Middleburg holiday rentals

We found 12 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Middleburg to find one that's perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Middleburg getaway

Learn about the unique charm of Middleburg with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Middleburg

Are you looking for things to do during your stay? Venture out of your holiday home and experience everything that makes Middleburg a fun place to get away to. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Old Westminster Winery (10.6 mi / 17 km)
  • Catoctin Wildlife Preserve and Zoo (11.5 mi / 18.5 km)
  • Linganore Winecellars (11.8 mi / 19.1 km)
  • Liberty Mountain Ski Resort (14.2 mi / 22.8 km)
  • Carroll Valley Resort Golf Courses (14.6 mi / 23.5 km)
  • Adventure Park USA (15.2 mi / 24.5 km)

Exploring the natural landscape of Middleburg

Whether you're looking for fun outdoor activities or just want to take in the scenery, Middleburg is a great place to get out in nature. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Union Mills Homestead Park (11.6 mi / 18.7 km)
  • Knott Athletic Recreational and Convocational Complex (9.4 mi / 15.1 km)
  • Thurmont Park (11 mi / 17.6 km)
  • Frank Bentz Memorial Lake (11.4 mi / 18.4 km)
  • Bear Branch Nature Center (12.5 mi / 20.2 km)
  • Cranberry Park (13 mi / 20.9 km)

Travelling to and around Middleburg

Fly into Hagerstown, MD (HGR-Hagerstown Regional), the closest airport, located 28.6 mi (46.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Gaithersburg, MD (GAI-Montgomery County Airpark), which is 29.6 mi (47.6 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Middleburg?
The average price for a holiday home in Middleburg can vary based on factors including time of year, length of stay and property type. Whether you'd like a sprawling villa with space for extended family or a quaint cabin for just you and your sweetheart, just enter your dates of travel to discover stays that offer great value.
How much does it cost to rent a beach house in Middleburg?
The average price for a holiday home by the beach in Middleburg depends on when you're going and the type and size of property you want. Find prices easily and quickly on Stayz by entering your preferred travel dates and destination. Then use our filters to select the number of bedrooms and amenities essential to you, like WiFi, air conditioning and a hot tub.
How old do you have to be to rent a holiday home in Middleburg?
The minimum age is usually 16, 18 or 21. It can differ from one property to another on Stayz, so look at the rules of your preferred Middleburg holiday home before making a booking.
How long can I rent a holiday home in Middleburg for?
The length of time you can rent a holiday home in Middleburg is up to the property. Just enter your chosen dates to view a list of options offering extended stays. With lots of creature comforts like laundries and air conditioning, as well as some offering weekly or monthly discounts, you're sure to discover a terrific place to call your home away from home in Middleburg.