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Bolingbrook Holiday Homes

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    Don't let other travellers get your favourite Bolingbrook area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 23 Rentals in Bolingbrook
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    The following rentals are within 30 kilometres of Bolingbrook.
    Historic Chicago Style Bungalow Business Ready1 / 25
    (2)Excellent
    Oak Park, IL
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    A Spacious & Fabulous Home1 / 32
    (1)Average
    Oswego, IL
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Oak Park, IL
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    Oak Park, IL
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    • Balcony
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Terrace
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in...
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    Oak Park, Illinois 60302
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 1
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    Oak Park, IL
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    • Balcony
    • Wi-Fi
    • Terrace
    • Patio
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in...
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    Location Information
    Oak Park, Illinois 60302
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 1
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    Forest Park, IL
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious 1 bedroom suite with a big screen TV, a super comfy bed & the convenience of cooking your own meals (oven, frig & microwave in your kitchen). Located on a wonderfully quiet residential block, very close to public trans and expressway. Downtown Chicago & O'Hare airport are one train ride...
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    Forest Park, Illinois 60130
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Burr Ridge
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Grill
    • DVD Player
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you’re seeking the perfect spot for your business retreat or family gathering, look no further than this 3-bedroom, 2-bathroom vacation rental house in Burr Ridge! With accommodations for 6 throughout 4,000 square feet of beautifully-appointed living space and a large yard on 5 well-groomed...
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    Burr Ridge, DuPage County 60517
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lombard
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Eclectic furniture, comfortable beds, large yard, 25 minutes to down town Chicago, walking distance to shopping, restaurants and grocery. Large all weather room seats 18. There is only one other house on the block and it is a dead end street so very quiet, adorned by large trees, there is also...
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    Lombard, DuPage County 60148
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Tinley Park, IL
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Grill
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 2700+ square foot home. There are four bedrooms with one being used as an office. There is a pool table in basement. In-ground heated pool in backyard allows guests to relax. The master bedroom has an en-suite bathroom with a steam shower. There are two televisions (one in the living room...
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    Tinley Park, Illinois 60487
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Bloomingdale
    8 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Satellite TV
    • Washer
    • Private Indoor Pool
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is good for business travelers, families (with kids), and big groups. It is large enough to 25 people, centrally located in the heart of Bloomingdale. Its 10 thousand sq ft including basement, 4 car garage and another 10 cars can be parked on the driveway. Boasts 8 bedrooms with three...
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    Bloomingdale, DuPage County 60108
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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    Condo
    Oak Park, IL
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    When traveling and looking for an upscale location. Oak Park offer a great traveler great food, entertainment, relaxing environment. Safe and a wide array of guided tours, Frank Lloyd Widget homes is just the start. My condo has two room with king bed half bath master bedroom, 2 bedroom has queen...
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    Location Information
    Oak Park, Illinois 60302
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Oak Park, IL
    4 Bedrooms, 2 Bathrooms, Sleeps 1 Quick View
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    • Wi-Fi
    • Grill
    • Washer
    • Housekeeping Included
    • Satellite TV
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in...
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    Location Information
    Oak Park, Illinois 60302
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 1
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    River Grove, IL
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is partially SHARED and a few blocks from the Metra Station as well as buses. You’ll love this place because of the location, the ambiance, and the outdoors space. It is good for couples, solo adventurers, and business travelers. River Grove community is nice and quiet, just that perfect...
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    River Grove, Illinois 60171
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Oak Park, IL
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Private Garden
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house is simply beautiful on a tree lined street located in the Historic District of Oak Park. This home is spacious, comfortable, with nice art pieces, bright and clean. Central air conditioning. Huge privacy fenced yard with a trampoline and grill, patio. 10 minutes from downtown Chicago,...
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    Location Information
    Oak Park, Illinois 60302
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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    Oak Park, IL
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Balcony
    • Terrace
    • Patio
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in...
