Search Villas in Shepherdstown
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 6 Villas in Shepherdstown with updated reviews, rates, and availability.

Stunning Former Winery w/ Pool & Mtn Views!
Stunning Former Winery w/ Pool & Mtn Views!
9.4 out of 10, Exceptional, (9)

Private10000sf Retreat GuitarPool Hottub-Wine Area
Private10000sf Retreat GuitarPool Hottub-Wine Area
10.0 out of 10, Exceptional, (21)
The price is SAR 3,706
SAR 7,806 total
includes taxes & fees
18 Mar - 19 Mar

Amazing Lagoon, Beach, Cross Fit Gym, Fishing
Amazing Lagoon, Beach, Cross Fit Gym, Fishing
10.0 out of 10, Exceptional, (5)

Beautiful Mansion in the Country & Wedding Venue
Beautiful Mansion in the Country & Wedding Venue
9.8 out of 10, Exceptional, (9)
The price is SAR 5,813
SAR 11,030 total
includes taxes & fees
17 Mar - 18 Mar

Villa with Majestic Views of Monocacy River. Sleeps 5, 2 Bath, Full Kitchen
Villa with Majestic Views of Monocacy River. Sleeps 5, 2 Bath, Full Kitchen
9.2 out of 10, Wonderful, (36)

Stunning Former Winery w/ Pool & Mtn Views!
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Shepherdstown

❤️ Secluded 1940s Romantic Tiny House on the River
❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (53)
The price is SAR 270
SAR 529 total
includes taxes & fees
30 Mar - 31 Mar

Charming Cabin in the Woods with River Access
Charming Cabin in the Woods with River Access
9.8 out of 10, Exceptional, (18)

Welcome to this patch of serenity on the river's edge, to this hideaway.
Welcome to this patch of serenity on the river's edge, to this hideaway.
9.8 out of 10, Exceptional, (60)
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.
Recent reviews of Shepherdstown hotels
Recent reviews of Shepherdstown hotels

Country Inn & Suites by Radisson, Hagerstown, MD
5/5 Excellent
"Jacuzzi"
A verified traveler stayed at Country Inn & Suites by Radisson, Hagerstown, MD
Posted 1 day ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More Accommodation Types in Shepherdstown
- Vacation Homes in Shepherdstown
- Cabin Rentals in Shepherdstown
- Apartments in Shepherdstown
- Cottages in Shepherdstown
- B&B in Shepherdstown
- Chalets in Shepherdstown
- Farmstay in Shepherdstown
- Motels in Shepherdstown
- Guest Houses in Shepherdstown
- Condo Rentals in Shepherdstown
- Resorts in Shepherdstown
- Inns in Shepherdstown
- RV Parks in Shepherdstown
- Lodges in Shepherdstown
- Hotels