Middleburg vacation rentals
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Photo gallery for 18th Century Stone Cottage minutes from historic Middleburg
18th Century Stone Cottage minutes from historic Middleburg
Top rated rentals - Middleburg
Photo gallery for Charming, Cozy, Mountain Cabin in the Woods<br>
Sweet retreat
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value
Why people love visiting beautiful Middleburg
Enjoy the wineries and other features of Middleburg. This scenic and relaxing city is known for its spas, horseback riding and restaurants. Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.
A rich heritage of outdoor pursuits
You'll not be disappointed with the things to do in town when you stay in a Middleburg vacation rental. The National Sporting Library & Museum was founded more than 50 years ago and houses information archives and artifacts which highlight the region's heritage. If you're interested in historic buildings, be sure to visit the Aldie Mill, a 19th century fully operational mill which offers live grinding demonstrations to visitors. Alternatively, visit one of the many wineries from Greenhill to 50 West Vineyards to learn about wine production and sample some excellent vintages.
Saddle up in Middleburg
Middleburg's relatively moderate climate and proximity to state parks make it an ideal base for many outdoor activities throughout the year. If you're a mountain biker, you can ride down the challenging routes that wind through the nearby forests, or lace up your hiking boots to walk along the scenic paths that include a section of the famous Appalachian Trail. This is fox hunting territory, so there's never a shortage of horseback riders to take you on thrilling trips through the nearby valleys. You'll always be able to find an adventure that's right for you.
All 4 seasons await in Middleburg
Virginia summers are hot, but the breeze can cool the town down and make it ideal for exploration. It's popular in July and August, so be sure to book your Middleburg vacation rental early to avoid disappointment. Both spring and fall can be wonderful with bright, sunny days and far fewer visitors to contend with around the town or on the hiking trails. Winter usually brings in flurries of snow and the temperature drops to well below freezing, but you can hole up in one of the cozy restaurants or cafes and sample the delicious cuisine.
Explore Sky Meadows State Park
Just 20 miles or so west of your Middleburg vacation rental is the Sky Meadows State Park, a land of rolling green meadows and scenic woodland on the side of the Blue Ridge Mountains. It's popular with hikers and anglers, and provides an important habitat for bird species. Year round, birders descend onto the park to see the different species of woodpeckers, particularly the colony of red-headed examples which nest in the oak groves. If you go at the right time, you may be able to join one of the regular astronomy nights led by experts from the Smithsonian Institution.
Transportation options to and around Middleburg
Fly into Ronald Reagan Washington National Airport (DCA), the closest airport, located 38.2 mi (61.5 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Washington Dulles Intl. Airport (IAD), which is 15.5 mi (24.9 km) away.