Search Chalets in Upperville from CA $224

"We had a nice stay at this location. The property managers were extremely quick to respond and helpful pointing out must visit locations while at the property."

"The house was very clean upon arrival. We enjoyed spending time in the hot tub and playing pool on a kid’s pool table. It was close the Harper’s Ferry. We also saw deer very close both days we were there, and we loved this!!"

"House was perfect for our needs! Clean, well equipped, nicely decorated, quiet. Hot tub was super clean and very relaxing! Close to Harper’s Ferry. Host was quick to respond and checked in on us by text. "

"We loved staying here. It’s 15 minutes from harpers ferry and very well maintained"

"I would recommend this property to anyone looking to visit Virginia wineries with friends, go hiking in the beautiful mountains, or just unwind. It is close to so many wineries, restaurants, hiking trails, and is a quiet spot to just relax. We will definitely be back!"

"This house was new, clean, well stocked in the kitchen and bathrooms with essentials which was very nice. . Quick responses with the owner when I had questions. Enjoyed our stay!!"

"Our family had a cozy weekend at the cabin. Tony was super helpful and a great host. Thank you for sharing your lovely property with us!"

"Everything I was looking for in a peaceful retreat from the city! Nothing better than Shenandoah living. The house was very well furnished, quiet, clean, spacious, and the bed provided one of my best sleeps in years!! Perfectly situated between Front Royal and Winchester. Both providing great food and shopping options. And throw a dart to find a winery or brewery; dozens in the area! "