Book Holiday Homes in Shepherdstown

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Featured Holiday Homes in Shepherdstown

*Luxury Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*

Frederick
The price is NZ$451 per night from 4 Apr to 5 Apr
NZ$451
includes taxes & fees
4 Apr - 5 Apr
Stay at this vacation home in Frederick. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions National Museum of Civil War Medicine ...
*Luxury Condo In Downtown Frederick*
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

Harpers Ferry
Stay at this vacation home in Harpers Ferry. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Harpers Ferry National Historical Park ...
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
Riverside cottage, minutes from historic Harpers Ferry!  Private river access!

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

Harpers Ferry
Stay at this vacation home in Harpers Ferry. Enjoy free WiFi, patios, and an in-room coffeemaker. Our guests praise the helpful staff in our reviews. Popular ...
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
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Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Harpers Ferry
Stay at this vacation home in Harpers Ferry. Enjoy free WiFi, a garden, and patios. Popular attractions Harpers Ferry National Historical Park and John Brown ...
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

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

Harpers Ferry
Book a stay at this ski vacation home in Harpers Ferry. Enjoy free WiFi, a garden, and tennis courts. Popular attractions Harpers Ferry National Historical Park ...
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Modern Country House on the Shenandoah River

Modern Country House on the Shenandoah River

Charles Town
Book a stay at this family-friendly vacation home in Charles Town. Enjoy free WiFi, a garden, and patios. Popular attractions Shannondale Springs Wildlife Management ...
Modern Country House on the Shenandoah River
*In The Heart Of Antietam*

*In The Heart Of Antietam*

Sharpsburg
Stay at this vacation home in Sharpsburg. Enjoy free WiFi, a garden, and balconies or patios. Popular attractions Tolson's Chapel and Antietam Creek Vineyards ...
*In The Heart Of Antietam*
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

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

Frederick
The price is NZ$541 per night from 6 Apr to 7 Apr
NZ$541
includes taxes & fees
6 Apr - 7 Apr
Stay at this vacation home in Frederick. Enjoy a fitness center, patios, and cable/satellite TV service. Popular attractions National Museum of Civil War Medicine ...
RETREAT 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
Stay at this vacation home in Harpers Ferry. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Harpers Ferry National Historical Park and ...
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
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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
300 Holiday Homes
Lowest Price
NZ$148
Highest Price
NZ$541
Popular accommodation
*Luxury Condo In Downtown Frederick*, Walk to Harpers Ferry! Dog-friendly. Beautiful Views., Riverside cottage, minutes from historic Harpers Ferry! Private river access!, Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!, Hot Tub, Campfire Ring, Convenient Location, Large Groups!!, Modern Country House on the Shenandoah River , *In The Heart Of Antietam* , RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT., Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Top trending hotels in Shepherdstown

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown
The price is NZ$247 per night from 20 Apr to 21 Apr
NZ$247
includes taxes & fees
20 Apr - 21 Apr
Stay at this cabin in Shepherdstown. Enjoy free WiFi, a garden, and patios. Popular attractions Rumsey Monument and Scarborough Library are located nearby.
❤️ Secluded 1940s Romantic Tiny House on the River
Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access

Shepherdstown
The price is NZ$505 per night from 6 Apr to 7 Apr
NZ$505
includes taxes & fees
6 Apr - 7 Apr
Stay at this cabin in Shepherdstown. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Harpers Ferry National Historical Park and Antietam ...
Charming Cabin in the Woods with River Access
Graycliff Hall: Riverfront Estate w/ Heli Pad, Private Chef, Hot Tub

Graycliff Hall: Riverfront Estate w/ Heli Pad, Private Chef, Hot Tub

Shepherdstown
Stay at this vacation home in Shepherdstown. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Killiansburg Cave and Cress Creek ...
Graycliff Hall: Riverfront Estate w/ Heli Pad, Private Chef, Hot Tub
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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 NZ$148 per night from 17 Apr to 18 Apr
NZ$148
includes taxes & fees
17 Apr - 18 Apr
Stay at this 3-star business-friendly hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Country 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.