Choose from 127 vacation rentals located in Oak Park, Illinois. Top filters in Oak Park include Internet / Wifi, Air conditioner, and Kitchen or Kitchenette. Prices range from $104 to $3,699 per night. Our most popular vacation rental types near Oak Park are Apartment and Hotel.

Top vacation rentals in Oak Park

Fridge, microwave, oven, stovetop
9.9
Outstanding(100 Reviews)
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.
Apartment
 in Oak Park
8 guests · 3 bedrooms · 1 bath
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Enjoy the best of Oak Park in our Apartment, Large, sunny 3 bedroom apartment two blocks from down town Oak Park. . A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Fridge, microwave, oven, stovetop
9.7
Outstanding(150 Reviews)
Peaceful Beauty in Historic District - Walkable - Winter Month Stay Special
Apartment
 in Oak Park
4 guests · 2 bedrooms · 1 bath
Garden · Pool · Kitchen or Kitchenette

Indulge in a peaceful retreat at Peaceful Beauty in Historic District - Walkable - Winter Month Stay Special, our elegant Apartment in Oak Park. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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8.3
Excellent(205 Reviews)
Carleton of Oak Park
Hotel
 in Oak Park
3star
2 full beds
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

This Hotel for $104 in Oak Park, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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9.5
Outstanding(51 Reviews)
Harvey House Bed & Breakfast
Bed and Breakfast
 in Oak Park
1 king bed
Kitchen or 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

Fridge, microwave, oven, stovetop
9.7
Outstanding(72 Reviews)
Relaxing Oak Park Home
House
 in Oak Park
6 guests · 3 bedrooms · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

Looking for a House in Oak Park, this House for $262 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
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Fridge, microwave, oven, stovetop
9.9
Outstanding(88 Reviews)
Heart of Oak Park, train ride to downtown Chicago. WIFI & Cable Included!
Apartment
 in Oak Park
5 guests · 3 bedrooms · 1 bath
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

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

$$$$
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8.8
Excellent(4 Reviews)
Historic Oak Park Apartment about 8 Mi to Downtown
Apartment
 in Oak Park
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Oak Park, at $128 per night for your next great vacation.

$$$$
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9.5
Outstanding(2 Reviews)
8 Mi to Chicago Oak Park Home with Fenced Backyard!
House
 in Oak Park
Pets allowed · Kitchen or Kitchenette · Air conditioner

Enjoy the best of Oak Park in our House, 8 Mi to Chicago Oak Park Home with Fenced Backyard!. A stunning property with amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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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 $104-$3,699. The average price for rentals in Oak Park is $204 per night.

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

  • Internet / Wifi
  • Air conditioner
  • Kitchen or Kitchenette

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