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

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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, (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 AED 551
AED 945 total
includes taxes & fees
18 Oct - 19 Oct
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, (53 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 AED 511
AED 807 total
includes taxes & fees
1 Nov - 2 Nov
The Carriage House at Carrot Top Cottage
A two-story house with a covered porch and a wooden fence.

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 AED 715
AED 1,247 total
includes taxes & fees
1 Nov - 2 Nov
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Exterior

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 AED 997
AED 1,138 total
includes taxes & fees
5 Oct - 6 Oct
Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
A white building with a red roof, a car parked in front, and a grassy yard.

5. 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 AED 275
AED 592 total
includes taxes & fees
4 Oct - 5 Oct
Bring Your Own Boat - Meticulously restored house on the Potomac River
A two-story building with a balcony, a porch with outdoor seating, and a stone foundation.

6. 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 AED 1,696
AED 2,057 total
includes taxes & fees
5 Oct - 6 Oct
Historic Stone Cottage with Hot Tub and Hammock, Minutes from Downtown Harpers Ferry, West Virginia
A modern building with large windows, a deck, and a stone wall.

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)
"Property was a great location for all we wanted to do during our vacation. The beach area was the perfect retreat for some relaxation after long days of hiking. Area is beautiful, house was comfortable (slept like a baby), and we had a great stay. Would definitely stay again."
United States
Rebecca N.
The price is AED 367
AED 1,251 total
includes taxes & fees
21 Oct - 22 Oct
Woodsy Retreat with a Hot Tub and Seasonal Views!
Property grounds

8. 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 AED 2,098
AED 2,311 total
includes taxes & fees
27 Oct - 28 Oct
Enchanting Victorian Cottage Just Steps From All the Major Sites in Harpers Ferry, WV
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, (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 AED 511
AED 1,802 total
includes taxes & fees
7 Oct - 8 Oct
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
A hot tub with a view of a forested landscape during sunset.

10. 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 AED 584
AED 1,693 total
includes taxes & fees
12 Oct - 13 Oct
Cottage w/ Hot Tub and 100-Mile Valley Views!
A hot tub on a deck with a view of a lake and forest.

11. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (42 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 AED 724
AED 1,993 total
includes taxes & fees
19 Oct - 20 Oct
Peaceful Lakefront Cottage with Mountain 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.

12. 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 AED 446
AED 975 total
includes taxes & fees
13 Oct - 14 Oct
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Terrace/patio

13. 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 AED 1,168
AED 1,417 total
includes taxes & fees
6 Oct - 7 Oct
Peaceful Hedgesville Cottage with Hot Tub, Fireplace & Resort Amenities in West Virginia
A wooden deck with a table and chairs, overlooking a forested area with string lights.

14. 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 AED 594
AED 1,578 total
includes taxes & fees
5 Oct - 6 Oct
Mountain Views + Private Hot Tub + Sauna + Game Room - Country Road Cottage
A covered outdoor area with a hot tub, wooden benches, and a view of a snowy landscape with trees and a fence.

15. 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)
"Fun place to stay!!!"
United States
Theresa R.
The price is AED 826
AED 1,453 total
includes taxes & fees
4 Oct - 5 Oct
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
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

Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown

10/10 Excellent
"Nice clean room, very nice staff good breakfast"
Susan 1-night trip
Posted 2 hours ago
Fairfield Inn & Suites by Marriott Hagerstown

Frequently asked questions

How much do cottages in Shepherdstown cost?
Cottages in Shepherdstown range between AED 592 and AED 2,311 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?
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