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

Little house on the river

1mi to Beach | 2-Floor Loft | Foosball

3BD Home Mins from Airport | Free Wi-Fi + Parking

6 Kings | Ping-Pong | Gazebo!

Chicago River House -BBQ Oasis now open!

TheGlassCabin @ HackmatackRetreat

Retro Modern Bungalow | fire pit | free parking

Lake House- Private Frontage/Pier- Kayaks Included
Apartment rentals with outdoor seating

Sunny 1 bedroom apartment 1 block from restaurants

Designer Avondale Attic

Breathtaking & Chic Oasis Loc in Desirable Old Twn

Cozy guest studio, great for couples!

Executive Apartment on Lake Michigan with parking

Stylish & Comfy Gem near Downtown~Balcony~Parking

Ravenswood Guest House Annex

Huge Sofa-King Bed-Easy Parking-Private Deck-Retro
Condo rentals with outdoor seating

Soft Suede and Warm Bricks at a Stylish Rogers Park Home

Logan Square Beauty with 2 Bedrooms W/parking

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

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

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

Spacious 4 Bedroom Condo

Wicker Park/Bucktown condo with large balcony

Parking Terrace Universities NAPA 20%OFF monthly
Quick stats about vacation rentals with outdoor seating in Highland Park
Total rentals
20 properties
Nightly prices starting at
$69 CAD before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- 875 North Michigan Avenue
- Alpine Valley Resort
- Lincoln Park
- The Field Museum
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Garfield Park Conservatory
- Geneva National Resort & Club
- Wicker Park
- Lincoln Park Zoo
- Willis Tower
- Raging Waves Waterpark
- The 606