Search the Best Cabins in Winchester

"This property is fairytale cute, so welcoming and relaxing. We had a beautiful stay in Vermont thanks to this location. And there were surprise puppies on site!!!!! Honestly this was the kind of trip that gives you confidence in vacation rentals. Clean, wonderfully decorated, off the beaten path a truly relaxing stay! Go outside at night!!!! We dont have stars like that in the city."

"What a beautiful clean cabin nestled next to a brook with lots of hiking paths to explore. Centrally located to several ski resorts. Matt was the most excellent host! I look forward to returning during other seasons!"

"The cabin has a well equipped kitchen, is lovingly maintained, with a nice fenced in grassy yard and hiking trails that connect straight to the property. It is very roomy and comfortably hosted 7 of us. Great view from the deck. Amazing view of the heavens with no light pollution at night."

"The house is peaceful because it is set back from the road. The size is perfect for family or friends to share together. The kitchen was well appointed with everything needed to make meals together. But also close to small food shops and farmers stands. We were able to take several nice day trips in both VT & MA. The hosts were gracious & very responsive to any questions. We miss the house already."

"Magical little place."

"The house was very clean and cozy. Nice and peaceful get away in a remote cabin with my wife and both of the dogs! They provided dog toys and a bed for our pups with additional treats, they were very happy about this! If you are looking for a quiet get away to slow down and reconnect with your family this is the place to be!"

"The cabin is very nice. It is in good shape. It is well decorated. It is very comfy, and it has everything you could possibly need. It is very close to the town of Wilmington, hiking trails, fishing, pond, lakes, and rivers. Sarah, the owner, was very responsive to any questions or needs. There’s a very nice eclectic restaurant in Wilmington that we really enjoyed called Jezebel. There is a high likelihood we would be coming back at some point in the future."

"Loved our stay. Great place to be rained in! :p"

"We wanted a very quiet, private house to celebrate Easter with my daughter. This was the perfect place.... This cabin sits on 250 acres of a private estate. The pond, hiking trails, a covered bridge, and an old stone structure just added to the appeal. Our chocolate Lab had a blast exploring. We drove only once to the grocery store for all our food supplies. The stores are a bit farther than expected. There is a large fully equipped kitchen to make all of our meals, including a prime rib...

"We loved staying here! In a very secluded area, giving you great privacy. We loved the hot tub! Nick was very responsive and even started the wood stove before we arrived. It’s the perfect spot for a quiet getaway! We would most definitely return!"

"We absolutely loved the privacy and seclusion of the property. Everything was clean and tidy, minus some trash that was left around the firepit, presumably from a previous guest, that we cleaned up. The kitchen was well stocked with cooking tools and the bathroom was just big enough. Guests should take note though that the shower was definitely a tight fit for my 6'1" husband and the furniture was also a struggle for him. One of the beds was only about 4 inches off the ground and the seating was...

"A beautiful house with plenty of room for 3 couples. A relaxing atmosphere, we all felt immediately at home. Cozy fireplace upstairs and a game room downstairs with ping pong table and video games. Great hot tub to enjoy on cool nights. Plenty of space to relax alone or as a group. The owner was super responsive with our questions and provided suggestions to make our stay more pleasant. A really great retreat to spend time with family! Looking forward to a return visit!"

"The three kids and I enjoyed our time."

"Our stay was beyond relaxing ~ the house is beautiful, the location perfect for the total VT experience. I’m not sure why but we had no cell service once we got to the house (may have been our carrier). A few things that sky run should be aware of: Majority of windows do not lock properly; basement slider is very hard to lock; turned on convection oven - very strong gas smell/no smell with bake cycle; full bathroom w/shower only- shower door hard to close, when closed screws holding frame to...

"Perfect little cabin in the woods. You feel a million miles away from the hustle and bustle of a busy town yet you’re right around to corner to a lot of conveniences. Love it."

"Wonderful place it’s are 3rd time staying there an you can’t beat the location, pond view or the nature surrounding you. An a very fast response. I will be staying agsin!"

"Awesome cabin, fireplace was amazing. Spacious open and a great place to spend time and relax"

"Charming house with everything we needed!"