
Chalet vacation rentals in Woodstock
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Top-rated chalet rentals in Woodstock
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Popular amenities for Woodstock chalet rentals
Family-friendly chalet rentals

5BR Chalet in Historic Town bet Killington & Okemo
We had an issue with our previous rental and needed to find a place to stay that is pet friendly and available. Rad and Carol responded quickly to our reservation request. The house was made available to us early in the day and hot tub prepped last minute for us to enjoy! The Chalet is beautiful and spacious, the location is private and relaxing. The wood stove kept us warm and cozy while we enjoyed watching light snow fall. We would definitely stay there again and bring our family with us!

Killington Chalet - Hot Tub, Sauna, Boot Dryer
Second time staying and it was better than the first time. Totally recommend and will definitely be going back for our annual ski trip. If it’s available of course!

Luxury of large space by ski slopes, deck HOT TUB
Our stay at Hideaway was relaxing and exactly how we expected it. The cabin is within a short driving distance from the ski areas and grocery stores, and very comfortable for a family with two children. The host was easy to reach and responded quickly to communication. Overall, a wonderful vacation.

Warm Luxury Mid-Century Modern Chalet
Sierra is extremely responsive, understands the ski mentality and very considerate of our group. Thank you so much, we enjoyed spending quality time by the fireplace and of course the super close by Mad River Glen access!!!!!!

Mountain Chalet + HOT TUB
Great place to stay for okemo mountain!! Very close to local restaurants and the mountain

Chalet 7min to Ski Stratton-WoodStove,Views,DogsOK
The quiet retreat in Vermont, just like we wanted. We are already comfortable with country living, so being here was easy and peaceful.

Okemo Ski Chalet with Hot Tub
Bob’s place is great for several families. Many bedrooms, multiple bathrooms, great amenities and close to skiing!

Falcon House: VT Chalet w/Sauna, Bike to Village
Enjoyed everything about our stay. Beautiful property, loved the sauna and ability to snowshoe right out the door. Quaint and nicely decorated. Plenty of privacy, room for guests including extra parking. Had nearly 12 inches of snow while there, quite the winter wonderland. Quickly plowed, shoveled and sanded when needed. Oversized windows and unique architecture made it all extra special. Will definitely return. Perfect for any season.
Luxury chalet rentals

4BR/3BA ★ hot tub, sauna, billiards, A/C, & grill!
We had a great weekend skiing at Killington and hanging at this lovely mountain house. The house was perfect for a group of couples. We loved the big open kitchen, huge sectional couch, and the hot tub. It was a 5 minute drive to many restaurants and fun bars, and a 7 minute drive to Killington lifts - super convenient and easy! We would definitely stay here again.

Kingsbrook: Chalet w Sauna, Hot Tub, AC!
This was the second time we stayed here and had a great time. The location is great and the house is well maintained and comfortable. We'll definitely be returning!

West Park Chalet at Killington: Great For Groups!
We had a such a great time staying at Ed's property. Super close to the mountains - we went snowboarding every day, it was great! Ed was very responsive, and the house was kept clean. We really enjoyed the hot tub after a long day of snowboarding. Would highly recommend for big groups. Plenty of bed space.

Charming Chalet w. Hot Tub - 1 Mile to Mt. Snow
A beautiful spot perched amongst the trees and snowy woods. Cosy couches and fireplaces, a magical hot tub and generous touches, like extra wood, coffee and shampoo. I took my boys skiing nearby and we all loved every minute. Wouldn't hesitate to stay again

New! Custom Chalet minutes from Mt Snow w/ Hottub
The house was fantastic. Great condition, cool layout! There was a ton of snow, and the property was well plowed, shoveled and sanded!

Chalet In The Clouds - MT views, private trails
Great spot to stay and excellent view of the valley. The main floor is a great space for gathering!

Spacious Chalet W/ Endless Entertainment THE BARN
The property was spacious, clean, and well-equipped to accommodate our large group comfortably. Perfect for relaxing after a day on the slopes. The location was ideal, just a couple minutes drive from the ski resort. Bobby, the host, was incredibly responsive and helpful!. We couldn't have asked for a better place for our ski weekend and would highly recommend it to anyone looking for a great group getaway!

Luxe HOT TUB, SAUNA 8–12 min Stratton & Mount Snow
So hyggelig! Hygge House is 100% what it promises. Wonderful, peaceful place to escape the busy life for a few days and relax in a beautiful house in a beautiful forest. Hot tub, sauna, cosy house, surrounded by nature. Near all activities of Stratton area. We even got five inches of new snow making it winter wonderland in April.
Lakefront chalet rentals

Direct Waterfront A-Frame, Close to 3 Ski Areas!
Thank you, was a great stay and an amazing experience with Emily as the host

Chalet on Pristine Beebe Lake
This property was the most peaceful stay I have ever had. So quiet and relaxing. It was the perfect getaway while we were in town for a wedding. The stay had everything we needed to make dinners for the family and a wonderful porch overlooking Lake Beebe. Thanks for sharing your space with my family and me. Side note: Dylan was very successful fishing in this lake and the boats made it easy to explore the lake.

Lake Sunapee Get Away
Carl was a great host and extremely responsive. He helped make the check in/out process extremely easy and was extremely responsive with any questions. There was snow shovels and salt to deal with snow which was helpful. He helped navigate an issue right away and was very generous with offering help even though he was somewhat unavailable. The house was a great location and very clean, and could accommodate a large group easily. The open floor plan for the kitchen/dining room/living room was very nice and we enjoyed the new range for cooking. Carl even helped to make sure we forgot something that we left at the house after contacting us that it was there! Overall, I would highly recommend staying here.

MT Retreat / Killington, Woodstock, Rutland, Okemo
Linda and Ted are very welcoming hosts and have a beautiful home. We had a great weekend and would definitively consider going back.

Charming Lakefront House
This home was just what we were looking for. It is charming and spacious, rustic in all of the right ways, with a gorgeous view of the lake, and so close to Okemo. The master bedroom was huge, and we really enjoyed the large communal space with the wood-burning stove. Some of us were cooking while others were playing games, while others were relaxing by the fire, so that we could all easily enjoy each other‘s company. It was the perfect spot for a ski getaway. We all agreed we would love to stay there again.
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- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Pats Peak Ski Area
- Owl's Nest Resort
- Ragged Mountain Resort
- Tenney Mountain Resort
- Mount Snow Ski Resort
- Hooper Golf Course
- Baker Hill Golf Club
- Veterans Memorial Recreation Area Ski Hill
- Fort Ticonderoga
- Dartmouth Skiway
- Northeast Slopes Ski Tow
- Mount Sunapee Resort
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Ekwanok Country Club
- Killington Adventure Center
- Santa's Land USA
- Whaleback Mountain