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

Cozy house on the hill

Mt. Snow, VT scenic views, 3decks

Spacious home with private hot tub near Mt. Snow.

Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB

Cozy Award Winning Farmhouse - hot tub and sauna!

Peaceful cabin close to skiing & Brattleboro

Norman Rockwell Spacious Contemporary + Hot Tub

Vermont Getaway Apartment
Family- and pet-friendly home rentals

Cozy Log Cabin near Stratton/Mt. Snow-pet friendly

Cottage

Lilac Ridge Farm House

Quaint cozy vermont apartment

1850's VT Farmhouse on the River

The Carriage Barn

Beautiful Vermont! (Pet Friendly)

A charming VT chalet
Family-friendly home rentals with a pool

Bear's Den - Mt Snow Townhome w/ Heated Pool!

The Manor-Stunning Modern Farmhouse with Hot Tub

Rustic Sunny Vermont Home near Mount Snow

The Inn at Quail Run- Guest House

3 Bedroom Suite at Upper Pass Lodge

Mt Snow Ski In/Out at Seasons

6 BR Perfect Private Retreat in Vermont!

MOUNT SNOW CHALET/LOFT CONDO
Destinations to explore
- Fitness-friendly rentals Windham County
- Rentals with lake access Windham County
- Bed and breakfasts Windham County
- Townhouse rentals Windham County
- Rentals with an accessible height toilet Windham County
- Rentals with a patio Windham County
- Guesthouse rentals Windham County
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- Rentals with a hot tub Windham County
- Farmstay rentals Windham County
- Cabin rentals Windham County
- Rentals with an EV charger Windham County
- Kid-friendly rentals Windham County
- Waterfront rentals Windham County
- Rentals with beach access Windham County
- Rentals with breakfast Windham County
- Rentals with a washer and dryer Windham County
- Rentals with a kayak Windham County
- Apartment rentals Windham County
- Beachfront rentals Windham County
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- Rentals with a fireplace Windham County
- Pet-friendly rentals Windham County
- Rentals with outdoor seating Windham County
- Rentals with pools Windham County
- Rentals with a fire pit Windham County
- Condo rentals Windham County
- Rentals with a sauna Windham County
- Ski-in/ski-out rentals Windham County
- House rentals Windham County
- Private suite rentals Windham County
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- Stratton Mountain
- Okemo Mountain Resort
- Stratton Mountain Resort
- Jiminy Peak Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Berkshire East Mountain Resort
- Mount Greylock Ski Club
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- The Shattuck Golf Club
- Pineridge Cross Country Ski Area
- Dorset Field Club
- Clarksburg State Park
- Ekwanok Country Club
- Hildene, The Lincoln Family Home
- Brattleboro Ski Hill
- Bretwood Golf Course
- Hooper Golf Course
- Baker Hill Golf Club
- Fox Run Golf Club
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes