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Compare 248 Vacation Homes in Shepherdstown with updated reviews, rates, and availability.

Living Room
Riverside cottage, minutes from historic Harpers Ferry; private river access!
9.8 out of 10, Exceptional, (56)
"Not much to say other than it was a great stay. Scott was super responsive for the few questions we had and everything was clean and comfortable."
The price is AED 533
AED 813 total
includes taxes & fees
2 Jun - 3 Jun
Riverside cottage, minutes from historic Harpers Ferry; private river access!
Property grounds
Lake House w/ Pool and King Bed, Fishing - Dogs OK
10.0 out of 10, Exceptional, (12)
"We enjoyed our stay, really nice place we enjoyed seeing the water"
Lake House w/ Pool and King Bed, Fishing - Dogs OK
Pool
Pool, Hot Tub, and Fun for all!
10.0 out of 10, Exceptional, (5)
"This was our second time traveling to the area and staying at this house. Great place to stay. House was clean, lots of room for multiple guests. Nice pool and hot tub in the yard. There’s also a nice covered outdoor patio with a TV for hanging out, outside. Owner is very responsive and good to deal with. I will definitely stay again when in the area."
The price is AED 1,282
AED 2,203 total
includes taxes & fees
29 May - 30 May
Pool, Hot Tub, and Fun for all!
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View of High Street in Downtown Harpers Ferry from front porch
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
10.0 out of 10, Exceptional, (93)
"We had a lovely stay in this beautiful Harpers Ferry home. It was so amazing to stay in the historical area and be close and able to walk to all the National Park sites. We were most attracted to that lovely porch and enjoyed our coffee there in the early morning, watching the town come to life. We also liked afternoons reading and napping there and an evening glass of wine after dinner. The kitchen was well stocked with everything we needed, the furniture and beds were very comfortable. We will...
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Exterior
Charming "Cream of the Crop" Cape ~❤️of Middletown
10.0 out of 10, Exceptional, (101)
"Perfect location in historic Middletown. Our daughter stayed over night to be our driver to graduations. She recommends a circulating fan for the basement bedroom! Apparently, we, at the age of 83, kept the house a little too warm!"
The price is AED 533
AED 1,129 total
includes taxes & fees
2 Jun - 3 Jun
Charming "Cream of the Crop" Cape ~❤️of Middletown
Ample seating for you and group!
Hot Tub, Poker Table, River Access & Kayaks and Wineries
10.0 out of 10, Exceptional, (5)
"It was great. Nice property, awesome location. Very private"
The price is AED 558
AED 1,502 total
includes taxes & fees
29 May - 30 May
Hot Tub, Poker Table, River Access & Kayaks and Wineries
Primary Bedroom
Union Street Carriage Quarters
10.0 out of 10, Exceptional, (21)
"This was our third stay here in a short period of time as our house gets renovated. We just love its coziness & cleanliness. Great communication with owners. Highly recommend!"
Union Street Carriage Quarters
Exterior
Historic gem in the heart of downtown Hamilton! Trees and a private stream
Historic gem in the heart of downtown Hamilton! Trees and a private stream
The Wilt House! Cozy, quaint vintage cape cod. Walk to Charles Town and Casino
Cozy home near Casino, Breweries, Historical attractions, National Park & more
10.0 out of 10, Exceptional, (12)
"The home is beautiful! The owners did an amazing job to make us feel welcomed and at home. They provided us we unexpected amenities like coffee creamer, bottle water and even a bottle of wine. We greatly appreciated the free Netflix especially since ti rained during part of our stay. The location is ideal for our weekend adventures."
The price is AED 496
AED 1,056 total
includes taxes & fees
26 Jun - 27 Jun
Cozy home near Casino, Breweries, Historical attractions, National Park & more
DINING ROOM - table for 4, back door to enter from the parking spots
*Luxury Condo In Downtown Frederick*
9.6 out of 10, Exceptional, (41)
"Very historic town great property walking distance to everything"
The price is AED 735
AED 1,300 total
includes taxes & fees
29 May - 30 May
*Luxury Condo In Downtown Frederick*
Dining
Hollow Hideaway is nestled between peaceful mountains and star filled skies
10.0 out of 10, Exceptional, (14)
"We enjoyed our weekend in this very comfortable, well appointed home. We love a king size bed with quality sheets! The family room couch was great for lounging. We look forward to coming back!"
Hollow Hideaway is nestled between peaceful mountains and star filled skies
Berryville Vacation Rental | 3BR | 1BA | 2 Steps to Enter | 1,324 Sq Ft
