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

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Shepherdstown cottages

Dining

1. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (24 reviews)
"Host let us in a bit early which was nice!"
United States
John
The price is £163
includes taxes & fees
2 Sept - 3 Sept
Quaint Mini Cottage in Shepherdstown - Walking Distance
1 bedroom, WiFi, bed sheets

2. 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 £152
includes taxes & fees
10 Sept - 11 Sept
The Carriage House at Carrot Top Cottage
Exterior

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, (31 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 £274
includes taxes & fees
1 Sept - 2 Sept
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Exterior

4. 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)
"Just what I needed. Great place."
United States
Shannon W.
The price is £122
includes taxes & fees
1 Oct - 2 Oct
Bring Your Own Boat - Meticulously restored house on the Potomac River
Outdoor dining

5. Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland

Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
Boonsboro
The price is £232
includes taxes & fees
1 Sept - 2 Sept
Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
Outdoor spa tub

6. 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)
"The property was so nice with a beautiful view. We had a great time! Highly recommend this property."
United States
Anonymous traveller
The price is £287
includes taxes & fees
3 Sept - 4 Sept
Cottage w/ Hot Tub and 100-Mile Valley Views!
Exterior

7. 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 £256
includes taxes & fees
2 Sept - 3 Sept
Woodsy Retreat with a Hot Tub and Seasonal Views!
Terrace/patio

8. 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 £370
includes taxes & fees
8 Sept - 9 Sept
Peaceful Lakefront Cottage with Mountain Views!
Exterior

9. Enchanting Victorian Cottage Just Steps From All the Major Sites in Harpers Ferry, WV

Enchanting Victorian Cottage Just Steps From All the Major Sites in Harpers Ferry, WV
Harpers Ferry
The price is £283
includes taxes & fees
2 Sept - 3 Sept
Enchanting Victorian Cottage Just Steps From All the Major Sites in Harpers Ferry, WV
Outdoor dining

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

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (28 reviews)
"With bedrooms and sitting rooms on 3 floors, our 3-generation family enjoyed having space to gather together as well as space for time apart. The decks allowed for additional places to enjoy the beautiful surroundings. Lake access was great for swimming and kayaking."
United States
Lindy K.
The price is £439
includes taxes & fees
10 Sept - 11 Sept
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Coffee/tea maker, fridge, microwave, oven

11. 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 £196
includes taxes & fees
14 Sept - 15 Sept
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Terrace/patio

12. 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)
"Very relaxing stay! Clean hot tub!! "
United States
Mara H.
The price is £292
includes taxes & fees
6 Sept - 7 Sept
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Outdoor dining

13. 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 £292
includes taxes & fees
7 Sept - 8 Sept
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

Hampton Inn Martinsburg

Hampton Inn Martinsburg

10/10 Excellent
"Ok"
Russell 1-night trip
Posted 3 hours ago
Hampton Inn Martinsburg

Find out more about Shepherdstown

Shepherdstown Cottages information

Number of reviews
310
Accommodation
86 Cottages
Lowest Price
£122
Highest Price
£439

Frequently asked questions

How much do cottages in Shepherdstown cost?
Cottages in Shepherdstown range between £122 and £439 per night. These retreats offer a chance to soak in nature's beauty — at a price you can afford. These prices were 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.
Why book your cottage in Shepherdstown with Expedia?
Expedia has some great cottages in Shepherdstown, so start packing for a memorable holiday on nature's doorstep. If you have a budget, choose how much you'd like to spend and your preferred property star rating. Or, make use of our filters to search for cottages with a pool or free WiFi. We'll help you find the perfect pad whatever your trip looks like.
How can I find cheap cottages in Shepherdstown?
With Expedia's filter tool, sourcing cheap cottages in Shepherdstown is a breeze. To discover stays that'll make your bank balance smile, tailor your search results by star rating, amenities and budget.
What is there to do in Shepherdstown near my cottage?
There are loads of impressive things to do and see in Shepherdstown. Check out well-known attractions like Shepherdstown Opera House, Shepherdstown Museum and Morgan's Grove Park. Cress Creek Golf Club, Rumsey Monument and Elmwood Cemetery are other must-do's.