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

Flat in Lincoln Park 2-Flat Central to Everything

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Pet Fndly

Modern Boho house in Lombard 7 min to Metra

Victorian House in Heart of Rogers Park

Boho Chic Coach House 30Min to downtown W/ Parking

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Chicago Access, Clean, 1st Flr, w/Kitchen, Parking

Beautiful Chicago Greystone
Apartment rentals with outdoor seating

A Vintage Pink House in the Heart of Chicago

Home in Forest Park downstairs.

Walk to Oak Park from Our Sunny Turn of the Century Apt

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

Skyline 2BR in South Loop Chicago Near McCormick

Ukrainian Village Garden Retreat

Rare, Updated 1 BR Condo in Lincoln Park!

Chicago Penthouse Mid-Century Modern: Logan Square
Apartment rentals with outdoor seating

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

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

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

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

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

Spacious 4 Bedroom Condo

Updated Designer Duplex In Fulton Market W/parking

Private hot tub - King bed suite - Free parking
Quick stats about holiday 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 Holiday rentals
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- Family-friendly rentals Chicago
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- Rentals with outdoor seating Cook County
- Rentals with outdoor seating Illinois
- Rentals with outdoor seating United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Illinois Beach State Park
- Wicker Park
- Washington Park Zoo
- Garfield Park Conservatory
- Brookfield Zoo
- Museum of Science and Industry
- Lincoln Park Zoo
- Willis Tower
- Raging Waves Waterpark
- The 606
- The Beverly Country Club
- Things to do Chicago
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- Sightseeing Chicago
- Things to do Cook County
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- Things to do Illinois
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- Art and culture Illinois
- Things to do United States
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- Tours United States
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- Entertainment United States
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