Compare Upperville Villas

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Featured Villas in Upperville

Red Cherry Oasis - Charming 2 bedroom villa with AC, WiFi in serene Aldie

Red Cherry Oasis - Charming 2 bedroom villa with AC, WiFi in serene Aldie

Aldie VA
$317 nightly
The price is $362 total per night
$362 total
Jan 12 - Jan 13
Total with taxes and fees
Guests staying at this villa enjoy a water park, a hot tub, and laundry facilities. This smoke-free villa also has a garden.
Private10000sf Retreat GuitarPool Hottub-Wine Area

Private10000sf Retreat GuitarPool Hottub-Wine Area

Purcellville VA
At this villa, guests enjoy features like an outdoor pool, a gym, and free WiFi in public areas. Other amenities at this family-friendly villa include a hot tub, an arcade/game room, and a library.
Highmeadows Estate in the heart of Bluemont Virginia

Highmeadows Estate in the heart of Bluemont Virginia

Bluemont VA
At this villa, guests have access to a garden.
Historic Virginia Wine Country Villa w/ Pool, Yard

Historic Virginia Wine Country Villa w/ Pool, Yard

3 out of 5
5024 Leeds Manor Road Linden VA
Guests staying at this villa enjoy an outdoor pool, free WiFi in public areas, and a garden. If you drive, put free parking to good use. This smoke-free villa also has barbecue grills.
Pool
Kitchen
Elegant Paris Manor w/ Private Pool!

Elegant Paris Manor w/ Private Pool!

3 out of 5
Paris VA
Guests staying at this villa enjoy an outdoor pool, free WiFi in public areas, and a garden. If you drive, take advantage of free parking. This smoke-free villa also has barbecue grills.
Stunning Former Winery w/ Pool & Mtn Views!

Stunning Former Winery w/ Pool & Mtn Views!

3 out of 5
Berryville VA
An outdoor pool and free WiFi in public areas are features at this villa. There's free parking if you drive.
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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.

Hotel Options in Upperville

    Lansdowne Resort and Spa

    Lansdowne Resort and Spa

    44050 Woodridge Pkwy Leesburg VA
    $206 nightly
    The price is $235 total per night from Feb 1 to Feb 2
    $235 total
    Feb 1 - Feb 2
    Total with taxes and fees
    8.8/10 Excellent! (1,003 reviews)
    Hilton Garden Inn Dulles North

    Hilton Garden Inn Dulles North

    22400 Flagstaff Plaza Ashburn VA
    $95 nightly
    The price is $109 total per night from Jan 23 to Jan 24
    $109 total
    Jan 23 - Jan 24
    Total with taxes and fees
    8.4/10 Very Good! (1,000 reviews)
    Salamander Resort And Spa

    Salamander Resort And Spa

    500 North Pendleton Street Middleburg VA
    $546 nightly
    The price is $622 total per night from Jan 28 to Jan 29
    $622 total
    Jan 28 - Jan 29
    Total with taxes and fees
    9.2/10 Wonderful! (376 reviews)

Luxury Villas

Book luxury villas in Upperville
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Upperville. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Upperville, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Upperville
You won’t have a problem finding your own space in Upperville. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Upperville on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Upperville rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Upperville Villas essential information

Accommodation
6 Villas
Lowest Price
$109
Highest Price
$622
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!