
Pet-friendly holiday 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.

Mountain side acres
10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

HeART Barn Retreat
Peaceful, romantic retreat in this stunningly large and magical barn. This 1850's historic remodeled barn apartment is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Cozy Vermont Antique Sugar House with Fireplace
Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

Rustic Cabin in foothills of Green Mountains
Rennsli Cabin is off grid + nestled on a forested plateau in the foothills of the Green Mountains. You will feel like you are in the middle of nowhere, unplugged and able to regenerate. Kitchen is equipped with cooking essentials, water, coffee, tea, milk, fresh eggs + homemade soap. It has an indoor compost toilet, outhouse + outdoor shower (May-Oct) Most seasons, the cabin is 100ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

Shakespeare’s Folly Side Farm and AirBnB.
Located on a gorgeous south-facing hillside in Marlboro, VT, Shakespeare's Folly Side Farm is a light, airy, quiet apartment with stunning views, beautiful gardens, and walking paths. We have friendly a dog, vegetable and flower gardens and a small orchard, with raspberries and blueberries. Free picking in the summer. A magical and inspiring place of rolling lawns and 40 mile views yet so close to the many rich cultural and recreational options in southeast Vermont.

Cottage-7 min to Ski Stratton-Woodstove-View-DogOK
Authentic post & beam cottage surrounded by forest. Private location off a quiet road, 3 miles to Stratton Sun Bowl (a 7-minute drive). Nearby swimming hole at brook on property. Fire pit, propane BBQ, picnic table, spectacular Stratton Mountain view. Front porch & back porch with hammock, table & chairs. VCR/DVD & videos, boardgames & puzzles, kids toys, turntable & records, Satellite Internet & WiFi 20-100 mbps, TV & Roku. Gas heat, wood stove. Dog friendly.

Dog Friendly A-Frame Retreat near Hiking, Skiing
The Vermont A-Frame is a dog friendly cabin conveniently located on the edge of the Green Mountain Forest. WFH using our fast WiFi + enjoy nature while doing so! Whether your plan is to ski, shop, hike or just relax, the Vermont A-Frame is the ideal place to experience it all. With room for 4 and plenty of amenities, our charming A-Frame is sure to provide you with the perfect home for your Vermont vacation. Find us on social media! @thevermontaframe

Cozy Cabin in Southern VT
Take it easy at this tranquil getaway. Fall asleep to chirping bugs and wake up to birdcalls. This is a quiet, lovely cabin in Newfane VT. Read a book, walk the meditation circle, swing in the hammock, and explore all that Southern VT has to offer. Close to swimming holes, hikes, country stores, flea and farmers' markets, and ski mountains (Mt Snow and Stratton) Pets and children are welcome, but there is only one queen bed.

Cabin getaway in Southern Vermont
Let us share our little piece of Vermont with you! Located off a dirt road, tucked into a corner of our working homestead, you'll find a space to relax, unwind, and reconnect. This cabin has everything you need for a private and comfortable escape. Downstairs you’ll find a comfortable leather couch, small kitchen, & bathroom with vanity & shower. The bedroom (located upstairs) has a queen sized bed. All linens provided.

Vermont Retreat Cabin, Romantic Winter Wonderland
A romantic and private getaway on a peaceful six-acre farm with views of fields and forest. ☽ Featured in STAY; Gorgeous Cabins of the East Coast ☽ Elevated design; thoughtful lighting; deeply romantic ☽ Quiet & private; star-studded skies ☽ Woodstove, deck, reading nook, firepit ☽ Local's Area Guide with our favorite spots ☽ Strong wifi, no TV ☽ Scrupulously clean using unscented products

The Post Haus: one-of-a-kind modern VT experience
Welcome to The Post Haus! A one-of-a kind, modern Vermont mini cabin in the Green Mountain National Forest. This high-end, mid-century mod getaway offers an indoor wood-burning fireplace, sauna, high-end kitchen, and two acres alongside the beautiful Ball Mountain Brook. Come enjoy our truly special piece of Vermont! Pets welcome with a $100 pet fee.

#27 Top Floor-Newly Renovated! Horizon Inn-room 27
Hi! We are in the process of renovating the entire Horizon Inn! Currently, 19 rooms are ready to go! There will be construction items like dumpsters, trucks and equipment on site, but nothing that will effect your stay!
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

Pinecone Pond

1850's VT Farmhouse on the River

Peaceful Beautiful Mountain Home Spectacular Views

Ephriam Bruce House- ON RIVER IN VILLAGE CENTER

The Grafton Chateau

Snowy Vermont Winter Escape
Pet-friendly home rentals with a pool

Rustic Sunny Vermont Home near Mount Snow

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

Bear Tracks Cabin - VT Escape

Woodsy Retreat Near Skiing, Private Pool in Summer

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton

The Vermont Barn (Mount Snow)

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

The King's Cottage

The Owl’s Nest in Landgrove

Cottage

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

The Carriage Barn

Cozy summer cottage in the woods of S. Vermont

MountSnow 8 Min, HotTub, GameRoom, FirePit, DogsOk

A frame cabin with Hot tub near Stratton, VT
Destinations to explore
- Rentals with a hot tub Windham County
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- Rentals with pools Windham County
- Rentals with a fireplace Windham County
- Rentals with beach access Windham County
- Townhouse rentals Windham County
- Family-friendly rentals Windham County
- Rentals with an accessible height toilet Windham County
- Chalet rentals Windham County
- Boutique hotels Windham County
- Hotel rooms Windham County
- Waterfront rentals Windham County
- Rentals with a kayak Windham County
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- Farmstay rentals Windham County
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- Fitness-friendly rentals Windham County
- Ski-in/ski-out rentals Windham County
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- Rentals with a fire pit Windham County
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- Apartment rentals Windham County
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- Condo rentals Windham County
- Bed and breakfasts Windham County
- Pet-friendly rentals Vermont
- Pet-friendly rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Killington Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Willard Mountain
- Crotched Mountain Ski and Ride
- Fox Run Golf Club
- National Museum of Racing and Hall of Fame
- Hancock Shaker Village
- Mount Sunapee Resort
- University of Massachusetts Amherst
- Rensselaer Polytechnic Institute
- Smith College
- June Farms




