Search Vacation Homes in Winchester

"Great family stay! Highly recommend "

"The views are beautiful and the house was the perfect size for a group of 7 friends. We had a great time!"

"A great place to host family for an event. House has remarkable space and property was great to hang out or for the kids to run around. Host was super responsive. "

"This is the first time I have ever seen Virginia so I booked this VRBO near all the things we wanted to do. Our stay was fantastic! Check in and check out was easy! We were able to communicate with the host who was so nice and very helpful! The house was clean, comfortable, and we didn’t want to leave at the end of our stay! I can’t say enough about the property and how peaceful it was. Our two German shepherds had the best time exploring and running through the creek with us! We enjoyed a cup...

"My husband, mother and I had a great stay at the Cottage on King. It’s tiny but we loved it. It’s beautifully decorated and you can’t get much better in terms of location. There were plenty of towels and other amenities to make for a comfortable stay. The beds and pillows were comfortable- not amazing but slept fairly well. You can hear the traffic but it didn’t bother us. "

"A home away from home! We had a fabulous stay - doing day hikes in the national park (Thornton Gap is an easy 30min drive) and spending family time cooking, playing games in the evenings. We appreciated all the nice details Diana arranged for our stay. So glad we chose this location! "

"We used this beautiful home for a history trip of DC landmarks and regional Civil War Battlefields. The location was great. The drive into DC averaged about an hour and 45 minutes in the mornings due to traffic, but all the other Civil War destinations were much less and the house is large and very well maintained. The family loved sitting in the hot tub each night after a long day of walking and had the extra pleasure of a herd of deer that greeted us each night next along side the driveway...

"We had such a wonderful time in this all accommodating, cozy, beautiful cabin! We caught trout in Paddy Creek that we brought back to the cabin and cooked for dinner. We hiked the trail behind the cabin through the national park. We relaxed!! A much needed getaway from the hustle and bustle!"

"Stayed with a group of women for Berkeley springs spa weekend. We had a wonderful weekend, close to town and far enough away to enjoy the evening woods. The house was on a long dirt road, such a peaceful place and beautiful outdoor area with hot tub. Such a great place. "

"This is our third year staying in this house and we love it. The company accommodates our requests and is quick to respond if we need anything. The house itself is laid out perfectly for what we need with lots of rooms for both kids and adults. "

"Home was great and clean! Matt communicated well and was quick to respond to any questions. Loved being close by to historic Harper’s Ferry! Had a wonderful time at Antietam. Had numerous deer sightings close to the property in the evenings. Would definitely stay here again! A"