Search Chalets in Jamaica

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

In two weeks

In one month

In two months

In three months

Chalets in Jamaica

"Really enjoyed this home. Was a weekend getaway with friends and there was lots of room for us. Especially enjoyed the sauna. Kitchen is well stocked. All was great. "

"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."

SAR 1,906 total

includes taxes & fees

1 Sep - 2 Sep

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

"Great, well kept and supplied house. Had a great ski weekend. Great kitchen and family area."

"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! "

"Real Vermont feel. Pretty and nice quiet neighborhood!"

"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!"

SAR 3,104 total

includes taxes & fees

24 Aug - 25 Aug

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

"We had an amazing trip, and the host was very responsive and helpful with everything. The house was great, had everything we needed, and the private ski run back to the property was really fun. Highly recommend this property and the best host we have ever had!! Favoriting this place for a future stay!"

SAR 1,422 total

includes taxes & fees

16 Sep - 17 Sep

"We had a great time at the Wine Moose! The sauna kept us super warm in the super cold temps. Very very close to Mt. Snow and we also hit up Berkshire East and Magic an hour south and north respectively, easily. I'd recommend staying here!"

"Family and I had a great time. Place was clean, plenty of room, great location. Would highly recommend."

"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!"

SAR 2,226 total

includes taxes & fees

26 Aug - 27 Aug

"We spent the week, excellent location and the home was exactly as described in listing."

SAR 2,120 total

includes taxes & fees

24 Aug - 25 Aug

"Clean, spacious and perfect location!!"

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

"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."