Oak Park holiday homes

We found 2,531 holiday rentals — enter your dates for availability

your current months are October, 2024 and November, 2024.
October 2024
November 2024
Discover a selection of 22 homes, 60 apartments and other holiday rentals in Oak Park that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include parking and a hot tub. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a holiday rental for your Oak Park getaway

The area's architecture and temples are just some of the reasons to come on holiday to Oak Park. Well known for its restaurants, shopping and local tours, this walkable city won't disappoint. Wrigley Field and Michigan Avenue are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Oak Park

Are you hoping to find top things to see and do in the city? Venture out of your holiday home and check out everything that makes Oak Park a fun spot to go on holiday. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Galloping Ghost (6 mi / 9.6 km)
  • Lincoln Park Zoo (8.1 mi / 13.1 km)
  • Pirates Cove Childrens Theme Park (14.3 mi / 23.1 km)
  • The Glen Club (14.4 mi / 23.2 km)
  • Home Alone House (15.8 mi / 25.4 km)
  • Northbrook Sports Complex (16.7 mi / 26.9 km)

Exploring the natural features in Oak Park

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Oak Park is a great place to get outside. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Millennium Park (8.3 mi / 13.3 km)
  • Grant Park (8.4 mi / 13.6 km)
  • Garfield Park (3.4 mi / 5.5 km)
  • Garfield Park Conservatory (3.4 mi / 5.5 km)
  • Humboldt Park (4.4 mi / 7.1 km)
  • Anna and Frederick Douglass Park (4.6 mi / 7.4 km)

Transport options to and around Oak Park

Fly into Chicago Midway Airport (MDW), the closest airport, located 7 mi (11.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Chicago O'Hare International Airport (ORD), which is 8.9 mi (14.4 km) away.

If you're travelling by train, you can make your way to Oak Park Station. You can get around Oak Park by jumping on the metro at Ridgeland Station (Green Line), Oak Park Station (Green Line) or Oak Park Station (Blue Line).

Frequently asked questions

What is the most popular type of holiday home accommodation in Oak Park?

Apartments are the most popular style of holiday home in Oak Park, according to our data. Even if you have a different vision in mind, Bookabach has properties in loads of sizes and shapes. Look through our options to find your perfect match.

How much does it cost to rent a holiday home in Oak Park?

Several things determine what you'll pay for your holiday home in Oak Park, including the type of property, season and length of stay. However, all of our holiday homes have one thing in common — amazing value. Simply enter your travel dates to find your ideal match.

How much does it cost to rent a beach house in Oak Park?

When you travel and the size and style of the property will influence the cost of your beachside holiday home. Put in your Oak Park travel dates to see all your options on Bookabach. Can't live without a private pool? Use the filters to pick the features and amenities you need.

Are there pet-friendly holiday homes in Oak Park?

Yes. There are. You can pick from 52 holiday homes that allow pets in Oak Park. Many of our pet-friendly holiday homes even come with a garden for your fur child to run around in, special dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find your pawfect place on Bookabach.

Can I rent a house with a pool in Oak Park?

Add a new level of fun to your getaway by booking one of the four houses with a private pool in Oak Park. Use our handy search filter to find the kind of property you want on Bookabach, and then spend your downtime splish-splashing around in a swimming pool that's all your own.

What are popular home amenities in Oak Park?

A garden, a nearby river and a firepit head the list of most popular home amenities in Oak Park. Whether you're planning to travel as a party of one, with your significant other or a bunch of friends, Bookabach will help you find a holiday home that suits your tastes with all the features you need.

Are there large group holiday homes in Oak Park?

With two properties that can host 10 guests or more in Oak Park, you won't have to keep anyone off the invite list. From holidays with the extended family to special events like anniversary parties and weddings, Bookabach can help you find a large group home to suit the occasion.

Are there holiday homes in Oak Park that welcome kids?

With 51 family-friendly holiday homes available in Oak Park, now is the perfect time to introduce your children to the wonders of travel. Simply click on our "Properties good for families" filter box to search for stays that feature amenities ideal for holidaying families, like multiple bedrooms, patios, bunk beds and hot tubs.

What are the top attractions for families in Oak Park?

Keeping the kids entertained during your Oak Park holiday is a snap with these cool family-friendly attractions:

  • Chicago Riverwalk
  • Shedd Aquarium
  • Field Museum of Natural History

Are there one-bedroom holiday homes in Oak Park?

Yes, you can take your pick from 15 one-bedroom homes in Oak Park. Whether you're on the lookout for a secluded cottage or an upmarket condo, our one-bedroom properties are just right if you don't require loads of space. One of the best parts about having your own pad? You won't need to share your adventure with strangers.

Can I find two-bedroom holiday homes in Oak Park?

Gather your nearest and dearest and enjoy a relaxing escape in one of the 18 two-bedroom holiday homes Oak Park has to offer.

Are there holiday homes with WiFi in Oak Park?

Whether you'd like to keep up with the news, make a video call or surf your social networks, there are 16 holiday homes with WiFi in Oak Park. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.

More Holiday Rentals ideas

People also search for