We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

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.

0 of 0 items showing

1 of 3 pages

Home in Readsboro

4.86 out of 5 average rating, 124 reviews

Relax in Peaceful Vermont! (Pet Friendly)

Beautiful Country Home, nestled in Vermont's Green mountains, panoramic views, with good access by the road. A babbling brook to lull you asleep from the master bedroom, and a clawfoot soaking tub, fully stocked house. Hiking, antiques, shops, lakes, picnics, covered bridges, cozy local inns, mountain views! Enjoy Vermont! Scenic roads, Mt. Snow, VAST trails, Mt.Greylock, Mass MOCA museum, nearby N.Adams, MA, Berkshires. Bennington Wilmington & Mt. Snow. PEACEFUL & PERFECT Vermont getaway! ☺

Cabin in Newfane

4.95 out of 5 average rating, 148 reviews

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. We can usually provide a travel crib if requested in advance.

Rental unit in Dummerston

4.96 out of 5 average rating, 195 reviews

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.

Chalet in Dover

4.92 out of 5 average rating, 285 reviews

A charming VT chalet

Charming chalet nestled in the Mt Snow valley. Relax to the sound of a babbling brook in the back yard while you hang around a stone fire pit! Unwind in the quiet serenity of this country home complete with fully equipped kitchen with a newly installed gas fireplace , a comfy open living room with flat screen cable tv & DVD player Roko & High speed Internet . We have a lock box located on the post near the front entrance. combo provided upon arrival . Washer & dryer located on first level.

Tiny home in Dover

4.99 out of 5 average rating, 166 reviews

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+ hosts provide water, coffee, tea, milk, fresh eggs + homemade soap. There is an indoor compostable toilet + outhouse + outdoor shower. Most seasons, the cabin is 100ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

Cabin in Putney

4.98 out of 5 average rating, 386 reviews

Vermont Retreat Cottage |Exquisite Romantic Escape

A romantic and private getaway on a peaceful six-acre farm with views of fields and forest. ☽ Featured in STAY; Cabins of the East Coast ☽ Elevated, considered design; thoughtful lighting; deeply romantic ☽ A beautiful, Vermont-y drive to Stratton, Okemo, Mt. Snow, Magic & Bromley ☽ 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

Barn in Marlboro

4.95 out of 5 average rating, 290 reviews

The Studio With a View. Bring your dog, too!

Our stylish Studio, a not so tiny Tiny House, is nestled into the Southern Vermont hillside and surrounded by nature. Enjoy the view from the deck, and cozy up in the newly renovated flower barn with a cup of coffee or tea and a great book. Well-mannered dogs are welcome, they will enjoy the fenced-in area right off the deck. Features: efficiency kitchen and dining area, cozy living space, queen-size bed, and a full bathroom. The large covered porch overlooks fields and trees.

Cottage in Newfane

4.99 out of 5 average rating, 204 reviews

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”.

Barn in Newfane

4.97 out of 5 average rating, 144 reviews

Beautiful rustic woods and fields retreat.

Within the Fritz Conference Center, tucked into the beauty of the Vermont Countryside, is this charming apartment. Part of a renovated 19th century barn it is the perfect getaway. It sits on over 33 acres of fields, woods, apple orchard and Mountain View’s. 2 miles from historic Newfane Vermont, you are able to enjoy privacy, while close to the many attractions of the area. We are also dog friendly. There is an extra fee of $80 per trip per dog

Home in Townshend

4.94 out of 5 average rating, 205 reviews

Comfy and Cozy House on 67 acres

67 acre of wilderness to explore, a calm and relaxed getaway. Bright, spacious main room and open kitchen with wood stove is enclosed by the large porch which looks over the Vermont woodlands. Right off of the large entryway, you'll find the sweeping main bedroom equipped with an open soaking tub, and a second wood stove, along with a separate entrance. Finally, there is a separate bedroom downstairs with its own bathroom (off of garage).

Cabin in Putney

4.9 out of 5 average rating, 125 reviews

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.

Cabin in Brattleboro

4.88 out of 5 average rating, 483 reviews

Cottage

The "Rustic" cottage is furnished with a queen bed, sofa and dining table. There is a small deck with patio furniture, fire ring with wood supplied, and a gas barbecue. It can accommodate 2 people comfortably. Private with parking. Host in separate house. Wi Fi from Xfinity, but please note that it can be patchy. Roku TV WI FI connected to router.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Windham County pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Brattleboro

4.95 out of 5 average rating, 115 reviews

Spacious Brattleboro home on river, walk to town

Home in Londonderry

4.98 out of 5 average rating, 112 reviews

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

Home in Wilmington

4.99 out of 5 average rating, 185 reviews

Vermont Sugar House Retreat

Home in Grafton

4.97 out of 5 average rating, 144 reviews

Ephriam Bruce House- ON RIVER IN VILLAGE CENTER

Home in Putney

4.89 out of 5 average rating, 100 reviews

Peaceful Beautiful Mountain Home Spectacular Views

Home in Grafton

4.93 out of 5 average rating, 106 reviews

The Grafton Chateau

Home in West Brattleboro

4.93 out of 5 average rating, 108 reviews

Modern Spacious Home with Mountain Views

Home in Wardsboro

4.94 out of 5 average rating, 148 reviews

Sawmill Road - between Stratton and Mount Snow

Pet-friendly home rentals with a pool

Townhouse in Dover

4.98 out of 5 average rating, 51 reviews

This fall come see VT burst into a blaze of colors

Cabin in Wardsboro

5 out of 5 average rating, 61 reviews

VT Cabin | AC | Firepit | Hike | Swim | Ski

Cabin in Wardsboro

4.93 out of 5 average rating, 190 reviews

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

Cabin in Wilmington

4.93 out of 5 average rating, 45 reviews

Bear Tracks Cabin - VT Escape

Cabin in Wilmington

5 out of 5 average rating, 27 reviews

Trending Family Fall Cabin HotTub, Pool, Arcade

Vacation home in Dover

4.81 out of 5 average rating, 31 reviews

Walk to Mount Snow, Cozy, Clean and Comfortable

Chalet in Wilmington

5 out of 5 average rating, 76 reviews

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Rental unit in Townshend

5 out of 5 average rating, 19 reviews

Robin Hill Guest House

Private, pet-friendly home rentals

Cabin in Landgrove

4.99 out of 5 average rating, 168 reviews

The Owl’s Nest in Landgrove

Cabin in Stratton

5 out of 5 average rating, 120 reviews

Log Cabin w/King Beds 7 min from Stratton Sunbowl

Cabin in Dover

4.89 out of 5 average rating, 45 reviews

Quaint Remote mountainside cabin

Rental unit in Putney

5 out of 5 average rating, 102 reviews

Peaceful Forest Studio

Cabin in Wardsboro

4.85 out of 5 average rating, 96 reviews

Mountain side acres

Tiny home in Townshend

4.98 out of 5 average rating, 49 reviews

Cheerful cabin retreat in the woods and mountains

Chalet in Dover

4.86 out of 5 average rating, 229 reviews

The Mountain A-Frame at Mount Snow

Rental unit in Brattleboro

4.8 out of 5 average rating, 85 reviews

Artsy Studio w/Fireplace - Pet-Friendly!

Destinations to explore