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Elder Access Holiday Rentals in Chicago, IL

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    1 / 11
    4.5 of 5 stars (8) Very good
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $184
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    Roscoe Village
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 14
    5 of 5 stars (5) Excellent
    DePaul
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    1 / 15
    4.5 of 5 stars (4) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    $114
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    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • 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
    Location Information
    Chicago, Illinois 60640
    3 of 5 stars Reviewed 14 August 2015
    Beautiful tree lined street close to down town express, lake front and bike hire. Great supermarket around 2 corners. Studio is in an older building that has seen better days. No...
    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...
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    $85
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    • Grill
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Patio
    • Satellite TV
    • Sauna
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Choose from Studio, Jr. One Bedroom, One Bedroom and upgraded One Bedroom + Den apartments. An on-site pool highlights this modern apartment in Chicago's theatre district. The property is 1,650 feet from iconic Willis Tower and just 10 minutes' walk from Millennium Park. Check out live shows at... View all property information
    Location Information
    Chicago, Illinois 60606
    1 / 9
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    $184
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    • Washer
    • Air Conditioning
    • DVD Player
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Streeter Place is a remarkable new building designed for those who enjoy the very best that Chicago has to offer. From its progressive architecture to its distinctive lobby décor, Streeter Place offers a unique concept in urban living. Located in trendy Streeterville, Streeter Place is the smart... View all property information
    Location Information
    Chicago, Illinois 60611
    1 / 40
    4.5 of 5 stars (8) Very good
    The Loop
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    $85
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    • Grill
    • Wi-Fi
    • Patio
    • DVD Player
    • Secure Parking
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    These high-end apartments have granite countertops, stainless steel appliances, cherry cabinets, washer/dryer in-unit, king beds, and a flat screen TV. One Bedroom Apartments have queen pull-out sofa beds. Enjoy all-inclusive pricing and automatic monthly credit card payment. All of our... View all property information
    Location Information
    Chicago, Illinois 60661
    5 of 5 stars Reviewed 10 September 2015
    Since this time my client was in downtown, I preferred a stay close by and hence they booked me in this apartment for my three week stay. When I reached the apartments after a...
    5 of 5 stars Reviewed 24 July 2015
    In January 2015 I found out that I needed to get a rental in town for 5 weeks due to a summer program at Joffrey Ballet n which my daughter would be participating. I needed a...
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    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    $213
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The Space The definition of the perfect location. Lincoln Park one of Chicago's most prestigious neighborhoods is central to just about everything! A typical day might start with a trip to Chicago's best farmers market (Green City Market) just a few blocks away. After breakfast spend some time... View all property information
    Location Information
    Chicago, Illinois 60614
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    $268
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    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Terrace
    • Washer
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    3 bedrooms, 2 full bathrooms, Balcony with Grill, sleeps 8. Kid Friendly Live like a local in one of Chicago's best neighborhoods at a top-rated TripAdvisor property! Located in a family-owned boutique building in the vibrant and historic Andersonville neighborhood, our Chicago vacation property... View all property information
    Location Information
    Chicago, Illinois 60640
    Lakeview
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    About this property
    This renovated apartment is in an oasis while enjoying all the excitement that Wrigleyville and Chicago have to offer! Walk to Wrigley Field, CTA Red Line, nightlife, bars, restaurants and more! Lots of space in an awesome location - and a beautiful space! With three bedrooms, each with it's own... View all property information
    Location Information
    Chicago, Illinois 60613
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $197
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    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Satellite TV
    • Grill
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our suite features Two Bedrooms/Two Bathrooms with a pull out couch and can accommodate six guests. Suite also contains fully equipped gourmet kitchen and is perfect for families or individuals, traveling for business or pleasure. The Guesthouse Hotel offers great style, comfort and value. Stay... View all property information
    Location Information
    Chicago, Illinois 60640
    Lakeview
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    $497
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    • Satellite TV
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Nestled in one of the more happening areas of Chicago is this super trendy 2-bedroom residence that was recently featured on Apartment Therapy! Whether you’re visiting with friends, family, or even just your pet, this household suits all. Dolled up with funk & creativity that matches the... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 15
    5 of 5 stars (2) Excellent
    Lakeview
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    $277
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    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Washer
    • Waterfront
    • Patio
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • 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
    Location Information
    Chicago, Illinois 60657
    5 of 5 stars Reviewed 13 December 2013
    My husband and I and our dog, Mazie, had the best week during the week of thanksgiving. The house was so comfortable and homey and the neighborhood was a great place to walk a...
