Search Shepherdstown Cottage Rentals from CA $220

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Shepherdstown cottages

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, (64 reviews)
"We had a great time. House was very comfortable and location was perfect."
United States
Liz R.
The price is CA $158
CA $356 total
includes taxes & fees
Mar 4 - Mar 5
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Exterior

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

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
10.0 out of 10, Exceptional, (9 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 $102
CA $220 total
includes taxes & fees
Mar 4 - Mar 5
Bring Your Own Boat - Meticulously restored house on the Potomac River
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, (12 reviews)
"Absolutely amazing place and stay! I could not possibly be more impressed and I look forward to coming back."
United States
Jasmine M.
The price is CA $307
CA $536 total
includes taxes & fees
Mar 4 - Mar 5
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
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, (23 reviews)
"Really nice property, and exactly as advertised. There were several local restaurants within easy walking distance (we loved both Bolivar Bread and Snallygaster's) and it was a fairly easy walk to the historic part of Harper's Ferry. We also enjoyed the fire pit in the back yard."
United States
Greg B.
The price is CA $225
CA $415 total
includes taxes & fees
Mar 3 - Mar 4
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
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, (20 reviews)
"Great view, very secluded"
United States
Matt s.
The price is CA $136
CA $520 total
includes taxes & fees
Mar 5 - Mar 6
Cottage w/ Hot Tub and 100-Mile Valley Views!
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, (22 reviews)
"The house was clean, had plenty of rooms and a fantastic location. "
United States
Bryan N.
The price is CA $136
CA $496 total
includes taxes & fees
Mar 5 - Mar 6
Lake View Retreat - Cottage Near a Peaceful Lake!
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, (45 reviews)
"We enjoyed the stay and it was an easy walk to the places we wanted to go!"
United States
Mike S.
The price is CA $134
CA $232 total
includes taxes & fees
Mar 9 - Mar 10
The Carriage House at Carrot Top Cottage
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, (24 reviews)
"Lovely views, very spacious, well appointed in terms of kitchen."
United States
sharyn m.
The price is CA $150
CA $619 total
includes taxes & fees
Mar 12 - Mar 13
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Cozy Haven Cottage - Wedding and Winery Retreat - Leesburg/Purcellville Area

Cozy Haven Cottage - Wedding and Winery Retreat - Leesburg/Purcellville Area
Paeonian Springs
The price is CA $276
CA $624 total
includes taxes & fees
Mar 8 - Mar 9
Cozy Haven Cottage - Wedding and Winery Retreat - Leesburg/Purcellville Area
Terrace/patio

Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
10.0 out of 10, Exceptional, (32 reviews)
"Great location. Beautiful scenery. House was clean."
United States
Brandon H.
The price is CA $147
CA $519 total
includes taxes & fees
Mar 11 - Mar 12
Peaceful Lakefront Cottage with Mountain 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, (25 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is CA $136
CA $469 total
includes taxes & fees
Mar 18 - Mar 19
Woodsy Retreat with a Hot Tub and Seasonal Views!
Exterior

Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs

Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
Harpers Ferry
9.6 out of 10, Exceptional, (10 reviews)
"We had a great stay "
United States
Lauren O.
The price is CA $311
CA $966 total
includes taxes & fees
Mar 8 - Mar 9
Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
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

Hillside Inn & Suite

Hillside Inn & Suite

10/10 Excellent
"No frills stay, very convenient, excellent price. Rooms was clean and neat. Fridge and AC worked well. "
Bruce 1-night trip
Posted 3 hours ago
Hillside Inn & Suite

Find out more about Shepherdstown

Shepherdstown Cottages information

Number of reviews
286
Accommodation
83 Cottages
Lowest Price
CA $220
Highest Price
CA $966

Frequently asked questions

How much do cottages in Shepherdstown cost?
Cottages in Shepherdstown range between CA $220 and CA $966 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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