A tractor up a tree! And, there's a picnic table underneath.

Search Vacation Homes in Winsted

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Compare 314 Vacation Homes in Winsted with updated reviews, rates, and availability.

"We needed a place for our family of 6 to stay while visiting family in the area. This place was exactly what we needed, as advertised, and the owner was quick with communications. We would definitely stay here again!"

"Hi,The views are spectacular, house is spacious and close to skiing. We had a great time staying in this house. We even talked about coming back in warmer weather. "

"Everything was great. "

"I stayed here with my wife and we were simply amazed by the views from the back deck. It certainly felt like a home with a lot of space for activities and is somewhere we'd love to visit again."

"A beautiful place for our grown family to congregate. Easy commute to Tanglewood, a pool to keep us cool, and a wonderful kitchen to cook in. There are lots of other houses within view but not bothersome. Had a great stay here."

"We enjoyed the privacy and quiet of the location. The house itself is very well kept inside and cozy. "

"This is a neat, clean and lovely little place that perfectly suited our needs. It had all the amenities we needed for our short stay. Jose was a gracious host, answering all of my questions promptly - even the one about the mattresses which were incredibly comfortable! "

AED 1,152 total

includes taxes & fees

1 May - 2 May

"We loved everything about the house - it was in a great location and perfect for a weekend away with friends!"

"The property was centrally located for skiing, and was a comfortable stay."

AED 1,621 total

includes taxes & fees

13 May - 14 May

"Property worked well for us "

"We had a great time at the house. We had everything we needed. It was close to town. The space is very comfortable."

"Sadly we were only here for a couple of nights, but this place was very nice. I manage vacation rentals myself and i was very impressed by the cleanliness of this place, especially considering the size of it. The house is great for a family with lots of room to spread out. Our grandkids enjoyed tinkling on the piano and playing in the backyard. Would definitely choose to stay here again!"

"Clean, Cozy and Comfortable "

"There were 7 of us staying for a Wedding near by. The home was bright, clean and very roomy. I would 100% stay here again. Host was on top of everything!! "

AED 3,225 total

includes taxes & fees

20 May - 21 May

"The house was perfect for our group of couples and young kids. Large bedrooms and beautiful property "

"Nice and cozy property. The host has been very responsive. "

"Our family had a wonderful experience and stay. "

AED 1,260 total

includes taxes & fees

1 May - 2 May

"Loved our stay at this adorable ranch home. Cute and comfy and clean. "

"We were taking our first family ski trip and were lucky to stay at this great house which is only 10 minutes from Butternut. Super convenient, very comfortable and the huge kitchen was a perfect place for our family to gather after a day on the slopes. We loved it and would happily return next year!"

"Celebrated a birthday with a group of old friends. Great location near Lee. Enjoyed the lake views. Fires inside and outside. Home is well decorated and clean."

Save an average of 15% on thousands of hotels when you're signed in

Other property types in Winsted

Beach nearby, sun loungers, beach towels

"Jeanne was wonderful to work with and very responsive when we booked our last minute get away. Location is ideal - we brought our kayaks and very easy launching area. Would definitely not hesitate to come back to the same spot. Thanks for sharing your home with us. "