Family-friendly vacation 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.
Vacation 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, 646 reviewsCottage On The Farm
Apr. 4 – 11
Home in Shaftsbury
4.93 out of 5 average rating, 122 reviewsConverted Vermont Barn on 6.5 acres with hot tub
Sep. 6 – 13
Apartment in Townshend
4.94 out of 5 average rating, 203 reviewsPrivate Apt. on Farm, great views and Hot tub,
Nov. 25 – Dec. 2
Home in Chester
4.96 out of 5 average rating, 311 reviewsRiverfront Getaway
Jul. 30 – Aug. 6
Home in Wilmington
4.9 out of 5 average rating, 130 reviews4 bedroom Ski House 15 min to Mount Snow
Jun. 3 – 10
Bungalow in Easthampton
4.92 out of 5 average rating, 430 reviewsThe Creation Station
Jul. 21 – 26
Home in Lake luzerne
4.96 out of 5 average rating, 384 reviewsWaterfront- Lake Luzerne, Lake George, Saratoga
Dec. 21 – 28
Cabin in Londonderry
4.82 out of 5 average rating, 421 reviewsThe Honeymoon Barn - hot tub/sauna #1 Airbb S. VT
Jan. 25 – Feb. 1
Family- and pet-friendly home rentals
Cabin in Readsboro
4.85 out of 5 average rating, 186 reviewsOff grid comfort cabin
Aug. 11 – 18
Guest suite in Charlemont
4.9 out of 5 average rating, 182 reviewsUnique People & Pet-Welcoming Haven
Mar. 29 – Apr. 5
Cabin in Woodford
4.84 out of 5 average rating, 347 reviews400+ Airbnb Visits: Incredible Mountain Cabin
Jul. 8 – 15
Cottage in Jamaica
4.82 out of 5 average rating, 464 reviewsForest Cottage ~ 7min to Stratton, Private, Views
Jul. 19 – 26
Guesthouse in Springfield
4.86 out of 5 average rating, 321 reviewsConnecticut River-Cozy Cottage
Apr. 20 – 27
Yurt in Pattersonville
4.99 out of 5 average rating, 778 reviewsMariaville Goat Farm Yurt
Oct. 29 – Nov. 5
Loft in East Nassau
4.99 out of 5 average rating, 153 reviewsDog Friendly Farm Spring bird watching
Aug. 29 – Sep. 5
Cottage in Dover
4.95 out of 5 average rating, 216 reviewsCozy summer cottage in the woods of southern VT
Jul. 19 – 26
Family-friendly home rentals with a pool
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Dec. 4 – 11
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Sep. 8 – 15
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Dec. 4 – 11
Apartment in Rexford
4.96 out of 5 average rating, 324 reviewsNeed a Getaway??
Oct. 21 – 28
Condo in Killington
4.92 out of 5 average rating, 392 reviewsApril open 1 bedroom 1 night Ok Free shuttle
Sep. 19 – 26
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
May 28 – Jun. 4
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
Feb. 21 – 28
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Feb. 10 – 17
Quick stats about vacation 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
$178 CAD before taxes and fees
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