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, 102 reviews

Lovely 2-bedroom apartment in Pilsen

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

Spacious! 3 bedroom apartment in Edgewater!

PatrickRating, 5 stars2 weeks 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 favourite
Apartment in Chicago
4.98 out of 5 average rating, 105 reviews

Lovely 2bedroom 1bath Apt and outdoor seating.

JillRating, 5 stars3 weeks ago
Good location and had everything we needed. Handy to have nearby stores within walking distance. Great place and would definitely stay again.
Top Guest favourite
Apartment in Chicago
4.97 out of 5 average rating, 36 reviews

2 Room Apartment in Vintage Bldg

MarkRating, 5 stars2 weeks ago
We really enjoyed staying at Karen's place. It's a cozy spot in an older building and in a great location in Lakeview where hotels are hard to find. The apartment is not too far from the bus and train to get downtown. Karen was extremely responsive and helpful during our stay.
Guest favourite
Apartment in Summit
4.87 out of 5 average rating, 119 reviews

2BR Apartment Near Chicago

AliRating, 5 stars2 weeks ago
Amazing Place. Everything you need is just nearby.
Superhost
Apartment in Glenview
4.86 out of 5 average rating, 28 reviews

1 Bedroom Apartment/free parking

DarrenRating, 5 stars3 weeks 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 favourite
Apartment in Chicago
4.95 out of 5 average rating, 21 reviews

Tree-Lined Street Near the Lake!

KarenRating, 5 stars1 week 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!
Top Guest favourite
Apartment in Chicago
5 out of 5 average rating, 21 reviews

Garden Apartment- RickStan Manor

AminaRating, 5 stars2 weeks ago
We absolutely loved our stay! The space is beautiful, there’s plenty of room, the neighborhood is amazing, and the beds are incredibly comfortable! The parking space is so helpful as well. It’s one of the best places I’ve stayed at in Chicago - we hope to be back soon!

Holiday House Rentals with a Verandah

Superhost
Home in Berwyn
4.93 out of 5 average rating, 29 reviews

European Custom Built Home

BryanRating, 5 stars1 month ago
The home looks small from the outside but small is the last word I’d use to describe this place. All of the character and space makes this a true hidden gem. Not to mention the full-size basement with plenty room for larger families to enjoy makes this place a perfect booking.
Superhost
Home in Chicago
4.95 out of 5 average rating, 37 reviews

Family Friendly Duplex/9 min from MDW/Free Parking

AshleyRating, 5 stars2 weeks ago
Johanna made us feel warm and welcome. All amenities are included and work well. Excellent shower. She was very responsive and attentive.
Guest favourite
Home in Chicago
4.96 out of 5 average rating, 27 reviews

Wrigley classic+trendy+2garage

JanetRating, 5 stars1 week ago
The house was great. It was located in a neighborhood you could easily walk around. Having garage parking was great, street parking was easy too. The kitchen was fully stocked with every appliance you could want.
Guest favourite
Home in Worth
5 out of 5 average rating, 14 reviews

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

MichelleRating, 5 stars2 weeks ago
BART is a great host. My friends who travel from overseas is not aware of the check in time, BART responded right away and let them into the house. Really appreciated what he has done for us. House is super clean. Location is great, restaurants nearby. I will recommend this place to other people!
Guest favourite
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.
Superhost
Home in Chicago
4.82 out of 5 average rating, 11 reviews

Cozy 4-Bedroom House with Patio

GaryRating, 5 stars4 months ago
One of the best host we have ever stayed with!!
Top Guest favourite
Home in Chicago Ridge
4.93 out of 5 average rating, 122 reviews

Quiet cul-de-sac with huge fenced in backyard

MichaelRating, 5 stars1 day ago
Absolutely loved staying here. Tom was an awesome host. He has very detailed instructions throughout the house for everything from connecting to the WiFi to how the individual tvs work. The couch in the living room is stupid comfortable and the master bedroom was cool and dark. 10/10 would stay here again
Top Guest favourite
Home in Chicago
4.89 out of 5 average rating, 36 reviews

Suburban Feel with a City Vibe

Tasia Rating, 5 stars2 months 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

Guest favourite
Condo in Chicago
4.95 out of 5 average rating, 100 reviews

Lovely top floor 2BR/2BA, steps from everything!

CarissaRating, 5 stars1 month ago
This place was wonderful. So beautifully done and the kitchen was so well stocked. The location was great, walkable to restaurants and bars. Cozy and private. We loved it here
Superhost
Condo in Chicago
4.84 out of 5 average rating, 183 reviews

Loft-Like Wicker Park Condo Steps from the Cta!

KathyRating, 5 stars1 week 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 favourite
Condo in Chicago
4.89 out of 5 average rating, 110 reviews

Convenient & Spacious 3BR Condo w/Free Parking

DanRating, 5 stars1 month 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, 112 reviews

Luxuriously bright 3-bedroom condo: The Treehouse

SummerRating, 5 stars3 days ago
We had a lovely stay. It was very close to everywhere we needed to go.
Top Guest favourite
Condo in Chicago
4.98 out of 5 average rating, 103 reviews

The Ramblers Inn, Northside NEW Reno w/parking!

JessicaRating, 5 stars1 month 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
4.95 out of 5 average rating, 112 reviews

Urban Oasis | Great for Families w/ Kids

NashaRating, 5 stars5 days ago
We had a fantastic stay! Everything inside the home is easy to find and we'll labeled. The location is great on a quiet street. We always had a parking space available. The master bathroom is very luxurious with the shower being the star of the show! We will definitely be booking again when in Chicago!
Superhost
Condo in Chicago
4.79 out of 5 average rating, 245 reviews

Logan Square Beauty with 2 Bedrooms W/parking

JinRating, 5 stars5 days ago
Perfectly located- we loved being so close to o’hare and where we wanted to be in Chicago. Check in and check out is clearly communicated, and Matt is a responsive and proactive host, which I greatly appreciate. Also definitely take Matt’s recommendation for Lula Cafe nearby- absolutely a must try!
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 stars2 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.

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