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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Upperville vacation homes

Terrace/patio

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (26 reviews)
"We had a wonderful time and the amenities were perfect!"
United States
Douglas S.
The price is ￥21,593
￥35,250 total
includes taxes & fees
Jun 15 - Jun 16
Mountain View Bungalow in Front Royal
Outdoor dining

Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Harpers Ferry
9.6 out of 10, Exceptional, (5 reviews)
The price is ￥11,516
￥46,091 total
includes taxes & fees
Jun 9 - Jun 10
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Terrace/patio

Huckleberry Hills | Hot Tub & Fire Pit & Dogs

Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Harpers Ferry
9.8 out of 10, Exceptional, (11 reviews)
"We had a great stay "
United States
Lauren O.
The price is ￥18,394
￥68,653 total
includes taxes & fees
Jun 15 - Jun 16
Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Fridge, oven, stovetop, dishwasher

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Harpers Ferry
The price is ￥26,270
￥53,378 total
includes taxes & fees
Jun 11 - Jun 12
Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Fridge, microwave, oven, stovetop

super cosy cottage with high speed internet!

super cosy cottage with high speed internet!
Middleburg
9.4 out of 10, Exceptional, (14 reviews)
"Lovely setting in horse country with nice amenities "
United States
Christopher v.
The price is ￥27,991
￥51,785 total
includes taxes & fees
Jun 8 - Jun 9
super cosy cottage with high speed internet!
Property grounds

4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline

4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
Harpers Ferry
9.6 out of 10, Exceptional, (4 reviews)
"House was beautiful and fully equipped for our stay. The host was very communicative and we really enjoyed our time here. If in the area again would definitely stay here. "
United States
Maeve K.
The price is ￥18,394
￥69,217 total
includes taxes & fees
Jun 9 - Jun 10
4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
Smart TV, fireplace

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Harpers Ferry
10.0 out of 10, Exceptional, (7 reviews)
"Welcoming host, great place!"
United States
Amanda M.
The price is ￥21,248
￥59,582 total
includes taxes & fees
Jun 14 - Jun 15
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Living area

Still Meadow Farm

Still Meadow Farm
Purcellville
10.0 out of 10, Exceptional, (2 reviews)
"Still Meadow is a beautiful place to stay, super clean, We would definitely recommend. Host was responsive and accommodating."
United States
Jodie J.
The price is ￥117,563
￥213,056 total
includes taxes & fees
Jun 10 - Jun 11
Still Meadow Farm
Interior

Bluemont home just minutes to wineries, breweries, hiking and more!

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
The price is ￥22,713
￥59,262 total
includes taxes & fees
Jun 9 - Jun 10
Bluemont home just minutes to wineries, breweries, hiking and more!
Property grounds

Terra Alta - Incredible River Views and Hot Tub!

Terra Alta - Incredible River Views and Hot Tub!
Charles Town
9.6 out of 10, Exceptional, (70 reviews)
"Nice quiet view, able to sit on deck for hours and talk. Close to restaurants, and stores. Had a great stay."
United States
Paul M.
The price is ￥35,669
￥93,205 total
includes taxes & fees
Jun 21 - Jun 22
Terra Alta - Incredible River Views and Hot Tub!
Interior

Stone Cabin on Valley View: Fire Pit + Hot Tub

Stone Cabin on Valley View: Fire Pit + Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful scenery! Beautiful home! Wonderful hosts!"
United States
Brian S.
The price is ￥24,632
￥59,348 total
includes taxes & fees
Jun 9 - Jun 10
Stone Cabin on Valley View: Fire Pit + Hot Tub
Fridge, microwave, oven, stovetop

Quaint Royal Cottage @ Historic Leesburg

Quaint Royal Cottage @ Historic Leesburg
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (12 reviews)
"Great location in a great town!"
United States
Gigi D.
Quaint Royal Cottage @ Historic Leesburg
Outdoor dining

Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge

Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
Shannondale
10.0 out of 10, Exceptional, (3 reviews)
"My family and ai had an amazing stay at Deb and Alex’s rental in WV! It was easy to check-in, very clean, and had convenient amenities! Would definitely consider staying with them again!"
United States
Anonymous traveler
The price is ￥46,098
￥88,987 total
includes taxes & fees
Jun 8 - Jun 9
Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
Outdoor dining

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets
Harpers Ferry
10.0 out of 10, Exceptional, (27 reviews)
"Host was helpful and everything was wonderful."
United States
Karen
The price is ￥27,351
￥69,629 total
includes taxes & fees
Jun 17 - Jun 18
Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets
Smart TV, fireplace, DVD player, books

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Harpers Ferry
9.6 out of 10, Exceptional, (107 reviews)
"The house was beyond expectations."
United States
Eddie J.
The price is ￥20,346
￥66,405 total
includes taxes & fees
Jun 15 - Jun 16
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Property grounds

Newly renovated Farm cottage with Mountain views

Newly renovated Farm cottage with Mountain views
Strasburg
10.0 out of 10, Exceptional, (43 reviews)
"Beautiful place; very friendly hosts. We enjoyed our stay very much! We will visit again! "
United States
Shannon H.
The price is ￥23,033
￥48,516 total
includes taxes & fees
Jun 7 - Jun 8
Newly renovated Farm cottage with Mountain views
3 bedrooms, desk, iron/ironing board, travel crib

Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV

Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
Harpers Ferry
10.0 out of 10, Exceptional, (12 reviews)
"Perfect place to spend a few nights with our two dogs. Very clean, great amenities, and beautifully decorated. Highly recommend!! "
United States
Megan L.
Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
Property grounds

The Blue Jay | New House in the Woods w/ Hot Tub

The Blue Jay | New House in the Woods w/ Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (2 reviews)
"Great place. Very well stocked house everything you need Great response from host. Very nice place. Road is a little rough as explained in listing "
United States
Brett D.
The price is ￥15,995
￥59,082 total
includes taxes & fees
Jun 17 - Jun 18
The Blue Jay | New House in the Woods w/ Hot Tub
Exterior

Buckskin Manor - Historic, Pool, 66 Acre Vineyard

Buckskin Manor - Historic, Pool, 66 Acre Vineyard
Purcellville
9.0 out of 10, Wonderful, (23 reviews)
"Beautiful home on absolutely magnificent propertyTastefully decorated with lovely pieces of furniture and whimsical touchesLots of different areas for eating, reading and relaxingThe pool was fantasticGreat choice for a memorable family vacation! "
United States
Chana T.
The price is ￥43,826
￥173,021 total
includes taxes & fees
Jun 10 - Jun 11
Buckskin Manor - Historic, Pool, 66 Acre Vineyard
Interior

A peaceful, forest retreat with stunning views near historic Harpers Ferry.

A peaceful, forest retreat with stunning views near historic Harpers Ferry.
Harpers Ferry
9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay!! Very happy with the accommodations "
United States
Amanda E.
The price is ￥30,087
￥63,721 total
includes taxes & fees
Jun 8 - Jun 9
A peaceful, forest retreat with stunning views near historic Harpers Ferry.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Upperville Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Charming."
gregg 1-night trip
Posted 2 hours ago
The George Washington Hotel, A Wyndham Grand Hotel

Find out more about Upperville

Upperville Vacation Homes information

Number of reviews
366
Accommodation
239 Vacation Homes
Lowest Price
￥35,250
Highest Price
￥212,990