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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Upperville cottages

Terrace/patio

"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal

"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal
Front Royal
10.0 out of 10, Exceptional, (5 reviews)
"My family and I had a wonderful stay! The property and surrounding views are beautiful. The house was very clean and the host was very responsive when I had a question or two to ask. I highly recommend staying here!"
United States
Jay L.
The price is HK$828
HK$2,785 total
includes taxes & fees
18 Feb - 19 Feb
"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal
Exterior

Lake View Retreat - Cottage Near a Peaceful Lake!

Lake View Retreat - Cottage Near a Peaceful Lake!
Harpers Ferry
9.6 out of 10, Exceptional, (22 reviews)
"The house was clean, had plenty of rooms and a fantastic location. "
United States
Bryan N.
The price is HK$782
HK$2,810 total
includes taxes & fees
17 Feb - 18 Feb
Lake View Retreat - Cottage Near a Peaceful Lake!
Outdoor dining

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (24 reviews)
"Lovely views, very spacious, well appointed in terms of kitchen."
United States
sharyn m.
The price is HK$782
HK$3,419 total
includes taxes & fees
12 Feb - 13 Feb
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Exterior

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$1,290
HK$1,914 total
includes taxes & fees
1 Mar - 2 Mar
Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Exterior

Wild Hare Cottage

Wild Hare Cottage
Purcellville
10.0 out of 10, Exceptional, (12 reviews)
"Loved everything about this location and home - very quiet and charming. Very clean and felt like home. Will definitely visit again!"
United States
Anonymous traveller
The price is HK$985
HK$1,720 total
includes taxes & fees
18 Feb - 19 Feb
Wild Hare Cottage
Terrace/patio

Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
10.0 out of 10, Exceptional, (32 reviews)
"Great location. Beautiful scenery. House was clean."
United States
Brandon H.
The price is HK$782
HK$2,846 total
includes taxes & fees
19 Feb - 20 Feb
Peaceful Lakefront Cottage with Mountain Views!
Outdoor spa tub

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, (20 reviews)
"Great view, very secluded"
United States
Matt s.
The price is HK$782
HK$2,949 total
includes taxes & fees
16 Feb - 17 Feb
Cottage w/ Hot Tub and 100-Mile Valley Views!
Interior

'thomson Farm' Classic Home < 10 Mi to Vineyards!

'thomson Farm' Classic Home < 10 Mi to Vineyards!
3.0 star property
Leesburg
The price is HK$8,488
HK$14,281 total
includes taxes & fees
15 Feb - 16 Feb
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Exterior

Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs

Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
Harpers Ferry
9.6 out of 10, Exceptional, (10 reviews)
"We had a great stay "
United States
Lauren O.
The price is HK$903
HK$4,179 total
includes taxes & fees
19 Feb - 20 Feb
Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
Exterior

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, (24 reviews)
"I highly recommend this cabin stay! It has absolutely everything you could need. Super clean and in a great area. Will definitely stay again if we get the chance."
United States
Claudia F.
The price is HK$782
HK$2,670 total
includes taxes & fees
12 Feb - 13 Feb
Woodsy Retreat with a Hot Tub and Seasonal Views!
Property grounds

The Vue - Mountain Top hot tub overlooking the Shenandoah River

The Vue - Mountain Top hot tub overlooking the Shenandoah River
Front Royal
10.0 out of 10, Exceptional, (15 reviews)
"We had a phenomenal stay! The view was absolutely breathtaking, and the house was well-kept and comfortable. We’re already talking about our next trip!"
United States
Dan P.
The price is HK$1,246
HK$3,298 total
includes taxes & fees
25 Feb - 26 Feb
The Vue - Mountain Top hot tub overlooking the Shenandoah River
Terrace/patio

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

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
9.6 out of 10, Exceptional, (10 reviews)
"Great stay with great accommodations such as the pool and hot tub. Very close to many good wineries, breweries, and restaurants including ones in Leesburg. "
United States
Evan G.
The price is HK$1,758
HK$3,065 total
includes taxes & fees
16 Feb - 17 Feb
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Interior

Royal Heritage Home @ Historic Leesburg

Royal Heritage Home @ Historic Leesburg
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (39 reviews)
"Great location, would stay again."
United States
Eric D S.
The price is HK$1,677
HK$3,690 total
includes taxes & fees
19 Feb - 20 Feb
Royal Heritage Home @ Historic Leesburg
Exterior

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (55 reviews)
"Loved out stay! "
United States
Emilee
The price is HK$2,149
HK$3,103 total
includes taxes & fees
12 Feb - 13 Feb
18th Century Stone Cottage minutes from historic Middleburg
Outdoor spa tub

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Front Royal
9.8 out of 10, Exceptional, (14 reviews)
"Excellent place to stay. Shelly is an excellent host. Nice location "
United States
Lisa H.
The price is HK$2,540
HK$3,706 total
includes taxes & fees
1 Mar - 2 Mar
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
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

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Staff was very courteous and friendly throught our entire stay! Everything was updated and very clean. Kids LOVED the pool and breakfast."
Alden 1-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Winchester

Find out more about Upperville

Upperville Cottages information

Number of reviews
277
Accommodation
90 Cottages
Lowest Price
HK$1,720
Highest Price
HK$14,281

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