Where to stay around Middleburg?

Our 2018 property listings offer a large selection of 130 vacation rentals near Middleburg. From 36 Houses to 34 Bungalows, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Middleburg for a holiday or a weekend are on HomeAway.

What are the popular points of interest near where I can stay when traveling to Middleburg?

HomeAway offers a large selection of vacation rentals near lovely places in Middleburg. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • National Sporting Library & Museum: 170 vacation rentals
  • Oatlands Historic House and Gardens: 210 vacation rentals
  • Breaux Vineyards: 145 vacation rentals
  • Bluemont Vineyard: 153 vacation rentals
  • Winery at La Grange: 152 vacation rentals

But there are many other points of interest around Middleburg listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Middleburg?

Yes, of course. HomeAway has 36 Houses in Middleburg. Our other popular types of vacation rentals in Middleburg include:

  • Bungalows: 34 rentals available
  • Cottages: 34 rentals available
  • Cabins: 34 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Country houses and more.

Can I find a vacation rental with pool in Middleburg?

Yes, you can select your preferred vacation rental with pool among our 39 vacation rentals with pool available in Middleburg. Please use our search bar to access the selection of vacation rentals available.

    The "Nation's Horse and Hunt Capital"

    Middleburg was founded in the late 18th century by the American Revolutionary Colonel Leven Powell. The town has a fascinating history and was the site of 2 confrontations during the Civil War over 150 years ago. For over a century, the town has been a popular spot for fox hunting which is how it picked up the nickname, the "Nation's Horse and Hunt Capital". While you stay in a Middleburg vacation rental, you can take tours and tastings at the local vineyards or admire the countless buildings which are listed on the National Register of Historic Places.

    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.

    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.

    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.