
Holiday rentals with outdoor seating in Oak Park
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Oak Park
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for outdoor seating rentals in Oak Park
House rentals with outdoor seating

Rooftop Access with Views and Gym - LCP Collection
Great place in a great location. Would definitely book again!

The Brookfield Breakaway w/ Game Room
This was a fantastic stay! The space was beautiful, spacious, clean, and well located. Definitely a great option if you're in the area and need a larger space.

Modern Boho house in Lombard 7 min to Metra
Best Airbnb stay we have had to date. Incredibly comfortable, clean and quiet. Wonderful experience!

Chicago River House -BBQ Oasis now open!
Even more spacious than in the photos! Well-kept place, with a fully stocked kitchen, projector, BOSE speaker, and great backyard. Double shower in the master bedroom, and strong water pressure. Entry is easy with a code. Finally, the host is VERY accommodating, flexible, and responsive. Recommended!

Unique porcelain-enamel paneled "Lustron" home
I enjoyed my stay here which enabled me to be close enough to Northwestern’s campus as I worked on a writing project. Being minutes from downtown Wilmette was a plus—be sure to check out Saint Roger’s Abbey bakery for wonderful French pastries! The house was neat, tidy, and matched the description. I also appreciated the record collection!

Paradise on the Park
Ryan went above and beyond in his communication. Very responsive to any questions about the space and surrounding areas. The space was welcoming and very clean. I really appreciated the little touches, including custom artwork to warm up the rooms. The front porch was also a welcoming area in a charming neighborhood. I sat out under the stars, enjoying the view across the street at a large park. I would stay here again without hesitation. Great value! Super host!

Adorable house Madison Street w/ 2 car garage!
Jill's home in Forest Park was lovely. It was centrally located with easy access to activities downtown and in the suburbs. Also, the proximity to Madison Street is fantastic. We also appreciate Jill's friendliness and flexibility.

Jacuzzi, King Beds, Easy Access to DT Chicago!
My family & I stayed at Vic’s place over the weekend to attend a baseball game and check out Chicago. I’m so happy we chose Vic’s home. It was very clean and in a great location. When heading upstairs to check out the room, I noticed a black, sticky stain on the comforter. I took a picture & sent it to his team . Within minutes he called and had a new blanket delivered as well as ping pong balls! The customer service was no less than excellent. The home was stocked completely. If you are heading to Chicago I suggest booking with Vic!
Apartment rentals with outdoor seating

Spacious Oasis Berwyn with Free Parking
Safe and quiet location with easy access to various business and restaurants in very close proximity! Spacious and bright rooms that can literally sleep 8, making it especially spacious for 4 of us. All amenities listed in the ad are functional and easy to use. Plenty of parking spaces for up to 3 cars, a big plus in the Chicago area. Hosts are fantastic for providing all needed services without interfering privacy! We felt like at home!!! Great organic cup coffee is a huge plus to start the morning with! Extremely kids friendly with so many toys, games, and books offered, together with a fancy bunker bed set! Definitely our first choice whenever we visit Chicago!

Bright family-friendly Lincoln Square 2-bed 1-bath
Marla and James' place was cozy and perfect for our family's stay! We were out and about a lot of the day in Chicago, and the Airbnb was a perfect, peaceful place to return to. There were lots of cozy touches, like ample board games available to play, some snacks and tea bags set out, and a lovely porch and sunny kitchen table and living room setup - so multiple areas to gather as a family and relax! There are also lots of nice cafes and restaurants and other small businesses within walking distance. Would definitely stay here again and would recommend to anyone looking to visit Chicago!

Cozy and Spacious! Logan Square Apartment
This is a cozy apartment that is perfect for families, close to a great neighborhood and a nice walk among historic homes to the CTA. Charles was extremely helpful and courteous throughout the entire process. The apartment was very clean and inviting with 3 small but separate bedrooms. I definitely plan to reach out to Charles again next time that I am visiting Chicago with family.

Modern Apt with style & comfort in Pilsen Chicago
A-MAZ-ING stay! My wife and I had such a blast in Chicago. GOGO was very kind and inviting, good energy! The place was exactly what we wanted with all the amenities. Sparking water in the fridge which was a treat after waking 18k everyday. As a runner, there was plenty of sidewalk and things to see. I recommend running up LEAVITT to 18th street and take 18th down for a nice 3 to 5 mile run. The L train “pink line “ was close and walking back at night we felt relatively safe. I would high recommend staying here in Pilsen area the next time you are in Chicago. Mahalo

Cozy Luxurious Beauty - 10 Min to Downtown Chicago
Freddie was a great host. He responded right away when I had a little confusion & smoothed everything. The inside was beautiful & created a comfortable space to return after being out and about.

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis
We stayed on the third floor of the complex and enjoyed Matthew's attention to detail. He gave a lot of thought to all components of his property.

2 Bed Apartment | Convenient Access to Downtown
The stay was for me and my parents. The location was a bit hard to find at first. But once we found it, it was quiet and peaceful. We felt safe. Im 5'2 and could touch the ceiling so keep that in mind my tall folks. We had no issues with it. The parking spot was amazing to have! Its located right inside a town with Walmart, grocery stores & restaurants. It is about 30 mins from downtown. And takes about an hr to get back during the evening hrs. But we didn't mind.

Belmont Pleasures - hot tub / arcade gaming room
Stay was great and Mariam was a super host. The space was exactly as pictured and all the games were a blast. Miriam even checked in a couple times to make sure we had everything we need and that we were having a good time. For sure would stay here again.
Apartment rentals with outdoor seating

3 BR Summer GetAway, 15mins to Loop+Gated Parking
Close to the green line for easy transportation.

Downtown Chicago - Spa Bath, Patio, 3 blocks to L
Great place! Everything was clean, in a good location and they communicated well.

Logan Square Beauty with 2 Bedrooms W/parking
Matt is a great host. Open, responsive and informative…everything you want really when on vacation

Renovated 2 Bed Condo Lincoln Park w/ Free Parking
John's place is great, just as described. Very clean and location is perfect (across the street from Pequod's). Check in/out was easy and communication was good.

Susie's Space. 2BR easy parking & pet friendly
Susan’s home was comfortable, clean, well-equipped, and aesthetically pleasing. The bed I slept in was one of the most comfortable of my entire life—I prefer a soft mattress. As far as location goes, the street was quiet, good for walking our dog, and close enough to public transport. Plenty of buses were available. We used street parking for our car and never had problems with finding a close spot to the house whenever we did take the car out. We enjoyed the stay greatly and will stay again. Thank you, Susan!

Modern Chicago Movie Themed Apt
We had a fantastic stay at this Airbnb during our Chicago trip! The location was perfect — close to everything we wanted to see and do with our kids. The apartment was clean, well-equipped, and exactly as described. It felt like a home away from home. Check-in was smooth, and the host was responsive and helpful throughout our stay. Highly recommend for families or anyone visiting the city!

Spacious 4 Bedroom Condo
We had a great stay for an extended wedding weekend with our entire family. Adrian's home was clean, modern, and well appointed. The beds were all very comfortable and linens were very soft. We felt very safe and the garage parking spot was a nice addition. I would highly recommend his home and would not hesitate to rebook there in the future.

East Garfield Park 2 Bedroom
Great place to stay close to train line. Helpful friendly host He even supplied snacks and water which was very thoughtful. Nice place as described.
Quick stats about holiday rentals with outdoor seating in Oak Park
Total rentals
90 properties
Nightly prices starting at
₹4,328 before taxes and fees
Total number of reviews
6.9K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Flossmoor Golf Club