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
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Popular amenities for Bennington County family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Shaftsbury
4.94 out of 5 average rating, 126 reviewsConverted Vermont Barn on 6.5 acres with hot tub
Home in Dover
4.98 out of 5 average rating, 125 reviewsOutdoor Paradise - Private Jacuzzi & Sauna
Chalet in Dover
4.97 out of 5 average rating, 104 reviewsGrey Wolf's Den: 5 miles to Mount Snow w/HOT TUB
Home in Dover
4.97 out of 5 average rating, 75 reviewsWonderful House! Rec Room HotTub Firepit Garden!
Home in Jamaica
4.96 out of 5 average rating, 48 reviews4 Bedroom on 90 Acres in the mountains of Vermont!
Home in Peru
4.63 out of 5 average rating, 56 reviewsNorman Rockwell Spacious Contemporary + Hot Tub
Home in Dover
4.93 out of 5 average rating, 98 reviewsSpacious Cottage 5 mins to Mount Snow
Home in Dover
4.84 out of 5 average rating, 19 reviewsPartridgeRunSkiHouse Hot Tub June 14 Grad Special
Family- and pet-friendly home rentals
Cabin in Readsboro
4.86 out of 5 average rating, 187 reviewsOff grid comfort cabin
Chalet in Readsboro
4.86 out of 5 average rating, 287 reviewsThe King's Cottage
Cabin in Wilmington
4.92 out of 5 average rating, 422 reviewsPicturesque Cabin near Mt Snow
Home in Wardsboro
4.95 out of 5 average rating, 144 reviewsSawmill Road - between Stratton and Mount Snow
Cabin in Woodford
4.98 out of 5 average rating, 139 reviewsStone's Camp on Stamford Stream
Home in Manchester
4.88 out of 5 average rating, 116 reviewsPicture Postcard Mansion in Manchester Village
Home in Manchester
4.87 out of 5 average rating, 251 reviewsManchester Center with Mt. Equinox View / In Town
Home in Readsboro
4.86 out of 5 average rating, 118 reviewsTime for a Summer in Vermont! (Pet Friendly)
Family-friendly home rentals with a pool
Home in Wilmington
4.9 out of 5 average rating, 133 reviews4 bedroom Ski House 15 min to Mount Snow
Townhouse in Dover
4.96 out of 5 average rating, 137 reviewsBear's Den - Mt Snow Townhome w/ Heated Pool!
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Apartment in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Barn in Pownal
4.94 out of 5 average rating, 78 reviewsArtist Bunkhouse Southern Vermont
Townhouse in Dover
4.93 out of 5 average rating, 72 reviewsCozy Bear- 1 mile to Mt Snow Ski Home
Home in West Dover
5 out of 5 average rating, 43 reviewsThe Manor-Stunning Modern Farmhouse with Hot Tub
Chalet in Wilmington
4.94 out of 5 average rating, 89 reviewsRustic Sunny Vermont Home near Mount Snow
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