A street lined with brick buildings, including a bank and a restaurant.

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Our top choices for Shepherdstown vacation homes

1. Charming Shepherdstown Home - Walk to Downtown

Charming Shepherdstown Home - Walk to Downtown
Shepherdstown
2.0 out of 10, (1 review)
"The house was not clean. Surfaces were sticky, dishes in the cupboard were dirty, the shower had not been cleaned, the toilet was broken, much of the furniture was unstable, including the beds, one of which had a loose pillar, the other with a headboard that was not attached to anything. The entrance through the carport was dangerous and ill-smelling. There was no functioning key to the front door, so entrance had to be made through the carport every time. In the horse bedroom, there was one...
United States
Sarah E.
Charming Shepherdstown Home - Walk to Downtown

2. Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Sharpsburg
8.2 out of 10, Very good, (66 reviews)
"I was surprised to see how dilapidated the decking around the house was. I was concerned we might trip or fall through. The location was ideal for bicycling and fishing . The backyard was beautiful with the most prettiest flowers and trees."
United States
Susie R.
The price is AED 704
AED 1,544 total
includes taxes & fees
30 Nov - 1 Dec
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

3. Hidden Creekside retreat near 5 national parks, including Harpers Ferry

Hidden Creekside retreat near 5 national parks, including Harpers Ferry
Martinsburg
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful location and property."
United States
Helen F.
The price is AED 357
AED 960 total
includes taxes & fees
15 Nov - 16 Nov
Hidden Creekside retreat near 5 national parks, including Harpers Ferry

4. Camp Patowmack - Riverfront, Hot Tub, and Sauna!

Camp Patowmack - Riverfront, Hot Tub, and Sauna!
Harpers Ferry
9.6 out of 10, Exceptional, (11 reviews)
"Great water access"
United States
claire r.
The price is AED 738
AED 2,756 total
includes taxes & fees
12 Nov - 13 Nov
Camp Patowmack - Riverfront, Hot Tub, and Sauna!

5. 4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry

4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry
Knoxville
10.0 out of 10, Exceptional, (37 reviews)
"Great stay, super nice people and wonderful house."
United States
Kenzie S.
The price is AED 595
AED 1,814 total
includes taxes & fees
10 Nov - 11 Nov
4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry

6. Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Martinsburg
9.8 out of 10, Exceptional, (25 reviews)
"Nice place to stay. Could use some privacy."
United States
Arnold A.
The price is AED 337
AED 937 total
includes taxes & fees
18 Nov - 19 Nov
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

7. New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct

New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct
Bolivar
10.0 out of 10, Exceptional, (53 reviews)
"Very clean Very convenient Very nice stay"
United States
Kevin
New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct

8. Schilling House

Schilling House
3.0 star property
Bolivar
The price is AED 906
AED 1,153 total
includes taxes & fees
10 Nov - 11 Nov
Schilling House

9. New, Contemporary House in Historic Harpers Ferry

New, Contemporary House in Historic Harpers Ferry
Harpers Ferry
9.6 out of 10, Exceptional, (8 reviews)
"The home was perfect for our visit.We were in and out all weekend but really appreciated the well stocked kitchen supplies, the comfortable beds and the hot water levels. We were able to relax in the spacious living room and spend some time on the little outdoor areas. We would stay again but if the group was much bigger there may be issues as there are only bathrooms on the first floor. "
United States
Erin J.
The price is AED 367
AED 1,391 total
includes taxes & fees
12 Nov - 13 Nov
New, Contemporary House in Historic Harpers Ferry

10. Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
Boonsboro
9.8 out of 10, Exceptional, (19 reviews)
"Extremely cute and a wonderful place to relax."
United States
A D.
The price is AED 550
AED 1,168 total
includes taxes & fees
10 Nov - 11 Nov
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

11. Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath

Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath
Bolivar
10.0 out of 10, Exceptional, (64 reviews)
"Enjoyed our stay here. Host was very communicative and the place was very clean."
United States
Delaine F.
The price is AED 643
AED 1,193 total
includes taxes & fees
17 Nov - 18 Nov
Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath

12. Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (22 reviews)
"Great spot on a cute street. Easy check in and out, and the place is stocked with everything you might need!"
United States
Ashley B.
The price is AED 735
AED 1,177 total
includes taxes & fees
2 Dec - 3 Dec
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

13. Enchanting Cottage, walk to Downtown Harpers Ferry

Enchanting Cottage, walk to Downtown Harpers Ferry
Harpers Ferry
9.6 out of 10, Exceptional, (59 reviews)
"Great place in historic Harper’s ferry. Only negative thing I can say is the parking is not ideal"
United States
Brett D.
The price is AED 814
AED 1,480 total
includes taxes & fees
18 Nov - 19 Nov
Enchanting Cottage, walk to Downtown Harpers Ferry

14. Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Rohrersville
10.0 out of 10, Exceptional, (22 reviews)
"Our stay was so enjoyable!"
United States
Kimberly C.
The price is AED 1,010
AED 1,585 total
includes taxes & fees
10 Dec - 11 Dec
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

15. Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!

Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!
Harpers Ferry
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful home. Very attentive hosts, great location. We enjoyed every minute at this home. "
United States
Katrina
The price is AED 730
AED 1,594 total
includes taxes & fees
10 Nov - 11 Nov
Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!

16. Cozy Getaway Near History, Hiking & Adventure

Cozy Getaway Near History, Hiking & Adventure
Bolivar
8.8 out of 10, Excellent, (3 reviews)
"This house was perfect for our getaway. Clean and comfortable. Close to everything."
United States
Ashlee O.
Cozy Getaway Near History, Hiking & Adventure

17. La Soledad Lavender Farm on the Potomac

La Soledad Lavender Farm on the Potomac
Harpers Ferry
10.0 out of 10, Exceptional, (32 reviews)
"Terrific place and very friendly and accommodating host"
United States
Michel R.
La Soledad Lavender Farm on the Potomac

18. Historic Queen Anne Family Home w Modern Comforts

Historic Queen Anne Family Home w Modern Comforts
Harpers Ferry
9.2 out of 10, Wonderful, (11 reviews)
"This was a wonderful vacation rental--clean, beautifully appointed, and located within walking distance of historic Harpers Ferry and the AT. We couldn't have asked for a nicer place to spend our long weekend getaway."
United States
Jenny H.
Historic Queen Anne Family Home w Modern Comforts

19. A private home in historic Bolivar with a hot tub and yard. Pet friendly!

A private home in historic Bolivar with a hot tub and yard. Pet friendly!
Bolivar
10.0 out of 10, Exceptional, (37 reviews)
"Lovely place to stay! "
United States
April O.
A private home in historic Bolivar with a hot tub and yard. Pet friendly!

20. The Retreat at Harpers Ferry

The Retreat at Harpers Ferry
Bolivar
9.4 out of 10, Exceptional, (3 reviews)
"Wonderful stay. House was lovely. Back yard / gazebo fabulous for hanging out. Everything you needed in home from the stocked coffee bar down to Q-tips. Within walking distance to some interesting entertainment & cafes. Very pleasant stay. Will do again."
United States
Tonia Y.
The price is AED 971
AED 1,868 total
includes taxes & fees
1 Dec - 2 Dec
The Retreat at Harpers Ferry
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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Top Shepherdstown Hotel Reviews