
Vacation rentals with outdoor seating in Chicago
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Chicago
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Chicago outdoor seating rentals
House rentals with outdoor seating

Rooftop Access with Views and Gym - LCP Collection
Great location, clean, spacious, great linens and towels.

Flat in Lincoln Park 2-Flat Central to Everything
We stayed for a week with 2 children of 8 and 10. The place is larger than we expected; which is nice. The street and neighborhood are both really nice. Train is close; which is very handy to visit the city. Close to Lincoln park and many restaurants and shops. This place was very comfortable, private and quiet. Brian was also also very flexible with check in and check out times. Definitely recommended !

Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design
Great stay and easily accommodated ng larger in laws family

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
We were 4 adult and 1 dog and we stayed at Matthew's place, everything went smooth and easy to feel at home, parking spot and great location of the house make us everything easier, it was so fast to get to the downtonw in lees than 20 minutes. Matthew was always responsive to all our questions, I definitely will search for this place to sray on my next trip to chicago.

Maywood Relaxation
We came for The Weeknd concert in the city, so we got ready there, then spent the night and morning in the house. It was a beautiful house and felt super peaceful and safe! The beds were insanely comfy and we all slept so well! So much space! Everything was just so homey and comfortable.

Private Logan Square Garden Apt
Janice’s listing was wonderful. Everything was as described and we thoroughly enjoyed our stay. We met Janice when we crossed paths the second night there and she was very friendly and great to talk to. We look forward to staying at Janice’s place next time we’re back in Chicago.

Wrigleyville Southport Studio
Great little hideaway to rest and recharge after being out in the city all day.

Big house in the BEST Location!
It was as pictured and suited our needs. Clean and well organized. When we reached out we were responded to promptly and thoroughly. The location is good and walkable. If planning to go to Navy Pier or the Miracle Mile to go shopping (or something in that general area of Chicago), expect about a 40 - 60 min drive.
Apartment rentals with outdoor seating

iKlektik House Chicago / Robin
Mindy & Tony’s place was a nice hidden gem. Their home was cozy and includes all you need for a stay in Chicago. There was plenty of street parking and the area is quiet. I would highly recommend for a solo traveler or couple.

A Vintage Pink House in the Heart of Chicago
Had an amazing stay! Felt right at home! Amazing supplies in the kitchen were a completely pleasant surprise! The location and the locality were also absolutely amazing and a very short drive from downtown Chicago.

Lovely, spacious 2bd, 1bath home w/free parking
Tiffany was friendly host and made sure to communicate with us to make our stay enjoyable. The place walkable distance to public transit and the neighborhood was safe enough to walk at night. It was clean and as pictured, there was coffee, utensils, plates, etc if you needed prepare food.

Sunny 1 bedroom apartment 1 block from restaurants
Jim’s place had all of the modern amenities you could want and than some. He had great books to read, and beautifully curated pieces of art throughout the home. We felt very comfortable and safe there.

Private apartment with retro vibe
Clean and peaceful neighborhood. Parking was not an issue

Cheerful Oak Park Apartment
This place is a hidden gem- perfect price, for the perfect location for a nice weekend vacation get a-way! My boyfriend and I found the place to be clean and cozy! Thanks for having a beautiful home and letting us book with you!

Logan’s Cozy Inn.
Great location with lots of nice bars and restaurants locally and easy access also to the CTA blue line to Downtown and O’Hare. Apartment was ideal and was just as described. Would recommend and if ever back in Chicago would look to stay here again.

Peaceful River West, free parking
My wife and I visited Chicago and Mando's flat with another couple for Memorial Day weekend. The place was exactly as described and everything was clean and nice. Having stayed in quite a few downtown AirBnB's across the country, I was very pleasantly surprised by Mando's pre-arrival instructions and recommendations, those are truly the best and most descriptive ones I have ever received in my travels. Additionally, it was lovely that Mando provided us with snacks and a few drinks for our stay. I will definitely look to stay at this place again next time I return to Chicago with the right sized group.
Condo rentals with outdoor seating

816 PLZN Luxury Apt | Rooftop | Garage Parking
The host and team were very communicative. The space was beautiful with high ceilings , clean, spacious, and well equipped.

Renovated 2 Bed Condo Lincoln Park w/ Free Parking
This was a fabulous place to stay! My brother and I could easily walk to the "L" and head downtown. The pizza place right downstairs was delicious - we ate there twice in three days! The beds were comfortable, the couch and living room set up was cozy. I would absolutely stay there again!

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!
One of my favorite Aibnbs of all time. The location is FUN - right in the center of the action in Northalsted. The space itself is beautiful and clean. The bedrooms are spacious, and the kitchen is well equipped. Allan was awesome and left us a bottle of prosecco to welcome us. Best part of the house is the huge covered front balcony - a front row seat to the joyous crowds, especially on the weekend. We saw a concert, walked to a Cubs game, spoiled the kids on Michigan Ave - and everyone agreed the balcony was our fave part of the trip. The rear deck is icing on the cake. We were in town so our kids could go to a concert and they also loved the area. If you're sensitive to noise, bring earplugs - all the action brings a bit of music - but really it's a steady din so super easy to tune out at bedtime. We love this place and can't wait to come back!

Modern Chicago Movie Themed Apt
The house was nicely situated, tidy, and perfect for our needs. They definitely keep to the movie theme, and I liked the little porch in the back.

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.

Wicker Park/Bucktown condo with large balcony
We enjoyed our time at this apartment! Nestled in the Bucktown neighborhood of the city, which is peaceful and surrounded by beautiful homes. Nearby Wicker Park and Logan Square have a lot to offer, as well as Lincoln Park (the neighborhood) not being too far away either. While the bedroom and bathroom are on the smaller side, that’s just city life and it is a perfect retreat for 1-2 people. It’s very stylish yet cozy with the decor and all updated appliances and bathroom. I would take note of the stairs for this unit in particular, as it’s on the second level but they were fine and the patio deck was nice! We really appreciated Lauren being accommodating to our late booking. We would definitely stay here again!

Large 2BR, 2BA, patio, sunroom, W/D, L-kitchen
Pablo was an incredibly responsive and helpful host, even volunteering to have us check in early. His place was spacious (can accommodate 4-5 people) and comfortable. . . really a home away from home. Had everything we needed for a 5-day stay . . washer/dryer a plus! Parking can be a challenge, but using SPOT Hero helped us identify available spots. While next to the train, the train noise was more like white noise and did not disturb us. Would definitely stay again!

Private hot tub - King bed suite - Free parking
Cody’s place was a perfect hideaway from which to venture into the city, and both far enough away to be peaceful but close enough to a string of good restaurants and cafes to be walkable. Check-in and house instructions were comprehensive, Cody himself was proactive and communicative, and the hot tub was a major plus on cool nights. Looking forward to another stay!
Quick stats about vacation rentals with outdoor seating in Chicago
Total rentals
2.7K properties
Total number of reviews
188K reviews
Family-friendly rentals
1.8K properties are a good fit for families
Pet-friendly rentals
920 properties allow pets
Rentals with a pool
290 properties have a pool
Rentals with dedicated workspaces
2.2K properties have a dedicated workspace
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