
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.

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

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

Romantic Barn Guesthouse in Village Center
Keep it simple at our peaceful and centrally-located hideaway. This rustic and cozy two-story barn guesthouse with fireplace is located on four acres of a 1768 historic homestead right in Manchester Center. Enjoy the pond and mountain views from the bedroom and living room windows; the guesthouse faces a peaceful meadow and wildlife pond which abuts 70 acres of preserved land with hiking trails, yet it's also just steps from Main Street and all of the dining and shopping of Manchester Village.

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!

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.

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!

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!

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!

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.

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

Private Hilltop farm apartment
Our cozy apartment is located on a beautiful hilltop farm with views out from the porch across horse pasture and to the mountains as far away as New Hampshire. There are over 100 acres of field to walk through as well as a mile long trail running down through our property. We are 15 minutes from Chester, Ludlow and Weston. We also have very fast internet!
Popular amenities for Winhall pet-friendly home rentals
Pet-friendly house rentals

Ski Ready! Play Area, Crib, 11 Acre Farmhouse

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

MOUNTAIN NEST, views, Manchester, hot tub,

Comfortable farmhouse with stunning views

Wild Blossom Farmhouse - a lovely family getaway

Mountain View Getaway

Modern Spacious Home with Mountain Views

Private Hot Tub, 2 Min to Mt Snow, Cozy Fireplace!
Pet-friendly home rentals with a pool

Magical Farm Getaway - a must visit!

Rustic Sunny Vermont Home near Mount Snow

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

Moon Valley Country Retreat no clean fee pets yes

Beautiful rustic woods and fields retreat.

Cozy Vermont Antique Sugar House with Fireplace

“Sugar Maple” Rustic 4x4 Cabin Getaway, Fireplace

Mt Snow Chalet: Peaceful Escape w/Hot Tub
Private, pet-friendly home rentals

Spacious King Spa Suite Weston Hills

The Smithy Cottage at Consider Bardwell Farm

Apartment on Main Street

7min-Stratton Dogs OK Fire Pit EV Charger Arboreal

Stylish Getaway w/ Hot Tub & Firepit Near Stratton

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

Yellow Door Inn

Pine Ridge Log Cabin Minutes to Okemo & Killington
When is the best time to visit Winhall?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,869 | ﺩ.ﺇ1,895 | ﺩ.ﺇ1,473 | ﺩ.ﺇ940 | ﺩ.ﺇ863 | ﺩ.ﺇ933 | ﺩ.ﺇ1,124 | ﺩ.ﺇ1,138 | ﺩ.ﺇ1,010 | ﺩ.ﺇ1,138 | ﺩ.ﺇ1,061 | ﺩ.ﺇ1,763 |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
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 ﺩ.ﺇ551 per night before taxes and fees

Verified guest reviews
Over 3,820 verified reviews to help you choose

Family-friendly vacation rentals
80 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!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Cabin rentals Winhall
- Rentals with an EV charger Winhall
- Rentals with outdoor seating Winhall
- Family-friendly rentals Winhall
- Rentals with a fireplace Winhall
- Chalet rentals Winhall
- Condo rentals Winhall
- Apartment rentals Winhall
- Rentals with a washer and dryer Winhall
- Rentals with a fire pit Winhall
- Fitness-friendly rentals Winhall
- Rentals with a hot tub Winhall
- Rentals with a patio Winhall
- Townhouse rentals Winhall
- House rentals Winhall
- Rentals with pools Winhall
- Ski-in/ski-out rentals Winhall
- Rentals with a sauna Winhall
- Rentals with lake access Winhall
- Pet-friendly rentals Bennington County
- Pet-friendly rentals Vermont
- Pet-friendly rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Killington Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- West Mountain Ski Resort
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- National Museum of Racing and Hall of Fame
- Montshire Museum of Science
- Mount Sunapee Resort
- Dartmouth College
- Congress Park
- Mount Monadnock




