Upperville holiday lettings
Find the best place to stay - Upperville
18th Century Stone Cottage minutes from historic Middleburg
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Houses
Top rated rentals - Upperville
Photo gallery for The Mill House in Upperville -
Great Stay at the Mill House
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Find the perfect holiday rental for your Upperville getaway
Learn about the unique charm of Upperville with a stay in a holiday home rental. One of the city's many top draws is its restaurants. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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
Do you want to discover things to do in the city? Venture out of your cosy holiday rental and check out everything that Upperville has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:
- 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 spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Upperville. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:
- 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)
Transport options to and around Upperville
The nearest airport is in Washington Dulles International Airport (IAD), located 23.7 mi (38.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Manassas, VA (MNZ-Manassas Regional), which is 27.3 mi (44 km) away.