
Family-friendly vacation rentals in Bennington County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Bennington County
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 Bennington County family-friendly rentals
Family-friendly home rentals with a hot tub

Private Brook Chalet: Hot Tub - Fire pit - Ski

Vintage Vermont Cabin, Hot Tub, Fire Pit, Private

Cottage with a View

Luxe HOT TUB, SAUNA 8–12 min Stratton & Mount Snow

Mountain side acres

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Mountain view chalet with hot tub & fire pit!

Barrel Sauna + Hot Tub & Mtn Views
Family- and pet-friendly home rentals

400+ Airbnb Visits: Incredible Mountain Cabin

Quaint One-Story Vermont House with Mountain View

Quaint cozy vermont apartment

White Doe Farm•Lovingly restored Antique Farm Home

Beautiful Guest House near Bromley, Magic, Okemo

The Rafters Lodge

The Farm cottage

White Rock Farm
Family-friendly home rentals with a pool

Mt Snow Ski In/Out at Seasons

Adams Farm-"The Little Farmhouse"

Summer Dream! The Handle Lodge at Snowtree Condos

Leonard’s Log - Private Hot Tub, Fire Pit, A/C

Cozy condo within walking distance to the slopes.

Walk to Mt. Snow-Spa-Summer Pool

Cozy Mount Snow 1 Bed : Hot tub, Sauna, Deck

Goose Crossing
Destinations to explore
- Private suite rentals Bennington County
- Rentals with a fire pit Bennington County
- Rentals with a kayak Bennington County
- Rentals with a fireplace Bennington County
- Cabin rentals Bennington County
- Rentals with a hot tub Bennington County
- Rentals with outdoor seating Bennington County
- Rentals with an accessible height toilet Bennington County
- Rentals with a patio Bennington County
- Townhouse rentals Bennington County
- Rentals with a sauna Bennington County
- House rentals Bennington County
- Rentals with breakfast Bennington County
- Rentals with an EV charger Bennington County
- Rentals with a washer and dryer Bennington County
- Waterfront rentals Bennington County
- Rentals with lake access Bennington County
- Ski-in/ski-out rentals Bennington County
- Bed and breakfasts Bennington County
- Apartment rentals Bennington County
- Pet-friendly rentals Bennington County
- Hotel rentals Bennington County
- Rentals with pools Bennington County
- Chalet rentals Bennington County
- Farmstay rentals Bennington County
- Fitness-friendly rentals Bennington County
- Condo rentals Bennington County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- West Mountain Ski Resort
- Mount Greylock Ski Club
- Mount Sugarloaf State Reservation
- Dorset Field Club
- Hancock Shaker Village
- Northern Cross Vineyard
- Hooper Golf Course
- Lake George Expedition Park
- Pico Mountain Ski Resort
- Albany Center Gallery
- Bousquet Mountain Ski Area
- Huck Finn’s Playland, Albany
- Mount Snow Ski Resort
- Peebles Island State Park
- Ekwanok Country Club
- Hildene, The Lincoln Family Home