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
Flat in Townshend
4.94 out of 5 average rating, 203 reviewsPrivate Apt. on Farm, great views and Hot tub,
21–28 Oct
Home in Chester
4.96 out of 5 average rating, 312 reviewsRiverfront Getaway
8–15 Nov
Home in Lake luzerne
4.96 out of 5 average rating, 384 reviewsWaterfront- Lake Luzerne, Lake George, Saratoga
31 Dec – 7 Jan
Home in Lake George
4.82 out of 5 average rating, 292 reviewsKing Suite Hot Tub @ LG Adirondack Escape
5–12 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
Farm stay in Moreau
4.96 out of 5 average rating, 649 reviewsCottage On The Farm
12–19 Aug
Bungalow in Easthampton
4.92 out of 5 average rating, 433 reviewsThe Creation Station
23–30 Jul
Home in Wilmington
4.9 out of 5 average rating, 132 reviews4 bedroom Ski House 15 min to Mount Snow
5–12 Sep
Family- and pet-friendly home rentals
Cabin in Readsboro
4.85 out of 5 average rating, 186 reviewsOff grid comfort cabin
11–18 Aug
Cabin in Woodford
4.84 out of 5 average rating, 347 reviews400+ Airbnb Visits: Incredible Mountain Cabin
22–29 Jun
Guest house in Granville
4.9 out of 5 average rating, 785 reviewsMoon Valley Country Retreat no clean fee pets yes
9–16 Jan
Loft in Wilmington
4.92 out of 5 average rating, 172 reviewsWalk to Village/Lake Whitingham
16–23 Oct
Tiny home in Jamaica
4.88 out of 5 average rating, 346 reviewsForest Cabin ~ 7min to Stratton, Cozy, Private
5–12 Jun
Chalet in Readsboro
4.86 out of 5 average rating, 284 reviewsThe King's Cottage
27 Aug – 3 Sep
Guest suite in Montague
4.93 out of 5 average rating, 164 reviewsGreat Falls Private Suite
13–20 Oct
Flat in Newfane
4.97 out of 5 average rating, 406 reviewsRock River Retreat: Pets Welcome
27 Oct – 3 Nov
Family-friendly home rentals with a pool
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
10–17 Jan
Guest house in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
29 Aug – 5 Sep
Home in Ghent
4.87 out of 5 average rating, 271 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
22–29 Mar
Flat in Rexford
4.96 out of 5 average rating, 327 reviewsNeed a Getaway??
26 Jan – 2 Feb
Apartment in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
5–12 Jun
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
14–21 Nov
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
30 Jan – 6 Feb
Townhouse in Hudson
4.94 out of 5 average rating, 194 reviewsPalazzo Hudson: Luxury Pool, Hot Tub, and Sauna
22–29 Mar
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
€ 121 before taxes and fees
Destinations to explore
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