Discover a selection of 319 vacation rentals in Shepherdstown, WV 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 WiFi. Prices start at $46 per night, and cabins and houses are popular options for a stay in Shepherdstown. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Shepherdstown
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Destination guide

Travel to historic Shepherdstown

The area's history and opera are just a few of the reasons to vacation in Shepherdstown. Well known for its university setting, riverfront and hiking, this scenic city won't disappoint. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities

Activities and attractions in and around Shepherdstown

Are you hoping to discover attractions to visit in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Shepherdstown a fun spot to vacation. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Cress Creek Golf Club (0.5 mi / 0.8 km)
  • Sleepy Hollow Country Club (8.8 mi / 14.2 km)
  • Locust Hill Golf Course (11.4 mi / 18.4 km)
  • Notaviva Vineyards (13.2 mi / 21.2 km)
  • Musket Ridge Golf Course (14.6 mi / 23.4 km)
  • Breaux Vineyards (15 mi / 24.1 km)
How to get there

Transportation options to and around Shepherdstown

Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), the closest airport, located 9.9 mi (15.9 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Hagerstown, MD (HGR-Hagerstown Regional), which is 18.9 mi (30.4 km) away.

How many vacation rentals are available around Shepherdstown, WV?

Our 2021 property listings offer a large selection of 319 vacation rentals around Shepherdstown. From 62 cabin rentals to 241 house 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 Shepherdstown?

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

  • Morgan's Grove Park: 127 vacation rentals
  • Shepherdstown Visitors Center: 167 vacation rentals
  • Cress Creek Golf Club: 165 vacation rentals
  • Rumsey Steamboat Museum: 167 vacation rentals
  • Elmwood Cemetery: 166 vacation rentals

But there are many other points of interest around Shepherdstown 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 Cabins in Shepherdstown?

Yes, of course. Vrbo has 62 Cabins in Shepherdstown. Our other popular types of vacation rentals in Shepherdstown include:

  • Houses: 241 rentals available
  • Cottages: 59 rentals available
  • Bungalows: 59 rentals available

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

Can I find a vacation rental with pool in Shepherdstown?

Yes, you can select your preferred vacation rental with pool among our 77 vacation rentals with pool available in Shepherdstown. Please use our search bar to access the selection of vacation rentals available.