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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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Cabin in Wardsboro

4.86 out of 5 average rating, 103 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, 150 reviews

Summit ViewCottage:Cozy 3bd 2ba w/Fireplace&HotTub

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 6 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 Stratton

5 out of 5 average rating, 124 reviews

Log Cabin w/King Beds 7 min from Stratton Sunbowl

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!

Cabin in Jamaica

4.87 out of 5 average rating, 291 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.

Home in Winhall

4.95 out of 5 average rating, 123 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!

Home in Winhall

4.88 out of 5 average rating, 159 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.

Cabin in Winhall

4.91 out of 5 average rating, 140 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!

Home in Sunderland

4.97 out of 5 average rating, 236 reviews

MOUNTAIN NEST, views, Manchester, hot tub,

Convenient to downtown Manchester's outlet stores and restaurants,golf (equinox golf course 3 miles away) hiking, kayaking and fishing (battenkill river)skiing-Stratton or Bromley, hot tub on full deck with close-up views of Mount Equinox, these mountain views will either make you weep or sing for joy, dines 8 easy, master on main (king bed). This home was intended to bring INSIDE the natural beauty you see OUTSIDE. Complete with vaulted living area and exposed timber beams throughout!

Guesthouse in Wallingford

4.98 out of 5 average rating, 639 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

Cabin in Winhall

4.9 out of 5 average rating, 164 reviews

Contemporary 4 bdrm Cabin Hot Tub and Sauna

Our cabin is the ideal Vermont vacation spot, with soaring wood panel rooms, massive brick fireplace in the living room, large wrap around deck, hot tub and sauna. Room for all with four bedrooms, open concept living, dining room, living room, kitchen and lower level family room. The perfect Vermont get away. The cabin is located just minutes from Stratton mountain. We have weekend Shuttle service in our neighborhood to and from the mountain during ski season.

Cabin in Winhall

4.96 out of 5 average rating, 321 reviews

A-Frame Mountain Retreat near Manchester

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 6 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

Home in Londonderry

4.98 out of 5 average rating, 115 reviews

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).

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 Winhall pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Granville

4.85 out of 5 average rating, 176 reviews

Home by the Mettowee River- Simply the best!

Home in Manchester

4.97 out of 5 average rating, 105 reviews

Modern meets Country Cottage in Manchester Village

Home in Danby

4.96 out of 5 average rating, 215 reviews

Comfortable farmhouse with stunning views

Home in Readsboro

4.86 out of 5 average rating, 124 reviews

December in Peaceful Vermont (Pet Friendly)

Home in Londonderry

4.97 out of 5 average rating, 130 reviews

Wild Blossom Farmhouse - a lovely family getaway

Home in Poultney

4.93 out of 5 average rating, 102 reviews

Cozy Home in Poultney, Vermont.

Home in Jamaica

4.86 out of 5 average rating, 277 reviews

Yellow Sweetie at the Base of Stratton

Home in Manchester

4.87 out of 5 average rating, 261 reviews

Manchester Center with Mt. Equinox View / In Town

Pet-friendly home rentals with a pool

Home in Salem

4.98 out of 5 average rating, 185 reviews

Magical Farm Getaway - a must visit!

Home in Mendon

4.88 out of 5 average rating, 230 reviews

Ranch at Mendon Mt Orchards

Home in Killington

4.98 out of 5 average rating, 120 reviews

SugarBear Pool, Hot Tub, 2 En Suite BRs, FirePlace

Cabin in Wardsboro

4.93 out of 5 average rating, 192 reviews

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

Cottage in Averill Park

4.95 out of 5 average rating, 131 reviews

Cozy cottage with pool, walking distance to lake

Barn in Newfane

4.97 out of 5 average rating, 145 reviews

Beautiful rustic woods and fields retreat.

Bungalow in Williamstown

4.89 out of 5 average rating, 211 reviews

Hollywood Bungalow in the Berkshires

Rental unit in Clarendon

4.92 out of 5 average rating, 146 reviews

Vermont Horse Farm

Private, pet-friendly home rentals

Cabin in Winhall

4.96 out of 5 average rating, 27 reviews

PROMO: 3rd Night 25% off. Inquire before booking!

Tiny home in Orange

4.92 out of 5 average rating, 346 reviews

The Writer's Retreat: A Sweetwater Stay

Cottage in Manchester

4.96 out of 5 average rating, 114 reviews

Home with a spring fed Koi pond and mountain view

Chalet in Dover

4.92 out of 5 average rating, 288 reviews

A charming VT chalet

Farm stay in Bennington

4.97 out of 5 average rating, 145 reviews

The Farm cottage

Cabin in Wardsboro

4.89 out of 5 average rating, 176 reviews

Mod Cabin in woods Hot Tub near Stratton & MtSnow

Cabin in Wells

4.95 out of 5 average rating, 177 reviews

Gatsby's Getaway

Chalet in Winhall

4.96 out of 5 average rating, 79 reviews

Mountain Retreat Getaway With Incredible Fall View

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

Total rentals
120 properties
Nightly prices starting at
$110 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