Shepherdstown house rentals
We found 703 house rentals — enter your dates for availability
Explore Shepherdstown house rentals
❤️ Secluded 1940s Romantic Tiny House on the River
Sleeps 2 · 0+ bathrooms
BEST LOCATION: Historic Shepherdstown Getaway
Sleeps 6 · 3 bedrooms · 2 bathrooms
Cozy house in walking distance to artistic & historic town; pet-friendly!
Sleeps 5 · 2 bedrooms · 2 bathrooms
Walk to Stores: Home in Historic Shepherdstown!
Sleeps 6 · 3 bedrooms · 2 bathrooms
Quaint Mini Cottage in Shepherdstown - Walking Distance
Sleeps 6 · 1 bedroom · 1 bathroom
RIVERKEEPER INN, Waterfront Property on the Potomac River
Sleeps 4 · 1 bedroom · 1 bathroom
Top rated house rentals - Shepherdstown
Lovely stay for 3 adults
My mother, sister and I had a lovely 4 nights winter stay at the half round house. Perfect tranquil accomodation in nature. Fantastic views on the forest from the comfort of the mid-century house. We loved the fireplace, however on day 1 there was no firestarter and needed to buy with wood the next day. The owners refunded 10 saying there is usually supplies for one fire. We also had to buy toilet paper. We enjoyed the many board games and books. The kitchen is well equipped for cooking meals. Beautiful surroundings, with easy hikes and a restaurant at walking distance.Hosts were responsive and helpful. Thank you!Highly recommended!
Agathe L.
Stayed Dec 2024
Quick break
We stayed at the cabin in the woods overnight whilst visiting the Harpers Ferry region. It was perfectly located for everything we wanted to do. The cabin itself was very comfortable for four adults and we enjoyed our time away from the city.
Rebecca Q.
Stayed Nov 2023
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Frequently asked questions
Are there any holiday home rentals in Shepherdstown?
You can pick from 703 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.