Search Vacation Homes in Winsted

"Stayed for labor day with family from out of state. Plenty of room for 4 adults and 4 kids, Could have easily fit more. Had a great time on the dock and having fires in the back yard. "

"Wanted to visit my son in Litchfield around Halloween with my 2 teenaged granddaughters. The Goshen Glass Chalet was the perfect place for our visit. Loved every detail. "

"So glad we found this property to accommodate our family of six for the weekend. It was cozy, updated and immaculately clean. The owners seem to have thought of everything and clearly care about providing an exceptional experience. Highly recommend!"

"The castle house is fantastic. Spacious, beautifully decorated and equipped. There is no meal you can't craft from this kitchen. The house is super quiet,the beds are comfy, towels plush...close to Great Barrington. I can't say enough good things. Book it."

"If ever in the area again, we will definitely stay at Bluebird Farmhouse. It is so charming with wonderful artwork throughout this warm and comfortable home. A beautiful setting with a very well equipped home providing everything you need. We were in town for a wedding and thoroughly enjoyed our stay at this special farmhouse!!"

"This is an older home with charm. Lots of room, and while just six of us stayed, it appears more could be accommodated with inflatable mattresses. We enjoyed sitting outside by the simple fire pit one night. I would encourage the owners to put an outside light in the back as I stumbled on the stairs twice but that’s really the only issue. We are so sorry we misplaced one of the two keys,please send us a bill for a copy if you don’t find it. Thank you!"

"My daughter, granddaughter and I spent a wonderful weekend at this home. We enjoyed every second of the view, wildlife, peacefulness, and each other. We built puzzles, cooked wonderful meals, and relaxed. Beautiful home, perfectly kept, fun amenities, and wonderful hosts! We highly recommend."

"What a property! Picturesque pictures, room for the whole family and then some. Wonderful kitchen and fireplace, fully stocked with wood and starter. The kids love the game room with fully stocked board games, card games, and outdoor toys for all kids and adults. Host was very responsive to any questions I had! Would definitely and will most likely stay again"

"This was a fantastic home, property and location. Great places to eat close by. Property was fully fenced with plenty of space for kids and pets. 1 slight issue which was quickly rectified even at 11PM in the evening. Great communication!!"

"Pictures are accurate . The place was more than I expected."

"Pristine can mean several different things. My interpretation was to be “like new”. This dwelling did not quite live up to that standard, but was clean, sans the “mud room” and what appeared to be mold on the peak of the ceiling above the living room. The original listing stated firewood was provided by the host. Then, the checkin instructions stated guests provided their own. Not huge, just misstated in the listing (since changed). There was a power outage while we were there, thus no...