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Compare 26 Cabin Rentals in Winchester with updated reviews, rates, and availability.

"Great place to stay with friends and family. Will be visiting again!"

Vernon Vacation Rental | 1BR | 1BA | 800 Sq Ft | 3 Steps Required

"We had another great stay for us at the Fiddler's rest. The cabin is beautifully set in a private stetting in the forest. The interior design is colorful and tasteful. The cabin could comfortable host or group of 4 people. The internet connection was great. We would be happy to visit again!"

Summer Vibes on a lake in a quiet Vermont Neighborhood

"Great house for groups or a big family. Lots of games/arcade/ping pong. Hot tub jazuzzi tub in the master bedroom were so nice to have.It was an investment, but was worth it to be able to have the whole family comfortably. "

"This cabin is so cozy and clean, had plenty of room for 4 guests, the wood burning stove and sauna were great amenities to have for a winter trip. The house has all the little things that you may have forgotten to bring such as towels, coffee, cleaning supplies, etc. Will definitely remember this stay while planning future trips! Just remember to take a vehicle that can handle Vermont snow!"

"We loved the “cabin in the sky”! It was as cozy as being at home. Super clean and comfortable. We absolutely loved it! "

Dover Vacation Rental | 4BR | 2BA | 2,500 Sq Ft | Stairs Required

"Great place for a weekend with friends and family. "

"Very nice, clean, and great area. We enjoyed it very much!"

SAR 1,021 total

includes taxes & fees

4 Feb - 5 Feb

Dummerston Vacation Rental | 2BR | 1BA | 850 Sq Ft | Steps Required

"Great little cabin, would definitely stay again!"

"Peaceful, beautiful property. Was a relaxing stay, had everything we needed. "

"This location and home was stunning in every way! If you are looking for a true Vermont feel this is the place for you! The home was exactly as described. Beautiful and rustic! Cozy and warm! Fully stocked as described and the coffee/hot cocoa bar was such a treat after being out in the cold. The decor in the home was so cool! The river was great view even in December! My partner and I got married in a small ceremony at the Scott Bridge which could be seen from a distance from the home! It was...

Jacksonville Vacation Rental | 3BR | 2BA | 2,000 Sq Ft | Stairs Required

"Perfect cabin with beautiful views."

"Great host"

"Love this property. We had everything we needed and then some. wasn't exactly sure as to where to put the trash as I don't have email on my phone , therefore I didn't receive the email about the trash and laundry until I got back home. I would rather have been able to text but everything worked out for us, and we had a wonderful, relaxing time."

"We enjoyed watching movies and games as well as local breweries. The property was very clean, comfortable, and had all the necessities for cooking. We hope to be back one day! "

"We love staying at maria’s place. She was very communicative and attentive to our stay there. The location is about 10 minutes from Putney Village, the Putney school, and The Greenwood School. Tons of room and we enjoyed hanging out on the back deck Watching the leaves turn and fall."

Wilmington Vacation Rental | 4BR | 3BA | Step-Free Entry | 2,662 Sq Ft

"This house was amazing. It was so warm and comfortable. The area was quiet and relaxing. It was very clean and the host was super responsive and helpful. Would highly recommend! "

"The folks are SUPER and made me feel very welome"

Wilmington Vacation Rental | 3BR | 2BA | 1,266 Sq Ft | Stairs Required

"Perfect cabin if you're looking to decompress and disconnect from every day hectic life. Cute cozy romantic little cabin, owner was on top with communication and accommodations overall an amazing experience."

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Other property types in Winchester

"Great place to stay with friends and family. Will be visiting again!"

Plenty of private open space to explore with the whole family!

"This place was just about perfect with excellent hosts that were easy to communicate to. My only ask would be to get shades to block the sun in the morning in the bedroom to the left of the upstairs bathroom. We did not use that bedroom because of this reason. That being said, we loved this place so much that we already booked again for next year. "