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Pet-friendly vacation rentals in Winhall

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Winhall

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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The custom home features warm wood siding and a welcoming porch with flower boxes. A spacious deck with rustic railings extends from the second floor, while a covered area includes seating. Surrounding greenery enhances the natural setting, creating a serene outdoor ambiance.

Cabin in Wardsboro

4.85 out of 5 average rating, 152 reviews

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.

Cabin in Londonderry

4.95 out of 5 average rating, 200 reviews

Summit View Cottage:Apres Ski| Hot tub|Fireplace

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Cabin in Jamaica

4.88 out of 5 average rating, 312 reviews

Green Mountain Modern House: iconic modern getaway

Our unique, contemporary home is in the heart of the Green Mountain National Forest, all while offering all the perks of modern luxury in a secluded setting. Our amenities include open concept living and dining room, sauna, wood burning fireplace, front deck, backyard with fire pit and Adirondack chairs, and contemporary design and decor throughout. Now with EV charger, mini-split AC and heat, on-demand backup generator and high speed Starlink wifi (200+ mbs)! Pets welcome with a $100 pet fee.

A charming treehouse is nestled in a snowy landscape, elevated on stilts with a wraparound deck. Soft white lights illuminate the exterior, while snow gently falls around it. A wooden staircase leads up to the entrance, highlighting the inviting ambiance.

Treehouse in Londonderry

4.88 out of 5 average rating, 137 reviews

Riverbed Treehouse @hot tub & a new sauna & views!

The beautiful & brand new Riverbed Treehouse with private sauna and a stunning new hot tub! Views all day long and wildly awesome sunsets!! Stratton mountain is right at your toes with a babbling brook turned raging river in the Spring! Beautiful woods & trails to explore. Stunning ridge line off the ski trails of Magic Mnt!! Close to town for quick shopping & coffee shops! Xcountry ski or snowshoe or walk our groomed trails!! FAST WiFi, nature lovers & a birdwatchers paradise!! @bentapplefarm

Top guest favorite

A cozy fire pit is surrounded by stone, situated in the foreground of a spacious lawn. In the background, a modern chalet features large windows and a combination of wood and stone siding, framed by colorful autumn foliage.

Home in Winhall

4.95 out of 5 average rating, 153 reviews

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

Summit View Chalet @ Stratton is the ideal VT retreat, Minutes from Manchester, directly across the entrance from Stratton's 27 Hole Championship Golf Course. Beautifully remodeled! Relax in the hot tub on the deck with direct summit views in any season. Enjoy shuttle access to lifts, minutes from snowmobiling, hiking, fine dining and shopping. Comfortable accommodations for 6 adults and 5 children. Perfect for 2 families to enjoy any season in Southern Vermont's beautiful Green Mountains!

A welcoming living area features a stone fireplace with a warm fire glowing inside. Wooden beams cross the ceiling, and a red couch is complemented by leather ottomans. A large window reveals a snowy outdoor setting, while a coffee table holds various items.

Home in Winhall

4.87 out of 5 average rating, 186 reviews

The Mushroom House of Manchester Vermont

Welcome to The Mushroom House. Located at the end of a private road, the house is less than 4 miles from Manchester's outlet shopping, gorgeous hiking and unmatched dining. Our property features an open floor plan main floor with a kitchen, dining and living area that neighbors the master bedroom and bath. The back deck is a accented with string lights, a grill and comfortable outdoor furniture. Down stairs has two guest rooms with queens beds, a full bathroom and a den with full futon and tv.

A private, heated relaxation pool is surrounded by lush greenery, with clear blue water reflecting the sky. The pool area is framed by a smooth stone border and a wooden fence, offering a sense of privacy and seclusion.

Chalet in Winhall

4.89 out of 5 average rating, 115 reviews

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton

Situated at the edge of protected forest land,this stay is a match for those who are seeking privacy to get away from the chaos of urban life and to decompress.How ? Enjoy the private and heated pool(until Sep15) during the day,and hang out by the outdoor fire pit when the sun is setting,and finish your evening off at the enclosed and brand new sea-salt hot tub!You will smell changes in the air as you drive through the trees,and you will hear the birds instead of the sirens when you are here.

The cabin is nestled among vibrant autumn foliage, showcasing a blend of orange, yellow, and green leaves. A gravel driveway leads up to the chalet-style house, featuring large windows that invite natural light. Surrounded by trees, the setting offers a serene retreat.

Cabin in Winhall

4.92 out of 5 average rating, 153 reviews

Snow Valley Cabin-Cozy Escape Near Skiing & Nature

The Snow Valley Cabin is a three bed one-and-a-half bath chalet-style house designed for your perfect Vermont getaway. Wooden vaulted ceilings, wood-burning fireplace, beautiful view of the snow-capped Bromley mountain, and Scandinavian style details. We are conveniently located on the edge of the Green Mountain Forest just 4 miles from Bromley, 9 miles from Stratton, 14 miles from Magic, and 12 minutes to Manchester. Stay here to relax and wind down with friends and family, and even pets!

