Discover a selection of 218 vacation rentals in Middleburg, VA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $160 per night, and houses and cottages are popular options for a stay in Middleburg. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Middleburg

How many vacation rentals are available around Middleburg, VA?

Our 2021 property listings offer a large selection of 218 vacation rentals around Middleburg. From 171 house rentals to 52 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Middleburg?

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

  • Greenhill Winery & Vineyards: 287 vacation rentals
  • Chrysalis Vineyards: 261 vacation rentals
  • Tudor Day Spa: 231 vacation rentals
  • The Sporting Gallery: 233 vacation rentals
  • National Sporting Library & Museum: 231 vacation rentals

But there are many other points of interest around Middleburg listed on Vrbo 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. Vrbo has 171 Houses in Middleburg. Our other popular types of vacation rentals in Middleburg include:

  • Cottages: 52 rentals available
  • Cabins: 54 rentals available
  • Farmhouses: 9 rentals available

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

Can I find a vacation rental with pool in Middleburg?

Yes, you can select your preferred vacation rental with pool among our 28 vacation rentals with pool available in Middleburg. Please use our search bar to access the selection of vacation rentals available.