Search Holiday Homes in Upperville
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Upperville holiday 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 £298
includes taxes & fees
7 Sept - 8 Sept
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 £227
includes taxes & fees
7 Sept - 8 Sept
3. Mountain Escape: Hottub + Fireplace + WiFi +PetsOK
Mountain Escape: Hottub + Fireplace + WiFi +PetsOKFront Royal
The price is £313
includes taxes & fees
7 Sept - 8 Sept
4. DC Wine Country Farmhouse | 5 Peaceful Acres
DC Wine Country Farmhouse | 5 Peaceful AcresLoudoun 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 £344
includes taxes & fees
28 Sept - 29 Sept
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 £271
includes taxes & fees
7 Sept - 8 Sept
6. 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 £176
includes taxes & fees
13 Sept - 14 Sept
7. Spacious Modern Home on Middleburg Horse Farm
Spacious Modern Home on Middleburg Horse FarmMiddleburg
10.0 out of 10, Exceptional, (20 reviews)
"Perfect for a mother and daughter get away. Peaceful and quiet. Short distance to Middleburg. Looking forward to staying here again. Already planning another trip with the whole family at Thanksgiving!"
Denise B.
The price is £470
includes taxes & fees
22 Sept - 23 Sept
8. 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 £318
includes taxes & fees
21 Sept - 22 Sept
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.
Find holiday rentals that suit your style
Apartments
Private holiday homes
Save an average of 15% on thousands of hotels when you're signed in
Top Upperville Hotel Reviews
Quality Inn Winchester
8/10 Good
Find out more about Upperville
Upperville Holiday Homes information
Number of reviews | 355 |
|---|---|
Accommodation | 253 Holiday Homes |
Lowest Price | £167 |
Highest Price | £470 |