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.
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! |