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

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Our top choices for Shepherdstown cottages

1. The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage
Harpers Ferry
9.8 out of 10, Exceptional, (52 reviews)
"Lovely little spot right off the AT and easy walk into historic HF. "
United States
Michael
The price is AU$287
includes taxes & fees
16 Aug - 17 Aug
The Carriage House at Carrot Top Cottage

2. Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.6 out of 10, Exceptional, (14 reviews)
"Our stay was amazing and we really enjoyed ourselves. The place was perfect and quiet and peaceful! We will be booking with them again! "
United States
Kyndal B.
The price is AU$269
includes taxes & fees
12 Aug - 13 Aug
Bring Your Own Boat - Meticulously restored house on the Potomac River

3. Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (28 reviews)
"We enjoyed our stay here so much and when we go back to Harper’s Ferry we hope to stay in the same place again"
United States
Zachary S.
The price is AU$516
includes taxes & fees
20 Aug - 21 Aug
Amazing dog-friendly cottage. Walk 2 Harpers Ferry

4. Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"We enjoyed our stay and the property was exactly what we were looking for in a mountain getaway peaceful, private, and immersed in the woods with beautiful views and a relaxing atmosphere.The home was clean, quiet, and met our needs well for a restful escape. The hosts were communicative and supportive, although we did not need to reach out during our stay.The driveway is definitely mountain-style, so guests should come prepared and be mindful of the vehicle they bring, but the secluded setting...
United States
B S.
The price is AU$544
includes taxes & fees
10 Aug - 11 Aug
Cottage w/ Hot Tub and 100-Mile Valley Views!

5. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is AU$485
includes taxes & fees
18 Aug - 19 Aug
Woodsy Retreat with a Hot Tub and Seasonal Views!

6. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (39 reviews)
"Excellent property for a relaxing getaway. Very clean. Host very responsive."
United States
Brad C.
The price is AU$674
includes taxes & fees
31 Aug - 1 Sept
Peaceful Lakefront Cottage with Mountain Views!

7. Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (26 reviews)
"Great house! The view was amazing. Having extra kayaks was great. If you plan to use the lake, plan for 10 per person per day, that was an added expense for a family of six! "
United States
Amy H.
The price is AU$938
includes taxes & fees
27 Aug - 28 Aug
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

8. Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (69 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
The price is AU$387
includes taxes & fees
12 Aug - 13 Aug
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

9. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
10.0 out of 10, Exceptional, (24 reviews)
"GREAT stay…loved the location, the hot tub, the amenities, and the host."
United States
Domenic E.
The price is AU$548
includes taxes & fees
17 Aug - 18 Aug
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

10. Country Road Cottage-Mountain Views + Private Hot Tub + Sauna + Game Room

Country Road Cottage-Mountain Views + Private Hot Tub + Sauna + Game Room
Berkeley Springs
10.0 out of 10, Exceptional, (3 reviews)
"One of the best properties I’ve rented. Everything was better than described and the description was already stellar. Highly recommend and will likely rent again. "
United States
Cyndi P.
The price is AU$580
includes taxes & fees
9 Aug - 10 Aug
Country Road Cottage-Mountain Views + Private Hot Tub + Sauna + Game Room
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 Cottages information

Number of reviews
281
Accommodation
86 Cottages
Lowest Price
AU$269
Highest Price
AU$938

Frequently asked questions

How much do cottages in Shepherdstown cost?
Cottages in Shepherdstown range between AU$269 and AU$938 per night. These retreats offer a chance to get reacquainted with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Shepherdstown?
Reconnect with nature in one of the 86 cottages waiting for you in Shepherdstown. To help you choose a stay that's right for you, use our filter tool to search for must-have amenities.
What is there to do in Shepherdstown near my cottage?
Shepherdstown has enough experiences to keep you on the go for weeks (or months!), starting with Big Cork Vineyards. Bolivar Heights Scenic Overlook, For the Kids, By George Childrens Museum and Crystal Grottoes Caverns are other fantastic attractions. If you're sticking around a while, Apollo Civic Theatre and Shepherdstown Museum are nice finishing touches to your itinerary.