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Historic spacious home in the heart of Upperville, VA

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your current months are January, 2025 and February, 2025.
January 2025
February 2025

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

Outdoor dining
Smart TV, fireplace
Interior
4 bedrooms, iron/ironing board, travel crib, WiFi
Fridge, microwave, oven, stovetop

Reviews

10 out of 10

Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 10

Popular amenities

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

Explore the area

Map
Upperville, VA
  • Upperville Park
    8 min walk
  • RdV Vineyards
    10 min drive
  • Sky Meadows State Park
    11 min drive
  • Winchester, VA (WGO-Winchester Regional)
    26 min drive

Room options

About the neighborhood

Upperville

Located in Upperville, this vacation home is a 1-minute drive from Upperville Park and 8 minutes from Paris Barns. .This vacation home is 3.4 mi (5.5 km) from Sky Meadows State Park and 5 mi (8.1 km) from RdV Vineyards.
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What's nearby

  • Upperville Park - 8 min walk
  • Sky Meadows State Park - 11 min drive
  • Delaplane Cellars - 13 min drive
  • Bluemont Vineyard - 25 min drive
  • Stone Tower Winery - 36 min drive

Getting around

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

Restaurants

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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."
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a Smart TV. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Conveniences include a microwave and a coffee/tea maker.
Take in the views from a garden and make use of amenities such as barbecue grills.
Guests will find features like onsite parking.

Property manager

Jennifer Clinton

Languages

English

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

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

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

Suitability/Accessibility

  • Smoke-free property

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

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

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

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

Historic spacious home in the heart of Upperville, VA Reviews

Reviews

10

Exceptional

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

Reviews

10/10 Excellent

Somerset G.

Liked: Cleanliness
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
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