Family-friendly vacation rentals in Winhall
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winhall
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 Winhall family-friendly rentals
Family-friendly home rentals with a hot tub
Apartment in West Townshend
4.91 out of 5 average rating, 316 reviewsPrivate Apt on Farm, Magnificent views, Hot tub
Cabin in Londonderry
4.82 out of 5 average rating, 423 reviewsThe Honeymoon Barn - hot tub/sauna #1 Airbb S. VT
Loft in Ludlow
4.95 out of 5 average rating, 739 reviewsSpacious Renovated Barn Apt on 100 acres!
Home in Newfane
4.97 out of 5 average rating, 116 reviewsPeaceful cabin close to skiing & Brattleboro
Home in Dover
4.98 out of 5 average rating, 125 reviewsOutdoor Paradise - Private Jacuzzi & Sauna
Chalet in Dover
4.97 out of 5 average rating, 104 reviewsGrey Wolf's Den: 5 miles to Mount Snow w/HOT TUB
Home in Shaftsbury
4.94 out of 5 average rating, 126 reviewsConverted Vermont Barn on 6.5 acres with hot tub
Home in Colrain
4.94 out of 5 average rating, 159 reviewsSecluded Farmhouse Retreat - stunning views
Family- and pet-friendly home rentals
Guesthouse in Springfield
4.86 out of 5 average rating, 328 reviewsConnecticut River-Cozy Cottage
Cabin in Shaftsbury
4.9 out of 5 average rating, 382 reviewsThe LoveNest -Charming private cabin on 65 acres
Home in Manchester
4.87 out of 5 average rating, 251 reviewsManchester Center with Mt. Equinox View / In Town
Home in Weston
4.95 out of 5 average rating, 232 reviewsReillys Rest -GreenMtns! Secluded-Pet-Kid friendly
Cottage in Dover
4.95 out of 5 average rating, 218 reviewsCozy summer cottage in the woods of southern VT
Apartment in Newfane
4.97 out of 5 average rating, 409 reviewsRock River Retreat: Pets Welcome
Apartment in Cambridge
4.91 out of 5 average rating, 373 reviewsMountain View Apartment! Close to Saratoga!
Home in Danby
4.97 out of 5 average rating, 202 reviewsComfortable farmhouse with stunning views
Family-friendly home rentals with a pool
Guesthouse in Williamstown
4.93 out of 5 average rating, 220 reviewsPerfect Base for Your Berkshire Adventure
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
Condo in Ludlow
4.8 out of 5 average rating, 149 reviewsEnjoy a Ski-On/Ski-Off Okemo Ski Getaway
Home in Wilmington
4.9 out of 5 average rating, 132 reviews4 bedroom Ski House 15 min to Mount Snow
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Townhouse in Dover
4.96 out of 5 average rating, 137 reviewsBear's Den - Mt Snow Townhome w/ Heated Pool!
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Quick stats about vacation rentals that are family-friendly in Winhall
Total rentals
270 properties
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
100 properties allow pets
Total number of reviews
6.4K reviews
Nightly prices starting at
$120 before taxes and fees
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