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
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Popular amenities for Bennington County family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Wilmington
4.9 out of 5 average rating, 130 reviews4 bedroom Ski House 15 min to Mount Snow
May 15 – 22
Home in Shaftsbury
4.93 out of 5 average rating, 122 reviewsConverted Vermont Barn on 6.5 acres with hot tub
Sep 6 – 13
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Apr 6 – 13
Home in Dover
4.98 out of 5 average rating, 125 reviewsOutdoor Paradise - Private Jacuzzi & Sauna
Jul 9 – 16
Chalet in Dover
4.97 out of 5 average rating, 104 reviewsGrey Wolf's Den: 5 miles to Mount Snow w/HOT TUB
Sep 3 – 10
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Jan 30 – Feb 6
Home in Jamaica
4.96 out of 5 average rating, 47 reviews4 Bedroom on 90 Acres in the mountains of Vermont!
Nov 19 – 26
Home in Peru
4.63 out of 5 average rating, 56 reviewsNorman Rockwell Spacious Contemporary + Hot Tub
Dec 7 – 14
Family- and pet-friendly home rentals
Chalet in Readsboro
4.86 out of 5 average rating, 284 reviewsThe King's Cottage
Jun 14 – 21
Cabin in Woodford
4.84 out of 5 average rating, 347 reviews400+ Airbnb Visits: Incredible Mountain Cabin
Jul 8 – 15
Cabin in Wilmington
4.92 out of 5 average rating, 419 reviewsPicturesque Cabin near Mt Snow
Jul 12 – 19
Cabin in Woodford
4.98 out of 5 average rating, 139 reviewsStone's Camp on Stamford Stream
Aug 26 – Sep 2
Home in Manchester
4.88 out of 5 average rating, 116 reviewsPicture Postcard Mansion in Manchester Village
Mar 18 – 25
Home in Manchester
4.87 out of 5 average rating, 247 reviewsManchester Center with Mt. Equinox View / In Town
Aug 22 – 29
Home in Wardsboro
4.95 out of 5 average rating, 144 reviewsSawmill Road - between Stratton and Mount Snow
Jun 29 – Jul 6
Home in Mt Tabor
4.93 out of 5 average rating, 175 reviewsSo Vt Excellent Carriage house. Great location
Mar 15 – 22
Family-friendly home rentals with a pool
Townhouse in Dover
4.96 out of 5 average rating, 136 reviewsBear's Den - Mt Snow Townhome w/ Ski Home Trail!
Nov 13 – 20
Barn in Pownal
4.94 out of 5 average rating, 78 reviewsArtist Bunkhouse Southern Vermont
Aug 10 – 17
Townhouse in Dover
4.93 out of 5 average rating, 71 reviewsCozy Bear- 1 mile to Mt Snow Ski Home
Jun 10 – 17
Home in West Dover
5.0 out of 5 average rating, 42 reviewsThe Manor-Stunning Modern Farmhouse with Hot Tub
Oct 28 – Nov 4
Home in Dover
4.89 out of 5 average rating, 47 reviewsQueen Suite, Living Room, 2 TVs -Spring House 2
May 1 – 8
Home in Manchester
4.81 out of 5 average rating, 48 reviewsPerfect reunion house! Pool, tennis, fireplac, dog
Apr 8 – 15
Home in Bennington
4.85 out of 5 average rating, 41 reviewsKarin's Place: Phenomenal Guest House with pool
Oct 21 – 28
Townhouse in West Dover
4.65 out of 5 average rating, 181 reviewsMOUNT SNOW CHALET/LOFT CONDO
Dec 15 – 22
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