    5 of 5 stars Reviewed 4 November 2013
    Our family highly recommends "the Ginko Place". What a wonderful place! Where in Chicago can you stay and have a garden/patio BBQ in the middle of the City! Not only is a home...
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    Northwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    $284
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    • Internet Access
    • Air Conditioning
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Two bedrooms, one bathroom 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. Bus... View all property information
    Location Information
    Chicago, Illinois 60618
    DePaul
    2 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    $355
    / Night
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    • Air Conditioning
    • Satellite TV
    • Patio
    • Parking
    • DVD Player
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Today We Are Offering a Discount on All Bookings For Our Holiday Special!!! Note that the discount will be adjusted in the price After you request your stay inquiry. You will have a chance to review the final $ amount after you request a booking. You can cancel at anytime w/ a full refund up to 60... View all property information
    Location Information
    Chicago, Illinois 60614
    1 / 27
    5 of 5 stars (20) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    $268
    / Night
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    Amenities & Details
    • Secure Parking
    • DVD Player
    • Washer
    • Internet Access
    • Air Conditioning
    • Grill
    • Balcony
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
    Location Information
    Chicago, Illinois 60640
    4 of 5 stars Reviewed 30 June 2015
    This large and comfy condo worked really well for our family of 7. Fun, upcoming neighborhood a 2- block walk away; public transportation close by; order in your meals from...
    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.
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    1 / 12
    4 of 5 stars (6) Very good
    Gold Coast, Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    $433
    / Night
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    • Satellite TV
    • Air Conditioning
    • Porch
    • Internet Access
    • DVD Player
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Apartment - 2 Bedrooms + Convertible bed(s) - 2 Baths - (Sleeps 4-8) Another First Class Chicago property! City of Chicago Vacation Rental License #2125365. Rent Legally! You've found it! Location, Location, Location! An historic 1890's brownstone in the heart of the exclusive Gold Coast where... View all property information
    Location Information
    Chicago, Illinois 60611
    5 of 5 stars Reviewed 2 July 2013
    My family of five adults spent 7 great days in Chicago in mid-June. I loved everything about Chicago and the icing on the cake was the Brownstone we stayed in. Its such a...
    5 of 5 stars Reviewed 5 April 2013
    Centrally located, very clean and on a quiet street. So much better than a hotel . .an much more of the true Chicago city experience. Restaruants and train are a short walk away...
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    1 / 38
    4 of 5 stars (2) Very good
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other travellers have booked this property
    From
    $179
    / Night
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    • Satellite TV
    • Air Conditioning
    • Patio
    • Shared Garden
    • Internet Access
    • Parking
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
    Location Information
    Chicago, Illinois 60610
    4 of 5 stars Reviewed 14 September 2015
    We recently stayed here for 1 week. Location is perfect, safe, close to Lincoln Park, train, the lake and much more. John was very attentive to our needs and responded always in...
    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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    Northwest Side, Wicker Park / Bucktown
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $197
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    • Air Conditioning
    • Satellite TV
    • Parking
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our Blue Line Studio is as an efficiency apartment. It has a queen-sized bed, a full kitchen, plus an in-suite bath. It also has a private, rear entrance and outdoor seating area. Breakfast is not provided as you would have your own kitchen to prepare meals. Dishes and pans are provided. This... View all property information
    Location Information
    Chicago, Illinois 60622
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    $4,966
    / Month
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    • Parking
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Patio
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Tastefully furnished and outfitted second floor walk-up executive apartment in the heart of River North. A block from the Brown Line, about 4 blocks to the Red Line, with bus service in all four directions. A short walk to Whole Foods or Walmart express for groceries. Brett's Kitchen, Fabcakes and... View all property information
    Location Information
    Chicago, Illinois 60654
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    1 / 37
    4 of 5 stars (5) Very good
    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    $206
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    • Washer
    • Internet Access
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Studio Apartment Downtown Chicago Millennium Park walking distance most attractions close to public transportation... View all property information
    Location Information
    Chicago, Illinois 60611
    4 of 5 stars Reviewed 19 August 2014
    Very strategic location near to major attractions. Very spacious and quiet. The best coffee is just down the building! The only thing was the wifi was extremely slow, me and my...
