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  • Oak Park Cottage - Walk to Frank Lloyd Wright Home and Studio

    Oak Park, IL

    Come visit Oak Park and stay at this lovely, family-friendly cottage. The 2 bedroom home has a comfortable king sized bed for parents next to a bedroom with two twin beds. Downstairs is a fully... ...more

    Beds: 2 Baths: 1 Property type: Cottage (89) Wonderful
    $213 / Nightly
  • Well-located Town Home for 6 People with Car Port And Private Entrance.

    Oak Park, IL

    Our comfortable, well-appointed town home sleeps up to 6 people and is two blocks from public transportation (Lake Street 'L') to downtown Chicago. The Metra train station is five blocks away and... ...more

    Beds: 2 Baths: 3 Property type: Townhome (10) Wonderful
    $155 / Nightly
  • Heart of Oak Park, train ride to downtown Chicago. WIFI & Cable Included!

    Oak Park, IL

    Enjoy your stay in Oak Park at this prairie architecture themed apartment. It is located in the lower level of a new construction home. As you enter, you will be blown away by the soaring 9-10'... ...more

    Beds: 2 Baths: 1 Property type: Apartment (43)
    $204 / Nightly
  • Craftsman Style Bungalow 15 min to Chicago

    Oak Park, IL

    Oak Park Bungalow Duplex. This charming Oak Park Bungalow Duplex offers a quiet relaxing environment to unwind after a busy day of site seeing in Chicago or enjoying the historic beauty of Oak... ...more

    Beds: 3 Baths: 1 Property type: Bungalow (31) Wonderful
    $237 / Nightly
  • Oak Park flat minutes to the Frank Lloyd Wright Home and Studio

    Oak Park, IL

    The Grey Stone Flat is on the first floor of a turn of the century 2 flat. It is the latest addition to our collection of short term vacation and corporate rentals. The other flat is occupied by... ...more

    Beds: 2 Baths: 1 Property type: Apartment (4)
    $249 / Nightly
  • Modern Victorian in Frank Lloyd Wright district

    Oak Park, IL

    Enjoy the charm of an 1896 Victorian updated with a stylish, modern aesthetic. The rental spans the entire first floor and includes a parlor with a Wurlitzer baby grand, dining room and workspace,... ...more

    Beds: 2 Baths: 1 Property type: Apartment (3) Exceptional
    Select Dates for Price
  • One Bedroom One Bathroom apartment

    Oak Park, IL

    Newly renovated and furnished apartment unit one block away from the oak park art district. Comes with a full kitchen to fulfill any and all of your cooking needs. As well as one bedroom with a... ...more

    Beds: 1 Baths: 1 Property type: Apartment (0)
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  • Lovely Updated Oak Park Bungalow (Free Parking)

    Oak Park, IL

    This is a lovely historic Oak Park bungalow with several updates and comforts. We have a Hinkley Schmidt water dispenser, a fully equipped kitchen, room darkening curtains in all the bedrooms, 3... ...more

    Beds: 5 Baths: 2 Property type: House (0)
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  • Sunny, 1 bedroom walk up - Oak Park (Free Parking)

    Oak Park, IL

    A sunny space ideal for the solo biz traveler, a couple, or a small group of close friends. This small 1 bed/1 bath unit is located on the 2nd floor of a cottage house next to a preschool. What it... ...more

    Beds: 1 Baths: 1 Property type: Apartment (0)
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  • Cozy grnd flr 2-bed apt - Oak Park (Free Parking)

    Oak Park, IL

    This ground floor apartment in a 2 unit cottage house is ideal for business travelers or small groups. What the apartment lacks in size it makes up for in amenities —it is a 10 minute walk away... ...more

    Beds: 2 Baths: 1 Property type: Apartment (0)
    $242 / Nightly
  • Comfortable home in historic Oak Park- open For Thanksgiving and Christmas!!!

    Oak Park, IL

    The first floor flat is a large bright 2 bedroom apartment with a new kitchen featuring Stainless Steel Fagor appliances, granite counter tops and maple flooring. We have hardwood floors in the... ...more

    Beds: 2 Baths: 1 Property type: Apartment (9) Good
    $231 / Nightly
  • Oak Park Beauty - Sleeps up to 8 guests - 10 with Children

    Oak Park, IL

    You have a private entry to the second floor, absolutely beautiful, Chicago style two-flat. Perfectly located in the center of Downtown Oak Park, just blocks to two train lines to Chicago and... ...more

    Beds: 3 Baths: 1 Property type: Bungalow (73) Wonderful
    $172 / Nightly
  • Your Oak Park home away from home

    Oak Park, IL

    Beautiful sun-filled vintage two bedroom, one bath home in Oak Park. First floor unit with all the comforts of home. Great location, just blocks away from the train, parks, groceries, and an easy... ...more

    Beds: 2 Baths: 1 Property type: Apartment (0)
    $159 / Nightly
  • Eclectic Oak Park Flat in Arts District

    Oak Park, IL

    Located near the Oak Park Arts District, this living space is on the second floor of a brick two flat. The flat is colorful and filled with art with an eclectic ambiance. Very large rooms and... ...more

    Beds: 1 Baths: 2 Property type: Apartment (18) Excellent
    $166 / Nightly
  • Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

    Oak Park, IL

    Our beautifully decorated second floor apartment has it all. Sunny, spacious and clean. Three large bedrooms with newly renovated kitchen and bath. Large screen television, cable, wifi, and private... ...more

    Beds: 3 Baths: 1 Property type: Apartment (18) Wonderful
    $276 / Nightly
  • Quiet, family getaway. Puppers welcome!

    Oak Park, IL

    This aparrtment is the top floor of a two flat. It's located in a very quiet, family friendly neighborhood. The skylights bring in a ton of natural light. There is a full kitchen available. I'll... ...more

    Beds: 2 Baths: 1 Property type: House (1) Exceptional
    $172 / Nightly
  • BRIGHT AND SPACIOUS VICTORIAN IN CENTRAL OAK PARK

    Oak Park, IL

    This Queen Anne home built in 1876 is located in the heart of Oak Park, just a few minutes walk to Frank Lloyd Wright home and studio and the largest collection of his homes, Unity Temple and... ...more

    Beds: 2 Baths: 2 Property type: Apartment (0)
    Select Dates for Price

Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Oak Park. Many accommodations in Oak Park provide "Non Smoking Only", there are 17, or there are 12 of Vacation Rentals in Oak Park with a "Children Welcome", there are also 12 with a "Pets Not Allowed", which is another great reason to visit Oak Park.