Holiday Rentals in Shepherdstown
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Unlock member prices with Mates Rates
You could save 10% or more on over 100,000 hotels right now.
Check rental availability in Shepherdstown
Holiday Rentals in Shepherdstown
Charming Cabin in the Woods with River Access
❤️ Secluded 1940s Romantic Tiny House on the River
Welcome to this patch of serenity on the river's edge, to this hideaway.
Graycliff Hall: Riverfront Estate w/ Heli Pad, Private Chef, Hot Tub
Cozy Mountain Cabin w/ Steam Shower! Great for Couples.
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Waterfront Cabin overlooking the Potomac River W/ Hot Tub
Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC
Beautiful Cottage At 'the Woods' Resort, Golf, Spa, Swimming & Resort Amenities
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
RIVERKEEPER INN, Waterfront Property on the Potomac River
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Modern Country House on the Shenandoah River
Hidden Gem in the woods with hot tub
Other types of properties in Shepherdstown you may be interested in
❤️ Secluded 1940s Romantic Tiny House on the River
Holiday Accommodation Shepherdstown
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Shepherdstown are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Shepherdstown itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Shepherdstown holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Shepherdstown, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Shepherdstown with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.