    3 of 5 stars Reviewed 2 July 2014
    security was not aware of our check in and had to call and verify. kitchen is not adequately stocked for those who may use knives, forks and wine glasses. it was, however...
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    1 / 33
    5 of 5 stars (1) Excellent
    Near North Side
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    $177
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    • Satellite TV
    • Terrace
    • Washer
    • Outdoor Dining Area
    • DVD Player
    • Balcony
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Experience our amazing, over sized, fully furnished “Old Town Chicago” studio with private balcony 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... View all property information
    Location Information
    Chicago, Illinois 60610
    5 of 5 stars Reviewed 7 June 2015
    This was our first time renting instead of booking a hotel, but John was extremely helpful with this experience. I especially appreciated his timeliness in answering any questions...
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    $85
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    • Washer
    • Sauna
    • Parking
    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Choose from Studio, Jr. One Bedroom, One Bedroom and upgraded One Bedroom + Den apartments. An on-site pool highlights this modern apartment in Chicago's theatre district. The property is 1,650 feet from iconic Willis Tower and just 10 minutes' walk from Millennium Park. Check out live shows at... View all property information
    Location Information
    Chicago, Illinois 60606
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    $85
    / Night
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    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Sauna
    • Patio
    • Grill
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Choose from Studio, Jr. One Bedroom, One Bedroom and upgraded One Bedroom + Den apartments. An on-site pool highlights this modern apartment in Chicago's theatre district. The property is 1,650 feet from iconic Willis Tower and just 10 minutes' walk from Millennium Park. Check out live shows at... View all property information
    Location Information
    Chicago, Illinois 60606
    1 / 14
    3.5 of 5 stars (3) Average
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    $282
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    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Waterfront
    • Sauna
    • Private Outdoor...
    • Wi-Fi
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The Tides is a great way to experience life and culture in the heart of Chicago! Featuring a modern contemporary feel, the short term rentals at The Tides offer dramatic finishes including tiled entries, granite islands and cherry cabinetry, open floor plans with captivating views from the... View all property information
    Location Information
    Chicago, Illinois 60610
    5 of 5 stars Reviewed 3 September 2015
    Although we were expecting to stay in the Tides, we were allocated an apartment in the neighbouring Shoreham Building. Whilst slightly apprehensive about this prior to arrival...
    4 of 5 stars Reviewed 6 February 2015
    This apartment is located in a modern, somewhat glitzy group of buildings which form their own mini-village. It is located east of Michigan Ave., almost across the street from...
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    1 / 17
    5 of 5 stars (39) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    From
    $219
    / Night
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    • Washer
    • Patio
    • Satellite TV
    • Internet Access
    • Balcony
    • Air Conditioning
    • Parking
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    City of Chicago Vacation LICENSE NO.: 2087699 This Vintage Early 1900’s 2-Flat 2nd floor apartment is in the beautiful tree-lined neighborhood of Andersonville. Located in the FUN, EXCITING, ECLECTIC ANDERSONVILLE Neighborhood on the north side of Chicago less than 2-blocks west of Clark Street... View all property information
    Location Information
    Chicago, Illinois 60640
    5 of 5 stars Reviewed 25 August 2015
    We stayed here during a family trip, and the apartment was absolutely beautiful. Even with a family of six, the apartment was more than spacious and accommodating. Every room was...
    5 of 5 stars Reviewed 1 June 2015
    Paul was a great host, responsive and clear. The location is so fantastic if you want to experience a charming Chicago neighborhood. Restaurants, bars, cafes, and shopping are...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $197
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    • Patio
    • Satellite TV
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Balcony
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    TWO-BEDROOM SUITES WITH BALCONY Open gourmet kitchen with stainless appliances Granite breakfast bar Bright and sunny living room with 10' ceilings Private balcony complete with gas grill and patio furniture King-sized bed in the master bedroom Spa-like bathroom with glass shower Two Bedroom... View all property information
    Location Information
    Chicago, Illinois 60640
    1 / 30
    5 of 5 stars (36) Excellent
    Northwest Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $121
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    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    A big thank you to my guests for their great reviews. I'm so honored to have earned a 2014 Certificate of Excellence from tripadvisor! Very comfortable, private lower level of duplex. Perfect for a business traveler who doesn't want to be downtown, or a couple visiting the city for pleasure.... View all property information
    Location Information
    Chicago, Illinois 60625
    5 of 5 stars Reviewed 19 August 2015
    The owner thought to provide everything you might need. Little things like a few snacks and a fan in the bedroom made the place welcoming from start to finish. Large den space...
    5 of 5 stars Reviewed 7 July 2015
    We loved staying here! It is conveniently located near L stops, wonderful restaurants and safe and quiet neighborhood. We were very comfortable each night we stayed and upon...
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    From
    $3,973
    / Month
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    • Air Conditioning
    • Satellite TV
    • Parking
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This 2 bedroom furnished corner duplex is located in the blossoming Woodlawn area. It is located blocks from University of Chicago, Museum of Science and Industry, The Garden of the Phoenix and Hyde Park. This location is smoke free. Each bedrooms both have queen size beds, with great closet... View all property information
    Location Information
    Chicago, Illinois 60637
    Lakeview
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    From
    $213
    / Night
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    • Secure Parking
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    A cozy 1 bedroom in the heart of Lakeview, steps from the lake and minutes from Wrigley. Parking spot available, as well as CTA buses and the L. Great shopping, restaurants and nightlife, including an 'open late' diner on the corner and the Laugh Factory around the block. The apartment has many... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 26
    5 of 5 stars (1) Excellent
    The Loop
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    From
    $2,554
    / Week
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    • Sauna
    • Hot Tub
    • Air Conditioning
    • Grill
    • Washer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Unit not available for daily rental in July 4th Holiday ! *Prices may vary depending on the season. Premium months are between April and September. *Prices negotiable based on length of stay. Please inquire and we will provide a direct quote for your stay. Michigan Avenue at 21st street 2BR /... View all property information
    Location Information
    Chicago, Illinois 60616
    5 of 5 stars Reviewed 9 December 2014
    The view really is amazing and the apartment is well-equipped. After a little trouble getting in (which was solved by friendly staff right away), we found everything we...
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    1 / 37
    4 of 5 stars (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
    other travellers have booked this property
    From
    $183
    / Night
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    Amenities & Details
    • Internet Access
    • Washer
    • Parking
    • Outdoor Dining Area
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
    Location Information
    Chicago, Illinois 60609
    3 of 5 stars Reviewed 12 June 2015
    The rental was okay, very quiet and not exactly handicap accessible; as indicated in the specs - but made it work. Other than that the duration of the stay worked out.
    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...
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    1 / 18
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $197
    / Night
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    Amenities & Details
    • DVD Player
    • Grill
    • Satellite TV
    • Air Conditioning
    • Balcony
    • Washer
    • Secure Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
    Location Information
    Chicago, Illinois 60640
    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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    1 / 10
    5 of 5 stars (1) Excellent
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    From
    $184
    / Night
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    • Shared Outdoor Pool...
    • Housekeeping...
    • Wi-Fi
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Chicago’s newest addition to Lakeshore East, Coast creates a coastal retreat on the shores of Lake Michigan. This beautiful property is situated in Chicago’s most desirable location with magnificent views of the River, the Lake and the world famous Chicago Skyline. View all property information
    Location Information
    Chicago, Illinois 60601
    5 of 5 stars Reviewed 25 October 2015
    A few days prior to embarking to Chicago, we were sent an email from our representative at Premier Luxury Suites that the one-bedroom apartment we booked at The Coast was no...
