Apartment - 
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    About this property
    This is the stuff dreams are made of. Towering 54 floors above the city, with dramatic two-story living areas and exquisite fireplace, this Penthouse gives you the ultimate city living. It's all about the views and location. From 25 foot floor to ceiling windows, the city unfolds before your very... View all property information
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    5 of 5 stars Reviewed 13 August 2011
    The location was perfect for our needs - we walked to all the restaurants, bars and stores. Parked the car and didn't move it until we left. Beautifully decorated and furnished...
    5 of 5 stars Reviewed 13 August 2011
    The location was great it was within walking distance to the Chicago Theater, many restaurants, and bars. I would recommend the hop-on and hop-off bus tour which is two blocks...
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    5 of 5 stars (19) Excellent
    Chicago
    Apartment - 
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (19) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Want to live like a local while staying in Chicago and save? Reserve now and take advantage of discounted rates this fall! Our Chicago vacation rental offers an affordable and comfortable place to lay your head during your visit to our city! A family-owned, Chicago boutique vacation rental... View all property information
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    5 of 5 stars Reviewed 4 September 2014
    Every aspect was wonderful. Great location. Easy to get into downtown. Great staff. Beautiful and luxurious condo/home.
    5 of 5 stars Reviewed 9 July 2014
    Brand new. Friendly staff. Helpful. Restaurants close by we're awesome. Used as a running base to lakeshore 1.25 miles. And also less than two miles to Wrigley.
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    1 / 19
    Chicago
    Apartment - 
    Studio / 3 Bathrooms / Sleeps 10
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    • Pets allowed
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    • Suitable for children
    • ?
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    • ?
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    About this property
    Spacious 4 bedroom 3 ½ bathroom penthouse duplex feels like a single family. Set upon a quiet gas-lit street, this 2,640 square foot home boasts soaring ceilings, elegant & original detail, renovated eat-in kitchen and gorgeous hardwood floors throughout. With a walking score of 89 this home is... View all property information
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