Holiday rentals with outdoor seating in Cook County

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in Cook County

House rentals with outdoor seating

Top guest favourite
Home in Lombard
4.99 out of 5 average rating, 115 reviews

Modern Boho house in Lombard 7 min to Metra

JaniceRating, 5 stars2 weeks ago
Best Airbnb stay we have had to date. Incredibly comfortable, clean and quiet. Wonderful experience!
Guest favourite
Home in Chicago
4.96 out of 5 average rating, 174 reviews

Chicago River House -BBQ Oasis now open!

ThomasRating, 5 stars1 week ago
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!
Guest favourite
Home in Chicago
4.95 out of 5 average rating, 398 reviews

Get Cozy at a Powder-Blue Residence in the Heart of Pilsen

CarmenRating, 5 stars1 week ago
One of the best Airbnbs I have stayed at. It was beautifully decorated and super clean. Had everything I needed to feel comfortable and at home. The host was extremely responsive. The parking was a bit difficult but would not deter me from staying there again. Very close to downtown, about 10 minutes. Highly recommend.
Top guest favourite
Home in Gary
5 out of 5 average rating, 28 reviews

5 min walk to the beach

MariahRating, 5 starstoday
Derek is professional and friendly. He was flexible with us in a way that helped our travels a great deal. I appreciate his tech savvy home and will likely revisit the location. It’s about an 8 min walk to a clean beach where everyone is kind.
Top guest favourite
Home in Lombard
5 out of 5 average rating, 29 reviews

Spacious Home in Chicago Suburbs

NatoshaRating, 5 stars2 weeks ago
We enjoyed our stay very much and felt right at home. The hosts were very communicative and helpful. They were very flexible with check in and check out times. The home was fully stocked with lots of extra linens. Simple check out. Very beautiful home! I would 10/10 recommend! 🤩
Top guest favourite
Home in Lockport
4.96 out of 5 average rating, 137 reviews

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

Ann-CharlotteRating, 5 stars1 week ago
My colleagues and I really enjoyed this apartment. It was very clean and was set up for the needs of a traveller. We were allowed to check in early which was much appreciated. If we are ever in the area again we would stay here, no doubt. Thank you!!!
Top guest favourite
Home in Oak Park
4.98 out of 5 average rating, 164 reviews

Clean, Cozy 1st Floor Flat, Kitchen, Parking

NathanielRating, 5 stars5 days ago
Great get away especially anyone in the architectural field. Great location in the suburbs of Chicago and has a great connecting train station near by that takes you into the heart of Chicago. Overall great stay!
Guest favourite
Home in Chicago
4.91 out of 5 average rating, 77 reviews

Beverly House

StarrRating, 5 stars1 week ago
The home was cozy and super convenient for what we needed. The backyard was so nice to get some outside time with the kids and we walked to the park up the street a couple of times. The kitchen had everything we needed. Melissa was very helpful in sharing what to know before getting there and a printed manual of facts and tips about the home, the area and some games to play, too. We would book again!

Apartment rentals with outdoor seating

Guest favourite
Flat in Berwyn
4.95 out of 5 average rating, 228 reviews

Spacious Oasis Berwyn with Free Parking

ZhongyuRating, 5 stars2 weeks ago
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!
Guest favourite
Flat in Chicago
4.98 out of 5 average rating, 103 reviews

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis

BriantRating, 5 stars2 weeks ago
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.
Top guest favourite
Flat in Forest Park
4.99 out of 5 average rating, 156 reviews

Sunny 1 bedroom apartment 1 block from restaurants

EleanorRating, 5 stars2 weeks ago
Jim was a fantastic host. Very responsive and timely in his communications and support for our needs during our stay in their place. Their home was comfortable and well appointed with additional amenities you don't often see in AirBnB spaces, like N'espresso appliances and supplies. We would definitely consider repeat visits! Thank you, Jim!
Top guest favourite
Flat in Blue Island
4.94 out of 5 average rating, 299 reviews

Charming Unique 2 Bdrm Apartment in Victorian Home

KatharynRating, 5 stars1 week ago
Charming Victorian house in a peaceful and safe neighbourhood. So thankful for the really comfy queen bed - felt like my home mattress!
Guest favourite
Flat in Forest Park
4.82 out of 5 average rating, 284 reviews

Home in Forest Park downstairs.

