Entire home

Historic spacious home in the heart of Upperville, VA

Photo gallery for Historic spacious home in the heart of Upperville, VA

Exterior
Outdoor dining
Terrace/patio
Outdoor dining
Property grounds

Reviews

10 out of 10

Exceptional

4 bedrooms3+ bathroomsSleeps 10

Popular amenities

  • Parking available
    Parking available
  • Washer
    Washer
  • Barbecue grill
    Barbecue grill
  • Pet-friendly
    Pet-friendly
  • Kitchen
    Kitchen
  • Air conditioning
    Air conditioning

Explore the area

Map
Upperville, VA
  • Upperville Park
    8 min walk
  • Sky Meadows State Park
    11 min drive
  • Delaplane Cellars
    13 min drive
  • Winchester, VA (WGO-Winchester Regional)
    26 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."

Property manager

Jennifer Clinton

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Pet-friendly
Air conditioning
Outdoor space
Parking available

Similar properties

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. Paris Barns and Great Country Farms are also worth visiting.
Map
Upperville, VA

What's nearby

  • Upperville Park - 8 min walk
  • Sky Meadows State Park - 11 min drive
  • Delaplane Cellars - 13 min drive
  • Greenhill Winery & Vineyards - 17 min drive
  • Bluemont Vineyard - 25 min drive

Getting around

  • Washington Dulles International Airport (IAD) - 51 min drive

Restaurants

  • ‪Hunter's Head Tavern - ‬2 min walk
  • ‪Three Fox Vineyards - ‬14 min drive
  • ‪Bluewater Kitchen - ‬3 min walk
  • ‪RdV Vineyards - ‬11 min drive
  • ‪The Ashby Restaurant - ‬7 min drive

Frequently asked questions

Is Historic spacious home in the heart of Upperville, VA pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

What time is check-in at Historic spacious home in the heart of Upperville, VA ?

Check-in begins at 2:00 PM.

What time is check-out at Historic spacious home in the heart of Upperville, VA ?

Checkout is at 11:00 AM.

Where is Historic spacious home in the heart of Upperville, VA located?

Situated in Upperville, this holiday home is 0.4 mi (0.6 km) from Upperville Park and within 6 miles (10 km) of Sky Meadows State Park and Paris Barns. RdV Vineyards and PEC Holding are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 2 out of 2 reviews" "
Rating 8 - Good. 0 out of 2 reviews" "
Rating 6 - Okay. 0 out of 2 reviews" "
Rating 4 - Poor. 0 out of 2 reviews" "
Rating 2 - Terrible. 0 out of 2 reviews" "

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Somerset G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A wonderful house
We loved staying here, by far our favorite part was the gardens. We sat outside as much as we could and it made the whole setting so lovely. A well appointed kitchen and nice linens made our stay so comfortable. Our kids found soccer balls and things to play with. I can't recommend it enough for a big family group!
Stayed 3 nights in Jul 2024

10/10 Excellent

Vonda F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful place
This place was beautiful, spacious and immaculate. It was a very relaxing stay. I would certainly recommend this place.
Stayed 2 nights in May 2024

About the host

Hosted by Jennifer Clinton

Host profile image

Languages:

English
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