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

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Our top choices for Shepherdstown vacation homes

1. Walk to Stores: Home in Historic Shepherdstown!

Walk to Stores: Home in Historic Shepherdstown!
Shepherdstown
9.4 out of 10, Exceptional, (6 reviews)
"Very nice place, the lay out is perfect for multiple adults, we stayed for 10 night for work and it was perfect, we will be back for another long stay soon. "
United States
Brandon K.
The price is ¥13,312
¥57,290 total
includes taxes & fees
Nov 19 - Nov 20
Walk to Stores: Home in Historic Shepherdstown!

2. 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.
The price is ¥33,333
¥56,547 total
includes taxes & fees
Nov 8 - Nov 9
Charming Shepherdstown Home - Walk to Downtown

3. 1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and Battlefield

1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and Battlefield
Sharpsburg
10.0 out of 10, Exceptional, (55 reviews)
"The house was in a great location with the winery and battlefield nearby, and the house was very nice and comfortable."
United States
Nancy D.
The price is ¥19,371
¥51,112 total
includes taxes & fees
Nov 9 - Nov 10
1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and Battlefield

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 ¥33,860
¥121,771 total
includes taxes & fees
Nov 12 - Nov 13
Camp Patowmack - Riverfront, Hot Tub, and Sauna!

5. 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 ¥28,384
¥64,021 total
includes taxes & fees
Nov 15 - Nov 16
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

6. 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, (36 reviews)
"Great stay, super nice people and wonderful house."
United States
Kenzie S.
The price is ¥29,454
¥82,304 total
includes taxes & fees
Nov 9 - Nov 10
4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry

7. 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 ¥14,548
¥40,450 total
includes taxes & fees
Nov 18 - Nov 19
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

8. 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
The price is ¥22,537
¥43,516 total
includes taxes & fees
Nov 8 - Nov 9
New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct

9. 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, (12 reviews)
"Wonderful location and property."
United States
Helen F.
The price is ¥15,308
¥41,149 total
includes taxes & fees
Nov 8 - Nov 9
Hidden Creekside retreat near 5 national parks, including Harpers Ferry

10. Schilling House

Schilling House
3.0 star property
Bolivar
The price is ¥38,405
¥48,968 total
includes taxes & fees
Nov 9 - Nov 10
Schilling House

11. 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 ¥23,567
¥50,091 total
includes taxes & fees
Nov 9 - Nov 10
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

12. 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 ¥16,064
¥57,733 total
includes taxes & fees
Nov 8 - Nov 9
New, Contemporary House in Historic Harpers Ferry

13. 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 ¥43,582
¥68,371 total
includes taxes & fees
Nov 16 - Nov 17
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

14. 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 ¥35,673
¥61,742 total
includes taxes & fees
Dec 1 - Dec 2
Enchanting Cottage, walk to Downtown Harpers Ferry

15. 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 ¥27,561
¥51,164 total
includes taxes & fees
Nov 17 - Nov 18
Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath

16. 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 ¥31,498
¥50,450 total
includes taxes & fees
Dec 6 - Dec 7
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

17. 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, (17 reviews)
"Beautiful home. Very attentive hosts, great location. We enjoyed every minute at this home. "
United States
Katrina
The price is ¥34,779
¥72,567 total
includes taxes & fees
Nov 10 - Nov 11
Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!

18. 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.
The price is ¥58,463
¥104,504 total
includes taxes & fees
Nov 20 - Nov 21
Cozy Getaway Near History, Hiking & Adventure

19. 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.
The price is ¥51,184
¥67,246 total
includes taxes & fees
Nov 20 - Nov 21
La Soledad Lavender Farm on the Potomac

20. 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.
The price is ¥31,070
¥60,382 total
includes taxes & fees
Dec 1 - Dec 2
Historic Queen Anne Family Home w Modern Comforts
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

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Shepherdstown Vacation Homes information

Number of reviews
446
Accommodation
303 Vacation Homes
Lowest Price
¥40,450
Highest Price
¥121,771