
Pet-friendly vacation rentals in Windham County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Windham County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Windham County pet-friendly home rentals
Pet-friendly house rentals

The Sugar House

Spacious Brattleboro home on river, walk to town

Pinecone Pond

1850's VT Farmhouse on the River

Summer Ready! Play Area, Crib, 11 Acre Farmhouse

Modern 3-bedroom A-frame in Londonderry w/ Pond

Vermont Sugar House Retreat

Ephriam Bruce House- ON RIVER IN VILLAGE CENTER
Pet-friendly home rentals with a pool

A Chalet 4 All Seasons

Leonard’s Log - Private Hot Tub, Fire Pit, A/C

Stratton; 8 min. Walk to food/drink. Pet friendly!

“Sugar Maple” Rustic Cabin Getaway with Fireplace

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Wander In | Close to Mount Snow & Stratton

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow
Private, pet-friendly home rentals

Lilac Ridge Farm House

The Carriage Barn

A charming VT chalet

Rustically Romantic Cabin Near Sweet Pond

Rock River Retreat: VT Oasis Pet Friendly

The Rafters Lodge

Sunrise Cabin

Cheerful cabin retreat in the woods and mountains
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- The Shattuck Golf Club
- Magic Mountain Ski Resort
- Dorset Field Club
- Stratton Mountain Resort
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Bretwood Golf Course
- Bromley Mountain Ski Resort
- Hancock Shaker Village
- Northern Cross Vineyard
- Pineridge Cross Country Ski Area
- Clarksburg State Park
- Fox Run Golf Club
- Mount Sunapee Resort
- Family travel hub Tips and inspiration
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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