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    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveller has booked this property
    From
    $355
    / Night
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    • Satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    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
    Location Information
    Chicago, Illinois 60611
    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $197
    / Night
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    Amenities & Details
    • Balcony
    • Internet Access
    • Air Conditioning
    • Terrace
    • Washer
    • Grill
    • Secure Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Live like a local and save! Book now to take advantage of discounted fall rates! Beautiful 2 Bedroom unit in boutique luxury building with 24 hour concierge service. Located in the wonderful and historic Andersonville neighborhood, The Guesthouse Chicago vacation rental encourages you to live... View all property information
    Location Information
    Chicago, Illinois 60640
    5 of 5 stars Reviewed 19 May 2015
    Great property in Chicago, a short distance from Lakeshore Drive, perfect for a family vacation. We stayed in the spacious 2 bed/2 bath unit. The unit was stunning, with beautiful...
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    1 / 12
    4 of 5 stars (2) Very good
    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $241
    / Night
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    Amenities & Details
    • Shared Outdoor Pool...
    • Terrace
    • Balcony
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    2 bedroom fully furnished apartment in the heart of Gold Coast/River North, walking distance to transportation, restaurants and the lake front. The apartment comes fully furnished, has equipped kitchen, flat screen TVs, basic cable, Internet, phone and all utilities are included. The price also... View all property information
    Location Information
    Chicago, Illinois 60654
    4 of 5 stars Reviewed 27 May 2015
    Everything is good. But the mattress on the bed, was my worst experience ever!!! The location is perfect. The coffee machine is perfect..
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    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    From
    $1,596
    / Week
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    Amenities & Details
    • Sauna
    • Air Conditioning
    • Parking
    • Washer
    • Hot Tub
    • Wi-Fi
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    The Shoreham apartments in downtown Chicago embrace the traditions of simplicity and elegance, inviting you to experience a new standard of luxury. Amenities abound in the exclusive Shore Club, a private club floor retreat. An on-site gourmet Italian cafe, banking facilities, and nearby dining and... View all property information
    Location Information
    Chicago, Illinois 60601
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    From
    $85
    / Night
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    • Washer
    • Air Conditioning
    • DVD Player
    • Parking
    • Wi-Fi
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Choose from Studio, Jr. One Bedroom or One Bedroom Apartments. The property is between Chicago's business district, theater district or West Loop restaurant district. Check out live shows at the Bank of America Theatre (1,950 feet) before catching a train at Ogilvie Station. Chicago O'Hare... View all property information
    Location Information
    Chicago, Illinois 60661
    1 / 12
    5 of 5 stars (2) Excellent
    Gold Coast, Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveller has booked this property
    From
    $291
    / Night
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    • Satellite TV
    • Waterfront
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    First Class Chicago vacation rentals by owner gives you the loveliest choice in Chicago Brownstone vacation rentals. Located in the Gold Coast neighborhood, these brownstones will surpass your expectations for quality and comfort. You will never want for a Magnificent Mile hotel as First Class... View all property information
    Location Information
    Chicago, Illinois 60611
    5 of 5 stars Reviewed 5 June 2015
    This location was unbelievable. Right in the heart of great restaurants, bars, the lake and only a few minutes to Michigan Ave. If you needed to travel any further there were...
    5 of 5 stars Reviewed 20 November 2013
    Excellent apartments in an excellent location! Amenities are just as described. Comfortable beds. Our group was a total of 8 women staying in these 2 condos. The space was...
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    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
    other traveller has booked this property
    From
    $142
    / Night
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    • Internet Access
    • DVD Player
    • Satellite TV
    • Washer
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This historic turn of the century home has been recently remodeled while paying homage to original and period details like crown moldings and stained glass. Fresh, clean and sparkling with drop dead mid century décor. Both comfortable, roomy and stylish. There is a large fully stocked kitchen with... View all property information
    Location Information
    Chicago, Illinois 60625
    1 / 32
    5 of 5 stars (4) Excellent
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    From
    $170
    / Night
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    Amenities & Details
    • Balcony
    • Hot Tub
    • Wi-Fi
    • Grill
    • Washer
    • Shared Outdoor Pool...
