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

The Carriage House at Carrot Top Cottage

9.8 out of 10, Exceptional, (34)
"My girlfriend and I will definitely be coming back to this spot when we visit Harpers Ferry again. Frederick MD is also just 20 mins away for more food options. "
The price is AED 386
AED 655 total
includes taxes & fees
1 Apr - 2 Apr
The Carriage House at Carrot Top Cottage

Carrot Top Cottage surrounded by National Park

10.0 out of 10, Exceptional, (35)
"The house is adorable inside and out! Pulling up to the house you just know that you are in for a treat! The decor is absolutely perfect. The home is very comfortable and has all that you need for a exceptional stay...and then some. Walking the streets and admiring the beautiful old homes is so relaxing! This Is Our New " Happy Place!""
Carrot Top Cottage surrounded by National Park

Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond

Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

10.0 out of 10, Exceptional, (34)
"The house is very well preserved classical duplex home on a road with plenty of parking with easy walking access to Market street just a couple blocks away. Its ideal for our type of stay when we want to check out the city."
The price is AED 437
AED 969 total
includes taxes & fees
31 Mar - 1 Apr
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

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

10.0 out of 10, Exceptional, (3)
"Clean, everything you need is there. Peaceful."
The price is AED 275
AED 592 total
includes taxes & fees
31 Mar - 1 Apr
Bring Your Own Boat - Meticulously restored house on the Potomac River

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

10.0 out of 10, Exceptional, (16)
"Check in was seamless. The place was perfect for three couples with all the master suites. "
The price is AED 944
AED 2,401 total
includes taxes & fees
6 Apr - 7 Apr
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

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

10.0 out of 10, Exceptional, (15)
"The view of this house is amazing! Absolutely beautiful!"
The price is AED 367
AED 1,386 total
includes taxes & fees
31 Mar - 1 Apr
Cottage w/ Hot Tub and 100-Mile Valley Views!

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 650
AED 1,550 total
includes taxes & fees
31 Mar - 1 Apr
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers

Lake View Retreat - Cottage Near a Peaceful Lake!

9.6 out of 10, Exceptional, (17)
"Beautiful location to relax and enjoy friends. This house was huge. Plenty of room for the 3 of us...could have been 8, lol. "
The price is AED 367
AED 1,317 total
includes taxes & fees
8 Apr - 9 Apr
Lake View Retreat - Cottage Near a Peaceful Lake!

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (9)
"What a lovely, cozy, clean property! The location was in the heart of Harper’s Ferry. Everything advertised was exactly as described, even nicer, inside and out! Cathy, our property manager was communicative and helpful. We will be back!!"
The price is AED 680
AED 1,195 total
includes taxes & fees
3 Apr - 4 Apr
Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Cottage at Gray Fox- Many Attraction- Pet Friendly

10.0 out of 10, Exceptional, (21)
"Wonderful property for a girls' getaway! The owners are very responsive to messages and communicated well with us. Clean, comfy beds, had everything we needed. The hot tub was a plus on a snowy weekend."
Cottage at Gray Fox- Many Attraction- Pet Friendly

Woodsy Retreat with a Hot Tub and Seasonal Views!

9.8 out of 10, Exceptional, (19)
"This property was everything we hoped for in a weekend getaway home! So clean, beautifully decorated, and decked out with everything we wanted and more. We will definitely be booking with Mountain Mama again. "
The price is AED 367
AED 1,247 total
includes taxes & fees
3 Apr - 4 Apr
Woodsy Retreat with a Hot Tub and Seasonal Views!

Laurel Cottage in the heart of Harpers Ferry

Laurel Cottage in the heart of Harpers Ferry

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

10.0 out of 10, Exceptional, (1)
"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 1,579 total
includes taxes & fees
31 Mar - 1 Apr
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

Firehouse Cottage | Walk to all of downtown HF

The price is AED 477
AED 825 total
includes taxes & fees
31 Mar - 1 Apr
Firehouse Cottage | Walk to all of downtown HF

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (117)
"Riverkeeper Inn is located in a peaceful and quiet area of Harpers Ferry, equally perfect in early mornings and late nights. The check-in and check-out process were very easy, and the property itself had everything we could've asked for, and then some."
RIVERKEEPER INN, Waterfront Property on the Potomac River

ROMANTIC GETAWAY : Relax In Our Outdoor Spa This Winter !

10.0 out of 10, Exceptional, (136)
"This was a great place to stay to getaway and have privacy. The Host was so kind and went out of her way when I was not feeling well. It was extremely clean and you can even use the pool and spa. I would highly recommend staying there and it can accommodate more than just 2 people. We would definitely stay there again! Karen Meck"
ROMANTIC GETAWAY : Relax In Our Outdoor Spa This Winter !

Peaceful Lakefront Cottage with Mountain Views!

10.0 out of 10, Exceptional, (24)
"Wintertime visit. Very peaceful. "
The price is AED 444
AED 1,445 total
includes taxes & fees
2 Apr - 3 Apr
Peaceful Lakefront Cottage with Mountain Views!

Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!

10.0 out of 10, Exceptional, (1)
"This treehouse was so dreamy and private! I hope we get to stay here again some time soon!"
Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!

Entire Mountain Cottage Near Scenic Hiking Trails, Your Getaway Retreat!

10.0 out of 10, Exceptional, (3)
"Cozy remodeled property. Plenty of space for 9 adults and teens to celebrate Christmas. George is a great host. Highly recommend. "
Entire Mountain Cottage Near Scenic Hiking Trails, Your Getaway Retreat!
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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Other property types in Shepherdstown

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (18)
"Perfect couples get away!"
The price is AED 569
AED 1,063 total
includes taxes & fees
6 Apr - 7 Apr
Charming Cabin in the Woods with River Access

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (53)
"The cabin was perfect for a few days of writing and reflecting! Everything was very clean and it was easy communicating with the owner. The house is not "secluded" as there are neighboring houses on two sides and if I hadn't brought an ax/saw to cut my own dry wood enjoying a fire wouldn't have been possible. But overall a lovely stay and I look forward to going again!"
The price is AED 264
AED 518 total
includes taxes & fees
20 Apr - 21 Apr
❤️ Secluded 1940s Romantic Tiny House on the River

Welcome to this patch of serenity on the river's edge, to this hideaway.

9.8 out of 10, Exceptional, (60)
"Loved everything. Quiet, peaceful….loved the small deck off the upstairs bedroom."
Welcome to this patch of serenity on the river's edge, to this hideaway.
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.

Frequently asked questions

How much do cottages in Shepherdstown cost?
Cottages in Shepherdstown range between AED 275 and AED 944 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.