Search Chalets in Rupert

"Relaxing VT stay . You are in a rural setting but places to stock up on supplies was less then 10 miniutes away . We watched the fireworks that stratton displayed pretty much from the comfort of the property .Our children are young adults and they had a blast finding local swimholes . As well as spending a day at Bromley Mountain ( 20 mins away ) where they did water slides , alpine slides , the giant swing to name a few . House is large and the ability to accomodate large families or groups ....

"From the excellent communication and problem solving of our hosts to the fabulous location and completely comfortable accommodations, our stay was perfect. Would absolutely stay here again. "

"Perfect spot to getaway for a weekend trip"

"Cindy was a pleasure to work with! Her home was exactly as described. We felt very comfortable in her home and the town of Jamaica is so cute! We went to the cutest little general store every morning to get breakfast and lunch. There are plenty of board games to enjoy waiting for you as you arrive… it is 15 minutes from Stratton Mountain. There is a foyer to leave your boots and jackets to hang. "

"Our trip this past weekend to Chalet O'Bear was just what we wanted! Booking and communication with the property manager was seamless. Any issues we had were addressed immediately and taken care of. We loved the location of the property and made our stay at Stratton perfect! We will be looking to book again! "

"We had a fantastic stay at this rental! The home was spotless and well-maintained, making it a comfortable and relaxing getaway. It’s conveniently located in the Stratton Mountain area and just a 20-minute drive from Bromley Mountain, making it a great spot for skiing and winter activities.Our kids loved playing in the snow and especially enjoyed the hot tub after a day outside. The kitchen was fully stocked with everything we needed, making meal prep easy. One of the highlights was the real...

"This house was a great spot for 6 adults (parents & grandparents) and 4 kids (7-10 yrs). The upstairs living space worked very well and the kids enjoyed their space downstairs with the Pac-Man game and pool table. Location made it easy to get to the slopes. We had a terrific time and would love to return."

"My husband and young adult children and young adult cousins had a wonderful experience. Beautiful property secluded in the mountains but close enough to Okemo ( about 15-20 minutes away ) . Comfortable beds , fire in the wood stove kept us warm at night , easy to find with directions provided by host and great communications . "

"It's a great area, we had so much fun, a beautiful house, and a very nice host. "

"The only problem I had was with the heat Issue with check in but was resolved in satisfactory time "

"Enjoyed our three night stay here. The kitchen is well stocked with pots and pans, dinnerware, silverware, utensils, etc. Beds were very comfortable. Our only disappointment was that we couldn't have a fire in the fireplace as the chimney was in need of repairs. Hope to be back next year."