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Pet-friendly vacation rentals in Winhall

Find and book unique pet-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 100 vacation rentals in Winhall

  • Nightly prices starting at

    Winhall vacation rentals start at €112 per night before taxes and fees

  • Verified guest reviews

    Over 3,920 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Winhall vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winhall rentals

  • 4.9 Average rating

    Winhall stays are highly rated by guests—averaging 4.9 out of 5!

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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Guest favorite
The inviting living room features a modern wood-burning stove against a backdrop of light wooden walls. A comfortable dark sofa is arranged around a round wooden coffee table, complemented by a decorative plant. Natural light filters through the windows, enhancing the cozy atmosphere.
Cabin in Londonderry

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba

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

4.95 out of 5 average rating, 267 reviews
Guest favorite
A spacious ski home is surrounded by snow-covered trees, featuring a modern design with a sloped metal roof. Large windows allow natural light to enter, while a gravel driveway leads to the entrance. This bustling wooded area provides a serene backdrop during winter.
Home in Peru

Beautiful Bromley/Manchester VT Retreat w/hot tub

"Manchester Moose!" Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester, Beautifully remodeled VT vacation getaway nestled in the Green Mountains. Closest skiing to quaint Manchester VT, minutes from snowmobiling, hiking, fine dining and shopping. This home features 5 bedrooms, 3 with queen beds including 2 Masters, and 2 bedrooms with double bunks. Perfect for 2 or 3 families to enjoy any season in Southern Vermont's beautiful Green Mountains! YouTube video link @GreenMountainStay

4.91 out of 5 average rating, 181 reviews
Superhost
A rustic cabin built on stilts is surrounded by snow-covered ground and tall trees. The structure features a pitched roof and a spacious deck. Sunlight filters through the branches, casting shadows on the snow, highlighting the natural beauty of the winter landscape.
Cabin in Winhall

Chic Cabin with Fireplace at Stratton Mountain

Originally built as a corn crib in the 1800s, this 2 bedroom, two bath cabin has been lovingly maintained and features many original details from wide pine floors to a brick fireplace. This beautiful post and beam cabin is nestled in the Green Mountains of Central Vermont with convenient access to some of the best skiing, hiking, & sightseeing: 10 min to Stratton Mountain and Bromley, 15 min to Manchester, 20 min to Magic Mountain, 30 min to Mount Snow, 40 min to Okemo, and 1 hour to Killington

4.85 out of 5 average rating, 114 reviews
Top guest favorite
Cabin in Stratton

Log Cabin King Beds AC Near Hike Bike Swim Golf!

Kick back and relax in this calm, stylish, newly built log cabin which was finished in early 2022. Fully equipped with stainless steel appliances, soapstone counters, central a/c, all new furniture, mattresses and bedding. First floor master bedroom leads into a large, covered, screened in porch, which is perfect for your early morning coffee or evening cocktails. Starlink high speed Wi-Fi and a smart tv in the living room and bedroom. 7 Minutes from Stratton Mtn, 15 from Mt Snow. Nearby lakes!

5.0 out of 5 average rating, 202 reviews
Superhost
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

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.

4.85 out of 5 average rating, 205 reviews
Top guest favorite
A cozy log cabin is nestled among tall trees, with sunlight filtering through the leaves. The surrounding ground is covered in vibrant autumn leaves, and a winding path leads to the front entrance of the home, offering a serene and inviting atmosphere.
Chalet in Londonderry

10 min from Stratton! Log Cabin w/ Beautiful Views

Spectacular views of Stratton Mountain! This cozy log cabin is set on 10 acres of land offering a quiet year round Vermont getaway. The home offers 3 bedrooms (all with mountain views), 2 baths and comfortably sleeps 7. Located 10-15 minutes from skiing (Stratton, Bromley and Magic), 25 minutes from shopping and dining in Manchester, and ½ mile from Gale Meadows Pond for hiking and water activities in the summer. If you’re looking for the ultimate Vermont experience, you’ve found your spot!

