Search results; Over 1,000 homes in Shepherdstown

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Guest favorite
Apartment in Shepherdstown
Charming Studio Apt in Downtown Shepherdstown
2 guestsStudio1 bed1 bath
Aug 5 – 10
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Aug 5 – 10
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ﺩ.ﺇ2,842 for 5 nights

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Top guest favorite
Room in Shepherdstown
Stay with Donna
Isn’t it romantic? Charming— with all the feels
Aug 14 – 19
ﺩ.ﺇ1,150 for 5 nights
4.97 out of 5 average rating, 201 reviews
Guest favorite
Apartment in Shepherdstown
New - Loft Studio in Historic Shepherdstown
1 queen bed
Aug 3 – 8
ﺩ.ﺇ3,035 for 5 nights
4.93 out of 5 average rating, 105 reviews
Top guest favorite
Apartment in Shepherdstown
The 1763 House - Stay in Downtown Shepherdstown
1 bed
Aug 15 – 20
ﺩ.ﺇ3,789 for 5 nights
4.97 out of 5 average rating, 196 reviews
Top guest favorite
Cabin in Shepherdstown
The Log Cabin
2 beds
Aug 24 – 29
ﺩ.ﺇ2,627 for 5 nights
4.95 out of 5 average rating, 483 reviews
Top guest favorite
Room in Shepherdstown
Stay with SharonCasual homemaker!,
Little Big Sky! A cozy bedroom in the country!
Aug 27 – Sep 1
ﺩ.ﺇ1,081 for 5 nights
4.97 out of 5 average rating, 74 reviews
Superhost
Cottage in Shepherdstown
Riverfront Cottage in Shepherdstown, WV
3 beds
Sep 7 – 12
ﺩ.ﺇ4,633 for 5 nights
4.9 out of 5 average rating, 276 reviews
Top guest favorite
Cottage in Shepherdstown
The Creekside Cottage: Downtown | Pet-Friendly
2 beds
Aug 24 – 29
ﺩ.ﺇ5,016 for 5 nights
5.0 out of 5 average rating, 110 reviews
Top guest favorite
Apartment in Shepherdstown
Downtown: Explore Shepherdstown from cozy 1br apar
1 bed
Sep 7 – 12
ﺩ.ﺇ2,971 for 5 nights
4.96 out of 5 average rating, 363 reviews
Guest favorite
Apartment in Shepherdstown
1 Bedroom Apt in Historic Downtown Shepherdstown
1 queen bed
Aug 10 – 15
ﺩ.ﺇ3,035 for 5 nights
4.93 out of 5 average rating, 341 reviews
Top guest favorite
Tiny home in Shepherdstown
Studio: Downtown Hideaway & Waterside Garden Oasis
1 double bed
Sep 1 – 6
ﺩ.ﺇ3,500 for 5 nights
4.99 out of 5 average rating, 159 reviews
Top guest favorite
Home in Shepherdstown
Small Town Living: Historic District Guesthouse
5 beds
Aug 17 – 22
ﺩ.ﺇ4,930 for 5 nights
4.95 out of 5 average rating, 258 reviews
Top guest favorite
Treehouse in Shepherdstown
Cozy West Virginia Treehouse
2 beds
Aug 25 – 30
ﺩ.ﺇ4,116 for 5 nights
4.97 out of 5 average rating, 355 reviews
Top guest favorite
Room in Sharpsburg
Stay with DanielCommerical millwork,
Hidden Gem - Stay with Dan and Alice.
Aug 13 – 18
ﺩ.ﺇ942 for 5 nights
4.96 out of 5 average rating, 126 reviews
Guest favorite
Apartment in Shepherdstown
Downtown Modern Studio apartment | History & Dining steps away
1 bed
Aug 3 – 8
ﺩ.ﺇ2,648 for 5 nights
4.92 out of 5 average rating, 201 reviews
Top guest favorite
Room in Shepherdstown
Stay with Donna
Idyllic bedroom in peaceful rural setting
Aug 25 – 30
ﺩ.ﺇ1,259 for 5 nights
4.97 out of 5 average rating, 154 reviews
Top guest favorite
Cottage in Shepherdstown
NEW * The Getaway Cottage at Rocky Marsh Farm
2 beds
Aug 23 – 28
ﺩ.ﺇ4,478 for 5 nights
4.98 out of 5 average rating, 162 reviews
Top guest favorite
Guest suite in Shepherdstown
Historic Scrabble, Shepherdstown
1 king bed
Aug 24 – 29
ﺩ.ﺇ1,873 for 5 nights
4.96 out of 5 average rating, 677 reviews
Superhost
Cabin in Sharpsburg
Cabin #4
1 bed
Aug 2 – 7
ﺩ.ﺇ1,815 for 5 nights
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