Shepherdstown Vacation Rentals, Houses & More


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Areas near Shepherdstown

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1 / 17

Two-Story Charmer In Downtown Shepherdstown

  • 3
  • 6
  • 2 nights min

$185

Details

Great rentals within 30 miles that match your search

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1 / 27

RIVERKEEPER INN, Waterfront Cottage on the Potomac

  • 1
  • 4
  • Min stay varies

$99

Details

12
1 / 38

Adventure Inn - Historic Home with Hot Tub, close

  • 4
  • 14
  • 2 nights min

$325

Details

5
1 / 15

Two Rivers Guest House. Walk to rivers, parks, downtown and restaurants

  • 2
  • 6
  • 2 nights min

$240

Details

5
1 / 4

Cantuta Inn Bed & Breakfast - Shallows Room

  • 4
  • 4
  • 2 nights min

$130

Details

1 / 6

Marbrun House in Historic Harpers Ferry

  • 1
  • 2
  • 1 night min

$75

Details

2
1 / 5

Gorgeous Mountain Views - Walk to historic town

  • 3
  • 6
  • 2 nights min

$225

Details

1 / 15

Private and Remodeled Historic 2 Bedroom Condo in Heart of Downtown Charles Town

  • 2
  • 5
  • 1 night min

$99

Details

1 / 12

Private One Bedroom Condo in Downtown Charles Town Above Future Microbrewery

  • 1
  • 4
  • 1 night min

$99

Details

1 / 11

Rose Cottage Bed and Breakfast

  • 2
  • 4
  • 1 night min

$250

Details

2
1 / 15

The Shepherd's Cottage at WeatherLea Farm

  • 3
  • 6
  • 2 nights min

$191

Details

9
1 / 19

Ruby Summit Point - Your Home at the Track

  • 3
  • 6
  • 2 nights min

$200

Details

1 / 15

Catoctin Valley Country Home

  • 3
  • 8
  • 2 nights min

$362

Details

4
1 / 8

Catoctin Valley Country Apartment

  • 4
  • 2 nights min

$139

Details

2
1 / 15

Turquoise room at Loudoun Valley Manor - near Leesburg off Route 9

  • 1
  • 2
  • 1 night min

$85

Details

1 / 23

Golden Room at Loudoun Valley Manor near Leesburg

  • 1
  • 2
  • 1 night min

$96

Details

1
1 / 16

Sienna Room at Loudoun Valley Manor - off Route 9 near Leesburg

  • 1
  • 2
  • 1 night min

$75

Details

1 / 24

Alluring 3BR Purcellville Townhome w/Wifi, Gas Grill & Private Backyard Patio

  • 3
  • 6
  • 3 nights min

$135

Details

1 / 25

Idyllic Restored 18c cottage, Views*All Amenities.

  • 2
  • 3
  • 7 nights min

$122

Details

1 / 33

Treetop Cottage

  • 2
  • 4
  • 2 nights min

$165

Details

1 / 16

Wood Song

  • 2
  • 4
  • 2 nights min

$204

Details

2
1 / 36

Fox Hollow

  • 3
  • 6
  • 2 nights min

$259

Details

1 / 26

Grove Guest Home

  • 4
  • 8
  • 3 nights min

$170

Details

1 / 14

A Zen Mountain Retreat

  • 2
  • 5
  • 2 nights min

$143

Details

1 / 30

Brookwood Chalet

  • 3
  • 6
  • 2 nights min

$165

Details

1 / 27

Lookout Ridge

  • 3
  • 6
  • 2 nights min

$198

Details

1
1 / 24

Wildwood Cottage

  • 2
  • 4
  • 2 nights min

$154

Details

1 / 22

Country Comfort

  • 1
  • 2
  • 2 nights min

$110

Details

1 / 32

Starry Nights

  • 1
  • 4
  • 2 nights min

$176

Details

1 / 18

Above Sleepy Hollow

  • 2
  • 4
  • 2 nights min

$220

Details

1 / 24

Mayflower's Flat in Historic Downtown Frederick

  • 2
  • 4
  • 1 night min

$168

Details

1
1 / 24

Berkeley Springs Cottage - The Lane's End

  • 2
  • 6
  • Min stay varies

$145

Details

1 / 14

Uptown Cottage

  • 2
  • 6
  • 2 nights min

$135

Details

1 / 6

Charming Carriage House Near Historic Waterford VA

  • 2
  • 4
  • 2 nights min

$195

Details

1 / 17

DC Retreat

  • 1
  • 4
  • 2 nights min

$143

Details

1 / 4

Cozy Leesburg Cottage

  • 1
  • 2
  • 1 night min

$65

Details

1 / 23

Cabin at Sleepy Creek

  • 3
  • 6
  • 2 nights min

$165

Details

2
1 / 15

The Van Gogh Room in Private Villa

  • 1
  • 2
  • 1 night min

$125

Details

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