Shepherdstown Vacation Rentals

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Vacation Rentals in Shepherdstown

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

Harpers Ferry WV

With a stay at this vacation home in Harpers Ferry, you'll be a 2-minute drive from Harpers Ferry National Historical Park and 10 minutes from Hollywood Casino at Charles Town Races.

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg MD

$165 nightly

$175 total

Jun 14 - Jun 15

Total with taxes and fees

A stay at this vacation home places you in the heart of Sharpsburg, within a 15-minute walk of Tolson's Chapel and Antietam National Cemetery.

Harpers Ferry Luxury, Spa Bathroom, Movie Room, high-end design and furnishings

Bolivar WV

$251 nightly

$280 total

Jun 14 - Jun 15

Total with taxes and fees

With a stay at this vacation home in Harpers Ferry, you'll be within a 15-minute drive of Harpers Ferry National Historical Park and Hollywood Casino at Charles Town Races.

A private home in historic Bolivar with a hot tub and yard. Pet friendly!

Bolivar WV

$333 nightly

$371 total

Jun 28 - Jun 29

Total with taxes and fees

With a stay at this vacation home in Harpers Ferry, you'll be a 2-minute drive from Harpers Ferry National Historical Park and 9 minutes from Hollywood Casino at Charles Town Races.

Hot Tub

Kitchen

Modern luxury, walk to Washington St and downtown, EV, Movie room, Spa bathroom

Bolivar WV

$326 nightly

$363 total

Jun 23 - Jun 24

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Harpers Ferry, a 3-minute drive from Harpers Ferry National Historical Park and 11 minutes from Hollywood Casino at Charles Town Races.

Charming 3-Bedroom Home in historic Harpers Ferry: Pet Friendly!

Harpers Ferry WV

Located in Harpers Ferry, this vacation home is within a 15-minute drive of Harpers Ferry National Historical Park and Hollywood Casino at Charles Town Races.

Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>

Frederick MD

A stay at this vacation home places you in the heart of Frederick, within a 10-minute walk of Carroll Creek Linear Park and The Delaplaine Arts Center.

“The Train Depot” 2nd oldest in the US

Frederick MD

A stay at this vacation home places you in the heart of Frederick, steps from Carroll Creek Linear Park and The Delaplaine Arts Center.

BEST LOCATION: Historic Shepherdstown Getaway

Shepherdstown WV

A stay at this vacation home places you in the heart of Shepherdstown, steps from Shepherdstown Opera House and Shepherdstown Public Library.

Armory Quarters B

1193 W Washington St Bolivar WV

With a stay at Armory Quarters B in Harpers Ferry, you'll be a 2-minute drive from Harpers Ferry National Historical Park and 9 minutes from Hollywood Casino at Charles Town Races.

Indulge in Elegance: 7 BR Manor in Historic Waterford

Waterford VA

Located in Waterford, this vacation home is in a rural location, a 2-minute drive from Village Winery and 9 minutes from Hunters Run Wine Tasting Barn.

Modern Country House on the Shenandoah River

Charles Town WV

When you stay at this vacation home in Charles Town, you'll be on the waterfront and steps from Shenandoah River.

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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.