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Choose from 98 vacation rentals located in Oak Park, Illinois. Top filters in Oak Park include Internet / Wifi, Air conditioner, and Kitchen / Kitchenette. Prices range from $58 to $655 per night. Our most popular vacation rental types near Oak Park are Condo and Hotel.

Top vacation rentals in Oak Park

Living room.
4.8
Outstanding(145 Reviews)
Eclectic Beauty in Historic Neighborhood -Winter Special-
Condo
4 guests · 2 bedrooms · 1 bath
Garden · Pool · Kitchen / Kitchenette

Indulge in a peaceful retreat at Eclectic Beauty in Historic Neighborhood -Winter Special-, our elegant Condo in Oak Park. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Open layout with soaring ceilings and all the amenities that appear in a home.
5.0
Outstanding(79 Reviews)
Heart of Oak Park, train ride to downtown Chicago. WIFI & Cable Included!
Condo
5 guests · 2 bedrooms · 1 bath
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for the perfect place to call home during your trip to Oak Park? This Condo offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Property view
4.1
Excellent(165 Reviews)
Carleton of Oak Park
Hotel
3star
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

This Hotel for $73 in Oak Park, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Property view
4.8
Outstanding(67 Reviews)
Harvey House Bed & Breakfast
Bed and Breakfast
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Nestled in Oak Park, this Bed and Breakfast is perfect for your next vacation. Enjoy Harvey House Bed & Breakfast's top-rated amenities, including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$
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Vacation rentals with internet & wifi in Oak Park

Exterior
4.8
Outstanding(61 Reviews)
Relaxing Oak Park Home
House
6 guests · 3 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Air conditioner

Looking for a House in Oak Park, this House for $124 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
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Living area
4.8
Outstanding(28 Reviews)
Cozy, Comfortable and Convenient apartment. Close to everything!
Condo
4 guests · 2 bedrooms · 1 bath
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Are you ready to indulge in a relaxing getaway? Our Condo in Oak Park has everything you need for a rejuvenating stay. Treat yourself to Cozy, Comfortable and Convenient apartment. Close to everything!'s exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.

$$$$
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Living room offers comfortable chair, loveseat and a sofa that turns into a bed.
4.8
Outstanding(60 Reviews)
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Condo
6 guests · 2 bedrooms · 2 baths
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

When traveling to Oak Park, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $116 per night.

$$$$
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Property view
Charming Oak Park Home with Private Fire Pit!
House
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

This inviting House in Oak Park can fit your needs for many types of vacations, at $93 per night.

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Oak Park

Oak Park travel guide

Let us help you plan your perfect Oak Park vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Oak Park, and more.

Frequently asked questions

What is the price range for rentals in Oak Park?

Vacation rentals in Oak Park have a price range between $58-$655. The average price for rentals in Oak Park is $142 per night.

What are the most popular vacation rental amenities in Oak Park?

  • Internet / Wifi
  • Air conditioner
  • Kitchen / Kitchenette

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