51+ Luxury Vacation Rentals & Cabins in Upperville |
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Upperville Cabin Rentals

About Upperville Vacation Rentals

There are more than 51 incredible getaway rentals that are available in Upperville. These choices include cabins, 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. Stay Close to Nature with Cabinns.ca and uncover great stays in Upperville.

Cabinns.ca features numerous last-minute deals on private villas, hotels, and cabin 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 Cabinns.ca 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 Cabinns.ca vacation rentals, resorts, and Airbnb-style properties in Upperville. Places to stay near Upperville are 1348.69 ft² on average, with prices averaging CA $864 a night.

Cabinns.ca helps you find the ideal holiday rental to create a lifetime of 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 cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Upperville

Type Count
Vacation Homes 27
Cottages 9
Cabin Rentals 6
Others 4
Villas 2
Holiday Apartments 1
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Upperville

★ Pro Tip: Cabinns.ca is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts 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 Cabinns.ca.

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

Activities Upperville Guest Reviews Local Attractions

A Large Selection of Cabins and Vacation Rentals from Around the World Upperville. Discover Top Attractions For Your Next Outdoor Adventure.


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 cabins, lake houses & summer homes 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 cabin resort or 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 cabin rental, resort, or holiday home in Upperville is best for families?

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

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

Cabinns.ca offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.ca in 2026 is over 51 in the Upperville area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.ca 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 36 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Upperville