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Browse Select Jamaica Cottages

"Extremely cozy. Would highly recommend staying here."

"really enjoyed our stay. Place would be much better if there was a microwave."

"We very much enjoyed our stay in this historic, architecturally significant home. We would definitely stay here again."

"Perfect cottage on the water!! Enjoyed kayaking and pedal boat with family. Beautiful greenery! Very quick respond."

"This house was fantastic. We didn’t have the best weather this Memorial Day weekend but the house, pond and view made up for it. Jeremy stocked the house with everything we could possibly need including fresh eggs from the resident chickens, bacon, snacks and so much more. It was quiet and the bed was super comfortable. Our dog enjoyed watching the beautiful fish in the pond and visiting the chickens. We can’t wait to return!"

"This home is spectacular, built on a hillside overlooking a pond. Very tastefully built into the landscape. Inside was very well appointed and plenty of room for our family. Three bathrooms was a big plusCould have spent the entire day lookjng out the windows"

"Owner Brent was helpful and quick to respond to questions. The house is near Mount Snow great for skiing! Very nice place to stay, we will definitely stay again when booking for next year."

"Cute place. Enjoyed our stay. "

"Loved the place and the stay. The pictures don’t do it justice. Its was everything we hoped for and more."

"Perfect getaway for a family ski trip."

"Great place "

"Loved Dorset and this house was great. Very clean and living area was nice to spend time with family. Also close to skiing which we took advantage of"

"This was a great location… close to town but also close to skiing, hiking and skating."

"We came into town for a few days to visit friends. This was a perfect place. The home was clean and very inviting! Quiet location. Fully stocked kitchen with all the appliances and cooking ware you may need. You will not regret staying here. We loved the photo album of how the home was built! "