Search Vacation Homes in Winchester

"This place is like a sanctuary in the mountains! The house is so cozy with a beautiful kitchen for cooking and the sauna was a great amenity. My kids absolutely loved the game room downstairs and the pool. The host was great and responsive. Don’t miss out on this place! "

"We had an enjoyable stay at the property, which was beautifully maintained. However, it's important to note that the owner resides in a separate house on the premises. While they are very friendly, their residence is in close proximity to the rental home. Additionally, the property has strict rules that must be adhered to, including maintaining quiet hours starting at 10 PM and limiting the number of cars in the driveway to eight. Unfortunately, our family incurred an additional charge of $350...

"We had a great time for our family of 13. Adults and grandkids. The house is stocked with everything you would need and more. Our host Dan was awesome and very accommodating. Will definitely stay here again!"

"Fantastic property, perfect for entertaining. Definitely met our expectations. The owners went above and beyond during our stay, from letting us check in early to coming out to the property when we had questions about the theater room. Would definitely stay again!"

"If you plan on going wine tasting, the house is in a great location. We had 9 people and a few did have to sleep on the couches & an air mattress that we brought, but overall it was great. Fire pit was a great addition! "

"This house is AMAZING!! great for groups of people.. so many rooms.. 2 kitchens, game room, wine vines on site, pool, hot tub and so much more.. highly recommend!! "

"We had a wonderful time, house was perfect for our needs and the host answered our questions very quickly. Highly recommend "

"Need I say more:)"

"The views were amazing. The stay was good- We found old food and drinks from the previous occupants to be the culprit of a smell. Pool equipment coming on at 5am was a little rough, and hearing an unknown male voice in the backyard (turned out to be pest control) was surprising. But host was quick to respond and attentive. "

"My daughter wanted to spend her 13th bday in a cabin that was within walking distance of town. Boy did this fit the bill! Very confidante home and the 13 year old girls loved the lift area. In the warmer weather, i can imagine the yard is so amazing and inviting for adventure but we're a bunch of babies so it was too cold for us to spend much time out. I would urge anyone wanting to stay at a place to check out the town to stay here! "

"This is our second time staying at this beautiful Casita. The minute you walk in you feel like you're home. It has everything you need. It is very clean and stocked very nicely. We met Steve, our host, what a very pleasant person. He made sure we had everything we needed. We will definitely be back. Thanks, Steve and Brenda"