Upperville vacation rentals

Find the perfect vacation rental for your Upperville getaway

Learn about the unique charm of Upperville with a stay in a private vacation home. One of the city's many top draws is its restaurants. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Upperville

Are you searching for things to do in the city? Venture out of your cozy vacation rental and check out everything that makes Upperville a fun place to get away. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

• Barrel Oak Winery (7.5 mi / 12 km)
• Bluemont Vineyard (7.7 mi / 12.4 km)
• Greenhill Winery & Vineyards (9.8 mi / 15.7 km)
• Cana Vineyards and Winery (11.7 mi / 18.9 km)
• Virginia River Trips (12.9 mi / 20.8 km)
• Dinosaur Land (14.4 mi / 23.1 km)

Exploring the natural landscape of Upperville

Whether you're an outdoor enthusiast or just want to take in the scenery, Upperville is a great place to get out in nature. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city center:

• Sky Meadows State Park (3.8 mi / 6.2 km)
• Shenandoah Lake Beach (15.5 mi / 24.9 km)
• Mackintosh Fruit Farm (16.2 mi / 26.1 km)
• Shenandoah River (16.6 mi / 26.7 km)
• Front Royal Entrance Shenandoah National Park (17.6 mi / 28.3 km)
• Skyline Caverns (18.9 mi / 30.3 km)

Transportation options to and around Upperville

The nearest airport is in Washington Dulles Intl. Airport (IAD), located 23.7 mi (38.2 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Manassas, VA (MNZ-Manassas Regional), which is 27.3 mi (44 km) away.