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Shepherdstown Rentals

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Price range

Per night

$10 - $500

Rental types

Shepherdstown Rentals

39 Houses

Beautiful 1815 Stone House, private river area

Shepherdstown house

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$99

1 / 9

Two-Story Charmer In Downtown Shepherdstown

Shepherdstown house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$186

1 / 17

Great rentals within 20 miles that match your search

Family-Friendly Home on Fairway near Harpers Ferry

Charles Town house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 53 minutes

Price per night from

$235

1 / 27

RIVERKEEPER INN, Waterfront Cottage on the Potomac

Harpers Ferry bungalow

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 52 minutes

Price per night from

$100

1 / 27

Marbrun House in Historic Harpers Ferry

Harpers Ferry room

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 45 minutes

Price per night from

$75

1 / 6

Harpers Ferry Apt w/ Semi-Private Pool & Tiki Bar!

Harpers Ferry apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 10 minutes

Price per night from

$131

1 / 24

Antietam Creek 2 bedroom cabin

Keedysville house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$151

1 / 12

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

Charles Town apartment

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$99

1 / 15

Treetop Cottage

Hedgesville house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$166

1 / 30

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

Waterford b and b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 37 minutes

Price per night from

$75

1 / 25

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

Waterford house

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 37 minutes

Price per night from

$85

1 / 28

Adventure Inn - Historic Home with Hot Tub, close

Harpers Ferry house

4 bedrooms / 2 bathrooms / sleeps 14

“Quaint and convenient” A great little vacation rental that can be teamed up with a River Rider's adventure when the season changes. Kids had a blast running in the big yard, and the parents had a great time enjoying the multiple fire places. It was

Price per night from

$351

1 / 38

Golden Room at Loudoun Valley Manor near Leesburg

Waterford house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 37 minutes

Price per night from

$95

1 / 29

Apartment on Peace Ridge Farm

Harpers Ferry apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$220

1 / 10

The Inn At Waterford

Waterford b and b

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$501

1 / 14

A Zen Mountain Retreat

Hedgesville house

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$143

1 / 15

Gorgeous Mountain Views - Walk to historic town

Harpers Ferry apartment

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 11 minutes

Price per night from

$225

1 / 5

Brookwood Chalet

Hedgesville house

3 bedrooms / / sleeps 6

Price per night from

$165

1 / 28

Catoctin Valley Country Home

Lovettsville house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 23 minutes

Price per night from

$595

1 / 15

Wildwood Cottage

Hedgesville house

2 bedrooms / / sleeps 4

Price per night from

$155

1 / 24

Compound Historic Nature Preserve

Kearneysville tented camp

1 bedroom / 1 bathroom / sleeps 15

Price per night from

$35

1 / 4

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

Harpers Ferry house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$240

1 / 15

Cantuta Inn Bed & Breakfast - Shallows Room 1

Harpers Ferry b and b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$130

1 / 4

Above Sleepy Hollow

Berkeley Springs cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$221

1 / 18

Ruby Summit Point - Your Home at the Track

Summit Point house

3 bedrooms / 1 bathroom / sleeps 6

“Convenience and Comfort at the Track” Ruby Summit Point is a great place to say with a group of friends over a track weekend. Very close to the track so no time wasted commuting to distant hotels. Very nicely upgraded kitchen and entire house. Beautif

Price per night from

$200

1 / 19

NEW! Cozy Garden-Level Apt - Walk to Charles Town!

Charles Town apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 53 minutes

Price per night from

$75

1 / 24

Private One Bedroom Condo in Downtown Charles Town Above Future Microbrewery

Charles Town apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$100

1 / 12

Cantuta Inn Bed & Breakfast - Shallows Room 4

Harpers Ferry b and b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$131

1 / 4

Burgundy room - Loudoun Valley Manor

Waterford b and b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 37 minutes

Price per night from

$95

1 / 18

Cantuta Inn Bed & Breakfast - Shallows Room 3

Harpers Ferry b and b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$130

1 / 4

Rose Cottage Bed and Breakfast

Fairplay b and b

2 bedrooms / 2 bathrooms / sleeps 2

Price per night from

$151

1 / 11

Cantuta Inn Bed & Breakfast - Shallows Room 2

Harpers Ferry b and b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$131

1 / 4

Fox Hollow

Hedgesville house

3 bedrooms / / sleeps 6

Price per night from

$260

1 / 36

Country Comfort

Hedgesville house

1 bedroom / / sleeps 2

Price per night from

$131

1 / 22

Starry Nights

Hedgesville house

1 bedroom / / sleeps 4

Price per night from

$176

1 / 32

Wood Song

Hedgesville house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$205

1 / 16

The Wander Inn

Frederick apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$95

1 / 12

Grove Guest Home

Frederick house

4 bedrooms / 1 bathroom / sleeps 8

Price per night from

$170

1 / 26
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