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Des Plaines Holiday Rentals

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    Don't let other travellers get your favourite Des Plaines area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 25 Rentals in Des Plaines
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    Des Plaines
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    The following rentals are within 25 kilometres of Des Plaines.
    Historic Chicago Style Bungalow Business Ready1 / 25
    (2)Excellent
    Oak Park
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Evanston
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    Lombard
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • DVD Player
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    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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    Palatine
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully Remodeled 3 BR Townhouse with granite-countertop kitchen, contemporary furniture and 1 car garage plus 1 more reserved parking in a safe and quiet neighborhood. You can walk to Walmart and many restaurants. Located only 1 min. from 53 highway (Dundee Rd. Exit), 5 min. from Twin Lakes...
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    Palatine, Illinois 60074
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    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 Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Forest Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Satellite TV
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    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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    Highland Park
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Satellite TV
    • Washer
    • Parking
    • Air Conditioning
    • Private Garden
    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 6
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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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    Oak Park
    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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    Just north of Chicago1 / 8
    (18)Excellent
    Winnetka
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Air Conditioning
    • Parking
    • Internet Access
    • Patio
    • Washer
    • Satellite TV
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 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 23 November 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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Buffalo Grove
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Air Conditioning
    • Private Garden
    • 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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    Wilmette
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Grill
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Contemporary 3 BR Townhouse with granite-countertop kitchen and a peaceful, private backyard in the safe and beautiful Wilmette neighborhood. Walk to Walgreens, Fresh Mart, and many shops & restaurants. Just 1 min. to 94 Highway Lake Ave. Exit, 10 min. to Lake Michigan & Botanic Garden, and 20 min....
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    Wilmette, Illinois 60091
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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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
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Oak Park
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    Amenities & Details
    • 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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    Oak Park
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    Amenities & Details
    • Grill
    • Terrace
    • Balcony
    • Private Garden
    • 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
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 1
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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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Long Grove
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please contact before booking to check availability of dates requested. We offer a private room within our personal family home. Over 300 sq. ft. FIRST FLOOR room with bay window, FULL- SIZED bed (approx 52 W x 74 L), small desk, free Wi-Fi, mini-fridge, small hanging rack and 2 clothing drawers,...
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    Long Grove, Lake County 60047
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    The Davis House, Landmarked 1892 Farm House1 / 35
    (7)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 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...
    Reviewed 2 December 2012
    My mom died peacefully and we needed a place to gather our family, grieve, eat, and just be together. It was truly last minute, and the owner, Will, made it happen (he wasn't...
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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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Condo
    Oak Park
    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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    Oak Park, Illinois 60302
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Oak Park
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    Amenities & Details
    • 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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    Location Information
    Oak Park, Illinois 60302
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 1
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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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    Location Information
    Oak Park, Illinois 60302
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 9
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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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    Oak Park
    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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    Oak Park
    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...
    View all property information
    Location Information
    Oak Park, Illinois 60302
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 1
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