
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
Get the amount of space that is right for you.
Popular amenities for Windham County pet-friendly home rentals
Pet-friendly house rentals

Clark Farm-2 Master-Suites, Great kitchen, views!

Spacious Brattleboro home on river, walk to town

The Sugar House

Pinecone Pond

Frosted Willows

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

Peaceful Beautiful Mountain Home Spectacular Views

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

Moose Mansion with Paw Pen at Brattleboro KOA

Cabin | Chalet | Mt Snow | Hot Tub & Pool Access

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

Cozy Vermont Antique Sugar House with Fireplace

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Wandering Moose: Comfort, Hot Tub & Sauna

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton

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

The Owl’s Nest in Landgrove

Walk to Village/Lake Whitingham

Lilac Ridge Farm House

Quaint stone house!

Classic A-Frame in Jamaica

Private Brook Chalet: Hot Tub - Fire pit - Ski

Log Cabin, King Beds & AC Near Hike/Swim/Golf/Bike

Dog Friendly A-Frame Retreat near Hiking, Skiing
Destinations to explore
- Family-friendly rentals Windham County
- Waterfront rentals Windham County
- Chalet rentals Windham County
- Fitness-friendly rentals Windham County
- Rentals with pools Windham County
- Cabin rentals Windham County
- Rentals with a hot tub Windham County
- Hotel rentals Windham County
- Beachfront rentals Windham County
- Rentals with a fireplace Windham County
- Farmstay rentals Windham County
- Rentals with lake access Windham County
- Apartment rentals Windham County
- Bed and breakfasts Windham County
- Private suite rentals Windham County
- Rentals with an EV charger Windham County
- Rentals with beach access Windham County
- Condo rentals Windham County
- Rentals with a patio Windham County
- Rentals with an accessible height toilet Windham County
- Rentals with a kayak Windham County
- House rentals Windham County
- Ski-in/ski-out rentals Windham County
- Rentals with a firepit Windham County
- Guesthouse rentals Windham County
- Tiny house rentals Windham County
- Rentals with breakfast Windham County
- Rentals with a sauna Windham County
- Rentals with a washer and dryer Windham County
- Rentals with outdoor seating Windham County
- Townhouse rentals Windham County
- Pet-friendly rentals Vermont
- Pet-friendly rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Mount Sugarloaf State Reservation
- Stratton Mountain Resort
- Dorset Field Club
- Pico Mountain Ski Resort
- Bousquet Mountain Ski Area
- Mount Snow Ski Resort
- Hildene, The Lincoln Family Home
- Hooper Golf Course
- The Shattuck Golf Club
- Crotched Mountain Ski and Ride
- National Museum of Racing and Hall of Fame
- Hancock Shaker Village
- Northern Cross Vineyard
- Peebles Island State Park
- Ekwanok Country Club
- Fox Run Golf Club
- Things to do Windham County
- Things to do Vermont
- Nature and outdoors Vermont
- Food and drink Vermont
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Wellness United States
- Sports activities United States
- Nature and outdoors United States
- Art and culture United States
- Tours United States