Vacation rentals with a patio in Downtown Chicago

Find and book unique patio rentals on Airbnb

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Popular amenities for Downtown Chicago patio rentals

Apartment rentals with a patio

Superhost
Apartment in Chicago
4.86 out of 5 average rating, 103 reviews

Lovely 2-bedroom apartment in Pilsen

MakaylaRating, 5 stars3 months ago
great experience to have, wonderful home !
Guest favorite
Apartment in Chicago
4.94 out of 5 average rating, 69 reviews

Spacious! 3 bedroom apartment in Edgewater!

PatrickRating, 5 stars1 month ago
Awesome apartment in the Loyola Chicago neighborhood. Easy access to the loop with the red line. Host is super responsive. The place was spotless and well stocked when we arrived.
Guest favorite
Apartment in Chicago
4.92 out of 5 average rating, 98 reviews

Spacious 1BR Garden Apt & Parking

MackenzieRating, 5 stars2 weeks ago
lovely people and lovely place. thank you so much for hosting during our journey of apartment hunting and looking to move to Chicago. hope to return one day soon 💜
Guest favorite
Apartment in Chicago
4.98 out of 5 average rating, 105 reviews

Lovely 2bedroom 1bath Apt and outdoor seating.

JillRating, 5 stars1 month ago
Good location and had everything we needed. Handy to have nearby stores within walking distance. Great place and would definitely stay again.
Guest favorite
Apartment in Chicago
4.91 out of 5 average rating, 35 reviews

River North | Rooftop With In & Out Parking | 3

SydneyRating, 5 stars1 week ago
We had our bachelorette party at TAIMS location and it was absolutely perfect! The Airbnb was super clean and spacious for the 6 of us girls! We loved the high ceilings and how close everything was for us! The one problem we had was getting into the building, the keysafe was not easy to get into and the Fab was not very good, but the host communicates sooo fast and helped us get inside pretty quickly! Super thankful for the experience!
Top guest favorite
Apartment in Chicago
4.97 out of 5 average rating, 38 reviews

2 Room Apartment in Vintage Bldg

HollyRating, 5 stars1 week ago
Karen's place was cozy, clean, and convenient. It is located one block from the lake and one block from Michael's Pizza. She has warmly and beautifully decorated the space, so it is easy to immediately feel at home. It was a quick walk to the metro station, as we didn't have a car. I recommend going to Green Mill for a jazz show!
Superhost
Apartment in Glenview
4.86 out of 5 average rating, 28 reviews

1 Bedroom Apartment/free parking

DarrenRating, 5 stars1 month ago
We stayed at Karolinas apartment for 7 months and she was a wonderful host. She quickly addressed any problems. For example, we locked our keys in the apartment. I texted her and a new set of keys were promptly delivered. The apartment itself is super comfortable. Great furniture and appliances and we enjoyed the outdoor balcony. I would highly recommend renting from Karolina and this apartment specifically. We have no complaints and our stay was wonderful. Thank you Karolina!
Guest favorite
Apartment in Chicago
4.95 out of 5 average rating, 21 reviews

Tree-Lined Street Near the Lake!

KarenRating, 5 stars3 weeks ago
This place has the best location. It was easy for me to take the Brown line and get around town. Cute coffee shop bakery on the corner. Mark and Carmen where friendly when we meet in the garden. Nice stay!

House rentals with a patio

Superhost
Home in Chicago
4.92 out of 5 average rating, 38 reviews

Family Friendly Duplex/9 min from MDW/Free Parking

AshleyRating, 5 stars1 month ago
Johanna made us feel warm and welcome. All amenities are included and work well. Excellent shower. She was very responsive and attentive.
Superhost
Home in Bolingbrook
4.8 out of 5 average rating, 5 reviews

3bd/1.5bth Entire Bolingbrook Hme 35mins Frm Chgo

GalvinRating, 5 stars1 month ago
I absolutely love the place. Very clean rooms with nice deck and backyard. Great for the pets. My stay was cool. No issues or complaints. I travel a lot for work, so this is on the expensive side for me. But overall a great experience.
Guest favorite
Home in Chicago
4.88 out of 5 average rating, 49 reviews

CasaNova Modern City Living

KatieRating, 5 stars6 months ago
Lilly was prompt in her responses and very helpful. The place was well kept and clean. A quick Uber ride to downtown. Our group really enjoyed our stay!!
Guest favorite
Home in Chicago
4.97 out of 5 average rating, 29 reviews

Wrigley classic+trendy+2garage

JulieRating, 5 stars1 week ago
This is a great property. We had a fantastic stay in Chicago. It was so clean and just like the photos. Very spacious and ideal for families. Thank you.
Superhost
Home in Chicago
4.7 out of 5 average rating, 50 reviews

