Upperville Vacation Rentals
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Our top choices for Upperville vacation homes
1. 1910 Farmhouse on 6 Acres • VA Wine Country
1910 Farmhouse on 6 Acres • VA Wine CountryMarshall
9.6 out of 10, Exceptional, (5 reviews)
"We love this house. It was super quiet and cozy. The kitchen is the best stocked Vrbo kitchen we have ever encountered. If there is a drawback, I would say that it is the antique/original doorknobs. They do need to be repaired or replaced for ease of use. But on the other hand, no biggie and kind of add to the charm. We thoroughly enjoyed our stay!"
Mark H.
The price is CA $221
CA $518 total
includes taxes & fees
Sep 1 - Sep 2
2. Mountain home w/ hot tub & sunroom
Mountain home w/ hot tub & sunroomFront Royal
9.0 out of 10, Wonderful, (32 reviews)
"The house itself was clean, the beds are comfortable, and it is in a nice, quiet, and private location. The property manager was very pleasant and responsed to any questions or concerns quickly. "
Elissa S.
The price is CA $229
CA $430 total
includes taxes & fees
Sep 7 - Sep 8
3. Spacious Modern Home on Middleburg Horse Farm
Spacious Modern Home on Middleburg Horse FarmMiddleburg
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful house in a beautiful location. The house was very good for relaxing and hanging out with old friends with its open concept. Bedrooms were on the small side but functional as were the bathrooms. The kitchen was very nice and a nice coffee bar was provided with a Nespresso machine and milk frother."
Mark W.
The price is CA $314
CA $720 total
includes taxes & fees
Sep 1 - Sep 2
4. Historic Farmhouse, Fully Renovated in Fall 2023
Historic Farmhouse, Fully Renovated in Fall 2023Loudoun County
9.8 out of 10, Exceptional, (10 reviews)
"We had a great stay. House is beautiful and clean and owner was highly responsive. "
Michele B.
The price is CA $314
CA $649 total
includes taxes & fees
Sep 22 - Sep 23
5. The Blue Jay | New House in the Woods w/ Hot Tub
The Blue Jay | New House in the Woods w/ Hot TubHarpers Ferry
10.0 out of 10, Exceptional, (5 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 "
Brett D.
The price is CA $139
CA $512 total
includes taxes & fees
Sep 3 - Sep 4
6. 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, trampolineHarpers Ferry
9.6 out of 10, Exceptional, (9 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. "
Maeve K.
The price is CA $174
CA $616 total
includes taxes & fees
Sep 21 - Sep 22
7. 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-BeachHarpers Ferry
9.8 out of 10, Exceptional, (9 reviews)
"Had a wonderful stay here. Shaun was an excellent host with easy communication. Peaceful location with a lake! Convenient to Harper’s Ferry. "
Liz P.
The price is CA $45
CA $325 total
includes taxes & fees
Sep 13 - Sep 14
8. Mountain Views w/Hot Tub, 95” TV & Trail Access
Mountain Views w/Hot Tub, 95” TV & Trail AccessShenandoah Farms
10.0 out of 10, Exceptional, (1 review)
"We were looking for a comfortable home base to explore Front Royal and Skyline Plaza, and this was perfect! A modernized home with enough amenities that we were tempted every day to just stay “home!” The kids loved the reading nook and cozy sitting areas, and the fire pit and clean, working hot tub were big pluses as well. Kitchen was roomy, with great appliances and plenty of counter space. Beds were comfortable. Bathrooms were nice and modern. Lots of closet space, too. When we left, the kids...
Joshua J.
The price is CA $361
CA $580 total
includes taxes & fees
Sep 24 - Sep 25
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
Spark by Hilton Winchester
10/10 Excellent
Find out more about Upperville
Upperville Vacation Homes information
Number of reviews | 238 |
|---|---|
Accommodation | 254 Vacation Homes |
Lowest Price | CA $305 |
Highest Price | CA $725 |
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