Skip to main content
Entire home

Historic spacious home in the heart of Upperville, VA

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

Property grounds - Historic spacious home in the heart of Upperville, VA (Upperville)
4 bedrooms, iron/ironing board, travel crib, WiFi - Historic spacious home in the heart of Upperville, VA (Upperville)
Terrace/patio - Historic spacious home in the heart of Upperville, VA (Upperville)
Smart TV, fireplace - Historic spacious home in the heart of Upperville, VA (Upperville)
Interior - Historic spacious home in the heart of Upperville, VA (Upperville)
Experience the charm of Upperville at The Upperville Academy, a beautifully restored historic home with 4000 SF of natural light and modern amenities. Enjoy gatherings with family and friends in the exquisite 2.5-acre garden or relax in this dog-friendly haven.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 10

Popular amenities

  • Kitchen
  • Washer
  • Pet friendly
  • Air conditioning
  • Outdoor Space
  • Parking available

Add dates for prices

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 amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 3.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total (up to 50 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Garden

Similar properties

Terrace/patio
SpringHill Suites by Marriott Gainesville Haymarket
Gainesville
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
9.4 out of 10, Exceptional, 355 reviews
The price is AED 731
AED 833 total
includes taxes & fees
31 May - 1 Jun
SpringHill Suites by Marriott Gainesville Haymarket
Compare similar properties

Policies

Check-in

Check-in time starts at 2:00 PM

Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Pets

Pets allowed

Service animals are welcome, and are exempt from fees

Welcoming dogs only

2 total (up to 50 lbs per pet)

Children and extra beds

Children are welcome

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the neighborhood

Upperville is home to this vacation 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 Bamboo Maze are also worth visiting. Visit our Upperville travel guide
View more Vacation Homes in Upperville
Map
Upperville, VA

What's nearby

  • Harpers Ferry National Historical Park
    Harpers Ferry National Historical Park
    50 min drive - 69.0 km
  • Reston Town Center Park in Autumn
    Reston Town Center
    52 min drive - 63.8 km
  • Upperville Park
    11 min walk - 1.0 km
  • Hollywood Casino at Charles Town Races
    49 min drive - 65.5 km
  • Fair Oaks Mall
    53 min drive - 57.0 km

Getting around

  • Washington Dulles Intl. Airport (IAD)
    51 min drive

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

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 50 lbs per pet.

How much is parking?

Onsite parking is available at the property.

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 ?

Check-out is at 11:00 AM.

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

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

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Historic spacious home in the heart of Upperville, VA Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10

Cleanliness

10

Location

Reviews

Verified

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
Verified

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
Verified

10/10 Excellent

Karuna P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house

We had a great stay!
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Ann P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was amazing! the host was super responsive and helpful! We would definitely stay here again!
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Jennifer H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Nov 2024