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

Search Upperville Cottage Rentals from CA $315

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Our top choices for Upperville cottages

1. 18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (62 reviews)
"Loved out stay! "
United States
Emilee
The price is CA $386
CA $560 total
includes taxes & fees
Aug 4 - Aug 5
18th Century Stone Cottage minutes from historic Middleburg

2. Apple Mountain House | Hot Tub | Game Room

Apple Mountain House | Hot Tub | Game Room
Front Royal
9.6 out of 10, Exceptional, (15 reviews)
"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"
United States
Katia R.
The price is CA $279
CA $762 total
includes taxes & fees
Aug 18 - Aug 19
Apple Mountain House | Hot Tub | Game Room

3. All-Inclusive 4BR | Mountain Views | Hot Tub

All-Inclusive 4BR | Mountain Views | Hot Tub
Front Royal
The price is CA $287
CA $773 total
includes taxes & fees
Aug 17 - Aug 18
All-Inclusive 4BR | Mountain Views | Hot Tub

4. 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. "
United States
Amy P.
The price is CA $140
CA $479 total
includes taxes & fees
Aug 18 - Aug 19
Woodsy Retreat with a Hot Tub and Seasonal Views!

5. 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...
United States
Lauren P.
The price is CA $167
CA $569 total
includes taxes & fees
Aug 10 - Aug 11
Cottage w/ Hot Tub and 100-Mile Valley Views!

6. The VUE | Mountaintop 4BR | Hot Tub & Views

The VUE | Mountaintop 4BR | Hot Tub & Views
Front Royal
10.0 out of 10, Exceptional, (23 reviews)
"Amazing location! Clean and well kept! Wonderful experience!"
United States
Kaylyn K.
The price is CA $474
CA $919 total
includes taxes & fees
Aug 17 - Aug 18
The VUE | Mountaintop 4BR | Hot Tub & Views

7. 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."
United States
Domenic E.
The price is CA $315
CA $550 total
includes taxes & fees
Aug 17 - Aug 18
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

8. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (39 reviews)
"Excellent property for a relaxing getaway. Very clean. Host very responsive."
United States
Brad C.
The price is CA $261
CA $690 total
includes taxes & fees
Aug 31 - Sep 1
Peaceful Lakefront Cottage with Mountain Views!

9. 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 CA $208
CA $315 total
includes taxes & fees
Aug 9 - Aug 10
Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View

10. 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! "
United States
Amy H.
The price is CA $339
CA $902 total
includes taxes & fees
Aug 4 - Aug 5
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

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

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Front 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!"
United States
Hailey
The price is CA $410
CA $608 total
includes taxes & fees
Aug 4 - Aug 5
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

Find out more about Upperville

Upperville Cottages information

Number of reviews
247
Accommodation
96 Cottages
Lowest Price
CA $315
Highest Price
CA $919

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