Entire home
Historic spacious home in the heart of Upperville, VA
Holiday home in Upperville with kitchen and fireplace
Photo gallery for Historic spacious home in the heart of Upperville, VA





Reviews
10 out of 10
Exceptional
4 bedrooms 3+ bathrooms Sleeps 10
Popular amenities
Explore the area
Upperville, VA
- Place, Upperville Park11 min walk
- Place, Sky Meadows State Park18 min drive
- Place, Bluemont Vineyard31 min drive
- Airport, Washington, DC (IAD-Washington Dulles Intl.)53 min drive
Rooms & beds
4 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Double Beds
Bedroom 4
1 Single Bed and 1 Double Sofa Bed
3 bathrooms, 1 half bathroom
Bathroom 1
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer
Bathroom 3
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 4
Soap · Towels provided · Bathtub
Spaces
Kitchen
Outdoor play area
Garden
About this property
Historic spacious home in the heart of Upperville, VA
The Upperville Academy, once a school for boys before the Civil War, is a beautiful, historic home in the heart of Upperville. Built in c1800, this 4000 SF home was recently renovated, preserving the charm of the period, with lots of modern amenities and careful appointments. It is an ideal place for gatherings with close family and friends. The garden is exquisite with 2.5 acres of natural and manicured beauty. The house is full of light, charm and history.
Recent reviews include:
"Our family enjoyed staying at this lovely home in a historic town. There was plenty of room for us to spread out and relax. The house is dog friendly with a fenced-in garden It is absolutely beautiful. The wineries in the area are a fun afternoon diversion and we also picked fruit at a nearby farm."
Another guest wrote:
"This was the most beautiful rental I have stayed at, and also one of the most functional in terms of dishes and having furniture. You can tell the host loves this property. It's an old house that's been very thoughtfully maintained, expanded and furnished. It was the perfect place for a team of bridesmaids to stay."
Recent reviews include:
"Our family enjoyed staying at this lovely home in a historic town. There was plenty of room for us to spread out and relax. The house is dog friendly with a fenced-in garden It is absolutely beautiful. The wineries in the area are a fun afternoon diversion and we also picked fruit at a nearby farm."
Another guest wrote:
"This was the most beautiful rental I have stayed at, and also one of the most functional in terms of dishes and having furniture. You can tell the host loves this property. It's an old house that's been very thoughtfully maintained, expanded and furnished. It was the perfect place for a team of bridesmaids to stay."
Add dates for prices
Amenities
Kitchen
Washing machine
Pet-friendly
Air conditioning
Outdoor space
Parking available
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Historic house in Upperville! Wineries, equestrian events, great location!
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- Washer
- Dryer
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10.0 out of 10, (25 reviews)
House Rules
Check in after 2:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
About the area
Upperville
Upperville is home to this holiday home. National Sporting Library & Museum and Museum of Hounds & Hunting North America are cultural highlights, and some of the area's activities can be experienced at RdV Vineyards and Delaplane Cellars. Ready for a night out? Consider Great Meadow and Barns of Rose Hill.
Upperville, VA
What's nearby
- Upperville Park - 11 min walk - 1.0 km
- Delaplane Cellars - 16 min drive - 15.6 km
- Sky Meadows State Park - 18 min drive - 5.9 km
- Glenwood Park - 21 min drive - 20.7 km
- Bluemont Vineyard - 31 min drive - 23.1 km
Getting around
Restaurants
- Hunter's Head Tavern - 2 min walk
- The Ashby Inn & Restaurant - 7 min drive
- Three Fox Vineyards & Brewery - 14 min drive
- RdV Vineyards - 11 min drive
- Delaplane Cellars - 14 min drive
Frequently asked questions
About the host
Hosted by Jennifer Clinton

Languages:
English
Premier Host
They consistently provide great experiences for their guests
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