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    Location Information
    Oak Park, Illinois 60302
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 1
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    Aurora, IL
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Parking
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are empty nesters who live in an active neighborhood full of young families. Our house has high ceilings and many windows, a homey decor and a large kitchen w/lots of utensils to share including a Breville Juicer and Vitamix! Bedroom #3 has a full size bed, dresser and closet at your...
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    Aurora, Illinois 60502
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Aurora, IL
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Air Conditioning
    • Washer
    • Grill
    • Secure Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are empty nesters who live in an active neighborhood full of young families. Our house has high ceilings and many windows, a homey decor and a large kitchen w/lots of utensils to share., including a Breville Juicer and Vitamix! Bedroom#1 has a queen size bed, dresser, TV/Cable, mini fridge,...
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    Aurora, Illinois 60502
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Upscale Suburban Neighborhood1 / 22
    (1)Excellent
    Aurora, IL
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • DVD Player
    • Grill
    • Housekeeping Included
    • Satellite TV
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 October 2016
    Our family felt at home from the moment we crossed the threshold. Our son fell in love with our hostess, Lourdes, and wanted to share all the fun stuff he was doing. We had...
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    About this property
    We are empty nesters who live in an active neighborhood full of young families. Our house has high ceilings and many windows, a homey decor and a large kitchen w/lots of utensils to share.. including a Breville Juicer and Vitamix. Our bedroom #2 has two beds; a twin and a full size, a...
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    Location Information
    Aurora, Illinois 60502
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Oak Park, IL
    3 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    • Wi-Fi
    • Parking
    • Housekeeping Included
    • Grill
    • Patio
    • Washer
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come relax in OAK PARK (OP) after a long day of shopping on Michigan Avenue, sightseeing in Chicago, or family gatherings. Just 10 minutes from downtown Chicago, Oak Park, and our flat offers the best of both worlds at a price you can afford. Just blocks from 2 train lines to Chicago. Pristine,...
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    Oak Park, Illinois 60302
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 9
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    The Davis House, Landmarked 1892 Farm House1 / 35
    (8)Very good
    Glen Ellyn
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Satellite TV
    • Washer
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    I started the booking process with William very early on, and am glad to have done so as getting in touch with him can be a bit tricky (he travels often between another home in...
    Reviewed 28 June 2015
    We gathered at The Davis House for a family reunion and to celebrate my husband’s 80 birthday. My daughter, husband and two small children were very comfortable in the bedroom...
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    About this property
    The Davis Victorian Farm house is an 1892 landmark home. It is located in beautiful Glen Ellyn, known for its quaint down town and Vintage Homes. We are also minutes away from Wheaton, home of Wheaton College. The Davis House is located on a very quiet cul-de-sac. Set back from Davis Terrace, its...
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    Location Information
    Glen Ellyn, DuPage County 60137
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Lombard
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is 30 minutes from downtown Chicago. Located 8 minutes from Oakbrook Center Mall and 15 min from Wheaton College. Plenty of restaurants and dining and family-friendly activities nearby. Large backyard and deck that's great for pets and entertaining! This cozy house gets tons of sunlight...
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    Location Information
    Lombard, DuPage County 60148
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Downers Grove
    6 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Washer
    • Patio
    • Parking
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 5000 square foot classic Colonial home is located in a private cul-de-sac on an acre of picturesque greens, trees, perennial garden and in ground pool. Its western suburban Chicago location is minutes from major expressways and Metra making quick and easy access to all Chicagoland has to...
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    Location Information
    Downers Grove, DuPage County 60516
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 15
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    Oak Park, IL
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Eclectic Artists Flat Close2Chicago & Fitzgerald's Live Music Club Located near the Oak Park Arts District, this living space is located on the second floor of a brick home. The flat is colorful and filled with art with an eclectic ambiance. Very large rooms and spacious bathroom. 1.5 Baths. A...
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    Location Information
    Oak Park, Illinois 60304
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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