Choose from 105 vacation rentals located in Oak Park, Illinois. Top filters in Oak Park include Internet / Wifi, Air conditioner, and Kitchen / Kitchenette. Prices range from $39 to $950 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)
Condo
 in Oak Park
Feels like Home - Beauty in Historic Neighborhood - Winter Specials -
4 guests · 2 bedrooms · 1 bath
Garden · Pool · Kitchen / Kitchenette

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

vrbo logo
View deal
Open layout with soaring ceilings and all the amenities that appear in a home.
5.0
Outstanding(79 Reviews)
Condo
 in Oak Park
Heart of Oak Park, train ride to downtown Chicago. WIFI & Cable Included!
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.

vrbo logo
View deal
Property view
4.1
Excellent(172 Reviews)
Hotel
 in Oak Park
3star
Carleton of Oak Park
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.)

booking logo
View deal
Property view
4.2
Excellent(154 Reviews)
Hotel
 in Oak Park
3star
Carleton of Oak Park
Air conditioner · Internet / Wifi · Parking

Looking to create some memories in Oak Park? Look no further than our Hotel, Carleton of Oak Park. Enjoy top-rated amenities including Air conditioner, Internet / Wifi and Parking, and more.

priceline logo
View deal

Vacation rentals with internet & wifi in Oak Park

Exterior
4.8
Outstanding(63 Reviews)
House
 in Oak Park
Relaxing Oak Park Home
6 guests · 3 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Air conditioner

Looking for a House in Oak Park, this House for $140 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

vrbo logo
View deal
Living area
4.8
Outstanding(28 Reviews)
Condo
 in Oak Park
Cozy, Comfortable and Convenient apartment. Close to everything!
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.

vrbo logo
View deal
Living room offers comfortable chair, loveseat and a sofa that turns into a bed.
4.8
Outstanding(62 Reviews)
Condo
 in Oak Park
Stylish Luxe King bed w\/Free Parkng near DT Oak Pk
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 $195 per night.

vrbo logo
View deal
Bathroom
5.0
Outstanding(27 Reviews)
Condo
 in Oak Park
Sunny Coach House in Historic Oak Park
3 guests · 1 bedroom · 1 bath
Garden · Internet / Wifi · Parking

Condo in Oak Park, for $144 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

vrbo logo
View deal
city photo
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 $39-$950. The average price for rentals in Oak Park is $144 per night.

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

  • Internet / Wifi
  • Air conditioner
  • Kitchen / Kitchenette

Explore near Oak Park

Rentals near top attractions

Related vacation destinations

Nearby vacation destinations

Travel inspiration

Keep exploring