Holiday rentals with a patio in Downtown Chicago

Find and book unique Holiday Accommodation with Outdoor Verandahs on Airbnb

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Popular amenities for Downtown Chicago Holiday Houses with Outdoor Verandahs

Apartment rentals with a patio

Superhost
Apartment in Chicago
4.87 out of 5 average rating, 101 reviews

Lovely 2-bedroom apartment in Pilsen

LayssRating, 5 stars2 months ago
We wanted a place by our friends house. This was perfect, cute place, had all the basics and host was cute to have some water and snacks for us.
Guest favourite
Apartment in Chicago
4.94 out of 5 average rating, 68 reviews

Spacious! 3 bedroom apartment in Edgewater!

E MRating, 5 stars2 months ago
Great place. Spacious, clean, quiet. If this is the neighborhood you're looking for then this is a aces.
Guest favourite
Apartment in Chicago
4.98 out of 5 average rating, 103 reviews

Lovely 2bedroom 1bath Apt and outdoor seating.

AlyssaRating, 5 stars1 month ago
Great home in a great area! We loved the house it was just what we needed for our trip to Chicago.
Guest favourite
Apartment in Chicago
4.97 out of 5 average rating, 33 reviews

2 Room Apartment in Vintage Bldg

RitaRating, 5 stars2 weeks ago
Karen was incredibly responsive. She brought over a futon for a friend who stayed with me for some nights and when the hair dryer broke down, she got a replacement within a half hour. The kitchen was well stocked...really appreciated the half & half for my coffee. Fantastic towels. It is also 2 blocks to a zip-car location which is a great way to have the flexibility of a car without the hassle of trying to find parking. Definitely would stay again.
Guest favourite
Apartment in Summit
4.88 out of 5 average rating, 112 reviews

2BR Apartment Near Chicago

LauraRating, 5 stars2 weeks ago
We had an amazing stay! Comfy spot and close to everything! Apt was clean and exactly as described! We would definitely recommend and would come back for sure!!
Guest favourite
Apartment in Chicago
4.96 out of 5 average rating, 79 reviews

Beautiful private apartment completely Renovated.

CeleneRating, 5 stars3 months ago
Very clean; great location; ample parking
Superhost
Apartment in Glenview
4.85 out of 5 average rating, 27 reviews

1 Bedroom Apartment/free parking

JennaRating, 5 stars7 months ago
Karolina gave through instructions for check in. I ran into no issues during my stay. The apartment was clean, spacious, and comfortable!
Guest favourite
Apartment in Forest Park
4.83 out of 5 average rating, 248 reviews

Home in Forest Park downstairs.

DavonRating, 5 stars1 week ago
I’d recommend this property fantastic experience 10/10

Holiday House Rentals with a Verandah

Superhost
Home in Berwyn
4.93 out of 5 average rating, 27 reviews

European Custom Built Home

JasonRating, 5 stars3 weeks ago
Really enjoyed our stay at Youhan's place but, more importantly, really enjoyed working with Youhan. They are a class act and truly went above and beyond to help make our trip a success. Can't thank them enough for their kindness and hospitality!
Guest favourite
Home in Chicago
4.94 out of 5 average rating, 34 reviews

Family Friendly Duplex/9 min from MDW/Free Parking

NoelleRating, 5 stars3 weeks ago
Loved our stay in Chicago! Johanna was a WONDERFUL host!! Very helpful and very clear instructions for check in and out. When I needed to get ahold of her it was super easy to connect with her. House is adorable and very home like feeling :) would definitely recommend staying here!
Guest favourite
Home in Chicago
4.9 out of 5 average rating, 48 reviews

CasaNova Modern City Living

KatieRating, 5 stars4 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 favourite
Home in Chicago
4.96 out of 5 average rating, 23 reviews

