49+ Rental Villas and Private Getaways in Upperville |
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Upperville Villa Rentals

About Upperville Vacation Rentals

There are more than 49 incredible getaway rentals that are available in Upperville. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Upperville.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Upperville, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Upperville. Places to stay near Upperville are 1383.75 ft² on average, with prices averaging CA $889 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Upperville. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Upperville

Type Count
Vacation Homes 27
Cottages 9
Cabin Rentals 6
Others 3
Villas 2
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Upperville

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Upperville with BedroomVillas.

Weather in Upperville, VA

View the weather forecast for Upperville before booking your Upperville Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Upperville's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Upperville's Research Top Attractions For Your Vacation


SheNonedoah University
Leesburg Corner Premium Outlets
Front Royal Entrance SheNonedoah National Park
Stone Tower Winery
Bluemont Vineyard
Summit Point Raceway
Skyline Caverns
Dinosaur Land
Village at Leesburg
Apple Blossom Mall
Tally Ho Theatre
Tudor Day Spa
Morven Park
Cobbler Mountain Cellars
Breaux Vineyards
Greenhill Winery & Vineyards
Barrel Oak Winery
Chrysalis Vineyards
Linden Vineyards

Frequently Asked Questions About Upperville?

What are the top hotels or resorts in Upperville?

We provide an array of great vacation destinations in Upperville. If you are looking to stay in or around the Upperville area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Upperville:

Which hotel or resort in Upperville is best for families?

Searching for a family-friendly getaway in Upperville? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Upperville?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 49 in the Upperville area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Upperville. 


People Also Ask

There are 1 hotels in Upperville and 35 rentals

Recently Booked Hotels, Resorts, or Rentals in Upperville