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Search results; Over 1,000 homes in Shepherdstown

Descriptions are based on details hosts provide
Top guest favourite
Treehouse in Shepherdstown
Cozy West Virginia Treehouse
2 beds, 1.5 private bathrooms
25–30 Aug
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4.97 out of 5 average rating, 429 reviews
Top guest favourite
Room in Shepherdstown
Idyllic bedroom in peaceful rural setting
2 beds, 1 bathroom
22–27 Jul
4.97 out of 5 average rating, 205 reviews
Guest favourite
Flat in Shepherdstown
Renovated apartment in a historic building
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
4.93 out of 5 average rating, 388 reviews
Top guest favourite
Flat in Shepherdstown
Downtown, one block from the university
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 443 reviews
Guest favourite
Flat in Shepherdstown
Charming Studio Apt on German St
1 queen bed, 1 bathroom
2–7 Aug
4.92 out of 5 average rating, 283 reviews
Top guest favourite
Room in Shepherdstown
Farmland views on 12 quiet acres
1 queen bed, 1 bathroom
19–24 Jul
4.97 out of 5 average rating, 258 reviews
Top guest favourite
Cottage in Shepherdstown
1898 creekside cottage with a fire pit
2 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 183 reviews
Top guest favourite
Cabin in Shepherdstown
Restored 1700s cabin with a fire pit
1 bedroom, 2 beds, 1 bathroom
24–29 Jul
4.96 out of 5 average rating, 535 reviews
Top guest favourite
Flat in Shepherdstown
A 1763 home on Main Street
1 bedroom, 1 queen bed, 1.5 bathrooms
2–7 Aug
4.97 out of 5 average rating, 271 reviews
Top guest favourite
Home in Shepherdstown
LeLe’s Landing: Come take a Scrabble Sabatical
4 bedrooms, 5 beds, 2.5 bathrooms
25–30 Aug
4.96 out of 5 average rating, 57 reviews
Guest favourite
Home in Shepherdstown
Shepherd's Rest
2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Flat in Shepherdstown
Downtown Modern Studio apartment | History & Dining steps away
1 bed, 1 bathroom
2–7 Aug
4.92 out of 5 average rating, 255 reviews
Top guest favourite
Cottage in Shepherdstown
NEW * The Getaway Cottage at Rocky Marsh Farm
2 bedrooms, 2 queen beds, 2 bathrooms
3–8 Aug
4.97 out of 5 average rating, 212 reviews
Guest favourite
Home in Shepherdstown
1900 colonial farmhouse, walkable to downtown
3 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
4.79 out of 5 average rating, 33 reviews
Guest favourite
Flat in Shepherdstown
Modern with a coffee bar downtown
2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
4.94 out of 5 average rating, 185 reviews
Guest favourite
Cottage in Shepherdstown
Charming and cozy, walk to town
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.82 out of 5 average rating, 11 reviews
Top guest favourite
Home in Shepherdstown
Historic 3-story home on 1.35 acres
6 bedrooms, 8 beds, 4 bathrooms
3–8 Aug
4.88 out of 5 average rating, 134 reviews
Top guest favourite
Home in Shepherdstown
Small Town Living: Historic District Guesthouse
3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 292 reviews
Top guest favourite
Tiny home in Shepherdstown
Studio: Downtown Hideaway & Waterside Garden Oasis
1 double bed, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 214 reviews