
Kid-friendly holiday rentals in Woodlawn, Chicago
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Woodlawn, Chicago
Guests agree: these family-friendly rentals 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 Woodlawn, Chicago family-friendly rentals
Kid-friendly house rentals

The Modern Muse of Chicago! Close to everything!

Modern Family Townhouse

3bd/3ba Bronzeville Beauty

MiniGolfHouse-Chicago Close Beach & Indoor Fun!

Charming, quiet 3bd/ 3b ranch home in Chicago

Cozy Haven

Cozy Chicago Cottage

Unique 2-bedroom retreat!
Family-friendly apartment rentals

Comfy 3Bdrm near LSD,Obama Center, UIC, Sci Museum

VlP STUDlO - 3rd FLr

Charming Unique 2 Bdrm Apartment in Victorian Home

Chicago Themed Garden Unit - Historic Bronzeville

Historic Coach House Cottage

Victorian GardenLoft in Historic SouthSide Mansion

Newly Renovated 1BD near West Loop & Little Italy

South Shore Oasis
Family-friendly apartment rentals

Evergreen Park Condo with balcony and Jacuzzi tub

Lovely top floor 2BR/2BA, steps from everything!

The Urban Oasis | Outdoor Lounge • Sleeps 10+

Logan Square Beauty with 2 Bedrooms W/parking

Ultra clean/cozy condo, 10 mins south of Downtown!

Cabin 301 at 747 Lofts

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

Modern Hyde Park Getaway | UChicago
Quick stats about holiday rentals that are kid-friendly in Woodlawn, Chicago
Total rentals
20 properties
Nightly prices starting at
£52 before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
- Flat rentals Woodlawn
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Oak Street Beach
- Humboldt Park
- Shedd Aquarium
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Washington Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Garfield Park Conservatory
- Wicker Park
- Willis Tower
- Lincoln Park Zoo
- Raging Waves Waterpark
- The 606
- The Beverly Country Club