Chalet holiday rentals in Windsor County

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!

Wonderful stay - perfect location

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

Fantastic place for a ski trip to Killington. Large and comfortable with plenty of room for 3 adults and 3 teens. We enjoyed the fireplace and hot tub. Communication was great. It was an easy drive to Killington. One of the best places we’ve stayed. We’d definitely stay there again.

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.

Great location. Beautiful views. Host was extremely responsive. Great fire place and living room.

My friends and I had a great stay at Daniel’s place! It was very clean with plenty of space to accommodate all of us. We were skiing at Okemo, which was a quick 15 minute drive. Would definitely recommend staying here!

Great cabin - very spacious and close to the hill. Amenities (pool table, hot tub) were also nice.

One of the best locations in the northeast, period. The 360 degree mountain top view is unmatched. The home is beautiful and well connected via solar and starlink, so while we could unplug, it was also possible to reply to emails and get some work done. 11/10

Second time staying here. Such a beautiful quaint and private location. The house is charming and has every amenity we needed for a long weekend. away. Leslie is a wonderful responsive host who is always very accommodating! Highly recommend 😊

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!

Our stay was awesome! The driveway was icy but the hosts provided salt for us to use and the snow-pile guy came during our week and spread sand which was very helpful. The house was huge and provided lots of activities and room for everyone to spread out. We had some amazing family dinners using the well equipped kitchen and large dining space.

The home was the perfect getaway for a weekend of snowboarding. Enough space for everyone to have their own area but also cozy enough to be all together, perfect mix of both. Absolutely would recommend to anyone looking to be close to the mountain and all the other amenities the Killington/Pico area has to offer.

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!

Of all the places I've stayed, this is the best one by far. This house is very unique, spacious and relaxing and exceeded all of our expectations. This house has a record player with cool records. Does anything more need to be said after that?!? Well, yes! There is a fire ring behind the house, the house is in a very peaceful setting and the hot tub is amazing, the furniture and beds are clean and comfortable, the kitchen had everything you could possibly ever want and . . . this is the most cozy house ever, with individual thermostats for each room and each bathroom too, plus a nice and blazing pellet stove in the living room which is super easy to use. Whoever designed and built this place was a true master of space. And the hosts were the most responsive and kind - hats off to hosts Jared & Corey for such a great place! We will be back someday.

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.