ChrisRating, 5 stars3 days ago
Sabin's home is amazing and always a perfect stay for me when I'm passing through. Clean, updated everything and HUGE TV, comfy beds and pillows. And he's a great host and responds quickly if anything comes up. This is my 2nd stay and I'll be returning again next time I'm passing through
Guest favourite
Flat in Berwyn
4.91 out of 5 average rating, 385 reviews

Private apartment with retro vibe

JessicaRating, 5 stars3 days ago
very kind and responsive host. very clear instructions. apartment is large, sunny, spacious and has the coolest retro vibe with super cool decorations. Good AC and very close to public transportation in case you want to explore the rest of the city or get downtown. Very quiet and safe neighborhood, and she even provided a parking pass for you at no cost. thank you Antoinette!
Top guest favourite
Flat in Oak Park
4.97 out of 5 average rating, 109 reviews

Cheerful Oak Park Apartment

StacyRating, 5 stars2 weeks ago
Spacious apartment with fun extras (puzzle, yoga mat, etc.)! It was easy-to-find and well-stocked with supplies, including thoughtful items for our use. It was clean and comfortable; we didn't use the kitchen at all as it was a very quick stay. The hosts are cognizant of the noise from the train and highway, and provide earplugs, sound machines, blackout shades, a fan, etc., to help ensure guests can sleep well. The local recommendations were great. Downtown Oak Park is about a 10-minute drive; we appreciated the ability to walk 5 minutes to a nice café or restaurant.
Top guest favourite
Flat in Forest Park
4.95 out of 5 average rating, 325 reviews

Mid-Century Charm. Near Chicago. Low Cleaning Fee!

HaiqingRating, 5 stars6 days ago
The house is decorated very warmly and is fully equipped. The host also thoughtfully prepared many little snacks. The check-in process was convenient, and communication with the host went smoothly. Highly recommend staying here!

Apartment rentals with outdoor seating

Superhost
Apartment in Chicago
4.87 out of 5 average rating, 238 reviews

A Stones Throw from U Chicago South Campus!

MelissaRating, 5 stars1 week ago
It was a very cozy apartment with a nice set up. Easy access to university of Chicago and the lakefront trail. We really enjoyed our stay!
Superhost
Apartment in Chicago
4.94 out of 5 average rating, 180 reviews

3 BR Summer GetAway, 15mins to Loop+Gated Parking

ThaddeusRating, 5 stars1 day ago
Close to the green line for easy transportation.
Superhost
Apartment in Chicago
4.97 out of 5 average rating, 146 reviews

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

MichaelRating, 5 stars6 days ago
Great place! Everything was clean, in a good location and they communicated well.
Superhost
Apartment in Chicago
4.78 out of 5 average rating, 258 reviews

Logan Square Beauty with 2 Bedrooms W/parking

JamesRating, 5 stars2 weeks ago
Matt is a great host. Open, responsive and informative…everything you want really when on vacation
Superhost
Apartment in Chicago
4.91 out of 5 average rating, 110 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

NicolasRating, 5 stars1 week ago
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.
Superhost
Apartment in Chicago
4.92 out of 5 average rating, 348 reviews

Susie's Space. 2BR easy parking & pet friendly

RachelRating, 5 stars2 days ago
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!
Superhost
Apartment in Chicago
4.93 out of 5 average rating, 139 reviews

Modern Chicago Movie Themed Apt

LechelleRating, 5 stars2 weeks ago
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!
Superhost
Apartment in Chicago
4.96 out of 5 average rating, 231 reviews

Updated Designer Duplex In Fulton Market W/parking

NicoleRating, 5 stars3 weeks ago
Supurb stay in Fulton Market! Seth was an outstanding host—responsive, welcoming, and accomidating. The apartment was spotless, well decorated, and thoughtfully stocked with everything we needed for a comfortable stay. The beds and linens were especially cozy, making it easy to relax and feel at home. The location is superb—just steps away from a variety of highly rated restaurants. The location is superb—just steps away from a variety of highly rated restaurants. We also felt completely safe throughout our stay. The neighborhood has a welcoming, upscale vibe, which added to our peace of mind. A quick heads-up: the unit is a second-floor walk-up accessed via a private entry. Inside, as you can see has the spiral staircase; a unique architectural feature, but if you’re traveling with heavy luggage, it’s something to keep in mind. Pack accordingly! 😉 Overall, we had a wonderful experience and would gladly stay here again and agai

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