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 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
4.9 out of 5 average rating, 131 reviews4 bedroom Ski House 15 min to Mount Snow
Jan 12 – 19
Home in Dover
4.98 out of 5 average rating, 125 reviewsOutdoor Paradise - Private Jacuzzi & Sauna
Sep 6 – 13
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Feb 10 – 17
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Sep 29 – Oct 6
Chalet in Dover
4.97 out of 5 average rating, 104 reviewsGrey Wolf's Den: 5 miles to Mount Snow w/HOT TUB
Dec 12 – 19
Home in Jamaica
4.96 out of 5 average rating, 47 reviews4 Bedroom on 90 Acres in the mountains of Vermont!
Apr 16 – 23
Home in Peru
4.63 out of 5 average rating, 56 reviewsNorman Rockwell Spacious Contemporary + Hot Tub
Dec 8 – 15
Family- and pet-friendly home rentals
Cabin in Woodford
4.84 out of 5 average rating, 347 reviews400+ Airbnb Visits: Incredible Mountain Cabin
Jul 8 – 15
Chalet in Readsboro
4.86 out of 5 average rating, 284 reviewsThe King's Cottage
Jan 7 – 14
Cabin in Wilmington
4.92 out of 5 average rating, 419 reviewsPicturesque Cabin near Mt Snow
May 30 – Jun 6
Cabin in Woodford
4.98 out of 5 average rating, 139 reviewsStone's Camp on Stamford Stream
Aug 26 – Sep 2
Home in Manchester
4.87 out of 5 average rating, 247 reviewsManchester Center with Mt. Equinox View / In Town
May 25 – Jun 1
Home in Manchester
4.88 out of 5 average rating, 116 reviewsPicture Postcard Mansion in Manchester Village
Jan 3 – 10
Home in Wardsboro
4.95 out of 5 average rating, 144 reviewsSawmill Road - between Stratton and Mount Snow
Jun 30 – Jul 7
Home in Mt Tabor
4.93 out of 5 average rating, 175 reviewsSo Vt Excellent Carriage house. Great location
Oct 2 – 9
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 15 – 22
Barn in Pownal
4.94 out of 5 average rating, 78 reviewsArtist Bunkhouse Southern Vermont
Sep 9 – 16
Townhouse in Dover
4.93 out of 5 average rating, 71 reviewsCozy Bear- 1 mile to Mt Snow Ski Home
Aug 21 – 28
Home in West Dover
5.0 out of 5 average rating, 42 reviewsThe Manor-Stunning Modern Farmhouse with Hot Tub
Nov 4 – 11
Home in Manchester
4.81 out of 5 average rating, 48 reviewsPerfect reunion house! Pool, tennis, fireplac, dog
Jan 3 – 10
Home in Dover
4.94 out of 5 average rating, 31 reviewsLuxury King Suite, fireplace, bunkbed- Farmhouse 4
May 1 – 8
Home in Bennington
4.85 out of 5 average rating, 41 reviewsKarin's Place: Phenomenal Guest House with pool
Oct 24 – 31
Townhouse in West Dover
4.65 out of 5 average rating, 181 reviewsMOUNT SNOW CHALET/LOFT CONDO
Dec 15 – 22
Destinations to explore
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