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
Home in Plymouth
4.95 out of 5 average rating, 237 reviewsTop of the World! Jacuzzi! Private Hiking Trails!
Home in Colrain
4.93 out of 5 average rating, 167 reviewsSecluded Farmhouse Retreat - stunning views
Home in Saratoga Springs
4.81 out of 5 average rating, 120 reviewsSaratoga Escape
Home in Queensbury
4.99 out of 5 average rating, 159 reviewsSunset Bay: Amazing waterfront w/ dock on 5 acres!
Home in Lake George
4.83 out of 5 average rating, 317 reviewsLux 2 br King Suite w Hot Tub in Lake George
Cabin in Londonderry
4.82 out of 5 average rating, 446 reviewsStunning Rustic Apple Barn - hot tub & sauna
Home in Newfane
4.98 out of 5 average rating, 130 reviewsPeaceful cabin close to skiing & Brattleboro
Cottage in Greenville
4.92 out of 5 average rating, 210 reviewsHistoric farmhouse escape on 14 scenic acres
Family- and pet-friendly home rentals
Home in Williamstown
4.82 out of 5 average rating, 186 reviewsWalking distance to downtown
Cabin in Jamaica
4.89 out of 5 average rating, 370 reviewsForest Cabin-Swim-Views-Fire Pit-7 min to Stratton
Chalet in Dover
4.92 out of 5 average rating, 287 reviewsA charming VT chalet
Rental unit in Newfane
4.97 out of 5 average rating, 432 reviewsRock River Retreat: VT Oasis Pet Friendly
Home in Guilford
4.92 out of 5 average rating, 196 reviewsPeaceful Country Home
Cabin in Jamaica
4.87 out of 5 average rating, 288 reviewsGreen Mountain Modern House: iconic modern getaway
Guest suite in Montague
4.91 out of 5 average rating, 187 reviewsGreat Falls Private Suite
Loft in East Nassau
4.99 out of 5 average rating, 171 reviewsDog Friendly Farm
Family-friendly home rentals with a pool
Home in Salem
4.98 out of 5 average rating, 185 reviewsMagical Farm Getaway - a must visit!
Townhouse in Dover
4.96 out of 5 average rating, 143 reviewsBear's Den - Mt Snow Townhome w/ Ski Home Trail!
Condo in Dover
4.87 out of 5 average rating, 228 reviewsMt Snow Ski In/Out at Seasons
Guesthouse in Granville
4.9 out of 5 average rating, 851 reviewsMoon Valley Country Retreat no clean fee pets yes
Home in Ghent
4.88 out of 5 average rating, 300 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Rental unit in Rexford
4.96 out of 5 average rating, 357 reviewsNeed a Getaway??
Condo in Hancock
4.84 out of 5 average rating, 141 reviewsCozy Condo @ Jiminy Peak
Bungalow in Williamstown
4.89 out of 5 average rating, 211 reviewsHollywood Bungalow in the Berkshires
Quick stats about vacation rentals that are family-friendly in Bennington
Total rentals
20 properties
Nightly prices starting at
$125 CAD before taxes and fees
Total number of reviews
900 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
- Family-friendly rentals United States
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