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

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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 AU$314
includes taxes & fees
29 Sept - 30 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)
"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 AU$333
includes taxes & fees
18 Oct - 19 Oct
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 AU$516
includes taxes & fees
27 Sept - 28 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)
"Great little place to stay."
United States
Shannon W.
The price is AU$229
includes taxes & fees
4 Oct - 5 Oct
Bring Your Own Boat - Meticulously restored house on the Potomac River
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 traveller
The price is AU$527
includes taxes & fees
29 Sept - 30 Sept
Cottage w/ Hot Tub and 100-Mile Valley Views!
Exterior

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, (28 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is AU$475
includes taxes & fees
24 Sept - 25 Sept
Woodsy Retreat with a Hot Tub and Seasonal Views!
Outdoor dining

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

Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
Boonsboro
The price is AU$436
includes taxes & fees
6 Oct - 7 Oct
Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
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 AU$715
includes taxes & fees
24 Sept - 25 Sept
Peaceful Lakefront Cottage with Mountain Views!
Outdoor dining

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 AU$721
includes taxes & fees
7 Oct - 8 Oct
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Coffee/tea maker, fridge, microwave, oven

10. 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 AU$375
includes taxes & fees
30 Sept - 1 Oct
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
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 AU$761
includes taxes & fees
1 Oct - 2 Oct
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 AU$858
includes taxes & fees
7 Oct - 8 Oct
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 AU$535
includes taxes & fees
28 Sept - 29 Sept
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Outdoor dining

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 AU$593
includes taxes & fees
27 Sept - 28 Sept
Mountain Views + Private Hot Tub + Sauna + Game Room - Country Road Cottage
TV, fireplace

15. 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 AU$526
includes taxes & fees
27 Sept - 28 Sept
Peaceful Hedgesville Cottage with Hot Tub, Fireplace & Resort Amenities in West Virginia
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

SpringHill Suites by Marriott Frederick

SpringHill Suites by Marriott Frederick

10/10 Excellent
"Friendly staff!"
LaSheena 1-night trip
Posted 17 hours ago
SpringHill Suites by Marriott Frederick

Find out more about Shepherdstown

Shepherdstown Cottages information

Number of reviews
184
Accommodation
85 Cottages
Lowest Price
AU$229
Highest Price
AU$858

Frequently asked questions

How much do cottages in Shepherdstown cost?
Cottages in Shepherdstown range between AU$229 and AU$858 per night. These retreats offer a chance to get reacquainted with nature — at a price you can afford. This price was 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.
How many cottages are there in Shepherdstown?
Reconnect with nature in one of the 85 cottages waiting for you in Shepherdstown. To help you choose a stay that's right for you, use our filter tool to search for must-have amenities.
What is there to do in Shepherdstown near my cottage?
Shepherdstown has enough experiences to keep you on the go for weeks (or months!), starting with Big Cork Vineyards. Bolivar Heights Scenic Overlook, For the Kids, By George Childrens Museum and Crystal Grottoes Caverns are other fantastic attractions. If you're sticking around a while, Apollo Civic Theatre and Shepherdstown Museum are nice finishing touches to your itinerary.