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Our top choices for Upperville cottages
18th Century Stone Cottage minutes from historic Middleburg
18th Century Stone Cottage minutes from historic MiddleburgMiddleburg
10.0 out of 10, Exceptional, (62 reviews)
"Loved out stay! "
Emilee
$367 nightly
The price is $394
Jul 26 - Jul 27
Total with taxes and fees
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, (24 reviews)
"GREAT stay…loved the location, the hot tub, the amenities, and the host."
Domenic E.
$349 nightly
The price is $398
Aug 3 - Aug 4
Total with taxes and fees
Royal Heritage Home @ Historic Leesburg
Royal Heritage Home @ Historic LeesburgLeesburg's Old and Historic District
9.8 out of 10, Exceptional, (42 reviews)
"Great location, would stay again."
Eric D S.
$530 nightly
The price is $595
Jul 27 - Jul 28
Total with taxes and fees
The VUE | Mountaintop 4BR | Hot Tub & Views
The VUE | Mountaintop 4BR | Hot Tub & ViewsFront Royal
10.0 out of 10, Exceptional, (23 reviews)
"We had such a great experience staying at The Vue! The home was incredibly well cared for, and everything matched the listing perfectly which made planning our trip so much easier. Check-in was smooth and stress-free, and the host did a fantastic job providing all the information we needed ahead of time. It truly felt like a 10/10 stay, and we’d love to come back!"
David S.
$594 nightly
The price is $655
Aug 17 - Aug 18
Total with taxes and fees
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Riverfront! Shenandoah River! Sleeps 4! New Hot TubFront Royal
9.8 out of 10, Exceptional, (15 reviews)
"Unique and adorable little place on the river. Perfectly clean and comfortable. We would definitely book again!"
Hailey
$392 nightly
The price is $436
Jul 26 - Jul 27
Total with taxes and fees
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Art Docko - Lakefront Artist Retreat w/ Hot Tub!Harpers Ferry
10.0 out of 10, Exceptional, (26 reviews)
"Great house! The view was amazing. Having extra kayaks was great. If you plan to use the lake, plan for 10 per person per day, that was an added expense for a family of six! "
Amy H.
$681 nightly
The price is $757
Aug 11 - Aug 12
Total with taxes and fees
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, (26 reviews)
"This was a lovely rental in a breathtaking location. My whole family gasped at that view as we came over the hill and down the driveway! Could not have asked for a more picturesque front yard, and the sunsets from the hot tub were epic. The house was very clean, comfortable, and well appointed, with two generously sized bath tubs inside and comfy beds. Great game selection (although some of the contents were mixed into the wrong boxes), and we enjoyed the ping pong table too. Communication...
Lauren P.
$359 nightly
The price is $400
Jul 28 - Jul 29
Total with taxes and fees
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, (26 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
Amy P.
$310 nightly
The price is $345
Jul 28 - Jul 29
Total with taxes and fees
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
Microtel Inn & Suites by Wyndham Winchester
10/10 Excellent
Find out more about Upperville
Upperville Cottages information
Number of reviews | 268 |
|---|---|
Accommodation | 94 Cottages |
Lowest Price | $226 |
Highest Price | $757 |
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