Shepherdstown Vacation Rentals

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Vacation Rentals in Shepherdstown

4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry

Knoxville MD

$471 nightly

$499 total

Oct 18 - Oct 19

Total with taxes and fees

With a stay at this vacation home in Knoxville, you'll be within a 5-minute drive of Kennedy Farmhouse and Antietam Dargan Community Park.

The Spy House, Historic 1880s Home, Harpers Ferry

Harpers Ferry WV

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

A-Frame Mountain Retreat

Gerrardstown WV

With a stay at this vacation home in Gerrardstown, you'll be within a 10-minute drive of Gerrardstown Historic District and Mill Creek Historic District.

Blue Ridge Beauty Home Dog Friendly, Walk to Rivers, A.T. Trail, & HF. NEW LVP

Bolivar WV

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

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.

New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct

Bolivar WV

$261 nightly

$291 total

Oct 18 - Oct 19

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.

Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath

Bolivar WV

$275 nightly

$306 total

Oct 21 - Oct 22

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

$437 nightly

$487 total

Oct 29 - Oct 30

Total with taxes and fees

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.

Luxury Condo In Downtown Frederick

Frederick MD

$331 nightly

$351 total

Nov 4 - Nov 5

Total with taxes and 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 Arts.

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.

Terra Alta - Incredible River Views and Hot Tub!

Charles Town WV

With a stay at this vacation home in Charles Town, you'll be on a river, within a 15-minute drive of Hollywood Casino at Charles Town Races and Shenandoah River.

Shenandoah Paradise – Best River & Mountain Views in Harpers Ferry

Harpers Ferry WV

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

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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.