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Holiday rentals with outdoor seating in Bridgeport, Chicago

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in Bridgeport, Chicago

House rentals with outdoor seating

Guest favourite
Home in North Park
4.96 out of 5 average rating, 174 reviews

Chicago River House -BBQ Oasis now open!

ThomasRating, 5 stars2 weeks 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!
Top guest favourite
Home in Wilmette
4.97 out of 5 average rating, 154 reviews

Unique porcelain-enamel paneled "Lustron" home

JulietRating, 5 stars4 days ago
I enjoyed my stay here which enabled me to be close enough to Northwestern’s campus as I worked on a writing project. Being minutes from downtown Wilmette was a plus—be sure to check out Saint Roger’s Abbey bakery for wonderful French pastries! The house was neat, tidy, and matched the description. I also appreciated the record collection!
Superhost
Home in Illinois Medical District
4.86 out of 5 average rating, 110 reviews

Casa PLZN Location | Entire Home | Garage Parking

CrystalRating, 5 stars1 week ago
We enjoyed our stay. Clean, nice house, and in a location convenient to everything we wanted to do. Host was very responsive when we had questions. We loved being so close to the train. Great restaurants around, and also a convenience store and Family Dollar right around the corner for anything you need!
Guest favourite
Home in Chicago
4.93 out of 5 average rating, 45 reviews

Floresitas Oasis, your home in Chicago

Kawina RochelleRating, 5 stars4 days ago
Lizbeth was an amazing host. She’s responsive and attentive. The place was exceptional clean and had an amazing smell. I was there to celebrate my birthday and was pleasantly surprised upon entry when I was greeted with a personalized birthday message, fresh flowers and a bottle of wine. Anytime I reached out to Lizbeth, she responded expeditiously. Again, very attentive. My husband and I will definitely stay at her beautiful Oasis again. We felt comfortable and completely safe. Everything we wanted to do was a quick drive from the location. If you’re considering staying at her home, you will not regret it. If I could give more than 5 stars, I would. Thanks Lizbeth for being an incredible host Until the next time…
Guest favourite
Home in Chicago
4.86 out of 5 average rating, 140 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

BritaniRating, 5 stars2 weeks ago
It was a nice break from the hustle and bustle of the big city. A few great restaurants just a couple blocks away. And just a block away from bus stops.
Top guest favourite
Home in Oak Park
4.98 out of 5 average rating, 165 reviews

Clean, Comfy 1st Floor Flat, Kitchen, Parking

NathanielRating, 5 stars1 week 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!
Superhost
Home in Bridgeport
4.74 out of 5 average rating, 125 reviews

Chicago's Bridgeport Huge 4 Story w/Garage Parking

AlexRating, 5 stars1 month ago
We had a great time in Laura's place, wonderful neighborhood
Superhost
Home in Little Italy
4.9 out of 5 average rating, 88 reviews

Modern SFH Near McCormick Place & Soldier Field

Sandra Rating, 5 stars2 months ago
Stayed with 4 adults and 5 kids. House was more than spacious and cozy. Furniture was nicely kempt. Beds were comfortable. Neighborhood was quiet. We rented a car and appreciated the garage to keep car in. We did have an issue with water temperature but was resolved quickly with host We loved the house!

Apartment rentals with outdoor seating

Superhost
Flat in Chicago
4.86 out of 5 average rating, 114 reviews

Lovely 2-bedroom apartment in Pilsen

BarboraRating, 5 stars3 weeks ago
Very quiet neighborhood, the house is an easy 7min walk to the pink line. Quick ride to Chicago downtown. There is a cute bakery within walkable distance as well as a few grocery stores within a mile. The place itself looked exactly like pictures, very clean.
Superhost
Flat in South Lawndale
4.9 out of 5 average rating, 163 reviews

Cozy Luxurious Beauty - 10 Min to Downtown PacMan

AaronRating, 5 stars2 weeks ago
Freddie was a great host. He responded right away when I had a little confusion & smoothed everything. The inside was beautiful & created a comfortable space to return after being out and about.
Guest favourite
Flat in Hyde Park
4.79 out of 5 average rating, 117 reviews

Best Location in Hyde Park apartment

HarryRating, 5 stars1 month ago
Spacious and clean place in the quiet, convenient and safe area! The host is very friendly and response quickly when you have any questions!
Superhost
Flat in Near West Side
4.84 out of 5 average rating, 126 reviews

*A Happy (City) Glamping- walk to train FREE park

KeishaRating, 5 stars1 week ago
The space is exactly as described. Loved how close it was to public transportation. The space is great for a weekend away.
Guest favourite
Flat in Avondale
4.97 out of 5 average rating, 162 reviews

