
Fitness-friendly vacation rentals in South Side
Find and book unique fitness-friendly accommodations on Airbnb
Top-rated fitness-friendly rentals in South Side
Guests agree: these fitness-friendly 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 South Side fitness-friendly rentals
Fitness-friendly apartment rentals

“The Incas Empire Suite” - Free Parking

Luxury Designer Penthouse NW | Pool | Gold Coast

Skyline view private bedroom

52nd Floor MagMile Penthouse VIEWS Fireplace Pool

Gym | Garage Parking | Balcony | Sleeps 6

Industrial Designer Flat | Spacious 1BD 1BR *PETS*

Spacious Apartment Near University of Chicago

Skyline 2BR in South Loop Chicago Near McCormick
Fitness-friendly condo rentals

2BR Apt, Office, Parking & Backyard by Wrigley

3 Bed Apartment in Chicago by the lake

3 beds Summer Escape in Humboldt Park

RockStar Pad W3A BoysTown/Wrigley Field/Parking

Modern long-term luxury w/ spectacular view!

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)

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

Logan Square Spa
Fitness-friendly house rentals

Gold Coast Home|Rooftop |PoolTable |Parking |Views

Lakefront View Getaway Home! Hot tub! Kayak!

Horizon - 4 BRs, 2 BA Game Room & Gym

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

Gorgeous 5 BR Gem Sleeps 18 with Tons of Games!

High End New Construction Home w/8 Beds, Parking

Wrigleyville Greystone

Cozy 2 bedroom house/w garage in Skokie
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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
- Lincoln Park
- The Field Museum
- Washington Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Garfield Park Conservatory
- Wicker Park
- Lincoln Park Zoo
- Willis Tower
- Raging Waves Waterpark
- The 606
- Chicago Cultural Center