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Search results; Over 1,000 places in Shepherdstown
Over 1,000 places in Shepherdstown
Guest favorite
Guest favorite
Apartment in Shepherdstown
1 Bedroom Apt in Historic Downtown Shepherdstown
1 queen bed
1 queen bed
Apr 21 – 26
Apr 21 – 26
$135
night
$135 per night
4.95 out of 5 average rating, 255 reviews
4.95 (255)
Guest favorite
Guest favorite
Home in Shepherdstown
Small Town Living: Historic District Guesthouse
5 beds
5 beds
Apr 28 – May 3
Apr 28 – May 3
$196
night
$196 per night
4.94 out of 5 average rating, 213 reviews
4.94 (213)
Guest favorite
Guest favorite
Apartment in Shepherdstown
The 1763 House - Stay in Downtown Shepherdstown
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
$150
night
$150 per night
4.98 out of 5 average rating, 116 reviews
4.98 (116)
Guest favorite
Guest favorite
Loft in Shepherdstown
The German Street Loft | Pet Friendly | Downtown
2 beds
2 beds
Apr 27 – May 2
Apr 27 – May 2
$153
night
$153 per night
4.9 out of 5 average rating, 94 reviews
4.9 (94)
Guest favorite
Guest favorite
Apartment in Shepherdstown
Downtown Modern 2BR step from dining and shopping
3 beds
3 beds
Apr 21 – 26
Apr 21 – 26
$150
night
$150 per night
4.98 out of 5 average rating, 95 reviews
4.98 (95)
Guest favorite
Guest favorite
Apartment in Shepherdstown
Charming Studio Apt in Downtown Shepherdstown
1 queen bed
1 queen bed
Apr 21 – 26
Apr 21 – 26
$120
night
$120 per night
4.95 out of 5 average rating, 200 reviews
4.95 (200)
Guest favorite
Guest favorite
Cottage in Shepherdstown
The GW Hollida Cottage of Shepherdstown
1 queen bed
1 queen bed
May 5 – 10
May 5 – 10
$99
night
$99 per night
4.96 out of 5 average rating, 181 reviews
4.96 (181)
Guest favorite
Guest favorite
Apartment in Shepherdstown
New - Loft Studio in Historic Shepherdstown
1 queen bed
1 queen bed
Apr 26 – May 1
Apr 26 – May 1
$141
night
$141 per night
4.91 out of 5 average rating, 43 reviews
4.91 (43)
Guest favorite
Guest favorite
Guest suite in Shepherdstown
Historic Scrabble, Shepherdstown
1 king bed
1 king bed
May 26 – 31
May 26 – 31
$86
night
$86 per night
4.96 out of 5 average rating, 565 reviews
4.96 (565)
Guest favorite
Guest favorite
Guest suite in Shepherdstown
Private Suite in Shepherdstown WV
1 queen bed
1 queen bed
Apr 23 – 28
Apr 23 – 28
$109
night
$109 per night
4.99 out of 5 average rating, 207 reviews
4.99 (207)
Guest favorite
Guest favorite
Tiny home in Shepherdstown
Studio: Downtown Hideaway & Waterside Garden Oasis
1 double bed
1 double bed
May 20 – 25
May 20 – 25
$150
night
$150 per night
5.0 out of 5 average rating, 61 reviews
5.0 (61)
Guest favorite
Guest favorite
Cottage in Shepherdstown
The Creekside Cottage: Downtown | Pet-Friendly
3 beds
3 beds
May 12 – 17
May 12 – 17
$200
$180
night
$180 per night, originally $200
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Superhost
Superhost
Cottage in Shepherdstown
Cottage on Ray
2 beds
2 beds
Apr 28 – May 3
Apr 28 – May 3
$169
night
$169 per night
4.93 out of 5 average rating, 76 reviews
4.93 (76)
Guest favorite
Guest favorite
Cabin in Shepherdstown
The Log Cabin
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
$115
night
$115 per night
4.95 out of 5 average rating, 422 reviews
4.95 (422)
Guest favorite
Guest favorite
Home in Shepherdstown
Historic Charm- Adventure and Relaxation awaits!
4 beds
4 beds
Apr 28 – May 3
Apr 28 – May 3
$243
night
$243 per night
5.0 out of 5 average rating, 41 reviews
5.0 (41)
Guest favorite
Guest favorite
Apartment in Shepherdstown
Downtown Modern Studio apartment | History & Dining steps away
1 queen bed
1 queen bed
Apr 24 – 29
Apr 24 – 29
$122
night
$122 per night
4.91 out of 5 average rating, 138 reviews
4.91 (138)
Cottage in Shepherdstown
Riverfront Cottage in Shepherdstown, WV
3 beds
3 beds
May 9 – 14
May 9 – 14
$191
night
$191 per night
4.9 out of 5 average rating, 228 reviews
4.9 (228)
Guest favorite
Guest favorite
Cottage in Shepherdstown
NEW * The Getaway Cottage at Rocky Marsh Farm
4 beds
4 beds
Apr 30 – May 5
Apr 30 – May 5
$232
night
$232 per night
4.96 out of 5 average rating, 107 reviews
4.96 (107)
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