
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

Vintage Vermont Cabin, Hot Tub, Fire Pit, Private

Cottage with a View

Summit View Ski and Golf Retreat w/hot tub & Sauna

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

Mod Cabin in woods Hot Tub near Stratton & MtSnow

Mountain view chalet with hot tub & fire pit!

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton
Family- and pet-friendly home rentals

The Owl’s Nest in Landgrove

Quaint cozy vermont apartment

Home with a spring fed Koi pond and mountain view

Relax in Vermont! (Pet Friendly)

The Rafters Lodge

Beautiful Guest House near Bromley, Magic, Okemo

3 Story Condo - 5 Minutes to Mount Snow!

One of kind Renovated Barn-unique with charm
Family-friendly home rentals with a pool

Bear's Den - Mt Snow Townhome w/ Ski Home Trail!

Mount Snow Ski Chalet

Mt Snow Ski In/Out at Seasons

Adams Farm-"The Little Farmhouse"

Winter Dream! The Handle Lodge at Snowtree Condos

Condo w/ great amenities 4-seasons! Ski in Ski out

Cozy condo within walking distance to the slopes.

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