
Vacation rentals with outdoor seating in Old Town
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Old Town
Guests agree: these outdoor seating rentals 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

Duplex Home RoscoeVillage/Wrigley Free St Parking

Lux Urban 3BR/3BA Duplex + Parking!

Private 3rd Floor Apartment

Unique porcelain-enamel paneled "Lustron" home

Victorian House in Heart of Rogers Park

Wrigleyville Southport Studio

Retro Modern Bungalow | fire pit | free parking

Cozy/Spacious WFH Family Friendly w Permit Parking
Apartment rentals with outdoor seating

Modern Apt with style & comfort in Pilsen Chicago

The Lakefront Lookout (2BR)

Designer Avondale Attic
Explore the City from an Elegant, Urban Retreat

Ukrainian Village Garden Retreat

Newly Renovated, Spacious 2BR in Andersonville

Colorful Bucktown Garden Apartment

Cozy Studio in Perfect Location
Condo rentals with outdoor seating

Designer Lakeview Haven. Private Rooftop Oasis!

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

Renovated 3br Duplex In Logan Square W/parking

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

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

Spacious 4 Bedroom Condo

Stunning 3 BR in prime Chicago location!

Urban Luxury 1BR/2BA Logan Square Condo w/Garage
Quick stats about vacation rentals with outdoor seating in Old Town
Total rentals
20 properties
Nightly prices starting at
G$31,380 GYD 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
- House rentals Old Town
- Rentals with a fireplace Old Town
- Rentals with a patio Old Town
- Family-friendly rentals Old Town
- Pet-friendly rentals Old Town
- Apartment rentals Old Town
- Rentals with a washer and dryer Old Town
- Rentals with outdoor seating Chicago
- Rentals with outdoor seating Cook County
- Rentals with outdoor seating Illinois
- Rentals with outdoor seating United States
- Cabins United States
- Treehouses United States
- Tiny Houses United States
- Beach Houses United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- 875 North Michigan Avenue
- The Field Museum
- Illinois Beach State Park
- Washington Park Zoo
- Wicker Park
- Garfield Park Conservatory
- Brookfield Zoo
- Museum of Science and Industry
- Lincoln Park Zoo
- Raging Waves Waterpark
- Willis Tower
- The 606
- The Beverly Country Club