The timber frame house is surrounded by dense trees, showcasing a natural setting. Large windows illuminate the exterior, providing glimpses of the interior. Sturdy wooden steps lead to the door, enhancing accessibility amid the forest environment.

Tiny home in Athens

4.94 out of 5 average rating, 218 reviews

Luxury “Tiny” House, Immersed In Nature (Timbery)

The Timbery: This is a brand new, fully handmade, timber frame "tiny" house. The house is nestled in the forest, accessible by foot. With 17 vertical ft. of floor to ceiling windows, this property represents a unique experience to fully immerse yourself into nature. It is like lying down on the forest floor and looking out the front of your tent. Except instead of wet sleeping bags and dirty hair, you enjoy a queen sized bed, in home theater, full kitchen and 71in soaking tub. NO SMOKING

The charming exterior of a yellow house is surrounded by lush greenery and tall trees. A well-maintained lawn features flowering bushes and a small seating area. The rustic allure of the home is complemented by a gravel pathway leading to the front door.

Home in Jamaica

4.86 out of 5 average rating, 298 reviews

Yellow Sweetie at the Base of Stratton

Our adorable home, The Yellow Sweetie, is located in a convenient setting at the base of Stratton Mountain, just 1 minute to the Stratton Resort access road and 8 mins to the slopes. Explore Vermont's many historic towns with classic architecture and covered bridges, as well as its breathtaking mountains, rivers and lakes. The Yellow Sweetie offers stylish country living-meets-shabby chic comfort and coziness. Escape to the fresh Vermont mountain air where life feels a little bit simpler!

Top guest favorite

Cabin in Sunderland

4.98 out of 5 average rating, 113 reviews

The Birchwood Cabin - Stunning Mountain Views

Welcome to the Birchwood Cabin - a beautiful log cabin with stunning mountain views! Relax in the hot tub overlooking the mountains or enjoy hot chocolate by the fire. Play a game of pool or shuffleboard downstairs. The Birchwood Cabin is in a peaceful, quiet location but is only a 10-minute drive to Manchester, if you'd like to go shopping or grab a bite to eat! Hit the slopes at Bromley Mountain or Stratton Mountain or in the warmer weather head to The Equinox for a round of golf!

Cabin in Winhall

4.96 out of 5 average rating, 358 reviews

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

Vacation rentals for every style

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Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Winhall pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Manchester

4.85 out of 5 average rating, 240 reviews

Keys to Vermont

The living room showcases a spacious layout with two blue sofas and a patterned area rug. A wooden coffee table is centrally placed, displaying a selection of magazines. Natural light flows in through large windows, complemented by soft lighting from a nearby lamp.

Home in Granville

4.85 out of 5 average rating, 199 reviews

Home by the Mettowee River- Simply the best!

A charming two-story cabin features natural wood siding and a welcoming front porch. Lush green landscaping surrounds the home, and tall trees provide shade. A stone pathway leads from the driveway to the entrance, enhancing the connection to the serene outdoor environment.

Home in Sunderland

4.97 out of 5 average rating, 263 reviews

MOUNTAIN NEST, views, Manchester, hot tub,

A wide view of colorful autumn foliage is captured, showcasing a variety of trees with hues of red, orange, and yellow. A clear blue sky sets a backdrop against the distant mountains, creating a serene landscape.

4.95 out of 5 average rating, 238 reviews

Comfortable farmhouse with stunning views

Top guest favorite

A tree swing hangs from a sturdy tree next to a treehouse, both situated in a lush green yard. A playful dog stands nearby on the grass while a person enjoys the swing, surrounded by rustic wooden fencing and neighboring buildings in the background.

Home in Londonderry

4.97 out of 5 average rating, 150 reviews

Wild Blossom Farmhouse - a lovely family getaway

A spacious outdoor area features a green adirondack chair and a matching side table, positioned on a deck covered in a light dusting of snow. A large flower pot is visible, with a backdrop of snow-covered fields and distant hills under a partly cloudy sky.

Home in Windsor

4.99 out of 5 average rating, 107 reviews

Stylish Ascutney Cabin with Mountain Views

Top guest favorite

A rustic cabin is nestled among vibrant wildflowers and lush greenery. A variety of flowers, including purple and yellow blooms, frame the scene, leading the eye towards the charming structure with a classic metal roof and wooden accents.

Home in West Windsor

4.98 out of 5 average rating, 209 reviews

Meadow View. 35 acres outside your door!

A spacious living area features a cozy arrangement of comfortable seating, an inviting coffee table, and a large bookshelf filled with books. Natural light filters through a window, highlighting the greenery outside, while a subtle area rug adds warmth to the wooden floor.

