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

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

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, (25 reviews)
"We loved staying here, and walking into town to.explore. The kitchen was well stocked, and the tub was.perfect for soaking after a long day hiking."
United States
Alexandra Z.
The price is ￥20,708
￥36,848 total
includes taxes & fees
Sep 22 - Sep 23
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)
"Wonderful location. Very peaceful and convenient for everything we wanted to do on our trip. Enjoyed all the deer while sitting outside the cottage reading."
United States
Clinton R.
The price is ￥23,510
￥35,334 total
includes taxes & fees
Oct 4 - Oct 5
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, (33 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 ￥34,247
￥57,914 total
includes taxes & fees
Sep 22 - Sep 23
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Outdoor dining

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

Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
Boonsboro
The price is ￥42,565
￥48,611 total
includes taxes & fees
Oct 13 - Oct 14
Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
Outdoor spa tub

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, (27 reviews)
"The property was so nice with a beautiful view. We had a great time! Highly recommend this property."
United States
Anonymous traveler
The price is ￥15,688
￥59,872 total
includes taxes & fees
Sep 24 - Sep 25
Cottage w/ Hot Tub and 100-Mile Valley Views!
Exterior

6. 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)
"Great little place to stay."
United States
Shannon W.
The price is ￥11,766
￥25,289 total
includes taxes & fees
Oct 1 - Oct 2
Bring Your Own Boat - Meticulously restored house on the Potomac River
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, (28 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is ￥15,688
￥53,769 total
includes taxes & fees
Sep 24 - Sep 25
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, (40 reviews)
"Clean house. Host was able to accessible. Hot tub worked and clean. Kitchen had everything we needed. Great place to stay and relax"
United States
Lisa h.
The price is ￥18,512
￥67,261 total
includes taxes & fees
Sep 22 - Sep 23
Peaceful Lakefront Cottage with Mountain Views!
Coffee/tea maker, fridge, microwave, oven

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

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (70 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
The price is ￥19,061
￥40,659 total
includes taxes & fees
Sep 28 - Sep 29
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
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 ￥23,689
￥77,158 total
includes taxes & fees
Oct 7 - Oct 8
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Exterior

11. Historic Stone Cottage with Hot Tub and Hammock, Minutes from Downtown Harpers Ferry, West Virginia

Historic Stone Cottage with Hot Tub and Hammock, Minutes from Downtown Harpers Ferry, West Virginia
Bolivar
The price is ￥70,822
￥85,983 total
includes taxes & fees
Oct 1 - Oct 2
Historic Stone Cottage with Hot Tub and Hammock, Minutes from Downtown Harpers Ferry, West Virginia
Exterior

12. 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 ￥87,986
￥97,427 total
includes taxes & fees
Oct 7 - Oct 8
Enchanting Victorian Cottage Just Steps From All the Major Sites in Harpers Ferry, WV
Terrace/patio

13. 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, (26 reviews)
"Very relaxing stay! Clean hot tub!! "
United States
Mara H.
The price is ￥35,298
￥61,881 total
includes taxes & fees
Sep 22 - Sep 23
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
TV, fireplace

14. Peaceful Hedgesville Cottage with Hot Tub, Fireplace & Resort Amenities in West Virginia

Peaceful Hedgesville Cottage with Hot Tub, Fireplace & Resort Amenities in West Virginia
The Woods
The price is ￥49,897
￥57,714 total
includes taxes & fees
Sep 27 - Sep 28
Peaceful Hedgesville Cottage with Hot Tub, Fireplace & Resort Amenities in West Virginia
Outdoor dining

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

Mountain Views + Private Hot Tub + Sauna + Game Room - Country Road Cottage
Berkeley Springs
10.0 out of 10, Exceptional, (5 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 ￥25,389
￥65,384 total
includes taxes & fees
Sep 27 - Sep 28
Mountain Views + Private Hot Tub + Sauna + Game Room - Country Road Cottage
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

Tru By Hilton Martinsburg

Tru By Hilton Martinsburg

8/10 Good
"Bathroom needs a little update"
Rubi 3-night trip
Posted 2 hours ago
Tru By Hilton Martinsburg

Find out more about Shepherdstown

Shepherdstown Cottages information

Number of reviews
9,332
Accommodation
86 Cottages
Lowest Price
￥11,115
Highest Price
￥37,286

Frequently asked questions

How much do cottages in Shepherdstown cost?
Cottages in Shepherdstown range between ￥11,115 and ￥37,286 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.