
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 Modern Muse of Chicago! Close to everything!

NEW! 3BR/2.5B Duplex in Noble Sq

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

Chicago River House -BBQ Oasis now open!

Unique porcelain-enamel paneled "Lustron" home

Casa PLZN Location | Entire Home | Garage Parking

Victorian House in Heart of Rogers Park

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

Stylish 2BR stunner w/ unbeatable location

Designer Avondale Attic

Spacious Bronzeville Apartment

Humboldt Park Retreat: Skylights & Queen Beds

Belmont Pleasures - hot tub / arcade gaming room

Millennium park 10 min Free P-Spot&Balcony Sleep 8

Perfect Spot & Spacious 2BR+2BA | Mapletree Suites

Cozy Neighborhood Escape | Near NU-Chicago-Beaches
Apartment rentals with outdoor seating

Luxury Wicker Park Penthouse w/ Private Rooftop

NEW luxury Old Town 1-Bedroom condo

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!

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

Luxurious River North 3BR/2BA- Free Onsite Parking

CHIC DOWNTOWN PENTHOUSE w/ private roof +parking
Destinations to explore
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Humboldt Park
- Six Flags Great America
- Shedd Aquarium
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Museum of Science and Industry
- Lincoln Park Zoo
- Willis Tower
- Illinois Beach State Park
- Brookfield Zoo
- Wicker Park
- Washington Park Zoo
- Raging Waves Waterpark
- The 606
- The Beverly Country Club
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