Search the Best Cabins in Winsted

"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."

"Absolutely loved my stay. The host was incredibly accommodating and went above and beyond to make sure we had everything we needed. The space was stylish, clean, and cozy, with thoughtful touches throughout. The location was perfect, close to all the attractions yet tucked away in a quiet neighborhood. Would highly recommend to anyone looking for a comfortable and enjoyable stay!"

"My friends and I had an amazing time staying in the cozy cabin. 9 of us slept comfortably, the place was spotless, and so cute. We hope to visit again."

"What a beautiful property in a nice quiet location. We will be returning in the future"

"Lovely cottage. Very clean. Everything we needed. We had a great time!"

"We loved our time, very cozy cabin"

"Perfect place to relax and have dogs as part of a mini vacation. Very clean, organized, and provided helpful local information. Will definitely stay there again."

"My wife and I were looking for a nice little getaway within reasonable driving distance and came across this great property. As soon as we saw the big windows in the living room we were sold. Definitely getting added to our short list of places to go back to."

"A slightly older house with some issues due to that, but the owners were absolutely wonderful and rectified any issues we faced almost immediately. The surrounding area, community, and house itself despite the age, are absolutely beautiful."

"Cozy cabin, perfect for the two of us and our dog. Nestled in the woods with an active stream running by! We loved the quirky interior decor! Philippe was a great host and easy to work with."

"This house was awesome! Plenty of room and amenities for all! Great location to the downtown, local restaurants and bars. Communicating with the host was also so easy to do. Would definitely recommend for a weekend getaway!"

"Overall it was a very nice stay, and the home was as advertised. The only (minor) drawbacks were that there was noticeable wear and tear in a few places in home (the paint, the kitchen cabinets, outdoor living spaces). Sort of to be expected with rental properties. Great location for several nice golf courses. Plenty of space for 4 guys to each have their own room and bathroom. Game room was a nice feature!"

"5 person family. Mother , father , daughter and 2 sons all kids in their 20’s. Our middle son graduated this weekend so we cooked , ate , took the boats out and hung out on the deck and played board games. Pure heaven. An escape from reality. The cottage is beautiful. A trip back in time."

"Undermountain cabin is a very unique property. Worth the stay!"

"The cabin and lake were even better than we expected. The cabin is fully equipped with almost everything you can think of for a comfortable stay. The lake water is very clean and the surrounding forest is sustainably maintained. Doolittle Lake is a hidden gem."

"This cabin is very well-maintained with all the amenities you could ask for... especially no cable TV, and the owner David is responsive and pleasant! It is the perfect place to unplug, unwind and reconnect with life, nature and whoever you're traveling with. The house is an easy 30 minutes to Tanglewood and 20 minutes to Great Barrington so there is plenty to see and do without feeling like always being in the car. We got takeout from a delicious Thai restaurant (Siam Square) in Great...

"Very positive."

"Amazing view. Great price. Great communication."

"It was wonderful! Enough room for everyone and everything was cozy and working. Appreciate the stay!"