Search Shepherdstown Cottage Rentals from CA $224

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Shepherdstown cottages

Exterior

Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.8 out of 10, Exceptional, (13 reviews)
"Our stay was amazing and we really enjoyed ourselves. The place was perfect and quiet and peaceful! We will be booking with them again! "
United States
Kyndal B.
The price is CA $138
CA $263 total
includes taxes & fees
Jun 15 - Jun 16
Bring Your Own Boat - Meticulously restored house on the Potomac River
Exterior

Lake View Retreat - Cottage Near a Peaceful Lake!

Lake View Retreat - Cottage Near a Peaceful Lake!
Harpers Ferry
9.6 out of 10, Exceptional, (23 reviews)
"The house had wonderful spaces to use for our weekend getaway!"
United States
Jessame P.
The price is CA $140
CA $510 total
includes taxes & fees
Jun 15 - Jun 16
Lake View Retreat - Cottage Near a Peaceful Lake!
Outdoor spa tub

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, (23 reviews)
"Great view, very secluded"
United States
Matt s.
The price is CA $194
CA $613 total
includes taxes & fees
Jul 1 - Jul 2
Cottage w/ Hot Tub and 100-Mile Valley Views!
Exterior

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 $140
CA $482 total
includes taxes & fees
Jun 16 - Jun 17
Woodsy Retreat with a Hot Tub and Seasonal Views!
Fridge, microwave, oven, stovetop

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (68 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
The price is CA $220
CA $437 total
includes taxes & fees
Jun 21 - Jun 22
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
1 bedroom, WiFi, bed sheets

The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage
Harpers Ferry
9.8 out of 10, Exceptional, (47 reviews)
"Lovely little spot right off the AT and easy walk into historic HF. "
United States
Michael
The price is CA $173
CA $224 total
includes taxes & fees
Jul 7 - Jul 8
The Carriage House at Carrot Top Cottage
Exterior

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (27 reviews)
"Great house and location! "
United States
Johanna S.
The price is CA $305
CA $522 total
includes taxes & fees
Jun 15 - Jun 16
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Outdoor dining

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (26 reviews)
"The host was prompt with answering any inquiries. The house was well stocked. Great area to visit."
United States
Ellen B.
The price is CA $346
CA $910 total
includes taxes & fees
Jun 30 - Jul 1
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Terrace/patio

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
9.8 out of 10, Exceptional, (20 reviews)
"GREAT stay…loved the location, the hot tub, the amenities, and the host."
United States
Domenic E.
The price is CA $315
CA $557 total
includes taxes & fees
Jun 25 - Jun 26
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
House (5 Bedrooms) | Front of property

Great for Groups! Luxe + Private Myersville Estate

Great for Groups! Luxe + Private Myersville Estate
3.0 star property
Myersville
The price is CA $2,905
CA $3,932 total
includes taxes & fees
Jun 26 - Jun 27
Great for Groups! Luxe + Private Myersville Estate
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

10/10 Excellent
"Very nice hotel. The omelettes were delicious."
Mark 1-night trip
Posted 4 hours ago
Tru By Hilton Martinsburg

Find out more about Shepherdstown

Shepherdstown Cottages information

Number of reviews
247
Accommodation
82 Cottages
Lowest Price
CA $224
Highest Price
CA $3,932

Frequently asked questions

How much do cottages in Shepherdstown cost?
Cottages in Shepherdstown range between CA $224 and CA $3,932 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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