Family-friendly holiday rentals in Bennington
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Bennington
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 family-friendly rentals
Family-friendly home rentals with a hot tub
Farm stay in Moreau
4.96 out of 5 average rating, 649 reviewsCottage On The Farm
27 Jan – 3 Feb
Flat in Townshend
4.94 out of 5 average rating, 203 reviewsPrivate Apt. on Farm, great views and Hot tub,
3–10 Dec
Home in Chester
4.96 out of 5 average rating, 312 reviewsRiverfront Getaway
8–15 Dec
Cabin in Londonderry
4.82 out of 5 average rating, 421 reviewsThe Honeymoon Barn - hot tub/sauna #1 Airbb S. VT
25 Aug – 1 Sep
Home in Lake George
4.82 out of 5 average rating, 292 reviewsKing Suite Hot Tub @ LG Adirondack Escape
14–21 Nov
Home in Lake luzerne
4.96 out of 5 average rating, 384 reviewsWaterfront- Lake Luzerne, Lake George, Saratoga
12–19 Jan
Home in Wilmington
4.9 out of 5 average rating, 132 reviews4 bedroom Ski House 15 min to Mount Snow
5–12 Sep
Home in Colrain
4.94 out of 5 average rating, 155 reviewsSecluded Farmhouse Retreat - stunning views
29 Mar – 5 Apr
Family- and pet-friendly home rentals
Cabin in Readsboro
4.85 out of 5 average rating, 186 reviewsOff grid comfort cabin
11–18 Aug
Loft in Wilmington
4.92 out of 5 average rating, 172 reviewsWalk to Village/Lake Whitingham
16–23 Oct
Chalet in Dover
4.93 out of 5 average rating, 265 reviewsA charming VT chalet
18–25 Nov
Guest house in Granville
4.9 out of 5 average rating, 785 reviewsMoon Valley Country Retreat no clean fee pets yes
20–27 Sep
Guest suite in Montague
4.93 out of 5 average rating, 164 reviewsGreat Falls Private Suite
23–30 Dec
Chalet in Readsboro
4.86 out of 5 average rating, 285 reviewsThe King's Cottage
13–20 Apr
Guest suite in Charlemont
4.9 out of 5 average rating, 183 reviewsUnique People & Pet-Welcoming Haven
20–27 Apr
Guest house in Springfield
4.86 out of 5 average rating, 322 reviewsConnecticut River-Cozy Cottage
28 Jan – 4 Feb
Family-friendly home rentals with a pool
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
8–15 Oct
Guest house in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
30 Aug – 6 Sep
Home in Ghent
4.87 out of 5 average rating, 271 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
27 Jan – 3 Feb
Flat in Rexford
4.96 out of 5 average rating, 327 reviewsNeed a Getaway??
15–22 Jan
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
31 Jan – 7 Feb
Flat in Earlton
4.93 out of 5 average rating, 279 reviewsSweet Farm Stay
31 Oct – 7 Nov
Townhouse in Dover
4.96 out of 5 average rating, 136 reviewsBear's Den - Mt Snow Townhome w/ Ski Home Trail!
22–29 Nov
Apartment in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
8–15 Feb
Quick stats about holiday rentals that are family-friendly in Bennington
Total rentals
20 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
690 reviews
Nightly prices starting at
$176 SGD before taxes and fees
Destinations to explore
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