House in Upperville, VA
11 guests · 5 bedrooms · 3 baths
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Guests love it hereGuests give this property a top rating
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About this house rental
The Stone house in Upperville, Virginia is a new listing, and a wonderful blend of old stone walls and exposed beams - and modern touches of comfort for today’s living. Perfect for family gatherings and exploring the surrounding countryside, the stone house offers the perfect location to explore wineries, equestrian events and local history!
Built in 1734 and the oldest in the area, the Stone House is said to have been a tavern for travelers (one can still sometimes hear the clop clop of 4-in hand coaches going by), as well as having changed hands multiple times as battlefield headquarters during the Civil War. A truly bi-partisan house! Historic markers across the road and ¼ mile up Trapp road designate the battle of Upperville – soldiers camped in the adjacent creek area near the remains of the Mill.
But it's not just about battles! For the horse enthusiast, the well known Upperville show grounds are within a mile of the Stone House, and home to the Spring and Fall Steeplechase races in addition to the horse shows; Great Meadow is 25 minutes away and has polo every weekend as well as the Gold Cup and varied field events. Rocket launch club anybody? Hiking at nearby Sky Meadow provides amazing views of the valley and the Appalachian trail is also within easy reach. River rafting in Harpers Ferry, and if you like working mills and tiny towns with great lunches and antiques, the village of Millwood is 20 minutes away. Pick your own veggies and fruit areas are plentiful in the area, as are wineries (two within 3 miles and dozens in the area).
So much to see and learn!
Restaurants in Upperville and nearby Middleburg are bustling, but if you prefer local farm to table, The Market at Bluewater Kitchen in the village will stock your fridge on your arrival day and deliver prepared meals if you prefer. Hunter's Head Tavern in the village also offers farm to table meals in a historic setting.
Churches are plentiful in Upperville - Trinity Church in the village was a gift to the Parish by Mr and Mrs Paul Mellon, and is beautiful and welcoming to all visitors. There are two Baptist churches, one in the village and Mt. Pisgah on nearby Delaplane road, and Upperville United Methodist Church. So many churches for a tiny village.
The Stone House is adjacent to The Mill House, listing #1312169.
Built in 1734 and the oldest in the area, the Stone House is said to have been a tavern for travelers (one can still sometimes hear the clop clop of 4-in hand coaches going by), as well as having changed hands multiple times as battlefield headquarters during the Civil War. A truly bi-partisan house! Historic markers across the road and ¼ mile up Trapp road designate the battle of Upperville – soldiers camped in the adjacent creek area near the remains of the Mill.
But it's not just about battles! For the horse enthusiast, the well known Upperville show grounds are within a mile of the Stone House, and home to the Spring and Fall Steeplechase races in addition to the horse shows; Great Meadow is 25 minutes away and has polo every weekend as well as the Gold Cup and varied field events. Rocket launch club anybody? Hiking at nearby Sky Meadow provides amazing views of the valley and the Appalachian trail is also within easy reach. River rafting in Harpers Ferry, and if you like working mills and tiny towns with great lunches and antiques, the village of Millwood is 20 minutes away. Pick your own veggies and fruit areas are plentiful in the area, as are wineries (two within 3 miles and dozens in the area).
So much to see and learn!
Restaurants in Upperville and nearby Middleburg are bustling, but if you prefer local farm to table, The Market at Bluewater Kitchen in the village will stock your fridge on your arrival day and deliver prepared meals if you prefer. Hunter's Head Tavern in the village also offers farm to table meals in a historic setting.
Churches are plentiful in Upperville - Trinity Church in the village was a gift to the Parish by Mr and Mrs Paul Mellon, and is beautiful and welcoming to all visitors. There are two Baptist churches, one in the village and Mt. Pisgah on nearby Delaplane road, and Upperville United Methodist Church. So many churches for a tiny village.
The Stone House is adjacent to The Mill House, listing #1312169.
Amenities at Historic house in Upperville! Wineries, equestrian events, great location!
Non-smoking
No pets allowed
Family friendly
Map of Upperville, VA
Ratings and reviews
10 / 10Outstanding·Nov 2025
Beautiful home with lots to do in surrounding areas. Host was very responsive and communicative
10 / 10Outstanding·Nov 2025
Beautiful house, fabulous location, wonderful gathering places, clean and comfortable! Would highly recommend!
10 / 10Outstanding·Oct 2025
My childhood girlfriends and I were overdue for some quality time together and wanted to stay in a comfortable home with access to wineries, hiking and restaurants. We had a wonderful stay. The home was clean, comfortable and absolutely charming. The kitchen had everything we needed and communication and recommendations from the owner, Constance, were plentiful. We were close to many attractions and had the perfect weekend. I would highly recommend her home for a calm and cozy visit.
10 / 10Outstanding·Oct 2025
Amazing house! We had a great stay. The house is fully stocked with everything you could possibly need.
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Top rated by guests
10Outstanding
(36 Ratings)
"Beautiful home with lots to do in surrounding areas. Host was very responsive and communicative"
Abigail M.Don't miss out! Price and availability may change