Animal House near Sox stadium

KimRating, 5 stars2 weeks ago
Very nice home! Very nice host! Would definitely go again. Thank you so much for hosting us.
Superhost
Home in Chicago
4.86 out of 5 average rating, 99 reviews

Casa PLZN Location | Entire Home | Garage Parking

CecilioRating, 5 stars2 weeks ago
Great place near restaurants and cafes. Garage access is a plus. Train noise is noticeable at first but you get used to it and it's only noise as the house doesn't rumble when the train passes.
Top guest favorite
Home in Worth
5 out of 5 average rating, 15 reviews

3 x Queen Beds + Pull Out Sofa Bed - No Stairs !

Yi JianRating, 5 stars1 month ago
This place is amazing (like super!!!) ! It has everything we needed, and after a day out in the city, coming back to Bart's place just feels like such a relief. It’s cozy, comfortable, and really has a welcoming vibe. Couldn’t have asked for a better spot to unwind. Highly recommend!
Guest favorite
Home in Chicago
4.95 out of 5 average rating, 38 reviews

Gorgeous and Luxurious 3 BR Home

SeanRating, 5 stars5 months ago
This is a great house to stay for a family or two couples. Out of several ABNBs, this one gets the award for most clean. There is a fairly new Italian restaurant, Il Girasole Trattoria, that is walk-able and delicious. You will not be disappointed with your stay.

Condo rentals with a patio

Superhost
Condo in Chicago
4.84 out of 5 average rating, 184 reviews

Loft-Like Wicker Park Condo Steps from the Cta!

KathyRating, 5 stars3 weeks ago
Great place! Very well kept and clean. Tom is very responsive from the time you book. Just be mindful that as stated there is NO where to park if you drive. All in all such a great neighborhood.
Guest favorite
Condo in Chicago
4.89 out of 5 average rating, 111 reviews

Convenient & Spacious 3BR Condo w/Free Parking

RachelRating, 5 stars4 days ago
Convenient stay right outside of the heart of downtown Chicago! Easy to drive into town for the day. Very comfortable beds and very clean as well. Would recommend
Guest favorite
Condo in Chicago
4.92 out of 5 average rating, 113 reviews

Luxuriously bright 3-bedroom condo: The Treehouse

SearaRating, 5 stars5 days ago
Great place to stay! Quiet neighborhood and walkable distance from a few shops and food places. We enjoyed our stay very much!!
Top guest favorite
Condo in Chicago
4.98 out of 5 average rating, 103 reviews

The Ramblers Inn, Northside NEW Reno w/parking!

JessicaRating, 5 stars2 months ago
We had a wonderful, peaceful time staying with Jeremiah and Maysa. They were kind, extremely communicative, and when our family came over to visit everyone commented on what a beautiful home it was. 10/10. Also, extremely fast WiFi, great for working from home for multiple people who were on video calls.
Guest favorite
Condo in Chicago
4.95 out of 5 average rating, 116 reviews

Urban Oasis | Great for Families w/ Kids

ParkerRating, 5 stars4 days ago
We had a very good stay for a friends wedding a few blocks away in Chicago. As it is very modern, cozy, and clean. Alex's response time is very quick to whatever may arise. We would highly recommend staying there. Thanks for the stay!
Superhost
Condo in Chicago
4.79 out of 5 average rating, 248 reviews

Logan Square Beauty with 2 Bedrooms W/parking

EmilyRating, 5 stars1 week ago
Really loved staying here. Matt checked in with us throughout our stay and I made a maintenance request that he had fulfilled during our stay - would love to stay again!
Guest favorite
Condo in Chicago
4.91 out of 5 average rating, 100 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

KendraRating, 5 stars3 months ago
John’s place was clean and cozy. The kitchen was immaculate and we appreciated the nespresso machine and pods. The location was excellent, many food and drink choices right outside the door. It was amazing to have our own parking spot! There are a lot of stairs but that is expected in the city. I would definitely recommend this spot to my friends.
Top guest favorite
Condo in Chicago
4.98 out of 5 average rating, 114 reviews

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

TylerRating, 5 stars1 week ago
This is my favorite place to stay in all of Chicago! I try to come up 1-2 times a year and checking to make sure this spot is available is the first thing I do when planning out my trip(s). The apartment is spacious, comfortable, and clean; central to a lot of fun neighborhoods, and right above (and across) from some of the best nightlife in the city. Allan is an awesome host, always available if something’s needed, and super communicative. I’m already looking forward to my next visit so I can stay here again!

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