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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 78 Cottages in Shepherdstown with updated reviews, rates, and availability.

The Carriage House at Carrot Top Cottage
Aerial view

The Carriage House at Carrot Top Cottage

9.8 out of 10, Exceptional, (36)
"We enjoyed the stay and it was an easy walk to the places we wanted to go!"
The price is AED 386
AED 655 total
includes taxes & fees
3 Jun - 4 Jun
The Carriage House at Carrot Top Cottage
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Fridge, microwave, oven, stovetop

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

10.0 out of 10, Exceptional, (42)
"Great stay! "
The price is AED 514
AED 1,051 total
includes taxes & fees
3 Jun - 4 Jun
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
10.0 out of 10, Exceptional, (13)
"We loved our stay. The location was central to everything we did; the car stayed in the driveway for almost our entire trip, and the yard is perfect for dogs. The house itself is exactly as shown in the pcs. Highly recommended "
The price is AED 680
AED 1,215 total
includes taxes & fees
5 Jun - 6 Jun
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Firehouse Cottage | Walk to all of downtown HF
1 bedroom, iron/ironing board, travel crib, WiFi

Firehouse Cottage | Walk to all of downtown HF

8.0 out of 10, Very Good, (1)
"Cute & cozy spot, about 5-10 minute walk from historic Harper's Ferry shops! We really enjoyed staying there. We had a bit of trouble getting into the house and had to contact the host to get in. Took a few extra minutes. Other than that, lovely stay in a great location. "
The price is AED 514
AED 870 total
includes taxes & fees
3 Jun - 4 Jun
Firehouse Cottage | Walk to all of downtown HF
Peaceful Lakefront Cottage with Mountain Views!
Fridge, microwave, oven, stovetop

Peaceful Lakefront Cottage with Mountain Views!

9.8 out of 10, Exceptional, (26)
"Wintertime visit. Very peaceful. "
Peaceful Lakefront Cottage with Mountain Views!
Wild & Cozy | Harpers Ferry Mountain Escape
Outdoor dining

Wild & Cozy | Harpers Ferry Mountain Escape

10.0 out of 10, Exceptional, (1)
"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 AED 521
AED 1,585 total
includes taxes & fees
10 Jun - 11 Jun
Wild & Cozy | Harpers Ferry Mountain Escape
Cozy Stone Cottage in Round Hill, VA
Fridge, microwave, oven, stovetop

Cozy Stone Cottage in Round Hill, VA

10.0 out of 10, Exceptional, (3)
"We had an excellent stay at cottage! It was perfect for a short weekend away with girlfriends. It was quaint and historic but didn't lack modern day comforts. Highly recommend for anyone looking for a few days away, with easy access to all Round Hill & Purcellville has to offer. "
Cozy Stone Cottage in Round Hill, VA
Bring Your Own Boat - Meticulously restored house on the Potomac River
Game room

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

10.0 out of 10, Exceptional, (4)
"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 AED 364
AED 691 total
includes taxes & fees
11 Jun - 12 Jun
Bring Your Own Boat - Meticulously restored house on the Potomac River
Carrot Top Cottage surrounded by National Park
Exterior

Carrot Top Cottage surrounded by National Park

10.0 out of 10, Exceptional, (35)
"This cottage was like a home away from home! It was the perfect location and spotless. We would definitely stay again and recommend to anyone "
Carrot Top Cottage surrounded by National Park
Lake View Retreat - Cottage Near a Peaceful Lake!
Property grounds

Lake View Retreat - Cottage Near a Peaceful Lake!

9.6 out of 10, Exceptional, (17)
"Was really able to relax and enjoy during our brief stay. Would come again."
The price is AED 367
AED 1,332 total
includes taxes & fees
4 Jun - 5 Jun
Lake View Retreat - Cottage Near a Peaceful Lake!
Waterfront Cabin on 32 Acres in Leesburg!
TV, DVD player, books, video library

Waterfront Cabin on 32 Acres in Leesburg!

10.0 out of 10, Exceptional, (1)
"Caught lots of fish; woodland walks and fun games; cooked on the outside fire place; family time around the fire pit. Every one had a great time!! "
Waterfront Cabin on 32 Acres in Leesburg!
Charming 1-bedroom cottage in Shepherdstown walking distance
Living area

Charming 1-bedroom cottage in Shepherdstown walking distance

10.0 out of 10, Exceptional, (2)
"Great, easy to find location. Nancy was a great communicator A wonderful option for us, as we were in the area for a wedding in Sharpsburg where overnight accommodations were a bit slim. Shepherdstown was a cute town with lots of cute local shops and places to eat. Would stay here again! "
Charming 1-bedroom cottage in Shepherdstown walking distance
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Interior

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

10.0 out of 10, Exceptional, (2)
"We had a a great experience at this cabin getaway. The property was immaculate, cozy and well-equipped. The host was incredibly responsive and thoughtful. We can't wait to come back!"
The price is AED 918
AED 1,541 total
includes taxes & fees
3 Jun - 4 Jun
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Laurel Cottage in the heart of Harpers Ferry
Outdoor dining

Laurel Cottage in the heart of Harpers Ferry

10.0 out of 10, Exceptional, (2)
"The property is beautifully decorated, spacious, with all amenities needed for a weekend stay and in walking distance to downtown Harper’s Ferry. "
Laurel Cottage in the heart of Harpers Ferry
Modern Country Cottage in Wine Country
Fridge, microwave, oven, stovetop

Modern Country Cottage in Wine Country

8.8 out of 10, Excellent, (3)
"Description of property was accurate. It worked well for our purpose. Location was.close to Leesburg and easy to get to. Mice"
Modern Country Cottage in Wine Country
RIVERKEEPER INN, Waterfront Property on the Potomac River
View from property

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (120)
"The hosts are wonderful. I had a great time in their cozy, clean and beautiful place. Highly recommend for a visit to beautiful and historic WV.I particularly appreciated their fondness for dogs. Mine had a great time too!"
RIVERKEEPER INN, Waterfront Property on the Potomac River
Cottage w/ Hot Tub and 100-Mile Valley Views!
Outdoor spa tub

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

10.0 out of 10, Exceptional, (17)
"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 AED 367
AED 1,402 total
includes taxes & fees
3 Jun - 4 Jun
Cottage w/ Hot Tub and 100-Mile Valley Views!
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
Exterior detail

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

9.8 out of 10, Exceptional, (7)
"Good place for a nice quite weekend."
The price is AED 577
AED 1,460 total
includes taxes & fees
3 Jun - 4 Jun
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Outdoor dining

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

10.0 out of 10, Exceptional, (18)
"Check in was seamless. The place was perfect for three couples with all the master suites. "
The price is AED 518
AED 1,829 total
includes taxes & fees
5 Jun - 6 Jun
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
ROMANTIC GETAWAY : Relax In Our Outdoor Spa This Winter !
Property grounds

ROMANTIC GETAWAY : Relax In Our Outdoor Spa This Winter !

10.0 out of 10, Exceptional, (139)
"Very well decorated. The owners were very attentive and kind. Left a candle with wine in the bedrooms. Very well set up and beautiful!!"
ROMANTIC GETAWAY : Relax In Our Outdoor Spa This Winter !
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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Frequently asked questions

How much do cottages in Shepherdstown cost?
Cottages in Shepherdstown range between AED 364 and AED 918 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.