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Compare 6 Villas in Shepherdstown with updated reviews, rates, and availability.

Private10000sf Retreat GuitarPool Hottub-Wine Area

10.0 out of 10, Exceptional, (21)
"Thank you for making our stay so seamless. We were comfortable and able to have a lot of fun and get a lot accomplished. It’s a great area!"
Private10000sf Retreat GuitarPool Hottub-Wine Area

Stunning Former Winery w/ Pool & Mtn Views!

9.4 out of 10, Exceptional, (9)
"This place was perfect for our family and wedding party to all stay together. There was plenty of room, everyone was comfortable, and the scenery was fabulous!"
Stunning Former Winery w/ Pool & Mtn Views!

Villa with Majestic Views of Monocacy River. Sleeps 5, 2 Bath, Full Kitchen

9.2 out of 10, Wonderful, (34)
"I have stayed here twice now with my kids while visiting my mom. Both times we have stayed in the Villa. I like rustic, and to me this is the perfect combination of rustic and practical modern. It very much has a cabin feel with its gorgeous wood, but also has great AC, Sat TV, WiFi, and a very well equipped kitchen. The master bedroom is huge and very comfortable. The second bedroom is ideal for kids. Having 2 bathrooms was great and they were more than adequate. The deck and the view off of it...
Villa with Majestic Views of Monocacy River. Sleeps 5, 2 Bath, Full Kitchen

Amazing Lagoon, Beach, Cross Fit Gym, Fishing

10.0 out of 10, Exceptional, (5)
"This home was spectacular inside and outside! The decor was amazing! This home provided for a wonderful time had by all. Very impressive and well thought out floor plan gave us plenty of room to sit and eat, watch tv, play games and even slip away for a nap! The inside of this home had everything our family needed to enjoy Thanksgiving, just fantastic! The outside was just as special! We took walks with the kids around the quarry - stunning - the fire pit provided for many hours of outside...
Amazing Lagoon, Beach, Cross Fit Gym, Fishing

Beautiful Mansion in the Country & Wedding Venue

9.8 out of 10, Exceptional, (8)
"Property is just as described and the perfect location for our family as we were coming from different parts of the country. Our host was very communicative and seemed genuinely interested in making sure that our visit was enjoyable. The basement has a stage and it was a lot of fun for family karaoke and entertainment. Overall, a wonderful place for our Thanksgiving weekend!"
The price is SAR 5,823
SAR 10,713 total
includes taxes & fees
26 Dec - 27 Dec
Beautiful Mansion in the Country & Wedding Venue

Stunning Former Winery w/ Pool & Mtn Views!

3.0 star property
Stunning Former Winery w/ Pool & Mtn Views!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Shepherdstown

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (48)
"Excellent little cabin right on the river and close to DT Sheperdstown which is a great town."
The price is SAR 165
SAR 412 total
includes taxes & fees
30 Dec - 31 Dec
❤️ Secluded 1940s Romantic Tiny House on the River

Welcome to this patch of serenity on the river's edge, to this hideaway.

9.8 out of 10, Exceptional, (60)
"Loved everything. Quiet, peaceful….loved the small deck off the upstairs bedroom."
Welcome to this patch of serenity on the river's edge, to this hideaway.

Plum Lazy on the Potomac

9.2 out of 10, Wonderful, (24)
"Everything was as advertised! We really enjoyed our stay and can't wait to return!"
Plum Lazy on the Potomac
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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