Compare HOTELS, RESORTS, AND RENTALS in Upperville, Virginia, USA
About Upperville Vacation Rentals
There are more than 55 places to stay in Upperville that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Upperville.
Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Upperville, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Upperville. Places to stay near Upperville are 1272.65 ft² on average, with prices averaging £495 a night.
Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Upperville with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.
Frequently Asked Questions About Upperville?
What are the top hotels or resorts in Upperville?
You have a lot of choices in or near Upperville. If you need a hotel in the Upperville area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Upperville:
- Ashby Inn & Restaurant
- Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!
- 18th Century Stone Cottage minutes from historic Middleburg
- Lovely Guest House 2.5 miles from downtown Middleburg
- Hunt Country cottage in Upperville!
- Historic house in Upperville! Wineries, equestrian events, great location!
- Cozy Country Getaway in the Heart of Upperville
- Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More
- Renovated 1880s farmhouse near the Blue Ridge and Sky Meadows with amazing views
- Charming 3-bedroom cottage located on historic Seaton Place Farm in Delaplane VA
How many hotels, resorts, or rentals are available in Upperville?
At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2026 is over 55 in the Upperville area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Upperville.
