Upperville Chalets

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Our total price for your stay includes taxes and fees

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Chalets in Upperville

Relax in a serene outdoor seating area surrounded by a lush hillside and a well-manicured lawn.

"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."

Enjoy cooking in this well-equipped kitchen with a large island, stainless steel sink, and modern appliances.

"We came for a two-night getaway and loved our stay. The cabin is clean, quiet, quaint, and well-appointed. We particularly enjoyed the hot tub!"

$333 nightly

Aug 25 - Aug 26

Total includes taxes and fees

Enjoy cooking in this fully equipped kitchen with stainless steel appliances, oven, and dishwasher.

"My group of friends enjoyed our stay at the cabin after a day of light hiking and visiting nearby Harper's Ferry. The property manager/owner was great with communicating to make sure we were checked in and very quick at answering a question we had. I would stay again when visiting the area. "

$472 nightly

Sep 3 - Sep 4

Total includes taxes and fees

"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!"

$288 nightly

Sep 2 - Sep 3

Total includes taxes and fees

Enjoy a romantic dinner on the balcony with a scenic view of rolling hills.

"Really enjoyed our stay and all the little touches - like labeled drawers and clear instructions. Very comfortable beds, pillows, and all the amenities you could want. Perfect for an uninterrupted girls weekend getaway."

Experience the warmth of a rustic retreat with a stone fireplace and elevated views from the balcony.

"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!"