Search Shepherdstown Cottage Accommodations

  • 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
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

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, (62 reviews)
"We had a great time. House was very comfortable and location was perfect."
United States
Liz R.
The price is AU$371
includes taxes & fees
8 Feb - 9 Feb
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 AU$232
includes taxes & fees
27 Feb - 28 Feb
Bring Your Own Boat - Meticulously restored house on the Potomac River
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, (22 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 AU$423
includes taxes & fees
23 Feb - 24 Feb
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
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 AU$778
includes taxes & fees
8 Feb - 9 Feb
Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
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 AU$516
includes taxes & fees
11 Feb - 12 Feb
Lake View Retreat - Cottage Near a Peaceful Lake!
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 AU$521
includes taxes & fees
24 Feb - 25 Feb
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, (24 reviews)
"I highly recommend this cabin stay! It has absolutely everything you could need. Super clean and in a great area. Will definitely stay again if we get the chance."
United States
Claudia F.
The price is AU$479
includes taxes & fees
16 Feb - 17 Feb
Woodsy Retreat with a Hot Tub and Seasonal Views!
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 AU$538
includes taxes & fees
12 Feb - 13 Feb
Cottage w/ Hot Tub and 100-Mile Valley 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, (44 reviews)
"The place was super cute and clean. It was the perfect little getaway spot for my husband and I’s anniversary. "
United States
Holly W.
The price is AU$245
includes taxes & fees
23 Feb - 24 Feb
The Carriage House at Carrot Top Cottage
Exterior

Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers

Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
Berkeley Springs
9.4 out of 10, Exceptional, (19 reviews)
"Nice place to stay"
United States
Roy C.
The price is AU$586
includes taxes & fees
9 Feb - 10 Feb
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
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, (23 reviews)
"Lovely views, very spacious, well appointed in terms of kitchen."
United States
sharyn m.
The price is AU$772
includes taxes & fees
22 Feb - 23 Feb
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
9.6 out of 10, Exceptional, (10 reviews)
"It was a great place to starve whole experience was perfect. "
United States
Jaime B.
The price is AU$550
includes taxes & fees
11 Feb - 12 Feb
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
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

Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG

10/10 Excellent
"Staff were very friendly and helpful. The room was clean, but the bathroom in 1054 needs"
Peggy 6-night trip
Posted 14 hours ago
Holiday Inn Express Charles Town by IHG

Find out more about Shepherdstown

Shepherdstown Cottages information

Number of reviews
293
Accommodation
83 Cottages
Lowest Price
AU$232
Highest Price
AU$778

Frequently asked questions

How much do cottages in Shepherdstown cost?
Cottages in Shepherdstown range between AU$232 and AU$778 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 83 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.