
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

Spacious 2bdm unit 15min to Dwtn

The Lake Escape -Cozy Lakefront Cottage Valparaiso

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

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

Outstanding dune top views of Lake and Nat'l Park

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

Sunny Logan Square Artists' home

Insta Worthy Prime Spot *Patio *Parking *Fireplace

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

Andersonville Living

a SIMPLE place

2nd floor of 1908 brick two-flat in Logan Square

Miller Mermaid Suite-100 yds from the beach!

Spacious Garden Apartment with Sauna and Fireplace
Family-friendly home rentals with a pool

Beautiful Historic Colonial

The Playwright's Palace

Stylish Corner 2 Bedroom in the Heart of Chicago |

Lux Loop Retreat: Amazing Views, Free Parking

Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12

The Professional's Playground

Music Hot Spot’s Main Level
Quick stats about holiday rentals that are family-friendly in Homewood
Total rentals
30 properties
Nightly prices starting at
$179 NZD before taxes and fees
Total number of reviews
810 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
Destinations to explore
- Downtown Chicago Holiday rentals
- Lake Geneva Holiday rentals
- West Side Holiday rentals
- North Side Holiday rentals
- South Bend Holiday rentals
- Lake Michigan Beach Holiday rentals
- South Side Holiday rentals
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- West Lafayette Holiday rentals
- Naperville Holiday rentals
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- Holiday Houses United Kingdom
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- 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
- United Center
- Navy Pier
- Shedd Aquarium
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- Lincoln Park Zoo
- The Field Museum
- Raging Waves Waterpark
- Chicago History Museum
- 875 North Michigan Avenue
- Woodlands Course at Whittaker
- Skydeck Chicago
- Olympia Fields Country Club
- Splash Station
- Deep River Waterpark
- Flossmoor Golf Club
- Odyssey Fun World
- The 606
- Humboldt Park
- Black Sheep Golf Club
- The Beverly Country Club
- National Museum of Mexican Art