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Search results; Over 1,000 places in Shepherdstown

Superhost
Cottage in Shepherdstown
Cottage on Ray
2 beds
Apr 28 – May 3
4.93 out of 5 average rating, 73 reviews
Guest favorite
Room in Shepherdstown
Stay with Donna
Isn’t it romantic? Charming— with all the feels
Apr 1 – 6
5.0 out of 5 average rating, 83 reviews
Guest favorite
Tiny home in Shepherdstown
Studio: Downtown Hideaway & Waterside Garden Oasis
1 double bed
Apr 21 – 26
5.0 out of 5 average rating, 57 reviews
Guest favorite
Loft in Shepherdstown
The German Street Loft | Pet Friendly | Downtown
2 beds
Apr 7 – 12
4.9 out of 5 average rating, 87 reviews
Guest favorite
Apartment in Shepherdstown
1 Bedroom Apt in Historic Downtown Shepherdstown
1 queen bed
Apr 5 – 10
4.94 out of 5 average rating, 253 reviews
Guest favorite
Cottage in Shepherdstown
The GW Hollida Cottage of Shepherdstown
1 queen bed
Apr 19 – 24
4.96 out of 5 average rating, 176 reviews
Guest favorite
Apartment in Shepherdstown
New - Loft Studio in Historic Shepherdstown
1 queen bed
Apr 1 – 6
4.89 out of 5 average rating, 38 reviews
Guest favorite
Home in Shepherdstown
Small Town Living: Historic District Guesthouse
5 beds
Apr 28 – May 3
4.94 out of 5 average rating, 211 reviews
Guest favorite
Apartment in Shepherdstown
The 1763 House - Stay in Downtown Shepherdstown
2 beds
Apr 6 – 11
4.98 out of 5 average rating, 112 reviews
Guest favorite
Apartment in Shepherdstown
Charming Studio Apt in Downtown Shepherdstown
1 queen bed
Apr 6 – 11
4.95 out of 5 average rating, 199 reviews
Guest favorite
Apartment in Shepherdstown
Downtown Modern Studio apartment | History & Dining steps away
1 queen bed
Apr 1 – 6
4.91 out of 5 average rating, 137 reviews
Guest favorite
Home in Shepherdstown
Historic Charm- Adventure and Relaxation awaits!
4 beds
Apr 6 – 11
5.0 out of 5 average rating, 40 reviews
Guest favorite
Apartment in Shepherdstown
Downtown Modern 2BR step from dining and shopping
3 beds
Apr 4 – 9
4.98 out of 5 average rating, 94 reviews
Guest favorite
Home in Shepherdstown
Exclusive Wooded Chalet w/ Magnificent River Views
5 beds
Apr 7 – 12
5.0 out of 5 average rating, 11 reviews
Guest favorite
Guest suite in Shepherdstown
Private Suite in Shepherdstown WV
1 queen bed
Apr 16 – 21
4.99 out of 5 average rating, 205 reviews
Guest favorite
Cabin in Shepherdstown
The Log Cabin
2 beds
Apr 7 – 12
4.95 out of 5 average rating, 419 reviews
Guest favorite
Treehouse in Shepherdstown
Cozy West Virginia Treehouse
2 beds
Apr 4 – 9
4.97 out of 5 average rating, 243 reviews
Guest favorite
Cottage in Shepherdstown
Riverfront Cottage in Shepherdstown, WV
3 beds
May 7 – 12
4.9 out of 5 average rating, 224 reviews