Book Holiday Homes in Shepherdstown

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Featured Holiday Homes in Shepherdstown

Riverside cottage, minutes from historic Harpers Ferry!  Private river access!

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Harpers Ferry WV
With a stay at this vacation home in Harpers Ferry, you'll be a 3-minute walk from Potomac River and within a 5-minute drive of Chesapeake and Ohio Canal.
Opens in a new windowRiverside cottage, minutes from historic Harpers Ferry! Private river access!
Terra Alta - Incredible River Views and Hot Tub!

Terra Alta - Incredible River Views and Hot Tub!

Charles Town WV
The price is AU$579 per night from 16 Feb to 17 Feb
AU$579
16 Feb - 17 Feb
includes taxes & fees
Located in Charles Town, this vacation home is on a river, within a 15-minute drive of Shenandoah River and Shannondale Springs Wildlife Management Area.
Opens in a new windowTerra Alta - Incredible River Views and Hot Tub!
*Luxury Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*

Frederick MD
The price is AU$374 per night from 13 Feb to 14 Feb
AU$374
13 Feb - 14 Feb
includes taxes & fees
A stay at this vacation home places you in the heart of Frederick, steps from Carroll Creek Linear Park and 5 minutes by foot from Weinberg Center for the ...
Opens in a new window*Luxury Condo In Downtown Frederick*
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RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

Frederick MD
The price is AU$483 per night from 11 Feb to 12 Feb
AU$483
11 Feb - 12 Feb
includes taxes & fees
A stay at this vacation home places you in the heart of Frederick, steps from Carroll Creek Linear Park and 4 minutes by foot from The Delaplaine Arts ...
Opens in a new windowRETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Harpers Ferry WV
Located in Harpers Ferry, this vacation home is in the mountains, within a 5-minute drive of Shenandoah River and Bolivar Community Park.
Opens in a new windowLarge Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Harpers Ferry WV
Located in Harpers Ferry, this vacation home is on a river, within a 5-minute drive of Bolivar Community Park and Shenandoah River.
Opens in a new windowHot Tub, Campfire Ring, Convenient Location, Large Groups!!
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

Harpers Ferry WV
The price is AU$673 per night from 11 Feb to 12 Feb
AU$673
11 Feb - 12 Feb
includes taxes & fees
Located in Harpers Ferry, this vacation home is in the mountains, within a 5-minute drive of Shenandoah River and Shannondale Springs Wildlife Management ...
Opens in a new windowCharming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
Historic Queen Anne Family Home w Modern Comforts

Historic Queen Anne Family Home w Modern Comforts

Harpers Ferry WV
The price is AU$510 per night from 11 Feb to 12 Feb
AU$510
11 Feb - 12 Feb
includes taxes & fees
With a stay at this vacation home in Harpers Ferry, you'll be just steps from Harpers Ferry Children's Park and Appalachian Trail Conservancy Headquarters.
Opens in a new windowHistoric Queen Anne Family Home w Modern Comforts
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

Harpers Ferry WV
With a stay at this vacation home in Harpers Ferry, you'll be a 4-minute walk from Appalachian Trail Conservancy Headquarters and 6 minutes by foot from Harpers ...
Opens in a new windowFamily-friendly, thoughtfully modernized, historic home in Harpers Ferry.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Shepherdstown Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Shepherdstown vacation homes are the perfect way for you to wing it.

Holiday houses in Shepherdstown let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Shepherdstown in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Shepherdstown adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Shepherdstown with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Shepherdstown vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Shepherdstown Holiday Homes essential information

Accommodation
7 Holiday Homes
Lowest Price
AU$122
Highest Price
AU$673
Popular accommodation
Riverside cottage, minutes from historic Harpers Ferry! Private river access!, Terra Alta - Incredible River Views and Hot Tub!, *Luxury Condo In Downtown Frederick*, RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT., Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex, Hot Tub, Campfire Ring, Convenient Location, Large Groups!!, Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry, Historic Queen Anne Family Home w Modern Comforts, Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

Top trending hotels in Shepherdstown

Quality Inn Shepherdstown

Quality Inn Shepherdstown

2.5 out of 5
70 Maddex Square Dr Shepherdstown WV
Fully refundable
The price is AU$124 per night from 22 Feb to 23 Feb
AU$124
22 Feb - 23 Feb
includes taxes & fees
With a stay at Quality Inn Shepherdstown in Shepherdstown, you'll be within a 10-minute walk of Maddex Square and Shepherd University.
Opens in a new windowQuality Inn Shepherdstown
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown WV
The price is AU$152 per night from 16 Feb to 17 Feb
AU$152
16 Feb - 17 Feb
includes taxes & fees
Located in Shepherdstown, this cabin is on the waterfront, a 1-minute drive from Potomac River and 5 minutes from Shepherdstown Visitors Center.
Opens in a new window❤️ Secluded 1940s Romantic Tiny House on the River
Hampton Inn Martinsburg

Hampton Inn Martinsburg

2.5 out of 5
975 Foxcroft Ave Martinsburg WV
Fully refundableReserve now, pay when you stay
The price is AU$138 per night from 17 Feb to 18 Feb
AU$138
17 Feb - 18 Feb
includes taxes & fees
Located in Martinsburg, Hampton Inn Martinsburg is in a rural location, within a 5-minute drive of Wurzburg Dog Park and Tuscarora Creek Historic District.
Opens in a new windowHampton Inn Martinsburg
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Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr Frederick MD
Fully refundable
The price is AU$122 per night from 27 Feb to 28 Feb
AU$122
27 Feb - 28 Feb
includes taxes & fees
A stay at Country Inn & Suites by Radisson, Frederick, MD places you in the heart of Frederick, just a 5-minute walk from Francis Scott Key Mall and within a ...
Opens in a new windowCountry Inn & Suites by Radisson, Frederick, MD
Don't see what you're looking for?
See all available properties in Shepherdstown
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.