Family-friendly holiday rentals in Bennington County
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Top-rated family-friendly rentals in Bennington County
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 Bennington County family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Shaftsbury
Converted Vermont Barn on 6.5 acres with hot tub
Chalet in Dover
Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB
Home in Wilmington
4 bedroom Ski House 15 min to Mount Snow
Home in Dover
Outdoor Paradise - Private Jacuzzi & Sauna
Home in Wilmington
The Vermont Barn (Mount Snow)
Condo in Dover
Mt Snow Ski In/Out at Seasons
Home in Jamaica
4 Bedroom on 90 Acres in the mountains of Vermont!
Home in Dover
Wonderful House! Rec Room HotTub Firepit Garden!
Family- and pet-friendly home rentals
Cabin in Readsboro
Off grid comfort cabin
Chalet in Readsboro
The King's Cottage
Cabin in Woodford
Stone's Camp on Stamford Stream
Home in Manchester
Manchester Center with Mt. Equinox View / In Town
Home in Wardsboro
Sawmill Road - between Stratton and Mount Snow
Cottage in Manchester
Quintessential VT Cottage in Manchester Village
Home in Readsboro
Time for a Summer in Vermont! (Pet Friendly)
Home in Mt Tabor
Inflation buster Great location
Family-friendly home rentals with a pool
Townhouse in Dover
Bear's Den - Mt Snow Townhome w/ Heated Pool!
Barn in Pownal
Artist Bunkhouse Southern Vermont
Townhouse in Dover
Cozy Bear- 1 mile to Mt Snow Ski Home
Home in Manchester
Family reunion gem: Pool, tennis, Deck, Dogs,Views
Home in Bennington
Karin's Place: Phenomenal Guest House with pool
Cottage in Dover
Luxury King, fireplace, pvt entrance- Farmhouse 1
Chalet in Wilmington
Rustic Sunny Vermont Home near Mount Snow
Guesthouse in Wilmington
The Inn at Quail Run- Guest House
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- Rentals with a hot tub Bennington County
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