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

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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)
"Great location and home base for visiting Shepherdstown, Harpers Ferry, and Sharpsburg. Perfect for a couple."
United States
Virginia W.
The price is CA $184
CA $313 total
includes taxes & fees
Nov 3 - Nov 4
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, (55 reviews)
"Very clean and convenient for seeing Harpers Ferry"
United States
Rich C.
The price is CA $195
CA $295 total
includes taxes & fees
Nov 9 - Nov 10
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, (36 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 $272
CA $437 total
includes taxes & fees
Nov 2 - Nov 3
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
A white building with a red roof, a car parked in front, and a grassy yard.

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)
"Great little place to stay."
United States
Shannon W.
The price is CA $105
CA $203 total
includes taxes & fees
Nov 2 - Nov 3
Bring Your Own Boat - Meticulously restored house on the Potomac River
A residential area with houses, roads, and green fields.

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 CA $409
CA $450 total
includes taxes & fees
Nov 2 - Nov 3
Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
A two-story house with a porch, a front door, and a number '190' sign.

6. 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 CA $686
CA $797 total
includes taxes & fees
Nov 9 - Nov 10
Enchanting Victorian Cottage Just Steps From All the Major Sites in Harpers Ferry, WV
A two-story house with a front porch, a garage, and a driveway.

7. Large Family Home: 5 Mi to Dtwn Hagerstown!

Large Family Home: 5 Mi to Dtwn Hagerstown!
3.0 star property
Williamsport
10.0 out of 10, Exceptional, (1 review)
"The place was just beautiful "
United States
Derrick
The price is CA $261
CA $628 total
includes taxes & fees
Nov 5 - Nov 6
Large Family Home: 5 Mi to Dtwn Hagerstown!
A historic building with a brick facade, multiple windows, and a covered porch area.

8. 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 CA $873
CA $1,059 total
includes taxes & fees
Nov 29 - Nov 30
Historic Stone Cottage with Hot Tub and Hammock, Minutes from Downtown Harpers Ferry, West Virginia
A hot tub with a view of a forested landscape during sunset.

9. 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, (29 reviews)
"My husband and I went for a short trip. The communication was great and the house was perfect! We spent most of our time in the hot tub checking out the amazing view."
United States
Keri L.
The price is CA $175
CA $618 total
includes taxes & fees
Nov 16 - Nov 17
Cottage w/ Hot Tub and 100-Mile Valley 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.

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

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (71 reviews)
"The house is very cute and a perfect fit for our needs. We appreciated how clean the house was too! It's conveniently located to some many restaurants and shops. We would gladly stay here again!"
United States
Sara W.
The price is CA $177
CA $365 total
includes taxes & fees
Nov 3 - Nov 4
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
A modern building with large windows, a deck, and a stone wall.

11. 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, (29 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 CA $140
CA $564 total
includes taxes & fees
Nov 19 - Nov 20
Woodsy Retreat with a Hot Tub and Seasonal Views!
A hot tub on a deck with a view of a lake and forest.

12. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (42 reviews)
"The property was absolutely beautiful. The view of the lake was so pretty. Communication with the host was wonderful very informative. Very cozy and the house was beautiful inside."
United States
Tara G.
The price is CA $144
CA $628 total
includes taxes & fees
Nov 18 - Nov 19
Peaceful Lakefront Cottage with Mountain Views!
Exterior

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 CA $598
CA $725 total
includes taxes & fees
Nov 3 - Nov 4
Peaceful Hedgesville Cottage with Hot Tub, Fireplace & Resort Amenities in West Virginia
A covered outdoor area with a hot tub, wooden benches, and a view of a snowy landscape with trees and a fence.

14. 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, (27 reviews)
"Fun place to stay!!!"
United States
Theresa R.
The price is CA $314
CA $503 total
includes taxes & fees
Nov 2 - Nov 3
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.

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 CA $226
CA $579 total
includes taxes & fees
Nov 2 - Nov 3
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
"Check in was very fast and convenient. The room was well appointed, although on the small side. Very good parking. Breakfast was decent and the whole area was kept very clean. We enjoyed using the pool table."
Varghese 1-night trip
Posted 13 hours ago
Tru By Hilton Martinsburg

Find out more about Shepherdstown

Shepherdstown Cottages information

Number of reviews
334
Accommodation
89 Cottages
Lowest Price
CA $203
Highest Price
CA $1,077

Frequently asked questions

How much do cottages in Shepherdstown cost?
Cottages in Shepherdstown range between CA $203 and CA $1,077 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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