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Compare 52 Cottages in Shepherdstown with updated reviews, rates, and availability.

View from property
RIVERKEEPER INN, Waterfront Property on the Potomac River
9.4 out of 10, Exceptional, (104)
"We had a wonderful time, even in the rain! Easy river access and beautiful views of both the water and green spaces."
RIVERKEEPER INN, Waterfront Property on the Potomac River
Exterior
Cozy Cottage
9.2 out of 10, Wonderful, (18)
"Cottage is quaint, with modern design. Perfect for my husband and I and our pup. Very clean, with tasteful decor. Within walking distance to town. Had everything you need."
The price is $94
$216 total
includes taxes & fees
Jun 3 - Jun 4
Cozy Cottage
Fridge, microwave, oven, stovetop
Peaceful Lakefront Cottage with Mountain Views!
10.0 out of 10, Exceptional, (16)
"It was a lovely way to spend our honeymoon I loved it so much will book again with family"
The price is $302
$650 total
includes taxes & fees
Jun 12 - Jun 13
Peaceful Lakefront Cottage with Mountain Views!
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Exterior
Cottage at Gray Fox- Many Attraction- Pet Friendly
10.0 out of 10, Exceptional, (16)
"We needed a b&b for an out of town wedding and this home could not have been more perfect! The hot tub and gaming system were a huge hit and the beds were beyond comfortable. The hosts were also very responsive and flexible! Highly recommend"
Cottage at Gray Fox- Many Attraction- Pet Friendly
Pool
Cottage w/ Hot Tub and 100-Mile Valley Views!
10.0 out of 10, Exceptional, (11)
"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 $162
$452 total
includes taxes & fees
May 30 - May 31
Cottage w/ Hot Tub and 100-Mile Valley Views!
Fridge, microwave, oven, stovetop
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
10.0 out of 10, Exceptional, (22)
"Very roomy, comfortable, quiet. Great location"
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Exterior
Carrot Top Cottage surrounded by National Park
10.0 out of 10, Exceptional, (21)
"Beautiful cottage. Charming decor. Spotless. Very impressed with the furnishings an such a comfortable bed. Great location. Very close to the Appalachian Trail and Thomas Jefferson Rock. Siiting on the porch in the evening watching the deer walk by. Wonderful property we highly recommend"
Carrot Top Cottage surrounded by National Park
Outdoor dining
Historic Schoolhouse on Winery Row
10.0 out of 10, Exceptional, (5)
"Perfect location for our long weekend. Well equipped & maintained cottage. Hope to return soon."
Historic Schoolhouse on Winery Row
Fridge, microwave, oven, stovetop
The Getaway Cottage at Rocky Marsh Farm
10.0 out of 10, Exceptional, (16)
"Great spot! Spent the weekend with three girlfriends and had a blast. The home was spotless, cozy, modern, and with a very well-equipped kitchen. Beautiful, bright windows, excellent views, and warm, inviting decor. Owners were responsive but not intrusive; we had no issues during our stay. I can't wait to come back!"
The Getaway Cottage at Rocky Marsh Farm
Interior
Mountain Royal at the Woods Resort
9.2 out of 10, Wonderful, (5)
"We love this house and it is so cozy. We had great time w family and enjoyed every moment"
Mountain Royal at the Woods Resort
Property grounds
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
10.0 out of 10, Exceptional, (12)
"Very clean! The outdoor space is amazing and better than photos. Host was super responsive to texting. Wish we would have planned an extra day to just enjoy the house and property more!"
The price is $337
$769 total
includes taxes & fees
Jun 5 - Jun 6
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Lock Keepers Cottage on C&O Canal/Potomac River
10.0 out of 10, Exceptional, (42)
"Our stay was simply amazing! The home was very clean and inviting. You can here the sound of the water as it rolls over the dam from the the front porch. The sounds of the birds chirping right outside is the best sound. We loved this place and will be back. Rorke is especially nice and was very easy to communicate with. 5 Stars easy!"
Lock Keepers Cottage on C&O Canal/Potomac River
Property grounds
Lake View Retreat - Cottage Near a Peaceful Lake!
9.4 out of 10, Exceptional, (13)
"Accurately described. Adequately apointed ammenities. Really appreciated the communication from the owner upon our arrival to check in on us! Would recommend this to my friends and family!"
The price is $159
$422 total
includes taxes & fees
Jun 2 - Jun 3
Lake View Retreat - Cottage Near a Peaceful Lake!
View from property
Lovettsville Cottage in Heart of Wine Country
10.0 out of 10, Exceptional, (22)
"The cottage was lovely. We had all the conveniences of home. We enjoyed the country setting and the blooming trees were very pretty."
Lovettsville Cottage in Heart of Wine Country
View from property
Entire Mountain Cottage Near Scenic Hiking Trails, Your Getaway Retreat!
10.0 out of 10, Exceptional, (1)
"The house was beautiful and perfect for our needs. We were able to be comfortable and enjoy our friend's wedding."
Entire Mountain Cottage Near Scenic Hiking Trails, Your Getaway Retreat!
Aerial view
The Carriage House at Carrot Top Cottage
9.6 out of 10, Exceptional, (15)
"The cottage was exactly as described and better. Though the property was small, every need was met. The location was outstanding...just yards from the Appalachian Trail with stunning view of the Shanendoah River and accessible to upper and lower Harpers Ferry. I was on foot throughout my stay and found this site challenging yet ideal with access to the cottage's ridge location via neighborhood streets, trails, and hillside stairs,...all beautiful and filled with history. I hope to return again...
The price is $105
$177 total
includes taxes & fees
May 29 - May 30
The Carriage House at Carrot Top Cottage
Exterior
Charming Home With Yard Near Shenandoah River!
3.5 star property
10.0 out of 10, Exceptional, (1)
Charming Home With Yard Near Shenandoah River!
Terrace/patio
Quiet tiny home. Dog-friendly. Private fenced yard
10.0 out of 10, Exceptional, (2)
"Spotless, well-appointed small house with fenced off privacy from the main house. Comfortable bed. Location was great for walking into town but also being quiet at night. A great play to stay to enjoy all of the outdoor things to do in Harper's Ferry as well as the history. Thoughtful hosts provided a lot of information about the area."
The price is $85
$166 total
includes taxes & fees
May 28 - May 29
Quiet tiny home. Dog-friendly. Private fenced yard
Property grounds
Woodsy Retreat with a Hot Tub and Seasonal Views!
10.0 out of 10, Exceptional, (9)
"This property was amazing for our weekend getaway. The property manager was amazing, and on top of us needing a fridge due to ours not getting cold. We had two babies that are both nursed and our breastmilk is as you know liquid gold! It was late on a Friday night and they bought us a mini fridge to help. We are forever grateful and will return."
The price is $155
$417 total
includes taxes & fees
May 30 - May 31
Woodsy Retreat with a Hot Tub and Seasonal Views!
Outdoor dining
🛶 Huckleberry Hills 🛶 Lake Cottage w/ ✨King Beds✨Hot Tub✨Fast Wifi✨Firepit✨
10.0 out of 10, Exceptional, (20)
"Great retreat. Very nice house, good location for vacation. Very good jacuzzi and bbq"
The price is $208
$466 total
includes taxes & fees
May 29 - May 30
🛶 Huckleberry Hills 🛶 Lake Cottage w/ ✨King Beds✨Hot Tub✨Fast Wifi✨Firepit✨
Don't see what you're looking for?
See all available properties in Shepherdstown
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.

