
Holiday rentals with a fireplace in Winhall
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Top-rated rentals with a fireplace in Winhall
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House rentals with a fireplace

Entire Chalet in Winhall, Vermont
We enjoyed the stay, the accommodations were perfect for our family, four adults and two young children. The home is very well organized and comfortable, with things to do for the kids. Recommended.

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.

Cozy Modern Sugar House with spectacular views.
5 stars all around! The view and the setting are magical. The house is brilliantly appointed and designed. What a dream to stay in this house!! We want to come back for a stay in every season to experience it again and again! The interior is extremely cozy while being beautiful at the same time. One of the best Airbnb homes we've ever stayed in! Book your stay now -- you will love it!!

1850's VT Farmhouse on the River
We had a great experience with Erin and our stay! Erin was incredibly friendly and welcoming. She made sure to respond promptly to all our questions and requests, which really made us feel at home. Erin went above and beyond to accommodate our needs, ensuring we had everything we required for a comfortable stay. Her genuine care made our experience truly special. If you're looking for a wonderful host and a cozy place to stay, I highly recommend booking with Erin.

Stunning Views of Okemo - 3 Bedrooms, 3 Bath Home
I can only say wonderful things about this property! Everything was beautiful both inside and out. The house was very clean and organized and was also extremely well stocked. Anything that we needed we found in this house. And everyone in our group said the beds were very comfortable… which is very important to me! Erik was great with communication and very proactive. He sent us a note about a week before we checked in that had everything we needed to know; it was quite helpful. I highly recommend this home….and as an added bonus, the view is spectacular! You will not be disappointed if you stay here!

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!

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!!!

Comfortable farmhouse with stunning views
Such a cool house. We loved the charm of the older section of the house. So many private spaces to cozy up and read a book. Then there is the more modern portion of the house. It was perfect for the folks to watch tv and enjoy the VT scenery out of the large windows. The road is quiet and the area is lovely. We easily drove into Manchester for groceries and dinner. Really loved it!!
Apartment rentals with a fireplace

Sunny New England Apartment
Really clean, cozy and spacious, well decorated apartment with everything we needed for a great few nights stay. Definitely recommend and would like to return again! Great overall stay

Private guest apartment. One block from downtown.
Had an amazing stay at this home. We were in town for a wedding and this was perfect for our family and dog. Very clean and easy to walk downtown. I would recommend this place to anyone!

The Carriage House Loft: Seasonal Stays
Fantastic location and a really comfortable place to stay with a great feeling of space inside

Steps to MoCA: 2bd + SAUNA!
David and Mátti’s place is truly special. I feel very lucky that we got to stay there for a few days! Thank you to our hosts for creating such a serene, comfortable space. They went out of their way to say hello and make us feel at home. We had a barbecue one night, and David even brought over extra strong bug spray! We also love supporting the incredible work that they are doing with artists. My friends and I would love to stay here again for another trip to the Berkshires.

Rock River Retreat: VT Oasis Pet Friendly
It was a wonderful stay. Whether you’re just looking to relax or for a little adventure this stay offers it all. Even though it was a rainy stay they offer plenty of movies, books and games.

Cozy, Private & Great location for exploring VT !
Very lovely place located in a nice part of town. Mary and Lance were very welcoming and nice. We had a great stay and I strongly recommend this place for staying in Brattleboro.

Apartment in Vermont Historic Home
We keep coming back to this beautiful apartment that is both spacious and elegant while feeling homey and cozy. It’s quiet, immaculately clean with a very comfy bed, nice hot shower, everything you need in the eat-in kitchen.

Brian Peace of Heaven
We stayed at Brian’s place during graduation weekend at a local college. It was in a beautiful country setting but was an easy drive back to campus. The beds were super comfortable and there was a nice view of the hills from the deck. Would recommend!
Villa rentals with a fireplace

Huge Stunning Mt Snow Villa Jacuzzi/Hot Tub/GameRm
Stay was perfect, we were 10 girls and fit comfortably and could've fit more if needed. House was clean and exactly as shown in photos. Extremely convenient location to mountain and other bars/restaurants in the area. Would highly recommend for a group trip!

Private Wing of largest Colonial Mansion in US
This was such an incredible place to stay! The whole mansion is absolutely stunning, the surroundings and views are beautiful. However, what made this stay truly special was the incredible kindness and hospitality of the host. This was a wonderful experience and we are all looking forward to our next stay!

Villa with Pool + Fitness Center Access
This was a perfect spot for us as we attended a graduation. It was clean, had plenty of room and then goodness had coffee and a filter for the pot! Would highly recommend.

Gorgeous Victorian-Style House w/ Hilltop Pool!
Beautiful old home full of an eclectic art collection. It served my group's needs well. Never did find the lockbox for the keys. Had to get them from the on-site groundskeeper, which was a difficult task given we had a significant language barrier. The outside of the house could use some maintenance, so if that is important to you, this may not be the place for you. My one complaint is that they expect you replace the paper towels and toilet paper you use. I would expect those to be included at any price, but especially for the price you pay for this location. Overall, it was a great stay for two nights and we had fun exploring the house.

Stonehouse at Stratton
Overall we had great experience at the house. The inner decorations were cozy and comfortable, and the design was awesome! The host was responsive when the new door lock had some issues. 100% recommend staying at this house!

Dancing Bear Lodge The Charm of Chimney Hill
We had a great stay at Marlene’s guest house. 15 min drive to Mount Snow and 5 min drive to the grocery store. We had plenty of space for two families with bunk beds for the 4 kids on the lower level. The air hockey table and access to the clubhouse swimming pool was a big hit. There were two tvs and board games to keep the group occupied after a long day of skiing. Host was also very responsive to any questions we had. Place was very clean and well stocked. Would highly recommend this place.

Vermont Vacation Villa—Grapevine Getaway
Anthony's house was an excellent venue for the weekend of our son's wedding in Williamstown. It easily fit the eight family members staying there with plenty of privacy on three floors and great gathering spaces on the main floor, deck, and pool deck. We're grateful the pool was open; the kids loved it on a hot afternoon of our stay. If you are looking at this house, don't let the backroads approaching it look like a liability. They are well maintained and allow easy access to Williamstown and the southern Vermont towns along route 7, yet the quiet location will insure you sleep well.

Vermont Villa Near the Trails
Great stay, lots of room. Front desk was super friendly.
Quick stats about holiday rentals with a fireplace in Winhall
Total rentals
280 properties
Nightly prices starting at
₹7,747 before taxes and fees
Total number of reviews
6.9K reviews
Family-friendly rentals
240 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
50 properties have a pool
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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