
Vacation rentals with outdoor seating in Chicago
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Chicago
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago outdoor seating rentals
House rentals with outdoor seating

Flat in Lincoln Park 2-Flat Central to Everything

Private 3rd Floor Apartment

Modern Boho house in Lombard 7 min to Metra

Chicago River House -BBQ Oasis now open!

Unique porcelain-enamel paneled "Lustron" home

Entire first floor in Lincoln Square!

Victorian House in Heart of Rogers Park

Get Cozy at a Powder-Blue Residence in the Heart of Pilsen
Apartment rentals with outdoor seating

iKlektik House Chicago / Cardinal

Sunny 1 bedroom apartment 1 block from restaurants

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

Charming Unique 2 Bdrm Apartment in Victorian Home

Designer Avondale Attic

Breathtaking & Chic Oasis Loc in Desirable Old Twn

Home in Forest Park downstairs.

Modern vintage chic steps from Wrigley Field!
Condo rentals with outdoor seating

Interior Designer’s 2bd 2bath w Private Backyard

The Urban Oasis | Outdoor Lounge • Sleeps 10+

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

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

Wicker Park/Bucktown condo with large balcony

Updated Designer Duplex In Fulton Market W/parking

Spacious Evanston Unit - Walk to Northwestern U

Modern MAG Mile 2BD/2BA (+Parking/Rooftop)
Quick stats about vacation rentals with outdoor seating in Chicago
Total rentals
2.7K properties
Total number of reviews
188K reviews
Family-friendly rentals
1.8K properties are a good fit for families
Pet-friendly rentals
920 properties allow pets
Rentals with a pool
290 properties have a pool
Rentals with dedicated workspaces
2.2K properties have a dedicated workspace
Destinations to explore
- Downtown Chicago Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- West Side Vacation rentals
- North Side Vacation rentals
- South Bend Vacation rentals
- South Haven Vacation rentals
- Holland Vacation rentals
- Saugatuck Vacation rentals
- South Side Vacation rentals
- Lake Michigan Beach Vacation rentals
- Evanston Vacation rentals
- Rentals with an accessible height bed Chicago
- House rentals Chicago
- Fitness-friendly rentals Chicago
- Townhouse rentals Chicago
- Loft rentals Chicago
- Rentals with a washer and dryer Chicago
- Smoking-friendly rentals Chicago
- Rentals with a fireplace Chicago
- Mansion rentals Chicago
- Rentals with an EV charger Chicago
- Kid-friendly rentals Chicago
- Villa rentals Chicago
- Rentals with lake access Chicago
- Rentals with pools Chicago
- Rentals with a sauna Chicago
- Lakehouse rentals Chicago
- Private suite rentals Chicago
- Rentals with a home theater Chicago
- Ski-in/ski-out rentals Chicago
- Hotel rentals Chicago
- Pet-friendly rentals Chicago
- Rentals with a patio Chicago
- Rentals with breakfast Chicago
- Rentals with a fire pit Chicago
- Bed and breakfasts Chicago
- Beachfront rentals Chicago
- Apartment rentals Chicago
- Waterfront rentals Chicago
- Rentals with beach access Chicago
- Condo rentals Chicago
- Rentals with a hot tub Chicago
- Rentals with a balcony Chicago
- Rentals with outdoor seating Cook County
- Rentals with outdoor seating Illinois
- Rentals with outdoor seating United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Garfield Park Conservatory
- Washington Park Zoo
- Wicker Park
- Illinois Beach State Park
- Lincoln Park Zoo
- Willis Tower
- Raging Waves Waterpark
- The 606
- The Beverly Country Club
- Things to do Chicago
- Food and drink Chicago
- Sightseeing Chicago
- Nature and outdoors Chicago
- Tours Chicago
- Art and culture Chicago
- Things to do Cook County
- Tours Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Things to do Illinois
- Art and culture Illinois
- Tours Illinois
- Food and drink Illinois
- Sightseeing Illinois
- Sports activities Illinois
- Nature and outdoors Illinois
- Things to do United States
- Food and drink United States
- Sports activities United States
- Nature and outdoors United States
- Sightseeing United States
- Entertainment United States
- Tours United States
- Wellness United States
- Art and culture United States