
Vacation rentals with outdoor seating in Old Town
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in Old Town
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 Old Town outdoor seating rentals
House rentals with outdoor seating

City Cottage in Logan Square-Avondale

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

Chicago River House -BBQ Oasis now open!

Cool Quiet Coach House, Private Access + Patio

Entire first floor in Lincoln Square!

Wrigleyville Southport Studio

Boho Chic Coach House 30Min to downtown W/ Parking

Chicago Loop /United Center/Train -Park Free
Apartment rentals with outdoor seating

Clean, spacious, walk to Wrigley! Self check-in!

A Vintage Pink House in the Heart of Chicago

Modern 3BR with Private Rooftop & Free Parking

iKlektik House Chicago/BlueJay

Spacious Studio w/Balcony in Bucktown/Wicker Park

Modern Apt with style & comfort in Pilsen Chicago

The Lakefront Lookout (2BR)

King Bed • No Stairs • Ping-Pong • United Center
Condo rentals with outdoor seating

Designer Lakeview Haven. Private Rooftop Oasis!

Interior Designer’s 2bd 2bath w Private Backyard

Cozy 3BR on Chicago's North Side & Free Parking

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

Large Remodeled Home in Lincoln Park, Sleeps 12!

Welcoming 2BR in Chicago's Best Neighborhood!

Updated Designer Duplex In Fulton Market W/parking

Private hot tub - King bed suite - Free parking
Quick stats about vacation rentals with outdoor seating in Old Town
Total rentals
20 properties
Nightly prices starting at
$206 CAD before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Pet-friendly rentals Old Town
- Family-friendly rentals Old Town
- Rentals with a fireplace Old Town
- Rentals with a patio Old Town
- House rentals Old Town
- Rentals with a washer and dryer Old Town
- Apartment rentals Old Town
- Rentals with outdoor seating Chicago
- 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