Search Shepherdstown Cottage Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

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, (68 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
The price is ￥18,727
￥41,565 total
includes taxes & fees
Jun 23 - Jun 24
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
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 ￥15,969
￥30,338 total
includes taxes & fees
Jul 5 - Jul 6
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 ￥16,130
￥58,174 total
includes taxes & fees
Jul 6 - Jul 7
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.
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 ￥16,130
￥54,942 total
includes taxes & fees
Jul 6 - Jul 7
Woodsy Retreat with a Hot Tub and Seasonal Views!
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, (48 reviews)
"Lovely little spot right off the AT and easy walk into historic HF. "
United States
Michael
The price is ￥19,985
￥25,835 total
includes taxes & fees
Jul 8 - Jul 9
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, (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 ￥34,196
￥96,805 total
includes taxes & fees
Jun 30 - Jul 1
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
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 ￥35,212
￥59,028 total
includes taxes & fees
Jul 12 - Jul 13
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
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
10.0 out of 10, Exceptional, (21 reviews)
"GREAT stay…loved the location, the hot tub, the amenities, and the host."
United States
Domenic E.
The price is ￥40,325
￥69,324 total
includes taxes & fees
Jul 6 - Jul 7
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 ￥214,368
￥330,486 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Shepherdstown Hotel Reviews

Days Inn by Wyndham Frederick

Days Inn by Wyndham Frederick

8/10 Good
"Staff were very friendly and professional. Room and lobby were very clean. The hotel was conveniently located to highways, restaurants, gas stations, etc. Our room was comfortable and extremely quiet! We ran into 2 problems while we were there. The first day, the pool was closed because of repairs. It was opened the second day and was lovely. The other problem was that our bathroom sink clogged. When they fixed it, the pipe underneath began to leak! They were unable to fix it with us in there, so we were given a bucket for the leaky pipe. It was not a big deal to us. We didn't try the complimentary breakfast as there was a Waffle House literally steps from our room door. And they were fast, delicious and cheap!"
Jennifer 2-night trip
Posted 6 hours ago
Days Inn by Wyndham Frederick

Find out more about Shepherdstown

Shepherdstown Cottages information

Number of reviews
249
Accommodation
83 Cottages
Lowest Price
￥25,835
Highest Price
￥330,486

Frequently asked questions

How much do cottages in Shepherdstown cost?
Cottages in Shepherdstown range between ￥25,835 and ￥330,486 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.