4.95 out of 5 average rating, 128 reviews
Guest favorite
A charming exterior view of the house is displayed, featuring a welcoming entrance with a front porch and wooden steps. The property is flanked by a two-car garage, with a gravel driveway leading up to the house. Lush greenery surrounds the building, providing a sense of seclusion.
Home in Manchester

Ski and Play in Manchester Center!

Fully renovated 2000 sf 5 bedroom/2 bathroom house in the heart of Manchester Center, VT! 6 miles to Bromley, 15 miles to Stratton, 6 miles to the Vermont Summer Festival horse show, and less than a mile to all of the shops and restaurants Manchester Center has to offer! You cannot beat this location no matter the season! The house is set back off the road and surrounded by woodlands so even with all of these amenities at your fingertips, you feel like you're far off the beaten path!

4.95 out of 5 average rating, 136 reviews
Guest favorite
An aerial view showcases the expansive outdoor deck of the Shred Shack, featuring a hot tub and a large dining table for outdoor meals. Sun loungers are positioned nearby, and the building's blue exterior offers a vibrant contrast with the surrounding greenery.
Home in Winhall

Shred Shack: A/C | Hot Tub | Sauna | EV charger

Escape to the Shred Shack by 42 North LP, your ultimate mountain escape in Vermont! The Shred Shack offers stunning mountain & valley views from its expansive great room. Relax & recharge by the grand fireplace, in the private indoor sauna, or the mountain-view hot tub. Entertain effortlessly in the open-concept kitchen, dining, and living area – perfect for memorable meals & gatherings. Kids will love the unique indoor swing! Your perfect blend of adventure and comfort awaits!

4.95 out of 5 average rating, 112 reviews
Top guest favorite
The chalet is set against a backdrop of trees, showcasing a combination of natural stone and wood siding. Multiple outdoor seating areas are visible, featuring colorful chairs with a fire pit nearby. Dim evening light gently illuminates the home, highlighting the windows and inviting ambiance.
Chalet in Jamaica

Designer Chalet w/ Mountain Views close to it all

Private 3-bedroom, 2-bath chalet on 2.5 peaceful acres with beautiful mountain views. Comfortably sleeping 6 guests, it’s the perfect Vermont escape for ski weekends, foliage trips, outdoor adventure, or simply relaxing with family and friends. Enjoy nearby hiking, biking, swimming, waterfalls, golf, and scenic drives. Close to Jamaica State Park, Bondville, Stratton, and Mount Snow, with Manchester’s shopping and dining an easy day trip away.

4.99 out of 5 average rating, 109 reviews
Top guest favorite
An interior view showcases a modern staircase with wooden steps and a metal railing, leading to a second floor. Natural light floods the space through large glass windows, illuminating the wooden walls and a stone fireplace. A green plant adds a touch of nature.
Home in Londonderry

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

This 1970s A-Frame has been newly renovated and is ready to host guests. This home is located on a 2.6 acre property complete with a swimmable pond , outdoor firepit (snow dependent) and dining al fresco. It's located only a few minutes away from amenities such as Londonderry Market, Pingree Park, Lowell Lake and several restaurants. For skiing, this home is in proximity to Magic (8min), Bromley (9min), Okemo (25 min) and Stratton (20 min).

4.99 out of 5 average rating, 151 reviews
Top guest favorite
Cabin in Winhall

Dog Friendly A-Frame Retreat near Hiking, Dining

Escape to The Vermont A-Frame, our dog-friendly retreat on the edge of Green Mountain National Forest! This cozy 1965 cabin comfortably sleeps 4 and is perfect for skiers, hikers, or those seeking relaxation. Features a stone fireplace, dedicated workspace with fast WiFi, and a fire pit. Your ideal base for exploring Southern Vermont's natural beauty and charming towns. Find us @thevermontaframe!

