
Pet-friendly holiday rentals in Winhall
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Top-rated pet-friendly home rentals in Winhall
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Pet-friendly house rentals

Modern meets Country Cottage in Manchester Village
Great location to the town center and Shaw supermarket; the Equinox Resort was walkable. We were welcomed with a bottle of wine and a couple of beers, and informative note. The host was communicative and addressed any of our needs. The cottage was neat, well stocked with essentials, and the Queen bed comfortable; we only used 1 of 2 bedrooms . We brought our dogs and we appreciated that .

Hot Tub & Game Room - Ski Mt. Snow/Stratton
We stayed for a weekend at Kelley and Jason’s home in Vermont and everything went great. From check in, to the local recommendations, to the quiet setting, we enjoyed a great time away. Hot tub, game room and the large deck were great.

Vermont Sugar House Retreat
This home is certainly one that feels like home when you walk in the door! The warmth of the wood and decor, and little touches throughout, let us know how loved this home is. We had everything we needed for our 2-plus week stay, and our hosts were incredibly responsive and kind. It was lovely to hear the owls and running water at night, and I can imagine how lovely the fireplace would be to use during the colder months! Thank you for a lovely stay!!!

Ski and Play in Manchester Center!
The best Airbnb I have stayed at! Lovely house, yard and surroundings. Private. Spotlessly clean, and comfortable, homey atmosphere, but spacious as well. Well equipped with everything we needed for our stay. Easy check in with keypad. Friendly, responsive host. Short drive to town, restaurants, stores, sight seeing, etc. It was perfect for our group of five old high school friends! Would definitely stay here again.

MOUNTAIN NEST, views, Manchester, hot tub,
Fantastic property and great host. We loved our stay at this property, especially the view from the hot tub on the deck!

The Grafton Chateau
The Grafton house was perfect for our multi-family with the big space, bedrooms, and bathrooms. We loved the living room area where we could all sit together for family games. The property and house are beautiful and the perfect Vermont vibes. As a skiing family, we liked the location between our favorite ski resorts. Raphael was a wonderful host in providing instructions before our arrival and helpful advice. We really enjoyed our stay at the Gafton house.

Cozy Home in Poultney, Vermont.
The space was fantastic for our two little families with easy access to the local Slate Valley Trails. Lots of wonderful and attentive touches to make our stay homey welcoming. Hope to return again soon!

Yellow Sweetie at the Base of Stratton
We have enjoyed Erin's cute cottage very much. It has everything you might need, plus the location is great. Would definitely return and recommend)
Pet-friendly home rentals with a pool

“Elm” Cozy Pond-side Cabin w/wood stove
Even in the rain, this was the perfect getaway! A mix of summer camp and mountain cabin vibes made it feel warm and welcoming

Magical Farm Getaway - a must visit!
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!

Leonard’s Log - Private Hot Tub, Fire Pit, A/C
The cabin was lovely! We went for a little weekend getaway with some friends and it is a great space for such an occasion. There is a surprising amount of space in and around the house and we didn't even use the three season porch. The hosts were also very responsive and easy to communicate with. Definitely a cute little home away from home!

Moon Valley Country Retreat no clean fee pets yes
What a perfect private getaway! Truly immaculate. Spacious. Comfortable. Peaceful.

The Brick House on Washington Street
Great stay and was exactly what we needed for our entire family for a weekend wedding!

Beautiful rustic woods and fields retreat.
This was my third time staying on Rosalind's property, but my first time in the "retreat" unit. The space is better in person than in the photos! It's a spacious two level unit with a huge bedroom/loft type area, perfect for setting up your yoga mat! The high ceilings and large forest facing windows in the bedroom were a highlight for me. Rosalind has always been a very responsive, thoughtful, and flexible host. I can't wait to stay again!

Cozy Vermont Antique Sugar House with Fireplace
Lenore's place was very cozy. We felt right at home. We added guests (including a dog) after initially making our reservation and it was no problem with the host. Just a note, it costs a fee to add more guests on Airbnb. Overall our stay was lovely and our hosts were very nice, responsive, and welcoming. 10/10, would recommend.

Hollywood Bungalow in the Berkshires #C0191633410
We had a great stay at the Hollywood Bungalow. House was described accurately and had so many thoughtful touches to make us feel welcome. Diana met us upon arrival and walked us around the property and the house. Such a great host! She had generously provided snacks, treats and gave a thorough overview for our stay. We were primarily focused on skiing at Jiminy Peak which was a short 20 minute drive. We also brought our 5 year-old rescue who had the best vacation of her life. She was able to use the fenced-in backyard to run around off leash and even meet a new friend when Jackson's dog visited. Diana even shoveled walking paths in the yard throughout our stay so we could get around in the high snow. The Screening Room is awesome and provided hours of entertainment. Quiet street and picturesque location. We will definitely return.
Private, pet-friendly home rentals

Highland Haus: stunning ski getaway with hot tub
The home and location are great, but the hosts are what make this place. They go above and beyond to make your stay special.

Idlewoods
We had a wonderful getaway here. The house and location were great, and the hosts were very responsive!

Perfectly situated Chalet (with infrared Sauna)
We had a wonderful ski weekend. The house provided easy access to a number of mountains (Stratton, Bromley & Okemo). Great space with fabulous views!

4+BR pet-friendly w/ hot tub & Stratton parking!
Great house, as described. Very responsive host before and during the stay with clear instructions. The couple of things that stood out: 1. Big house; easily sleeps 10, can get a couple more kids in if you want. 2. 15 minutes to Stratton with a parking permit provided which was key. 3. Indoor garage space was great, especially as it was snow storming outside. Kitchen had everything you'd want. Snow was plowed early in the morning. Stayed with wife and 2 teenage daughters and 2 dogs. Would come back. Thank you!

Stylish Getaway w/ Hot Tub & Firepit Near Stratton
It was same like looked in pictures. Secluded nice place. Our family enjoyed the stay. Irina helped us with everything needed and we loved the stay. In winter we will come back again. Only thing for summer is NO air-conditioning but she has fans in every room.

Stratton; 8 min! Swimming, 2 min. Pet friendly
Kelly was very responsive and helpful. She went out of her way to get us a last minute booking and it didn’t disappoint! It was clean, well stocked and very comfortable! I will definitely book this again when its available!!!

Stratton Mountain vacation spot
We had a great stay at this cozy condo, perfectly located on a shuttle route to Stratton Mountain. The convenience of being just minutes from the slopes made our ski trip stress-free.

Farm Stay! - 20 min from Lake George-30 Saratoga
Our cabin was cute and the kitchen cabin next to it made everything so spacious and nice. The shower was warm and just what we needed on a long road trip plus the bed was comfy as comfy can be.
Quick stats about holiday rentals that are pet-friendly in Winhall
Total rentals
120 properties
Nightly prices starting at
$183 NZD before taxes and fees
Total number of reviews
4K 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
80 properties have a dedicated workspace
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Six Flags Great Escape Lodge & Indoor Water park
- Jiminy Peak Mountain Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- West Mountain Ski Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Lake George Expedition Park
- Dorset Field Club
- Mount Sugarloaf State Reservation
- Hildene, The Lincoln Family Home
- The Shattuck Golf Club
- Autumn Mountain Winery
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Baker Hill Golf Club
- Pineridge Cross Country Ski Area