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Oak Park Holiday Rentals

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    Don't let other travellers get your favourite Oak Park area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 28 Rentals in Oak Park
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    Oak Park Bungalow1 / 20
    (6)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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    Quiet, family getaway. Puppers welcome!1 / 7
    (1)Excellent
    Oak Park
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Oak Park
    4 Bedrooms, 2 Bathrooms, Sleeps 20 Quick View
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    Location Information
    Oak Park, Illinois 60624
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 20
    Condo
    Oak Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    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
    Comfortable home in historic Oak Park- open For Thanksgiving and Christmas!!!1 / 9
    (10)Very good
    Oak Park
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Oak Park, Illinois 60302
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Oak Park Cottage - Walk to Frank Lloyd Wright Home and Studio1 / 14
    (100)Excellent
    Oak Park
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Oak Park, Illinois 60304
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Beautiful 2-bedroom apt. on a quiet tree-lined rstreet close to downtown Chicago1 / 49
    (3)Excellent
    Oak Park
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Oak Park, Illinois 60304
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!1 / 25
    (14)Excellent
    Oak Park
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Oak Park, Illinois 60618
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Heart of Oak Park, train ride to downtown Chicago.  WIFI & Cable Included!1 / 7
    (59)Excellent
    Oak Park
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Location Information
    Oak Park, Illinois 60302
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Cute Contemporary Celebrity retreat. Steps from train station pvt parking1 / 10
    (5)Very good
    Oak Park
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Hot Tub
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    Oak Park, Illinois 60644
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    YOUR OWN SPACIOUS 3 bdrm! 7 miles from DWNTWN1 / 33
    (9)Excellent
    Oak Park
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Oak Park, Illinois 60644
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Well-located Town Home for 6 People with Car Port And Private Entrance.1 / 16
    (10)Excellent
    Oak Park
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Oak Park, Illinois 60302
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Large, sunny 3 bedroom apartment two blocks from down town Oak Park.1 / 17
    (25)Excellent
    Oak Park
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Oak Park, Illinois 60302
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
    Complete rehab, Easy transportation locale, Safe neighborhood1 / 21
    (5)Very good
    Oak Park
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Oak Park, Illinois 60639
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Oak Park
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    About this property
    Perfect location in one of Chicago's trendiest neighborhoods, Logan Square! Beautiful 2 bedroom, 1 bathroom unit on the 1st floor of a Chicago walk-up with high end amenities located in the Logan Square. Perfect location for a weekend getaway, business trip (12 minute to Logan Square CTA Blue Line...
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    Oak Park, Illinois 60647
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
    Oak Park
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Private Garden
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    About this property
    This beautifully decorated three bedroom apartment comes with private entry, secured free parking, cable, internet, security & stainless steel appliances. Located on a quiet tree-lined street, with well manicured landscaping we are 5 minutes from the I290 Expressway, 15 minutes from downtown...
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    Oak Park, Illinois 60644
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 5
    Oak Park
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    This property is unique in alot of ways its in Chicago and walking distance to oak park a suburb of Chicago close to public TRANSPORTATION that will .you to go downtown Chicago and Chicagoland suburbs like oak park river forest etc.with a romantic jetted bathtub.if you like nightlife...
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    Oak Park, Illinois 60644
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    The following rentals are within 10 kilometres of Oak Park.
    Charming apartment, fantastic location! Spacious 4 bedroom, a rare find!1 / 13
    (2)Very good
    Forest Park
    4 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Reviewed 26 June 2019
    My family along with my parents were able to all stay in this apartment comfortably. 4 adults 2 children. The bed and breakfast like furnishings make the apartment very...
    Reviewed 18 August 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
    Built in 1902, our historic and antique apartment is walking distance to Madison street which is lined by wonderful restaurants, shops, and bars. We are conveniently located less than 10 minutes away from the green and blue line trains, making travel to downtown Chicago quick and easy. The...
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    Forest Park, Illinois 60130
    Condo/Apartment - 4 Bedrooms, 1 Bathroom, Sleeps 5
    Melrose Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Long modern open concept. New Renovation. Entire flat. Completely remodeled 3 bedroom 1.5 bath. Centrally located 15 min from O'hare Airport, and 20 min from Downtown at non traffic hours with easy access to the highways. This entire Melrose Park apartment flat near the 25th Ave & Lake St. features...
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    Location Information
    Melrose Park, Illinois 60160
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    River Grove
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    About this property
    This property is a vacational rental house designed for short or long term stays with everything you need to call this your new home. The 8 key areas for your comfy stay include: 1. A snazzy living room 2. Dining room 3. Office with attached bathroom (bathtub included) 4. Full kitchen facility...
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    River Grove, Illinois 60171
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
    Forest Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    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
    Forest Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    ******************************************* Summary ******************************************* 1300 SF renovated APT is 2-3 min away from 290 highway, which takes you downtown in minutes! This property has 3 bedrooms, & 2 bathrooms. Master suite has a king, and the other 2 bedrooms have a Queen....
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    Forest Park, Illinois 60130
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Melrose Park
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    This home is perfect if you want to be close to the airports and still have access to go downtown as well. You will love staying in this fully furnished and equipped home that will give you the experience as if you were staying at a place out of a modern home magazine. The TV is a smart TV with...
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    Melrose Park, Illinois 60160
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Cicero
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Hello our home located 15 minutes drive to downtown Chicago , the place is brand new with all new beds sheets towels the room you will be renting out is have key that you can use to lock your stuff in the room , kitchen living room and bathroom shared with other guest if there is any during your...
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    Cicero, Illinois 60623
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Cicero
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Hello our home located 15 minutes drive to downtown Chicago , the place is brand new with all new beds sheets towels the room you will be renting out is have key that you can use to lock your stuff in the room , kitchen living room and bathroom shared with other guest if there is any during your...
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    Cicero, Illinois 60623
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Berwyn
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Searching for a friendly neighborhood steps away from tons of public amenities and 20 min drive to DT Chicago? Find this at our lively renovated safe and comfortable three bedroom apartment. Plenty of space for stretching and recharge, you will feel right at home with total access to a freshly...
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    Berwyn, Illinois 60402
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Bellwood
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    This is a TRUE 5Bedrooms + (Loft) on 2nd Floor 2-Full Baths Hardwood Floors throughout All-Stainless Steel Appliances(Refriderator, Oven, Dishwasher, Microwave) Granite Counter Tops in Kitchen Washer/Dryer 2 Central Air Units 2- Separate Furnaces 2-Car Garage Large Side-Driveway Full-Unfinished...
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    Location Information
    Bellwood, Illinois 60104
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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