
Pet-friendly vacation rentals in Windham County
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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

Spacious Brattleboro home on river, walk to town

The Sugar House

1850's VT Farmhouse on the River

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

Ephriam Bruce House- ON RIVER IN VILLAGE CENTER

Peaceful Beautiful Mountain Home Spectacular Views

Wild Blossom Farmhouse - a lovely family getaway

Relax in Vermont! (Pet Friendly)
Pet-friendly home rentals with a pool

See Vermont burst into a blaze of color right here

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

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

Quaint stone house!

Private Brook Chalet: Hot Tub - Fire pit - Ski

Quaint cozy vermont apartment

19th Century Farmhouse Retreat

Pickleball Pool Golf 7min-Stratton DogsOK Fire Pit

50 Acres of solitude & 1/2 mile on the West River

Mountain Chalet mins from Mt Snow Skiing/hiking
Destinations to explore
- Rentals with beach access Windham County
- Rentals with a kayak Windham County
- Beachfront rentals Windham County
- House rentals Windham County
- Rentals with a hot tub Windham County
- Rentals with a patio Windham County
- Cabin rentals Windham County
- Chalet rentals Windham County
- Townhouse rentals Windham County
- Apartment rentals Windham County
- Rentals with a washer and dryer Windham County
- Rentals with an accessible height toilet Windham County
- Family-friendly rentals Windham County
- Rentals with a sauna Windham County
- Fitness-friendly rentals Windham County
- Rentals with lake access Windham County
- Hotel rentals Windham County
- Bed and breakfasts Windham County
- Rentals with outdoor seating Windham County
- Rentals with breakfast Windham County
- Rentals with pools Windham County
- Rentals with an EV charger Windham County
- Rentals with a fireplace Windham County
- Condo rentals Windham County
- Farmstay rentals Windham County
- Waterfront rentals Windham County
- Private suite rentals Windham County
- Rentals with a fire pit Windham County
- Ski-in/ski-out rentals Windham County
- Tiny house 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
- Dorset Field Club
- The Shattuck Golf Club
- Hancock Shaker Village
- Northern Cross Vineyard
- Hooper Golf Course
- Crotched Mountain Ski and Ride
- Pico Mountain Ski Resort
- Bousquet Mountain Ski Area
- Peebles Island State Park
- Mount Snow Ski Resort
- Hildene, The Lincoln Family Home
- Ekwanok Country Club
- Fox Run Golf Club
- Mount Sunapee Resort
- Pineridge Cross Country Ski Area
- Things to do Windham County
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- Nature and outdoors Vermont
- Food and drink Vermont
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- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- 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