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

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Shepherdstown cottages

A living room with a dining table, chairs, a sofa, and a television.

1. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (23 reviews)
"Host let us in a bit early which was nice!"
United States
John
The price is CA $166
CA $303 total
includes taxes & fees
Aug 23 - Aug 24
Quaint Mini Cottage in Shepherdstown - Walking Distance
A bedroom with a bed, a table, and a view of the outdoors.

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 CA $171
CA $275 total
includes taxes & fees
Aug 23 - Aug 24
The Carriage House at Carrot Top Cottage
A white building with a red roof, a car parked in front, and a grassy yard.

3. 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)
"It’s the perfect river cabin to stay at. It’s older home so layout is awkward but it has been renovated and was nice and clean and perfect for our trip. Nice open dining/kitchen and living areas!! Host is AMAZING! She is so responsive and so helpful. We will definitely be back to stay!! "
United States
Amber W.
The price is CA $137
CA $260 total
includes taxes & fees
Aug 21 - Aug 22
Bring Your Own Boat - Meticulously restored house on the Potomac River
A two-story house with a covered porch and a wooden fence.

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

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (29 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 CA $301
CA $514 total
includes taxes & fees
Aug 23 - Aug 24
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
A hot tub with a view of a forested landscape during sunset.

5. 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 CA $138
CA $524 total
includes taxes & fees
Aug 31 - Sep 1
Cottage w/ Hot Tub and 100-Mile Valley Views!
A modern building with large windows, a deck, and a stone wall.

6. 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 CA $138
CA $469 total
includes taxes & fees
Sep 2 - Sep 3
Woodsy Retreat with a Hot Tub and Seasonal Views!
A kitchen with a dishwasher, a sink, and a stove. There are pots hanging above the sink and a window with a view of greenery outside.

7. 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 CA $180
CA $383 total
includes taxes & fees
Aug 31 - Sep 1
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
A hot tub on a deck with a view of a lake and forest.

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 CA $195
CA $642 total
includes taxes & fees
Sep 8 - Sep 9
Peaceful Lakefront Cottage with Mountain Views!
A covered deck with a table and chairs, overlooking a river and autumn foliage.

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

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (27 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 CA $313
CA $856 total
includes taxes & fees
Sep 3 - Sep 4
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
A covered outdoor area with a hot tub, wooden benches, and a view of a snowy landscape with trees and a fence.

10. 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 CA $311
CA $546 total
includes taxes & fees
Aug 23 - Aug 24
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
A wooden deck with a table and chairs, overlooking a forested area with string lights.

11. 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 CA $200
CA $568 total
includes taxes & fees
Aug 24 - Aug 25
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

Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town

8/10 Good
"We enjoyed our stay, but found there was no elevator so getting bags up the stairs was somewhat tricky. The room was clean, the space was nice, and parking was easy. Overall a good experience."
Janna 1-night trip
Posted 4 hours ago
Quality Inn Harpers Ferry - Charles Town

Find out more about Shepherdstown

Shepherdstown Cottages information

Number of reviews
250
Accommodation
86 Cottages
Lowest Price
CA $260
Highest Price
CA $856

Frequently asked questions

How much do cottages in Shepherdstown cost?
Cottages in Shepherdstown range between CA $260 and CA $856 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 vacation 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.

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