4.96 out of 5 average rating, 391 reviews
Guest favorite
Yurt in Dover

Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Seven minutes from the Mount Snow lifts, this creekside yurt turns mountain days into sauna nights. Ski, hike or explore Southern Vermont, then soak in the private hot tub, heat up the cedar sauna and settle in by the wood stove. The soaring dome, pool table, PS5, stocked kitchen and pet-friendly setup make it an easy year-round base for couples, families and friends.

4.92 out of 5 average rating, 131 reviews

Popular amenities for Winhall pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Top guest favorite
The exterior of a two-story contemporary home is depicted, featuring green-framed windows and a pathway lined with gravel. Adjacent grassy areas and trees create a natural setting. A blue flag flutters near the entrance, enhancing the welcoming feel of the property.
Home in Weston

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly

4.95 out of 5 average rating, 323 reviews
Top guest favorite
A white farmhouse with a spacious front porch features rocking chairs and a welcoming front yard. A friendly dog is seen sitting on the green grass, surrounded by autumn foliage. The structure's windows and a gabled roof enhance its charming exterior.
Home in Bennington

The Vermont Farmhouse|Hiking|Dog Trails|Village

5.0 out of 5 average rating, 135 reviews
Top guest favorite
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

MOUNTAIN NEST, views, Manchester, hot tub,

4.97 out of 5 average rating, 282 reviews
Top guest favorite
The exterior of a charming yellow farmhouse is surrounded by lush gardens filled with vibrant flowers. An outdoor kitchen area is equipped with stainless steel grills, while a cozy fire pit area features wooden seating, inviting guests to enjoy warm evenings amidst the rich greenery.
Home in Arlington

Warm Brook Farm | Farmhouse & Gardens | Hot Tub

5.0 out of 5 average rating, 139 reviews
Guest favorite
A sunroom is featured with large windows allowing natural light to fill the space. Wooden furniture adds a warm touch, while a woven rug covers the floor. A small side table is positioned next to a seating area, overlooking a green landscape outside.
Home in Manchester

The Equinox Cottage

4.78 out of 5 average rating, 248 reviews
Top guest favorite
A serene scene features a spacious house nestled beside a tranquil pond. Vibrant autumn foliage enhances the landscape, with a mix of orange, yellow, and green trees lining the property. The grassy area invites exploration, while reflections on the water add to the peaceful ambiance.
Home in Grafton

The Grafton Chateau

4.95 out of 5 average rating, 140 reviews
Guest favorite
Home in Manchester

Picture Postcard Mansion in Manchester Village

4.88 out of 5 average rating, 137 reviews
Superhost
Home in Chester

Charming Chester Farmhouse Near VT Slopes

4.87 out of 5 average rating, 106 reviews

Pet-friendly home rentals with a pool

Guest favorite
A serene outdoor area is featured, showcasing a private heated pool surrounded by a brick patio. Lush greenery defines the background, and a rustic wooden table with chairs sits nearby, providing a space for relaxation in nature.
Chalet in Winhall

Chalet | Heated Pool + Hot Tub | near Stratton, VT

4.89 out of 5 average rating, 134 reviews
Top guest favorite
Chalet in Wilmington

Mt Snow Chalet: Peaceful Escape w/Hot Tub

5.0 out of 5 average rating, 131 reviews
Top guest favorite
A red wooden cabin nestled among trees, showcasing a welcoming front porch. Air conditioning units are situated to the side. Natural light filters through the foliage, creating a serene and shaded outdoor atmosphere.
Barn in Newfane

Beautiful rustic woods and fields retreat.

