A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Upperville cottages

A stone house with a chimney, surrounded by a well-maintained lawn and trees.

1. 18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (66 reviews)
"A quaint cottage in a beautiful location!"
United States
Mary H.
The price is HK$2,157
HK$2,929 total
includes taxes & fees
30 Sept - 1 Oct
18th Century Stone Cottage minutes from historic Middleburg
A hot tub on an outdoor deck with a view of trees and hills.

2. Mountain View Cottage | Hot Tub & Game Room

Mountain View Cottage | Hot Tub & Game Room
Front Royal
9.8 out of 10, Exceptional, (17 reviews)
"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"
United States
Katia R.
The price is HK$2,612
HK$5,286 total
includes taxes & fees
29 Sept - 30 Sept
Mountain View Cottage | Hot Tub & Game Room
A modern building with large windows, a deck, and a stone wall.

3. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (28 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is HK$1,388
HK$3,330 total
includes taxes & fees
4 Oct - 5 Oct
Woodsy Retreat with a Hot Tub and Seasonal Views!
A covered outdoor area with a fire pit, seating, and a view of the landscape.

4. Mountain View Cottage with Hot Tub and River Views

Mountain View Cottage with Hot Tub and River Views
Front Royal
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay and certainly return. Our group was 2 couples and 2 children.Everyone had enough space to be comfortable. The view is beautiful so we enjoyed our time at the house. While in the area, we visited Skyline Caverns and the Shenandoah River. I did have a challenging time getting Door Dash to the house. After 30 minutes of seeing the driver in the neighborhood we got in the car to track down the driver. Her cell service was poor so we were unable to communicate. If I ordered...
United States
MaryBeth C.
The price is HK$2,604
HK$5,278 total
includes taxes & fees
30 Sept - 1 Oct
Mountain View Cottage with Hot Tub and River Views
A covered outdoor area with a fire pit, seating, and a view of the landscape.

5. Mountaintop Cottage | Private Hot Tub

Mountaintop Cottage | Private Hot Tub
Front Royal
9.8 out of 10, Exceptional, (27 reviews)
"Excellent location and amazing reviews. Would definitely plan to arrive while it’s light out for the first time as the road does get a little rough at the top but we did all make it in 2WD vehicles"
United States
Sara Z.
The price is HK$2,918
HK$5,139 total
includes taxes & fees
30 Sept - 1 Oct
Mountaintop Cottage | Private Hot Tub
A covered deck with a table and chairs, overlooking a river and autumn foliage.

6. Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (28 reviews)
"With bedrooms and sitting rooms on 3 floors, our 3-generation family enjoyed having space to gather together as well as space for time apart. The decks allowed for additional places to enjoy the beautiful surroundings. Lake access was great for swimming and kayaking."
United States
Lindy K.
The price is HK$1,177
HK$3,757 total
includes taxes & fees
30 Sept - 1 Oct
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
A hot tub with a view of a forested landscape during sunset.

7. Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (27 reviews)
"The property was so nice with a beautiful view. We had a great time! Highly recommend this property."
United States
Anonymous traveller
The price is HK$1,067
HK$3,182 total
includes taxes & fees
12 Oct - 13 Oct
Cottage w/ Hot Tub and 100-Mile Valley Views!
A hot tub under a wooden pergola with a grassy yard and trees in the background.

8. Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi

Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
Boyce
9.6 out of 10, Exceptional, (39 reviews)
"Well equipped kitchen in a lovely 1950s house. This was perfect for our Team retreat."
United States
Felice N.
Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
A hot tub on a deck with a view of a lake and forest.

9. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (41 reviews)
"Clean house. Host was able to accessible. Hot tub worked and clean. Kitchen had everything we needed. Great place to stay and relax"
United States
Lisa h.
The price is HK$2,079
HK$4,776 total
includes taxes & fees
8 Oct - 9 Oct
Peaceful Lakefront Cottage with Mountain Views!
A single-story house with a porch, a stone pathway leading to the entrance, and a clear sky.

10. Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Front Royal
9.6 out of 10, Exceptional, (17 reviews)
"Nice place, comfortable bed. Close to hiking in the area."
United States
Jake M.
The price is HK$1,165
HK$1,718 total
includes taxes & fees
29 Sept - 30 Sept
Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
A covered outdoor area with a hot tub, wooden benches, and a view of a snowy landscape with trees and a fence.

11. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
10.0 out of 10, Exceptional, (26 reviews)
"Very relaxing stay! Clean hot tub!! "
United States
Mara H.
The price is HK$1,765
HK$2,915 total
includes taxes & fees
28 Sept - 29 Sept
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
A hot tub area with a view of a lake and trees, surrounded by ornate black metal railings and decorative lanterns.

12. Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Front Royal
9.8 out of 10, Exceptional, (16 reviews)
"Unique and adorable little place on the river. Perfectly clean and comfortable. We would definitely book again!"
United States
Hailey
The price is HK$2,294
HK$3,226 total
includes taxes & fees
29 Sept - 30 Sept
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
A two-story house with a porch and a front door.

13. Renovated 3B/3B Home | Downtown | Private Fire Pit

Renovated 3B/3B Home | Downtown | Private Fire Pit
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (42 reviews)
"Great location, would stay again."
United States
Eric D S.
Renovated 3B/3B Home | Downtown | Private Fire Pit
A stone house with a white picket fence, a front porch, and potted plants.

14. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
3.0 star property
Leesburg's Old and Historic District
The price is HK$3,193
HK$5,327 total
includes taxes & fees
22 Oct - 23 Oct
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
A stone house with a white picket fence, a front porch, and potted plants.

15. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (6 reviews)
"Great location to town of leesburg and can walk to restaurants and shops. Big kitchen and nice outdoor space. "
United States
Corky F.
The price is HK$2,667
HK$5,097 total
includes taxes & fees
22 Oct - 23 Oct
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
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

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

10/10 Excellent
"Thanks"
Michelle 1-night trip
Posted 16 hours ago
Clarion Inn Harpers Ferry - Charles Town

Find out more about Upperville

Upperville Cottages information

Number of reviews
244
Accommodation
101 Cottages
Lowest Price
HK$1,718
Highest Price
HK$5,327

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