Chalet holiday rentals in Woodstock

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!

This is our second time renting Clinton's ski lodge place is great super host. Always responsive will be renting again next season.

This is the second time I’ve stayed at Sierra’s house, and we just love it! It’s comfortable, beautiful, Waitsfield is lovely, and we couldn’t have asked for anything else!

Great place to stay for okemo mountain!! Very close to local restaurants and the mountain

The chalet is secluded, quiet and peaceful. We appreciated its location in the woodland, right near a stream. It was comfortable for our family and we would return again in the future.

Stop scrolling, you found your next vacation. Bob is a fantastic host with a stunning home. We have stayed with Bob many times and he continues to invest in the property and ensures your stay is nothing short of fantastic. Cannot recommend the ski chalet enough.

All around a wonderful experience. Michael was lovely, super responsive and went out of his way to make sure we were comfortable. The house and amenities are well appointed. Bed was super comfy. Would absolutely stay again.

Great place to stay! The hot tub after a long day of snowboarding was amazing. Dean responds fast to any questions you have too. Definitely recommend

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!

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.

Our family had a wonderful time at Brian’s chalet. Our family of 5 (newborn, 3 year old, and 5 year old) spent a very memorable weekend up in the Vermont mountains at this lovely home. The kids room was spacious, had lots of sleeping options, and a wide variety of toys. My kids loved the basement/speakeasy hidden behind the wall shelf- and we enjoyed both the video games, shuffle board, and pool. The home was spotless, had all details considered- and made for a wonderful weekend stay. Highly recommend this charming chalet!

Wonderful chalet close to all of the best of Southern Vermont. A nice blend of modern comfort and rustic surroundings. Beautiful private yard for roasting marshmallows and hot tubbing. Garrett was very responsive whenever we had a question or needed assistance. One of the most responsive hosts we’ve had over the past 10 years of using AirBNB. Super host indeed

Beautiful location and very easy access to Killington Ski Resort! We had >1 foot of snow and the steep driveway was plowed well before departure. Very clear communication and instructions made for a very relaxing time. Thank you for sharing your home!

My girlfriends and I came here for a weekend (Friday night-Sunday morning) just to have a peaceful weekend away and it was delightful! The house was absolutely stunning, had every amenity we could ever need, and was so peaceful. I was so bummed that it rained all weekend (we managed to slip into the hot tub in between rain squalls) because we wanted to utilize all the fun outdoor stuff, but we still had such a good time keeping ourselves entertained inside with how spacious and stocked the house was with games, a fireplace, and a tv in the upstairs living room. Overall it was a very relaxing weekend for us all and we didn’t have to worry about a thing. Also, the little convenience store down the street was so helpful and stocked with plenty of produce that we thought we would have to go to a grocery store for! Definitely recommend going there if you forget any cooking foods you may need, as we were pleasantly surprised. Definitely book if you have the chance - thank you Josh!

I’ve stayed at this home multiple times, and it’s always a pleasure. The neighborhood is quiet and peaceful, making it a perfect place to relax. The host is incredibly welcoming and makes the entire process smooth and stress-free. The house is always clean, well-maintained, and stocked with everything I need. I always look forward to staying here and would highly recommend it to anyone looking for a comfortable and reliable Airbnb.

We had a wonderful time staying here! The house exceeded our expectations and the winter view was spectacular. Chris and Olivia were great, and actively responsive to our messages. Would definitely recommend staying here!

Thank you so much for a wonderful stay! The view was spectacular on every level! Lake Sunapee is a very special place, and meant a lot to be able to stay here. Excellent communication and very helpful instructions. The house is well equipped with everything. Beds are so comfortable. Plenty of room to spread out. Quiet and peaceful, loved looking at the lake! Thank you again so much for everything!

Linda and Ted are very welcoming hosts and have a beautiful home. We had a great weekend and would definitively consider going back.

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.

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.