Entire home

Historic spacious home in the heart of Upperville, VA

Vacation home in Upperville with kitchen and fireplace

4 bedrooms, iron/ironing board, travel crib, WiFi

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.

Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 10

Popular amenities

Parking available
Washer
Fireplace
Kitchen
Barbecue grill
Pet friendly

Add dates for prices

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."

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

Kitchen
Washer
Dryer
Pet friendly

Hot Tub
Kitchen
Washer
Dryer

$574 nightly

Oct 1 - Oct 2

Total with taxes and fees

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

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. Ready for a night out? Consider Great Meadow and Barns of Rose Hill.

Visit our Upperville travel guide

View more Vacation Homes in Upperville

Upperville, VA

What's nearby

Upperville Park - 11 min walk - 0.6 miles
Delaplane Cellars - 16 min drive - 9.7 miles
Sky Meadows State Park - 18 min drive - 3.7 miles
Glenwood Park - 21 min drive - 12.9 miles
Bluemont Vineyard - 31 min drive - 14.4 miles

Getting around

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

Restaurants

‪Hunter's Head Tavern - ‬2 min walk
‪Three Fox Vineyards & Brewery - ‬14 min drive
‪The Ashby Inn & Restaurant - ‬7 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.

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).