Wrigley classic+trendy+2garage

LarryRating, 5 stars6 days ago
My wife and children enjoyed our stay. Stephany was responsive to all our questions. She would respond immediately. I found Stephany to be warm, kind and professional. However, we had one small bump in the road. I arrived about 2 hours before check in the cleaners was still preparing for our arrival. Unfortunately, the cleaners would not allow us into the home. Immediately we contacted Stephany, and she was able to solve the issue. The cleaners did a fantastic job completed getting the home nice and tidy!! (Great Job to The Cleaners). Therefore, in my opinion Stephany is truly a super host!! " Loved our stay".
Guest favourite
Home in Worth
5 out of 5 average rating, 10 reviews

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

YoussefRating, 5 stars1 month ago
Great place, beautifully decorated with all the amenities needed and a very accommodating host. It is in close proximity to a bunch of restaurants, cafés and event spaces. We will not hesitate to stay here again.
Guest favourite
Home in Chicago
4.95 out of 5 average rating, 39 reviews

Gorgeous and Luxurious 3 BR Home

SeanRating, 5 stars4 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.
Guest favourite
Home in Chicago Ridge
4.93 out of 5 average rating, 115 reviews

Quiet cul-de-sac with huge fenced in backyard

MartinRating, 5 stars2 weeks ago
It was our second visit. It was a great location and it offered everything we needed.
Guest favourite
Home in Chicago
4.89 out of 5 average rating, 35 reviews

Suburban Feel with a City Vibe

Tasia Rating, 5 stars1 month ago
Michael was very helpful throughout the entire stay. He answered questions & checked on us the entire time. His place was comfortable and clean!! If you want to enjoy Chicago book this home !! Thank you again Michael

Holiday condos with a patio

Superhost
Condo in Chicago
4.84 out of 5 average rating, 182 reviews

Loft-Like Wicker Park Condo Steps from the Cta!

LauraRating, 5 stars2 months ago
Our 2nd time stay with Tom was as easy and enjoyable as the first. Location is great, walkable and easy. We'll come back again in the future as travel necessitates.
Guest favourite
Condo in Chicago
4.9 out of 5 average rating, 108 reviews

Convenient & Spacious 3BR Condo w/Free Parking

DanRating, 5 stars1 week ago
Great place in a quite neighborhood. Close to the convention center and really close to some awesome restaurants.
Guest favourite
Condo in Chicago
4.92 out of 5 average rating, 110 reviews

Luxuriously bright 3-bedroom condo: The Treehouse

PamRating, 5 stars4 weeks ago
We had such a wonderful weekend reconnecting with college friends. The location, the space, the amenities were perfect for a fantastic weekend in Chicago. Fever was such a helpful host! I highly recommend this place!
Guest favourite
Condo in Chicago
4.89 out of 5 average rating, 109 reviews

Unique 2BR/2BA FREE Parking/WI-FI Minutes From DT

LeeRating, 5 stars6 days ago
Roy and Alexis have a great place. It was very clean with lots of bath towels. It was easy to find and we lived the free street parking!! Also, the hosts were super responsive when we sent questions to them.
Guest favourite
Condo in Chicago
4.98 out of 5 average rating, 103 reviews

The Ramblers Inn, Northside NEW Reno w/parking!

JessicaRating, 5 stars3 weeks 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 favourite
Condo in Chicago
4.94 out of 5 average rating, 109 reviews

Urban Oasis | Great for Families w/ Kids

ColtanRating, 5 stars1 week ago
A great place to stay if you are visiting with a group! The home fit our group comfortably and made a great place for us to relax and unwind for the day. Would definitely stay again if I am in the area.
Guest favourite
Condo in Chicago
4.91 out of 5 average rating, 100 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

KendraRating, 5 stars1 month 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.
Guest favourite
Condo in Chicago
4.98 out of 5 average rating, 112 reviews

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

RachelRating, 5 stars1 week ago
Had a great stay in this Airbnb! The location was fantastic—super convenient for public transit. The place was spotless and very comfortable, making it a great spot to work from home. If the weather had been warmer, I definitely would have taken advantage of the awesome outdoor area. Highly recommend!

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