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Holiday Rentals in Oak Park

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    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 4 Quick View
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    Condo
    Oak Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
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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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    • Air Conditioning
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    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.
    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    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
    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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    Forest Park, Illinois 60130
    Condo/Apartment - 4 Bedrooms, 1 Bathroom, Sleeps 5
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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 18 October 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 23 June 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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    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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    Downers Grove, DuPage County 60516
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 15
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    Forest Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/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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    Location Information
    Forest Park, Illinois 60130
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    Stay and play like a local1 / 24
    (1)Excellent
    Lincolnwood
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 January 2018
    My family and I stayed at the property twice from Christmas Eve until January 7th, as my son was going through basic training at the Navy Recruit Training Center at Great Lakes...
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    About this property
    Stay and play like a Chicago local in our Northside home. With easy access to Ravenswood, Lincoln Square, Andersonville and Wrigleyville neighborhoods, your options are unlimited! Walk to Gompers Park play tennis or swim. get groceries at nearby Jewel, dine at authentic Mexican restaurants....
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    Lincolnwood, Illinois 60630
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Lincolnwood
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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. Lakeview has plenty to offer within walking distance. Try out Toons Bar & Grill or Tango Sur for some of...
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    Location Information
    Lincolnwood, Illinois 60613
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    Lombard, DuPage County 60148
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Romantic Burr Ridge Home on 5 Manicured Acres!1 / 24
    (1)Very good
    Burr Ridge
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that there are exterior cameras surveying the perimeter of this property ** If you’re seeking the perfect spot for a business retreat or family gathering, look no further than this 3-bed, 2-bath Burr Ridge vacation rental! With sleeping for 6 throughout 4,000 square feet of...
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    Burr Ridge, Illinois 60517
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Evanston
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, Location ,Location. Walk to many restaurants and stores. Take the Clark bus to Cubs Park. One mile to Foster Beach. Bikes for rent nearby. Great apartment to relax and sleep. This is a second floor walk up apartment. We are close to Lake Shore Drive. The CTA Red line, Berwyn stop is...
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    Evanston, Illinois 60640
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Lincolnwood
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is a short walk to Kimball CTA Brown Line, which will get you downtown in about 30 minutes. My place is good for couples, solo adventurers, and business travelers. One bedroom with TV, large living room with TV and wireless Bluetooth soundbar if you want to play music, nice kitchen with...
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    Lincolnwood, Illinois 60625
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    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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    Darien
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    • Parking
    Suitability
    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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