
Holiday rentals with outdoor seating in Downtown Chicago
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Downtown 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 Downtown Chicago
House rentals with outdoor seating

The Banksy-King Bed-Firepit-Rooftop-United Center

Enamored in Elmhurst

Remodeled | Game room | Fire Pit | 5 Min to Zoo

Duplex Home RoscoeVillage/Wrigley Free St Parking

Wrigley classic+trendy+2garage

Animal House near Sox stadium

Casa PLZN Location | Entire Home | Garage Parking

Gorgeous and Luxurious 3 BR Home
Apartment rentals with outdoor seating

Bohemian Moto Inn

The Biddle House (#1)

Modern 3BR with Private Rooftop & Free Parking

Lovely 2bedroom 1bath Apt and outdoor seating.

Executive Apartment on Lake Michigan with parking

Spacious 2 Bedroom in the heart of Lakeview!

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

Paris in Chicago! Elegant vintage apartment.
Apartment rentals with outdoor seating

Convenient & Spacious 3BR Condo w/Free Parking

Luxuriously bright 3-bedroom condo: The Treehouse

Urban Oasis | Great for Families w/ Kids

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

Authentic Condo steps from Wrigley Field!

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

Spacious 4 Bedroom Condo

Luxurious River North 3BR/2BA- Free Onsite Parking
Destinations to explore
- Milwaukee Holiday rentals
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- The Field Museum
- Lincoln Park Zoo
- Museum of Science and Industry
- Promontory Point
- Six Flags Great America
- Brookfield Zoo
- Humboldt Park
- Skokie Country Club
- Illinois Beach State Park
- 875 North Michigan Avenue
- Skydeck Chicago
- Splash Station
- Flossmoor Golf Club
- Raging Waves Waterpark
- Villa Olivia
- Adler Planetarium
- Chicago Cultural Center
- Things to do Downtown Chicago
- Food and drink Downtown Chicago
- Tours Downtown Chicago
- Sightseeing Downtown Chicago
- Art and culture Downtown Chicago
- Things to do Cook County
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