Vacation rentals in Shepherdstown
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Top-rated vacation rentals in Shepherdstown
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Shepherdstown vacation rentals
Other great vacation rentals in Shepherdstown
Guest favorite
Apartment in Harpers Ferry
4.99 out of 5 average rating, 363 reviewsTaylor Den
Jun 10 – 17
R1,960 ZAR per night
Guest favorite
Guesthouse in Smithsburg
4.97 out of 5 average rating, 643 reviewsJewel Vinsota Artist's Guesthouse
Aug 20 – 27
R1,791 ZAR per night
Superhost
Loft in Martinsburg
4.9 out of 5 average rating, 113 reviewsThe Penthouse-Cool Vibes
Nov 30 – Dec 7
R2,517 ZAR per night
Guest favorite
Home in Bolivar
4.96 out of 5 average rating, 183 reviewsNewly renovated - Walk to Harpers Ferry NP
Jul 27 – Aug 3
R2,174 ZAR per night
Guest favorite
Cabin in Myersville
4.97 out of 5 average rating, 254 reviewsCabin on Middle Creek - Myersville MD - Middletown
Dec 15 – 22
R2,158 ZAR per night
Guest favorite
Home in Harpers Ferry
4.94 out of 5 average rating, 520 reviewsEclectic & Romantic - Walk to Historic Downtown!
Apr 11 – 18
R3,159 ZAR per night
Guest favorite
Home in Inwood
4.96 out of 5 average rating, 377 reviewsThe Inwood House- easy on/off I-81
Oct 23 – 30
R2,078 ZAR per night
Guest favorite
Apartment in Shenandoah Junction
4.91 out of 5 average rating, 186 reviewsPrivate apt near Shepherdstown
Dec 25 – Jan 1
R1,569 ZAR per night
Quick stats about vacation rentals in Shepherdstown
Total rentals
10 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
2.1K reviews
Nightly prices starting at
R1,903 ZAR before taxes and fees
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