Shepherdstown house rentals

We found 664 house rentals — enter your dates for availability

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Frequently asked questions

Are there any holiday home rentals in Shepherdstown?
You can pick from 664 holiday home rentals in Shepherdstown. Whatever your plans in this lively city, Stayz makes it simple to find the right stay.
How much does it cost to stay in a holiday rental house in Shepherdstown?
Prices vary depending on the time of year, length of stay and exact location, so enter your trip details to find out what's available. Whatever your budget or plans, Stayz has holiday home rentals in Shepherdstown for guests of all types.
When is the best time to rent a holiday house in Shepherdstown?
This can all depend on the type of weather you prefer, as well as other factors. Many people visiting Western Maryland book a Shepherdstown holiday home rental in July, when the average temperature ranges from 18ºC to 31ºC.
Where can I rent a Shepherdstown holiday house with great views?
Book a holiday home rental in Shepherdstown and you'll be opening the curtains to wonderful vistas. Some of our most popular rental houses in this destination feature views of historic areas.
Does Shepherdstown have any weekend house rentals?
Some of our holiday houses are available for weekend rental, making them ideal for impromptu getaways. Key in your preferred travel dates to check out the availability. You may need to adjust the dates and have a little flexibility in your plans to find the right holiday home rental in Shepherdstown.
Are there any pet-friendly house rentals in Shepherdstown?
If you'd love to visit Shepherdstown with your furry friend at your side, use our handy filter tool to browse pet-friendly houses. Click on "Pets allowed" to find a holiday home rental with perks like dog toys and complimentary treats. Because when the family takes a holiday, the pets should tag along too!
What are the top things to do in Shepherdstown?
From Greenbrier State Park to Appalachian Trail Conservancy Headquarters and Martinsburg Mall, there's a bunch of exciting things to do and see during your family trip to Shepherdstown. With the sightseeing taken care of, we're here to help you book a holiday home rental that suits your taste and budget.
Why should I book my holiday rental house with Stayz?
Booking your holiday home rental with Stayz means you'll have the whole place for your exclusive use — your own private space, with no distractions or interruptions from anybody else. Not only that, our easy payment and cancellation policies allow you to modify your plans if you need to.