Family-friendly vacation 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.
Vacation rentals for every style
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Popular amenities for Bennington County family-friendly rentals
Family-friendly home rentals with a hot tub
Chalet in Wilmington
4.95 out of 5 average rating, 92 reviewsRustic Sunny Vermont Home near Mount Snow
Condo in Dover
4.87 out of 5 average rating, 228 reviewsMt Snow Ski In/Out at Seasons
Townhouse in West Dover
4.65 out of 5 average rating, 181 reviewsMOUNT SNOW CHALET/LOFT CONDO
Home in Dover
5 out of 5 average rating, 54 reviewsThe Villa - Industrial Farmhouse with Hot Tub
Condo in Stratton
5 out of 5 average rating, 11 reviews1st Fl Condo 3BR @ Stratton Sleeps 7 Pool Hot Tub
Condo in Dover
4.84 out of 5 average rating, 51 reviewsMountain Therapy at Mount Snow- for all seasons
Home in Peru
4.63 out of 5 average rating, 57 reviewsNorman Rockwell Spacious Contemporary + Hot Tub
Home in Wilmington
4.83 out of 5 average rating, 162 reviewsThe Vermont Barn (Mount Snow)
Family- and pet-friendly home rentals
Chalet in Readsboro
4.85 out of 5 average rating, 307 reviewsThe King's Cottage
Home in Jamaica
5 out of 5 average rating, 34 reviewsMountain Log Cabin near Stratton
Rental unit in Wilmington
4.93 out of 5 average rating, 181 reviewsQuaint cozy vermont apartment
Cabin in Jamaica
4.86 out of 5 average rating, 79 reviewsStarry Skies 7min to Stratton Dogs OK Pikes Falls
Home in Mt Tabor
4.92 out of 5 average rating, 179 reviewsNow thru Dec 15th 140.00
Cabin in Readsboro
4.85 out of 5 average rating, 205 reviewsOff grid comfort cabin
Cabin in Woodford
4.98 out of 5 average rating, 145 reviewsStone's Camp on Stamford Stream
Home in Wardsboro
4.94 out of 5 average rating, 148 reviewsSawmill Road - between Stratton and Mount Snow
Family-friendly home rentals with a pool
Townhouse in Dover
4.96 out of 5 average rating, 143 reviewsBear's Den - Mt Snow Townhome w/ Ski Home Trail!
Home in West Wardsboro
4.85 out of 5 average rating, 55 reviewsVermont Log Cabin- Between Mt Snow and Stratton
Guesthouse in Wilmington
4.96 out of 5 average rating, 24 reviewsThe Inn at Quail Run- Guest House
Home in Wardsboro
4.98 out of 5 average rating, 45 reviewsSnow Maple Cottage
Townhouse in Dover
4.93 out of 5 average rating, 76 reviewsCozy Bear- 1 mile to Mt Snow Ski Home
Home in Manchester
4.85 out of 5 average rating, 34 reviewsYour VT Ski House: Fireplace, Indoor Pool, Dogs
Condo in Stratton
4.93 out of 5 average rating, 30 reviewsSki On Ski Off
Barn in Pownal
4.71 out of 5 average rating, 194 reviewsVintage BARN Apt-POOL-HotTub-FirePit-Farms-Foliage
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