
Family-friendly vacation rentals in Homewood
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Homewood
Guests agree: these family-friendly homes 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 Homewood family-friendly rentals
Family-friendly home rentals with a hot tub

Lux Urban 3BR/3BA Duplex + Parking!

Smart Home, Hot Tub, direct Beach/Nat’l Park access, luxury amenities

Super Paradise *Downtown 15 Minutes *63 Amenities

Spacious 2bdm unit 15min to Dwtn

Bright and Beautiful Penthouse - Close to the lake

Restful Refuge, Hot Tub, Firepit, Dunes Nat’l Park

Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park

Urban Luxury 1BR/2BA Logan Square Condo w/Garage
Family- and pet-friendly home rentals

Sunny Logan Square Artists' home

Private 3rd Floor Apartment

Stylish Studio in Historic Logan Square

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK
Explore the City from an Elegant, Urban Retreat

The Deer Suite

Garden Unit Getaway-Bucktown

Spacious Evanston Unit - Walk to Northwestern U
Family-friendly home rentals with a pool

Music Hot Spot’s Main Level

Beat-Town Flex Stays

Stylish Corner 2 Bedroom in the Heart of Chicago |

Luxury Corner 2 Bedroom in the Loop | Roof Deck
Quick stats about vacation rentals that are family-friendly in Homewood
Total rentals
30 properties
Nightly prices starting at
$177 CAD before taxes and fees
Total number of reviews
970 reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- 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
- Garfield Park Conservatory
- Wicker Park
- Lincoln Park Zoo
- Willis Tower
- Raging Waves Waterpark
- The 606
- Chicago Cultural Center
- Flossmoor Golf Club
- Adler Planetarium