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Browse Select Jamaica Chalets

"The cabin was very clean and matched expectations. We enjoyed the hot tub and the kitchen was well equipped. Emilio was very quick to reply to any questions. The only slight negatives were that the roads to the cabin were a bit dicey in the snow and the gas fireplace and TV were a bit confusing to operate. Overall a great stay and would definitely book again!"

"We spent a great week in Weston. Great location to ski Stratton. Hosts were very responsive. Would def go back."

includes taxes & fees

1 Jul - 2 Jul

"Girls family weekend, relaxing, visiting and enjoying the hot tub."

"Clean, great location. Pet friendly and well thought out. "

includes taxes & fees

14 Jul - 15 Jul

"Great house, great host"

"The house is in a great location for skiing at Stratton! 5 mins drive to the base or shuttle service running every 30 mins. Perfect for a cozy ski weekend with the fireplace. We enjoyed it very much! "

"When we first arrived we couldn’t find extra trash bags. We sent a message to the host, Jason, and he replied immediately to assist us. I appreciate the attentiveness and genuine hospitality. This place is cozy and clean. Made for the perfect weekend getaway!"

"The house was great for our family of 5 and our dog. Located so close to Mt. Snow, it was an easy drive, clean and had anything we needed to cook and relax. The hosts are very communicative!"

includes taxes & fees

2 Jul - 3 Jul

"All around great stay. Had some slight heat issues day 1 that were fixed imemdiately!"

"Beautiful property less than 5 minutes from Stratton!! Very private and secluded"

"This is our second year staying at this beautiful home. We love the space and amenities, not to mention the location to the mountain. The owners have been very accommodating and communicative. Overall, a wonderful stay for our group of families and hope to return again when we come back to Ludlow."

"This spot was perfect for a weekend at mount snow! It was so quick to get to the mountain and good area for food and shops. I would definitely stay here again!"

includes taxes & fees

22 Jul - 23 Jul

"This place was perfect for our teens, dogs, and extra family! We cooked most nights, pool table, Netflix, everything was there! Thank you!"

"Nick’s cabin was perfect. Beautifully built and decorated, the cabin was amazing. Nick’s place had everything we needed and more. The location was tucked away with beautiful surroundings and close to Stratton mountain. Nick was always quick to reply with any questions and made sure our stay was perfect. Only regret is we didn’t stay here longer! "

"Amazing! Host was readily available to handle any questions and the house was very comfortable and relaxing. "

"Roshanak was an excellent host and the place is beautiful. We love the location and its proximity to Okemo and the town. The property is gorgeous, we would book again."