
Family-friendly vacation rentals in Weston
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Weston
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 Weston family-friendly rentals
Family-friendly home rentals with a hot tub

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

Serene Retreat in Nature w/ Woodfired Tub

The Birchwood Cabin - Stunning Mountain Views

Log Cabin: Amazing Views, River Frontage, Hot Tub

Vintage Vermont Cabin, Hot Tub, Fire Pit, Private

Boulder House - Extraordinary Luxury in the Woods!

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

Camp Mt. Holly - modern cabin by Okemo & Ludlow
Family- and pet-friendly home rentals

Little Red House Vermont

Quaint stone house!

Stunning Studio in historic Downtown Bellows Falls

Moon Valley Country Retreat no clean fee pets yes

Private Cabin/PetsOK/Minutes to Okemo/AC/Fast Wifi

Glamping Cabin with Private Pond and Mountain View

The Grafton Chateau

Love Shack Yurt on Star Lake (100% off grid)
Family-friendly home rentals with a pool

“Hickory” Rustic Cabin Retreat with Fireplace

SugarBear- Pool, AC, Sauna, Gym, Tennis!

Winterplace - Steps away from Slopes

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

Beautiful rustic woods and fields retreat.

Cozy Condo *AC & Pool *

Cozy Vermont Antique Sugar House with Fireplace

Historic Home on 17 acres of land. Go escape!
Quick stats about vacation rentals that are family-friendly in Weston
Total rentals
50 properties
Nightly prices starting at
$193 CAD before taxes and fees
Total number of reviews
2.2K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
Destinations to explore
- Plainview Vacation rentals
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- Pet-friendly rentals Weston
- Rentals with a patio Weston
- Rentals with a washer and dryer Weston
- Rentals with a fireplace Weston
- House rentals Weston
- Rentals with a firepit Weston
- Rentals with outdoor seating Weston
- Family-friendly rentals Windsor County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Six Flags Great Escape Lodge & Indoor Water park
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Dartmouth Skiway
- Dorset Field Club
- The Shattuck Golf Club
- Ragged Mountain Resort
- Northern Cross Vineyard
- Hooper Golf Course
- Lake George Expedition Park
- Crotched Mountain Ski and Ride
- Pico Mountain Ski Resort
- Autumn Mountain Winery
- Whaleback Mountain
- Mount Snow Ski Resort
- Ekwanok Country Club
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Lucky Bugger Vineyard & Winery