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Check prices for these dates

Next weekend
12 Sept - 14 Sept
In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

Featured Cottages in Shepherdstown

Our top choices for Shepherdstown cottages

The Creekside Cottage: Downtown | Pet-Friendly
Interior

The Creekside Cottage: Downtown | Pet-Friendly

10.0 out of 10, Exceptional, (1)
"Great place to stay"
The price is AU$543
includes taxes & fees
7 Sept - 8 Sept
The Creekside Cottage: Downtown | Pet-Friendly
Bring Your Own Boat - Meticulously restored house on the Potomac River
Exterior

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

10.0 out of 10, Exceptional, (5)
"The property was charming, clean, and easy to access. It made my stay at Fort Fredrick State Park for the Market Fair very cost-effective, with clean, private accommodations to come home to at night. Well worth the price!"
The price is AU$291
includes taxes & fees
5 Oct - 6 Oct
Bring Your Own Boat - Meticulously restored house on the Potomac River
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Fridge, microwave, oven, stovetop

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

10.0 out of 10, Exceptional, (49)
"The house was clean and the beds were very comfortable! Great stay overall "
The price is AU$423
includes taxes & fees
8 Sept - 9 Sept
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Exterior

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (15)
"Very nice property with convenient location! Within walking distance of down town. "
The price is AU$506
includes taxes & fees
9 Sept - 10 Sept
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Lake View Retreat - Cottage Near a Peaceful Lake!
Property grounds

Lake View Retreat - Cottage Near a Peaceful Lake!

9.6 out of 10, Exceptional, (18)
"Was really able to relax and enjoy during our brief stay. Would come again."
The price is AU$545
includes taxes & fees
14 Sept - 15 Sept
Lake View Retreat - Cottage Near a Peaceful Lake!
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Property grounds

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

9.6 out of 10, Exceptional, (5)
"It was a great place to starve whole experience was perfect. "
The price is AU$613
includes taxes & fees
12 Sept - 13 Sept
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Cottage w/ Hot Tub and 100-Mile Valley Views!
Property grounds

Cottage w/ Hot Tub and 100-Mile Valley Views!

10.0 out of 10, Exceptional, (18)
"We loved this place! It had everything we needed and everything was very comfortable. The sunset view from the hot tub was a highlight! We would stay here again."
The price is AU$587
includes taxes & fees
11 Sept - 12 Sept
Cottage w/ Hot Tub and 100-Mile Valley Views!
The Carriage House at Carrot Top Cottage
1 bedroom, WiFi, bed sheets

The Carriage House at Carrot Top Cottage

9.8 out of 10, Exceptional, (40)
"We enjoyed the stay and it was an easy walk to the places we wanted to go!"
The price is AU$275
includes taxes & fees
22 Sept - 23 Sept
The Carriage House at Carrot Top Cottage
Woodsy Retreat with a Hot Tub and Seasonal Views!
Terrace/patio

Woodsy Retreat with a Hot Tub and Seasonal Views!

9.8 out of 10, Exceptional, (21)
"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."
The price is AU$514
includes taxes & fees
2 Oct - 3 Oct
Woodsy Retreat with a Hot Tub and Seasonal Views!
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Outdoor dining

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

10.0 out of 10, Exceptional, (22)
"Loved this house for relaxing, enjoying nature and reconnecting with friends!"
The price is AU$822
includes taxes & fees
22 Sept - 23 Sept
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
Outdoor dining

Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs

9.6 out of 10, Exceptional, (5)
"We really enjoyed our stay, the four bedrooms gave us lots of space. The hot tub was great and we enjoyed the balcony, too. Very close to lots of fun wineries and Harper’s Ferry. Quiet location on a road with other houses. I’d recommend bringing extra towels and a few wine glasses if you’re drinking nice wine. Lots of thoughtful touches — games, fireplace, spacious kitchen. It was great!"
The price is AU$693
includes taxes & fees
8 Sept - 9 Sept
Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
Peaceful Lakefront Cottage with Mountain Views!
Property grounds

Peaceful Lakefront Cottage with Mountain Views!

9.8 out of 10, Exceptional, (28)
"Really enjoyed stay home was great "
The price is AU$747
includes taxes & fees
21 Sept - 22 Sept
Peaceful Lakefront Cottage with Mountain Views!
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
Exterior

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

10.0 out of 10, Exceptional, (13)
"Good place for a nice quite weekend."
The price is AU$531
includes taxes & fees
8 Sept - 9 Sept
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
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

Find out more about Shepherdstown

Find out more about Shepherdstown

Shepherdstown Cottages information

Number of reviews
Accommodation
85 Cottages
Lowest Price
AU$291
Highest Price
AU$822

Frequently asked questions

How much do cottages in Shepherdstown cost?
Cottages in Shepherdstown range between AU$291 and AU$822 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.