Book Villas in Upperville, VA
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Top Villas in Upperville
Red Cherry Oasis - Charming 2 bedroom villa with AC, WiFi in serene Aldie
Aldie VA
$316 nightly
The price is $360 total per night
$360 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
A water park and a hot tub are featured at this smoke-free villa. A garden and laundry facilities are also provided.
Hot Tub
Kitchen
Private10000sf Retreat GuitarPool Hottub-Wine Area
Purcellville VA
This villa features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and perks like free WiFi.
Pool
Hot Tub
Highmeadows Estate in the heart of Bluemont Virginia
Bluemont VA
A garden is available at this villa.
Kitchen
Pet friendly
Historic Virginia Wine Country Villa w/ Pool, Yard
5024 Leeds Manor Road Linden VA
An outdoor pool, free self parking, and barbecue grills are featured at this villa. WiFi in public areas is free. A garden is also provided.
Pool
Kitchen
Elegant Paris Manor w/ Private Pool!
Paris VA
An outdoor pool, free self parking, and barbecue grills are featured at this villa. WiFi in public areas is free. A garden is also provided.
Pool
Kitchen
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.
Top hotels in Upperville
Salamander Resort And Spa
500 North Pendleton Street Middleburg VA
$555 nightly
The price is $632 total per night from Jan 6 to Jan 7
$632 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
9.2/10 Wonderful! (372 reviews)
Upperville Villas essential information
Accommodation | 6 Villas |
|---|---|
Lowest Price | $74 |
Highest Price | $632 |
Popular accommodation | Red Cherry Oasis - Charming 2 bedroom villa with AC, WiFi in serene Aldie, Private10000sf Retreat GuitarPool Hottub-Wine Area, Highmeadows Estate in the heart of Bluemont Virginia, Historic Virginia Wine Country Villa w/ Pool, Yard, Elegant Paris Manor w/ Private Pool!, Stunning Former Winery w/ Pool & Mtn Views! |