Home in Poultney

4.92 out of 5 average rating, 126 reviews

Cozy Home in Poultney, Vermont.

Pet-friendly home rentals with a pool

Top guest favorite

A serene backyard features a heated saltwater swimming pool, surrounded by lounge chairs and a safety fence. Verdant landscapes and a blue sky provide a tranquil backdrop, while a red barn is visible in the distance, adding to the rural charm.

4.98 out of 5 average rating, 199 reviews

Magical Farm Getaway - a must visit!

The cabin interior features rustic wooden walls and a cozy propane heater providing warmth. A small seating area is arranged with cushioned stools in front of the heater. A kitchenette is visible in the background, equipped with basic appliances and utensils.

Tiny home in Brattleboro

4.95 out of 5 average rating, 203 reviews

"Mountain View" Rustic Cabin Retreat w/Fireplace

Home in Colrain

4.89 out of 5 average rating, 131 reviews

The 1770 House

Cabin in Wardsboro

4.92 out of 5 average rating, 207 reviews

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

Top guest favorite

A swimming pool is surrounded by lush greenery, inviting relaxation and enjoyment. The clear blue water reflects the surrounding landscape, providing a refreshing appeal. A person is seen in the water, engaged with a floating device, highlighting the leisure activities available at the property.

Guesthouse in Granville

4.91 out of 5 average rating, 932 reviews

Moon Valley Country Retreat no clean fee pets yes

Top guest favorite

A serene private pool is framed by natural stone, surrounded by lush greenery and a few lounge chairs. The inviting water reflects the sunlight, providing a tranquil space for relaxation. Umbrellas are positioned nearby for shade.

Barn in Newfane

4.98 out of 5 average rating, 161 reviews

Beautiful rustic woods and fields retreat.

Top guest favorite

A white cottage is set amidst trees with autumn leaves, featuring a double garage door and a side window. The surrounding yard is grassy and dotted with fallen leaves, while the façade showcases a simple design complemented by a clear blue sky.

Cottage in Newfane

4.99 out of 5 average rating, 250 reviews

Cozy Vermont Antique Sugar House with Fireplace

Home in Plainfield

4.9 out of 5 average rating, 144 reviews

Historic Home on 17 acres of land. Go escape!

Private, pet-friendly home rentals

Top guest favorite

A modern mountain house is framed by snow-covered trees, showcasing tall windows and a sloped roof. Soft lights illuminate the interior, revealing a cozy space. A covered porch with seating is visible at the front, along with a snow-dusted vehicle parked nearby.

5 out of 5 average rating, 20 reviews

Highland Haus: stunning ski getaway with hot tub

The open-concept kitchen features a large wooden countertop and a modern gas stove, with views into the inviting living area. Exposed wooden beams enhance the rustic charm, while a stone fireplace serves as a focal point in the background, surrounded by windows that invite natural light.

Home in Winhall

4.96 out of 5 average rating, 92 reviews

Shred Shack: Hot Tub | Sauna | Golf | Views | A/C

A spacious living area features large windows that invite natural light, revealing views of the surrounding trees. Two comfortable sofas and a pair of lamps create a relaxed space. A stone fireplace adds a rustic charm, complemented by wooden walls and a patterned area rug.

Chalet in Winhall

4.89 out of 5 average rating, 85 reviews

Spacious Chalet W/ Endless Entertainment THE BARN

Home in Winhall

4.86 out of 5 average rating, 14 reviews

Stratton; 8 min! Swimming, 2 min. Pet friendly

Home in Winhall

5 out of 5 average rating, 3 reviews

Cozy 3-BR Retreat Near Stratton & Manchester

Top guest favorite

A spacious living area features a large sectional sofa arranged around a rustic wooden coffee table. Natural light fills the room through the tall windows, highlighting a cozy fireplace framed in white. A stylish armchair and bookshelf complete the inviting ambiance.

Home in Winhall

5 out of 5 average rating, 17 reviews

The Vermont Hideaway

The exterior of a charming A-frame cabin is presented, featuring a dark exterior color and prominent triangular roof. A welcoming front door is framed by large windows, and the surrounding deck includes a couple of wooden chairs, complemented by natural greenery from nearby trees.

Cabin in Winhall

4.93 out of 5 average rating, 80 reviews

A frame cabin with Hot tub near Stratton, VT

Top guest favorite

The cabin's exterior reveals a modern design with a sloped roof and wood accents. A well-maintained fire pit with seating surrounds it, situated on a brick patio. Lush greenery and trees frame the property, enhancing the tranquil outdoor space.

Cabin in Chester

4.96 out of 5 average rating, 27 reviews

Luxe Rustic Cabin Near Okemo

Quick stats about vacation rentals that are pet-friendly in Winhall

Total rentals
110 properties
Nightly prices starting at
€ 85 before taxes and fees
Total number of reviews
3.8K reviews
Family-friendly rentals
100 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace

Destinations to explore