4.98 out of 5 average rating, 178 reviews
Top guest favorite
The exterior of the chalet is shown in twilight, with soft light emanating from a window. The rustic wooden structure features a sloped roof and is surrounded by snow-covered ground and trees in the background.
Guesthouse in Granville

Moon Valley Country Retreat no clean fee pets yes

4.91 out of 5 average rating, 1019 reviews
Guest favorite
A rustic log cabin is set amidst lush greenery, framed by tall trees. A covered porch extends along the front, providing space for seating. Natural stone steps lead up to the entrance, and a small fire pit is visible in the foreground, surrounded by stones.
Cabin in Wardsboro

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

4.92 out of 5 average rating, 223 reviews
Guest favorite
A rustic log cabin features a porch with seating arrangements, including Adirondack chairs. The front yard is partially landscaped with small plants. Stacked firewood is visible next to the cabin, and the structure is surrounded by trees and greenery, providing a natural, secluded setting.
Cabin in Wardsboro

Log Cabin Near Stratton/Mt Snow

4.79 out of 5 average rating, 277 reviews
Top guest favorite
The classic two-story farmhouse features white siding with black shutters. A green door welcomes visitors, while lush greenery and blooming lilac bushes create a natural frame. The surrounding lawn is expansive, emphasizing the peaceful rural setting.
Home in Salem

Historic Farm Stay | Heated Pool + Hot Tub

4.98 out of 5 average rating, 213 reviews
Guest favorite
A large outdoor pool is surrounded by a wooden deck with lounge chairs and umbrellas. The background features a multi-story building with expansive windows. Vibrant autumn trees with colorful foliage frame the scene, providing a serene and inviting atmosphere.
Home in Wilmington

Family-friendly 4BR | Pools Hot Tub | Near Mt Snow

4.89 out of 5 average rating, 180 reviews

Private, pet-friendly home rentals

Guest favorite
An aerial view captures a private chalet nestled within 13 acres of lush forest, surrounded by vibrant green trees. A winding pathway leads to the home, which features a deck that complements the tranquil natural setting.
Chalet in Jamaica

7min-Stratton Dogs OK Fire Pit EV Charger Arboreal

4.86 out of 5 average rating, 112 reviews
Top guest favorite
A charming log cabin is surrounded by vibrant autumn foliage, showcasing a dark wooden exterior and a sloped green roof. The mountains in the background provide a scenic view, enhancing the peacefulness of the property, which is set on a gravel driveway.
Cabin in Sunderland

The Birchwood Cabin - Stunning Mountain Views

4.99 out of 5 average rating, 159 reviews
Top guest favorite
The rustic cabin sits amidst a lush green landscape, framed by towering trees. The stone chimney adds character, while the two separate structures showcase a combination of wood siding and modern roofing. Clear blue skies create a serene backdrop for the natural beauty.
Cabin in Landgrove

The Owl’s Nest in Landgrove

4.99 out of 5 average rating, 220 reviews
Top guest favorite
The rustic barn structure features a combination of dark wood siding and a gabled roof, highlighted by a central chimney. Large wooden doors and multiple small windows create an inviting appearance, while the surrounding natural landscape includes lush trees and open fields.
Barn in Jamaica

The Rafters Lodge

4.97 out of 5 average rating, 117 reviews
Top guest favorite
A cottage elevated on a hillside is surrounded by autumn foliage. It features a large wooden deck with multiple seating options, providing views of the lush landscape. Beneath the deck, stone walls create a terraced garden, and a blue tarp is visible on the ground.
Cottage in Dorset

Pond Cottage

4.97 out of 5 average rating, 188 reviews
Superhost
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

Luxury “Tiny” House With Sauna (Timbery)

4.92 out of 5 average rating, 250 reviews
Superhost
Cabin in Londonderry

Stunning Rustic Apple Barn - hot tub & sauna

4.81 out of 5 average rating, 510 reviews
Guest favorite
The image captures the West River, with its clear waters gently flowing over smooth stones. Lush greenery borders the riverbank, while a bright blue sky and scattered clouds create a serene backdrop. Sunlight glimmers on the water, enhancing the tranquil natural setting.
Cottage in Jamaica

50 Acres · Fall Foliage · West River Valley Views

4.87 out of 5 average rating, 128 reviews

When is the best time to visit Winhall?

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Avg. price€493€518€355€263€259€267€264€267€237€267€249€414
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