
Pet-friendly vacation rentals in Windham
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Windham
Guests agree: these pet-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 pet-friendly home rentals
Pet-friendly house rentals

Cozy Contemporary Downtown Texaco

Summit View Ski and Golf Retreat w/hot tub & Sauna

Comfortable farmhouse with stunning views

Relax in Vermont! (Pet Friendly)

Wild Blossom Farmhouse - a lovely family getaway

Stylish Ascutney Cabin with Mountain Views

Modern Spacious Home with Mountain Views

Meadow View. 35 acres outside your door!
Pet-friendly home rentals with a pool

"Mountain View" Rustic Cabin Retreat w/Fireplace

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Ranch at Mendon Mt Orchards

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

The Brick House on Washington Street

SKI ON/OFF Spruce Glen C | AC | Sauna| Fireplace

Cozy Vermont Antique Sugar House with Fireplace

Historic Home on 17 acres of land. Go escape!
Private, pet-friendly home rentals

Modern Okemo Smart Cabin - As Seen On DIY Channel

The Owl’s Nest in Landgrove

HeART Barn Retreat

Vermont Home Central to Ski Areas-No Cleaning Fees

Quaint stone house!

Dog heavenly! Private, beautiful and relaxing.

Yurt In The Woods - Private Refuge

Cozy private cottage in the woods of Vermont
Quick stats about vacation rentals that are pet-friendly in Windham
Total rentals
20 properties
Nightly prices starting at
$138 CAD before taxes and fees
Total number of reviews
740 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
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- Rentals with a firepit Windham
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- Pet-friendly rentals Windham County
- Pet-friendly rentals Vermont
- Pet-friendly rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Mount Sugarloaf State Reservation
- Stratton Mountain Resort
- Ragged Mountain Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Dorset Field Club
- The Shattuck Golf Club
- Hooper Golf Course
- Hildene, The Lincoln Family Home
- Crotched Mountain Ski and Ride
- Northern Cross Vineyard
- Autumn Mountain Winery
- Ekwanok Country Club
- Fox Run Golf Club
- Whaleback Mountain
- Montshire Museum of Science
- Brattleboro Ski Hill