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Des Plaines Vacation Rentals

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    Don't let other travelers get your favorite Des Plaines area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 27 Rentals in Des Plaines
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    The following rentals are within 15 miles of Des Plaines.
    Palatine
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Historic Chicago Style Bungalow Business Ready1 / 75
    (3)Very good
    Oak Park
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Beautifully Remodeled 3 BR Townhouse near Chicago1 / 60
    (1)Excellent
    Wilmette
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Just north of Chicago1 / 16
    (18)Excellent
    Winnetka
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Private Yard
    • Air Conditioning
    • Secure Parking
    • Patio
    • DVD Player
    • Shared Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 17, 2017
    Loved this place. It was perfect for a family vacation for my husband, myself and our two early 20 year old sons. Cottage was very well equipped, convenient to the Metra to...
    Reviewed November 23, 2016
    Cottage is cozy, convenient to trains, and in a charming residential neighborhood. Wonderful owners too.
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    About this property
    Our 2 Bedroom Cottage has a private brick patio, full kitchen, full bath, window Ac and wifi. We are walking distance to train, buses, village of Winnetka, beaches and parks. This is a lovely, quiet, tree lined suburb 19 miles (31km) north of downtown Chicago. Trains/buses make access to Chicago...
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    Winnetka, Illinois 60093
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Completely Remodeled 3-Bedroom House!1 / 26
    (1)Excellent
    Wheeling
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Wi-Fi
    • Patio
    • Satellite TV
    • Grill
    • Washer
    • Air Conditioning
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 7, 2017
    We had a great time!! The area is clean, the neighborhood is quiet and very pleasant. We went as a family of 5 to visit my daughter who was in classes at the Naval Base in Great...
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    About this property
    Beautifully Remodeled 3-Bedroom House with new hardwood floor, gorgeous granite countertop kitchen, and contemporary furniture. Walk to grocery, shops and restaurants. Awesome location, just 1 min. to Metra station, 20 min. to O'Hare Airport, Lake Michigan & Ravinia Park, and a pleasant 30 min....
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    Wheeling, Illinois 60090
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Mount Prospect
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully remodeled with hardwood on all three floors and contemporary furniture; dream kitchen with granite countertop & s/s appliances; and a large backyard with patio and BBQ grill, perfect for entertaining. Enjoy Roku TV with free Amazon Prime movies & Pandora music! . Great Location, right...
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    Mount Prospect, Illinois 60056
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Lombard
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Central Heating
    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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Highland Park
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Wi-Fi
    • Satellite TV
    • Washer
    • Parking
    • Air Conditioning
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are offering up our entire full, finished basement suite. Located in the City of Highland Park, our large traditional brick home built in 2003 is in walking distance to the town, train and gorgeous Lake Michigan Beach. Within 5 minutes driving time, or by public shuttle, you can attend the...
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    Highland Park, Lake County 60035
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Bloomingdale
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Satellite TV
    • Private Yard
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2900 SF Modern updated Home with walk out basement. Above ground heated pool! 4 bedrooms with large beds in each room Bunk beds in upstairs room. 70in LCD TV two 55in LCD TVs in bedroom and basement. Great Large kitchen with stainless steel appliances Wine cooler 2 HUGE Couches 1 upstairs 1...
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    Bloomingdale, DuPage County 60108
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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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
    Rental Home - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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    Forest Park
    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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    Glencoe
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large and sun-filled family home on Chicago's beautiful north shore with easy access to Lake Michigan beaches, Chicago Botanic Garden and downtown Chicago. Our home offers many inviting spaces, whether you would like to relax in the spacious backyard and patio, enjoy the living room with...
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    Glencoe, Illinois 60022
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Washer
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 8, 2017
    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 June 28, 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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    Glen Ellyn, DuPage County 60137
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    River Grove
    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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Oak Park
    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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    Oak Park
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Private Yard
    • 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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    Oak Park, Illinois 60302
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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    Buffalo Grove
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Air Conditioning
    • Private Yard
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Classic clean one bedroom condo off 290 30 minutes to Chicago. Great restaurants just three blocks away Starbucks ,Walkerbrotuers , Jamessons char house etc.Private gated heated pool, reserved parking by condo ,Lake Arlington three blocks away where one may hike,surrounded by a beach oasis where...
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    Buffalo Grove, Lake County 60089
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    Lombard, DuPage County 60148
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Oak Park
    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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    Oak Park, Illinois 60304
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Evanston
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Private Yard
    • Internet Access
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Pinewoods Retreat is home to a small artist community including musicians, painters and acrobats. Here you will find an eclectic yet quiet escape from the fast paced city. We take great pride in the peaceful environment that we have created here and welcome you to share in our retreat. Please...
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    Evanston, Illinois 60203
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    Condo
    Oak Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
    • Air Conditioning
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    Pet friendly
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    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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    Oak Park, Illinois 60302
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Oak Park
    4 Bedrooms, 2 Bathrooms, Sleeps 1 Quick View
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    • Wi-Fi
    • Grill
    • Washer
    • Housekeeping Included
    • Satellite TV
    • Private Yard
    • 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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    Oak Park, Illinois 60302
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 1
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    Evanston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Warm and welcoming family building. It is a 2 apartment building, 2 bedroom, one bath on each floor. located 1 block north of Howard St. With easy access to St. Francis Hospital. L train station is approx 3 blocks away. CTA buses a block away. Eclectic and great restaurants around the block on...
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    Evanston, Illinois 60202
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Oak Park
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    • Balcony
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Private Yard
    • 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
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 1
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    Oak Park
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    • Grill
    • Wi-Fi
    • Balcony
    • Terrace
    • Patio
    • Private Yard
    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
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 1
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    Oak Park
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    • Balcony
    • Wi-Fi
    • Terrace
    • Patio
    • Grill
    • Private Yard
    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
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 1
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    Oak Park
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    • Grill
    • Terrace
    • Balcony
    • Private Yard
    • Wi-Fi
    • Patio
    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
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 1
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