Other property types in Shepherdstown

Beach
❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (41)
"The tiny house is exactly as described. Its small, clean, cozy and comfortable. The location right on the river is fantastic. Being able to have a fire right by the water each night was such a plus. In better weather would be a great put in for canoeing, kataking. Very close many historic sights, unique shops, and outdoor activities. The hosts are very thoughtful, kind and responsive. We will be staying again!!"
The price is $75
$144 total
includes taxes & fees
Jun 9 - Jun 10
❤️ Secluded 1940s Romantic Tiny House on the River
Exterior
Cozy Cottage
9.2 out of 10, Wonderful, (18)
"Cottage is quaint, with modern design. Perfect for my husband and I and our pup. Very clean, with tasteful decor. Within walking distance to town. Had everything you need."
The price is $94
$216 total
includes taxes & fees
Jun 3 - Jun 4
Cozy Cottage
Property grounds
Plum Lazy on the Potomac
9.4 out of 10, Exceptional, (20)
"My friends and I loved this house can’t wait to go back."
Plum Lazy on the Potomac
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.

Shepherdstown Cottages information

Number of reviews
366
Accommodation
52 Cottages
Lowest Price
$85
Highest Price
$337

Frequently asked questions

How much do cottages in Shepherdstown cost?
Cottages in Shepherdstown range between $85 and $337 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 52 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.
Why book your cottage in Shepherdstown with Expedia?
Expedia has some wonderful cottages in Shepherdstown, so get set for a memorable stay on nature’s doorstep. If you have a certain budget, choose how much you’d like to spend and the preferred star rating of your property. Or, use our filters to search for cottages with a pool or a hot tub. We’ll help you find the perfect pad whatever your plans or style of travel.
How can I find cheap cottages in Shepherdstown?
The easiest way to score cheap cottages in Shepherdstown is with Expedia’s filter tool. Fine-tune your search results by amenities, star rating and budget to land unbeatable prices in just a few clicks.
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.

Recent reviews of Shepherdstown hotels
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