
Family-friendly holiday 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.
Holiday 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 Chicago

Spacious 2bdm unit 15min to Dwtn

Bright and Beautiful Penthouse - Close to the lake

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

Dunes Vacation Rental

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

Historic Old Town, Fabulous 4 Bedroom Home

Sunny Logan Square Artists' home

Private 3rd Floor Apartment

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

a SIMPLE place

Close to VU and amazing downtown

Spacious Evanston Unit - Walk to Northwestern U

Berwyn Musical Apartment
Family-friendly home rentals with a pool

Beautiful home with Beach views in Beachwalk

Dog Friendly Golf Cart included in Beachwalk w/ Po

Stylish Corner 2 Bedroom in the Heart of Chicago |

Beachwalk Resort - Main Floor Bedroom w/Golf Cart

Lux Loop Retreat: Amazing Views, Free Parking

Beachwalk Resort - Kid Friendly w/ FREE Golf Cart

Beautiful 137 Year Old Farm Home (3night min)

Pet Friendly Resort Charmer w/ Golf Cart
Quick stats about holiday rentals that are family-friendly in Homewood
Total rentals
30 properties
Nightly prices starting at
£73 before taxes and fees
Total number of reviews
860 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
Destinations to explore
- Downtown Chicago Holiday rentals
- Lake Geneva Holiday rentals
- West Side Holiday rentals
- North Side Holiday rentals
- South Bend Holiday rentals
- South Haven Holiday rentals
- South Side Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- West Lafayette Holiday rentals
- New Buffalo Holiday rentals
- Chicago Holiday rentals
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- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
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- 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
- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Brookfield Zoo
- Wicker Park
- Washington Park Zoo
- Raging Waves Waterpark
- The 606
- The Beverly Country Club
- Flossmoor Golf Club
- Chicago Cultural Center