Pet-Friendly Berryville Home: Walk to Main Street!
10.0 out of 10, Exceptional, (5)
"Great house, like brand new. Right around the corner from Main st which has nice coffee shops and a few eateries. Very nice place and location in Berryville for those visiting the valley or the mountains just across the Shenandoah River. Thanks"
Pet-Friendly Berryville Home: Walk to Main Street!
Harpers Ferry Vacation Rental | 3BR | 2BA | 2 Steps to Enter | 1,104 Sq Ft
Charming Home with Yard Near Shenandoah River!
9.6 out of 10, Exceptional, (8)
"We had a good time at the place. The big kitchen table is perfect for gathering when the weather keeps you from the fabulous fire pit. We would go back if we had an occasion to."
Charming Home with Yard Near Shenandoah River!
Soak in the tub while enjoying the beautiful view of the river below!
Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (44)
"Stayed here for work. Had 5 guys at the house. Plenty of room and great deck to hang out on."
The price is AED 661
AED 1,794 total
includes taxes & fees
6 Jun - 7 Jun
Terra Alta - Incredible River Views and Hot Tub!
Aerial view
White House Inn - Historic Home in Harpers Ferry!
10.0 out of 10, Exceptional, (15)
"The house was so much more beautiful and bigger in person than I realized from photos! The location is such an easy walk down into town. The host checked in with me several times to make sure I was doing okay and didn't need anything. Would book again!"
The price is AED 1,271
AED 2,748 total
includes taxes & fees
13 Jun - 14 Jun
White House Inn - Historic Home in Harpers Ferry!
Dining
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
9.4 out of 10, Exceptional, (96)
"A perfect location in Frederick. The Carroll Creek Canal is right behind the house and is beautifull! Aaron gave us excellent recommendations as to where to visit and eat. The house is older but clean, tidy and comfortable. We did use the kitchen to cook and gave Aaron a few pointers to improve what he had for utensils. Overall, I would come back again. Thanks Aaron"
The price is AED 514
AED 1,152 total
includes taxes & fees
2 Jun - 3 Jun
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Dining
The Penny Postcard Historic House
10.0 out of 10, Exceptional, (8)
"This is a spacious, comfortable home. Walking distance to dining, wine and convenience store. A bit far to downtown Harpers Ferry, but doable. We brought our own grill for outdoor cooking. Amy was super responsive to all my questions prior to our trip. I'd recommend this location to friends and family if ever in the area."
The Penny Postcard Historic House
Property grounds
River views, short walk to Harper Ferry, C&O Canal, and Appalachian trail.
8.8 out of 10, Excellent, (3)
"Comfortable stay. Has everything you need and more. Great backyard with swing-set, fire pit. Incredible sunset views overlooking the Potomac. Close to Harper’s Ferry, AT, Antietam, Boonsboro, C&O, walking, hiking, etc…"
River views, short walk to Harper Ferry, C&O Canal, and Appalachian trail.
*In The Heart Of Antietam*
9.6 out of 10, Exceptional, (73)
"This is a very solid VRBO. Pros: - Location is excellent; right in the downtown Sharpsburg next to a yummy ice cream place. It's easy to drive to and from. - Parking was good. There's a public lot across the street (no overnight there) and street parking in front of the unit. - There's a good amount of space in this unit with three bedrooms, a living room, dinning room, and kitchen. - The wifi is blazing fast; I was getting over 300 mbps when running speed tests. - It was a comfortable stay....
*In The Heart Of Antietam*
Living area
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
10.0 out of 10, Exceptional, (46)
"Great little place to stay in Frederick for a couple or small family. House was clean and up to date with good Wi-Fi and well set up kitchen. Best part was being able to walk into the center of town for shops and restaurants in 5 minutes! Highly recommended!!"
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
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

❤️ 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 AED 275
AED 530 total
includes taxes & fees
9 Jun - 10 Jun
❤️ 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 AED 345
AED 792 total
includes taxes & fees
3 Jun - 4 Jun
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.

Recent reviews of Shepherdstown hotels
Expedia verified reviews

Hampton Inn Hagerstown-I-81

Hampton Inn Hagerstown-I-81

5/5 Excellent
"Hotel was super clean. Bathrooms were immaculate. Beds were comfortable. Breakfast was good. Will definitely go again. "
A verified traveler stayed at Hampton Inn Hagerstown-I-81
Posted 1 day ago
Hampton Inn Hagerstown-I-81