Search Vacation Homes in Winchester

"We were looking for the perfect place to stay during our week in hunt country- convenient to the farm where we kept our horses and the restaurants in Middleburg. This exceeded our expectations. This house has been lovingly restored and is beautifully decorated. Its cozy, traditional vibe meshes perfectly with its modern updates. There are thoughtful touches everywhere- from a large selection of coffees, to the working fireplace, and many more. The beds and bedding are super comfortable. We...

"The home was in excellent condition, clean, beautiful and overall lovely. Close to Middleburg, a delightful small town. We felt like we were in the country, but close to everything we wanted to do."

"Harper’s Ferry is amazing and the property is in the heart of it. Walk to the historical sites or Trail store. Park and ride is less than 5 mins to catch train to DC. Home has a modernized restoration with beautiful aesthetics inside. Large deck with smokeless firepit. Back yard is gated for pups. Many thoughtful amenities. Professionally clean. Nice owners. 10/10"

"Gorgeous view, clean property, everything you need. Remote location with an easy drive to town and hiking. Great Cacapon State Park is close and worth the visit. "

"Beautiful location if you like alone time in the mountains."

"Our family of four enjoyed a last minute weekend here. The property is in the most amazing location - just secluded enough. The check in process and everything about our stay was seamless. We’d love to come again. "

"This property was absolutely wonderful in every way--views, furnishings, hot tub, deck, porches. We were able to start relaxing immediately as we soaked in the mountaintop vistas, hot tub, and mountain trail. Well stocked and very comfortable! John our host was very responsive to any questions we had."

"Great year round location. Owners are nearby if issues occur. HIGHLY RECOMMENDED. "

"This property could not have been more quaint and peaceful. My husband, two dogs and I enjoyed the long weekend, walking the trails and taking in the history of Harper’s Ferry. I would highly recommend this property to anyone looking for a quiet getaway. The location could not be better for seeing the town on foot. The property was clean and so neatly appointed. Breathtaking views! "

"Nice little cabin in the woods. Close to town if you need anything. Kids had a wonderful time. We would go again!"

"The house was amazing, great views and a great layout that allowed for us to hang as a group or have some privacy. Very convenient to everything we wanted to do; Harper’s Ferry, Ziplining (or rafting based on time of year), and the Brewery that we went to on the last night felt like it was almost walking distance. Definitely recommend and would stay again in a heartbeat. "

"This location was a nice place to stay. Definitely quiet and off the beaten track. We generally stay closer in to Berkeley Springs, but decided this time to go further out of town. The place was very clean and the hot tub was very well maintained. The appliances, as expected, were dated but worked fine. The only potential downside was that there were two other properties right behind this one. In the spring or summer with the trees in full foliage it would be very private. In the late fall a...