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Oak Park Vacation Rentals

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    Don't let other travellers get your favourite Oak Park area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 20 Rentals in Oak Park
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    Oak Park Bungalow1 / 20
    (3)Very good
    Oak Park
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Oak Park Beauty Sleeps 1 to 8 Guests1 / 14
    (1)Excellent
    Oak Park
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Oak Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Condo
    Oak Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    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, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    - Safe and quiet residential area by the Oak Park Arts District - Many art shops, two cafes, Italian restaurant and family-friendly activities all within walking distance. - Space is master bedroom on the 2nd floor - Free parking on premise - 15-20 mins Chicago Loop/Downtown by car - 2 mins walk to...
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    Location Information
    Oak Park, Illinois 60304
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The following rentals are within 25 kilometres of Oak Park.
    Handsome 3BR in Lake View by Sonder1 / 18
    (1)Excellent
    Lincolnwood
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 11, 2018
    Great space in a great location. Within walking distance to a number of restaurants/bars. The apartment was clean and looked just like the photos. Reservations were extremely...
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    About this property
    At this Sonder, you'll love the stunning architectural details, luxurious hardwood floors, and a spacious balcony. Located in Lakeview, known for its amazing eateries and relaxed cafes. Every booking is instantly confirmed. Every call or message is answered within minutes. Every home is equipped...
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    Lincolnwood, Illinois 60613
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beautifully Remodeled 3 BR Townhouse near Chicago1 / 30
    (2)Excellent
    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
    Reviewed October 17, 2017
    I booked this place for my birthday weekend/ my kids first visit to Chicago. There were seven of us. This lovely townhouse was very spacious and comfortable for all of us (even...
    Reviewed June 22, 2017
    Very great home! Relaxing, extremely clean & so much space! Overall made my stay back home a delightful experiance!
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    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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    Charming apartment, fantastic location! Spacious 4 bedroom, a rare find!1 / 13
    (1)Excellent
    Forest Park
    4 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Parking
    • DVD Player
    • Grill
    • Balcony
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 18, 2018
    This truly is a rare find and well worth your time if you need a place with multiple bedrooms in a convenient, residential location. The owners were very responsive to messages...
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    About this property
    Charming private apartment in the heart of Forest Park! Perfect mix of cozy, chic, & antique! Long term or a quick weekend away! Ideal for couples, solo adventurers, business travelers, families, big groups, even pets! Four bedrooms, spacious living area, beautiful backyard garden with seating for...
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    Location Information
    Forest Park, Illinois 60130
    Condo/Apartment - 4 Bedrooms, 1 Bathroom, Sleeps 5
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    Lincolnwood
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Washer
    • Wi-Fi
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Sonder, you'll love the beautiful fireplace, spacious balcony, and a fully-equipped kitchen. Located in Lakeview, know for its delicious dining and relaxed cafes. Every booking is instantly confirmed. Every call or message is answered within minutes. Every home is equipped with crisp...
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    Location Information
    Lincolnwood, Illinois 60613
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Lincolnwood
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Sonder, you'll love the expansive living area, sleek hardwood floors, and fully-equipped kitchen. Located in Roscoe Village, known for its hip boutiques and assortment of delicious restaurants. When you stay at a Sonder, you have a 24/7 concierge and receive all the local color of a...
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    Location Information
    Lincolnwood, Illinois 60618
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Lincolnwood
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Balcony
    • Terrace
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Excitement bustles around Chicago as you approach this 2-bedroom, 2.5-bathroom vacation rental townhome! With room to host 4 on beds and other sleeping arrangements, this 3-story home offers 2 living areas, a gourmet kitchen, 2-car garage, and sophisticated decor, creating a luxury accommodation in...
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    Location Information
    Lincolnwood, Illinois 60660
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Downers Grove
    6 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Washer
    • Grill
    • Cable/satellite TV
    • Patio
    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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    Lincolnwood
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Wi-Fi
    • Balcony
    • Patio
    • Terrace
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adeline's Sea Moose hosts over night stays for yacht enthusiasts! This 68 ft luxury charter yacht is one of the few sizable multi-level private Charter yachts in Chicago, and that was built and has maintained a true private yacht. Great care has been taken to uphold the integrity of her styling....
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    Location Information
    Lincolnwood, Illinois 60712
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    River Grove
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is an en-suite with 7 rooms, namely; living room, dining room, 2 bedrooms/lounge area, kitchen, two baths/toilets, nice decks and more, if you need room, this is the ideal spot for you and your guests. A few blocks from the Metra Station as well as buses to take you directly to the...
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    Location Information
    River Grove, Illinois 60171
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Forest Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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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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    Location Information
    Forest Park, Illinois 60130
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Summit
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Washer
    • Hot Tub
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Map in the ad is wrong and Trip Advisor can't fix it. We are located in the Bridgeport neighborhood just south of downtown Chicago and just West of Guaranteed Rate Field, home of the Chicago White Sox. We are located 5 miles due south from our city center, and 3 miles from our convention...
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    Location Information
    Summit, Illinois 60501
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Lombard
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Central Heating
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completely renovated, beautiful 4 Bedroom 2 Bath home. Located close to all amenities, grocery store, restaurants Giordano’s famous deep dish pizzeria, Mike Ditka’s steakhouse, Yorktown mall & luxurious Oakbrook shopping mall. Total 5 beds: 2 Queens, 1 twin, 2 queen airbeds (available by request)....
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    Location Information
    Lombard, DuPage County 60148
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Darien
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    spectacular 4 bedroom, 4 1/2bath estate outside of Chicago in Darien. This gabled, brick New American is spacious inside and out and outfitted with high-end furnishings. Just twenty minutes from O’Hare International Airport and forty from Chicago’s heart, it’s not just well appointed, it’s well...
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    Location Information
    Darien, DuPage County 60561
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Evanston
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
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    • Cable/satellite TV
    • Wi-Fi
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hull Chateau is a delightful, bright, relaxed place. Hull Chateau is quiet and private. Guests will feel like home. The entire house is open to guests. We Provide the guests the experience of a 'Home away from home'. Hull Chateau is in a great Evanston neighborhood. Quiet, peaceful, and...
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    Evanston, Illinois 60202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Evanston
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Private Garden
    • 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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    Location Information
    Evanston, Illinois 60203
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 3
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