
Vacation rentals with outdoor seating in Chicago
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in Chicago
Guests agree: these accommodations with outdoor seating 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

Historic Old Town, Fabulous 4 Bedroom Home

Private 3rd Floor Apartment

Chicago River House -BBQ Oasis now open!

Unique porcelain-enamel paneled "Lustron" home

BoHo House - A Chic, 1903 Chicago Workers Cottage

Victorian House in Heart of Rogers Park

Wrigleyville Southport Studio

Quiet cul-de-sac with huge fenced in backyard
Apartment rentals with outdoor seating

Sunny 1 bedroom apartment 1 block from restaurants

Breathtaking & Chic Oasis Loc in Desirable Old Twn

Cozy guest studio, great for couples!

Home in Forest Park downstairs.

Sunny, Cozy, Colorful Andersonville

Modern vintage chic steps from Wrigley Field!
Explore the City from an Elegant, Urban Retreat

Logan’s Cozy Inn.
Condo rentals with outdoor seating

Interior Designer’s 2bd 2bath w Private Backyard

The Urban Oasis | Outdoor Lounge • Sleeps 10+

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

Updated Designer Duplex In Fulton Market W/parking

Large 2BR, 2BA, patio, sunroom, W/D, L-kitchen

Private hot tub - King bed suite - Free parking

Spacious Evanston Unit - Walk to Northwestern U

Urban Luxury 1BR/2BA Logan Square Condo w/Garage
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
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- 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
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