
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

City Cottage in Logan Square-Avondale

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

LAVISH LINCOLN PARK Home w/ Patio +attached garage

Private 3rd Floor Apartment

Chicago River House -BBQ Oasis now open!

Cool Quiet Coach House, Private Access + Patio

Wrigleyville Southport Studio

Boho Chic Coach House 30Min to downtown W/ Parking
Apartment rentals with outdoor seating

Logan Square 2nd Floor Chicago Victorian

Stylish 2BR stunner w/ unbeatable location

Breathtaking & Chic Oasis Loc in Desirable Old Twn

OLD TOWN TRIUMPHANT 2BD/2BA (+Rooftop&Parking)

The Executive's Escape (2BD / 2BA)

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt

Ukrainian Village Garden Retreat

Colorful Bucktown Garden Apartment
Condo rentals with outdoor seating

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Stylish 3BR- 15 mins to Downtown + Free Parking

NEW luxury Old Town 1-Bedroom condo

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

Susie's Space. 2BR easy parking & pet friendly

Modern Chicago Movie Themed Apt

Wicker Park/Bucktown condo with large balcony

Welcoming 2BR in Chicago's Best Neighborhood!
Quick stats about vacation rentals with outdoor seating in Chicago
Total rentals
2.7K properties
Total number of reviews
196K reviews
Family-friendly rentals
1.8K properties are a good fit for families
Pet-friendly rentals
940 properties allow pets
Rentals with a pool
280 properties have a pool
Rentals with dedicated workspaces
2.2K properties have a dedicated workspace
Destinations to explore
- Indianapolis Vacation rentals
- Downtown Chicago Vacation rentals
- St. Louis Vacation rentals
- Platteville Vacation rentals
- Detroit Vacation rentals
- Columbus Vacation rentals
- Louisville Vacation rentals
- Southern Indiana Vacation rentals
- Cincinnati Vacation rentals
- Milwaukee Vacation rentals
- Traverse City Vacation rentals
- Windsor Vacation rentals
- Rentals with a balcony Chicago
- Family-friendly rentals Chicago
- Rentals with an accessible height bed Chicago
- Loft rentals Chicago
- Ski-in/ski-out rentals Chicago
- Rentals with a washer and dryer Chicago
- Rentals with breakfast Chicago
- Rentals with a firepit Chicago
- Rentals with a patio Chicago
- Pet-friendly rentals Chicago
- Waterfront rentals Chicago
- Boutique hotel rentals Chicago
- Rentals with lake access Chicago
- Fitness-friendly rentals Chicago
- Beachfront rentals Chicago
- Bed and breakfasts Chicago
- Rentals with a sauna Chicago
- Rentals with a home theater Chicago
- Private suite rentals Chicago
- Serviced apartment rentals Chicago
- Villa rentals Chicago
- Townhouse rentals Chicago
- Smoking-friendly rentals Chicago
- Rentals with beach access Chicago
- Rentals with pools Chicago
- House rentals Chicago
- Rentals with a fireplace Chicago
- Apartment rentals Chicago
- Lake house rentals Chicago
- Mansion rentals Chicago
- Condo rentals Chicago
- Rentals with a hot tub Chicago
- Rentals with an EV charger Chicago
- Rentals with outdoor seating Cook County
- Rentals with outdoor seating Illinois
- Rentals with outdoor seating United States
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- Humboldt Park
- 875 North Michigan Avenue
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Brookfield Zoo
- Museum of Science and Industry
- Washington Park Zoo
- Willis Tower
- The Beverly Country Club
- Raging Waves Waterpark
- The 606
- Things to do Chicago
- Nature and outdoors Chicago
- Food and drink Chicago
- Tours Chicago
- Sports activities Chicago
- Entertainment Chicago
- Art and culture Chicago
- Sightseeing Chicago
- Things to do Cook County
- Nature and outdoors Cook County
- Food and drink Cook County
- Tours Cook County
- Sports activities Cook County
- Sightseeing Cook County
- Entertainment Cook County
- Art and culture Cook County
- Things to do Illinois
- Food and drink Illinois
- Art and culture Illinois
- Sightseeing Illinois
- Sports activities Illinois
- Tours Illinois
- Nature and outdoors Illinois
- Things to do United States
- Entertainment United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
- Tours United States
- Food and drink United States
- Sightseeing United States