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Unit not available for daily rental in July 4th Holiday ! *Prices may vary depending on the season. Premium months are between April and September. *Prices negotiable based on length of stay. Please inquire and we will provide a direct quote for your stay. Welcome to the LEX Chicago -- far from... View all property information
    Location Information
    Chicago, Illinois 60616
    5 of 5 stars Reviewed 6 November 2014
    The apartment was great! The hosts were very easy to contact when needed. Even the neighbours were friendly. Good location, away from the busy city Central but still close enough...
    5 of 5 stars Reviewed 30 October 2014
    21st and Michigan, right on the bus route to go to the Downtown core and to get to the museums. Just blocks away from Chinatown. Market just across the street for meat and eggs...
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    The Loop
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    other travellers have booked this property
    From
    $284
    / Night
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    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This is a one bedroom loft with the living-room converted into a second bedroom. It has two beds in the bedroom and the living-room has a bunk bed. 800 square feet 32″ Flat-screen TV Wireless Internet-5 MPBS This luxury condominium is conveniently located one block to McCormick Place with easy... View all property information
    Location Information
    Chicago, Illinois 60616
    The Loop
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    From
    $709
    / Night
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Modern luxury One bedroom with queen size bed Location, Location, Location Hotel type amenities. Queen size bed in your private room 900 square feet space Sleeps 4 Flatscreen TV in the livingroom Wireless Internet is not available Clean freshly-washed white sheets and white Towels waiting for... View all property information
    Location Information
    Chicago, Illinois 60616
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $497
    / Night
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This apartment is located in Chicago and comes fully equipped with everything you need to feel at home. Also, our 24/7 virtual concierge service and local hospitality team will be there to ensure you have a great stay. The Space: The place has everything - crisp linen, towels, kitchenware, coffee... View all property information
    Location Information
    Chicago, Illinois 60601
    1 / 24
    5 of 5 stars (1) Excellent
    Lakeview
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    From
    $156
    / Night
    Payment Protection
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    Amenities & Details
    • Patio
    • Outdoor Dining Area
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Shared Garden
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    An irresistibly charming apartment! Good things do come in small packages! CHICAGO GUEST HOUSE Tripadvisor Certificate of Excellence 2015 5.0 of 5 stars --160 Reviews on Tripadvisor Ranked #1 of 55 Specialty Lodging in Chicago! Walk in to the home and the first thing you notice is nothing,... View all property information
    Location Information
    Chicago, Illinois 60657
    5 of 5 stars Reviewed 16 June 2015
    We were very happy finding this vacation rental. The location was accommodating to our interest. The apartment was excellent. We were able to stay altogether and enjoy the...
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    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    From
    $397
    / Night
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    • DVD Player
    • Satellite TV
    • Parking
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    If you are looking for a short getaway to Chicago this is perfect for you. Best of the best amenities with outdoor pool, movie theater, game room, library and full size gym. Luxury 1 bedroom condo with a gorgeous view of Chicago and River North. This is a high-rise building located on West Hubbard... View all property information
    Location Information
    Chicago, Illinois 60654
    Northwest Side, Wicker Park / Bucktown
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    From
    $177
    / Night
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
    Location Information
    Chicago, Illinois 60647
    Lincoln Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $497
    / Night
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    • Internet Access
    • Washer
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Patio
    • Housekeeping...
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This house is ideal for a weekend visit or long stay. Every amenity is at your fingertips and every Chicago site is steps or a train away. Great modern space with eat-in chefs kitchen updated comfortable bathrooms and spacious city backyard. Perfect location for a Chicago getaway!!! Heart of... View all property information
    Location Information
    Chicago, Illinois 60614
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    From
    $9,223
    / Month
    Payment Protection
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Unit not available for daily rental in July 4th Holiday ! *Prices may vary depending on the season. Premium months are between April and September. *Prices negotiable based on length of stay. Please inquire and we will provide a direct quote for your stay. 30 days minimum 60-story... View all property information
    Location Information
    Chicago, Illinois 60601