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

Private Apt. on Farm, Hot Tub with views!

Macintosh Hill Farm

Lower Yurt Stay on VT Homestead

Killington area home - 4-seasons & hot tub

Stunning Rustic Apple Barn - hot tub & sauna

Large Chalet; Sauna, Hot Tub; Walk to Trail

Vermont Getaway Apartment

Rustic and Cozy Vermont Getaway at Sugarwood Cabin
Family- and pet-friendly home rentals

Cowshed Cabin Farm

Beautiful Serene Lake/Ski House with central AC

Secluded Paradise on the Connecticut River, VT

The Cozy Little Red Cabin

Epic Views of the Green Mountains

Private Hilltop farm apartment

Vermont Chalet

Nature Lover's Paradise
Family-friendly home rentals with a pool

Relax in Recreation Paradise!

Cozy, spacious, 3 bedrooms, 4 beds, swimming pool.

Cozy 3BR/2BA Chalet – Mins to Mtn & Biking Trails

One Bedroom Suite Near Okemo

Ski, Ride, Walk On/Off Condo On Pico at Killington

Serene Top Floor Condo (resort style amenities)

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

#45 Luxury Ski & Summer Condo with Private Sauna
Quick stats about holiday rentals that are family-friendly in Woodstock
Total rentals
100 properties
Nightly prices starting at
€ 85 before taxes and fees
Total number of reviews
3.7K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wifi availability
100 properties include access to wifi
Destinations to explore
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- Family-friendly rentals Windsor County
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- Family-friendly rentals United States
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- Apartments with a Hot Tub United States
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- Squam Lake
- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Owl's Nest Resort
- Pats Peak Ski Area
- Mount Snow Ski Resort
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Fort Ticonderoga
- Tenney Mountain Resort
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Bromley Mountain Ski Resort
- Bretwood Golf Course
- Fox Run Golf Club
- Baker Hill Golf Club
- Northeast Slopes Ski Tow
- Hooper Golf Course
- Cozy Cottages & Otter Valley Winery
- Ekwanok Country Club