Designer Avondale Attic

JaninaRating, 5 stars2 weeks ago
Just wonderful. That was one of the most beautiful accommodations I've ever been to. The apartment is totally lovingly furnished. Everything was super clean and tidy. There are even toothbrushes, toothpaste and a sleeping mask, if you need them. The kitchen is also super equipped with everything you need. The short walk to the metro was also very convenient. We would definitely come back.
Guest favourite
Flat in Old Town
4.86 out of 5 average rating, 114 reviews

Breathtaking & Chic Oasis Loc in Desirable Old Twn

AshleyRating, 5 stars3 days ago
The apartment was great - the building was lovely, especially the gym which was great to be able to use. Super close to multiple bus stops and an L line, which made getting around super easy. The apartment itself was clean and looked like the pictures! Only downside was I that I was not able to check in on time, however I was able to drop bags off, which was really helpful, and they were super responsive to any question or concern I had during my stay. Would definitely stay here again!
Guest favourite
Flat in Chicago
4.92 out of 5 average rating, 119 reviews

Spacious Bronzeville Apartment

TiffanyRating, 5 stars1 week ago
Really enjoyed our stay. Great transport links in and out of the city, being close to two train stations, but out the way enough to enjoy a quieter and more local perspective on Chicago. Easy to access, clear instructions and the host was fantastic. Well presented and clean within, as well as being far bigger than expected! Nice little touches inside too, such as plenty of coffee, a bottle of red wine and pasta bolognaise if we chose to stay in. Overall, really enjoyed our stay and would absolutely recommend.
Superhost
Flat in Chicago
4.94 out of 5 average rating, 109 reviews

Cozy 2BD APT near UC, Medical District, Downtown

DanielRating, 5 stars2 weeks ago
Nice little quiet place. Owner was responsive when contacted, would definitely stay here again!

Apartment rentals with outdoor seating

Guest favourite
Apartment in Woodlawn
4.87 out of 5 average rating, 239 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!
Guest favourite
Apartment in Humboldt Park
4.94 out of 5 average rating, 181 reviews

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

EstherRating, 5 stars2 days ago
Great accommodations for our family of 5. It's nice to have 3 bedrooms with all queen beds so everyone has ample room. Very clean. Responsive, attentive host. Would stay here again! Thanks!
Guest favourite
Apartment in Gold Coast
4.89 out of 5 average rating, 161 reviews

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)

SanjayRating, 5 stars1 month ago
Wendy and Matt's place was comfortable and homey. The location was great, the apartment comfortable, and we had essential amenities. The building is mid-century modern and designed by famed architect Harry Weese that incorporates thoughtful references to Chicago architectural history throughout while still remaining visually cohesive. One minor issue is the stove, which is electric and somewhat underpowered. It's good enough for minor work like breakfast or heating leftovers but you may struggle producing more elaborate meals. It was a very minor quibble but worth noting for those culinarians wanting to prepare their own meals. The oven is decent but there is only one. Overall, my stay was excellent and I recommend Wendy and Matt's place wholeheartedly. They are excellent hosts as well.
Guest favourite
Apartment in Pilsen Historic District
4.94 out of 5 average rating, 127 reviews

The Urban Oasis | Outdoor Lounge • Sleeps 10+

BridgetteRating, 5 stars2 days ago
The unit was as described, clean, affordable, easy to get to and home base from, and the neighborhood felt safe. There’s a coffee shop right on the corner we walked to in the mornings. We had a big group for a bachelorette and there was plenty of spaces to sleep downstairs (3 bedrooms with beds and one shared space with four beds), get ready (2 full bathrooms including two baths for kiddos), and lounge all together (large couch, big kitchen table, island seating, and outdoor covered area). Big thing for me is ceiling fans the bedrooms so that was super satisfying. Highly recommend this unit and we’d go back!
Top guest favourite
Apartment in West Town
4.97 out of 5 average rating, 146 reviews

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

MichaelRating, 5 stars1 week ago
Great place! Everything was clean, in a good location and they communicated well.
Guest favourite
Apartment in Lincoln Park
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.
Guest favourite
Apartment in Ukrainian Village
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!
Guest favourite
Apartment in West Town
4.98 out of 5 average rating, 165 reviews

Spacious 4 Bedroom Condo

ScottRating, 5 stars1 month ago
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.

Quick stats about holiday rentals with outdoor seating in Bridgeport, Chicago

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹2,579 before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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