
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

Romantic Getaway Guesthouse/ Jacuzzi/Sauna/Pool

Private Cottage in Gated Nudist Community

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

Master qtr close to nature & easy urban facilities

Secluded Modern Retreat Near Beach - "Sandlot"

The Studio at the Dunes

The Lake Escape -Cozy Lakefront Cottage Valparaiso

Belmont Pleasures - hot tub / arcade gaming room
Family- and pet-friendly home rentals

South Shore Studio Apartment {National Park}

Lovely, spacious 2bd, 1bath home w/free parking

Luxury Penthouse: 3BR, Prime Location

Retro Modern Bungalow | free parking | fire pit

Home in Forest Park downstairs.

Blue Brick Apartment in Bridgeport - Park for Free

Restful Retreat Perfectly Located by Train+Shops

Berwyn Musical Apartment
Family-friendly home rentals with a pool

Comfy 3BR 2BA, Liv+Fam Rm, Prime, 3-Car Parking

Beautiful home with Beach views in Beachwalk

Munster hide away

5 Bedroom Luxury Home In Heart of Beachwalk Resort

Spectacular Corner 2BR Penthouse in the Loop | Roo

Whole Flat in Private Club. Walk to L, Dining & Shows

The Executive's Escape (2BD / 2BA)

Harmony of Evanston 1 BDR Exec Suite w/pool & Gym
Quick stats about holiday rentals that are family-friendly in Homewood
Total rentals
30 properties
Nightly prices starting at
£96 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
Destinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Platteville Holiday rentals
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- Columbus Holiday rentals
- Louisville Holiday rentals
- Southern Indiana Holiday rentals
- Cincinnati Holiday rentals
- Milwaukee Holiday rentals
- Wisconsin River Holiday rentals
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- 875 North Michigan Avenue
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Washington Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Raging Waves Waterpark
- The 606
- The Beverly Country Club
- Olympia Fields Country Club
- Deep River Waterpark