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Compare 244 Vacation Homes in Shepherdstown with updated reviews, rates, and availability.

Charming "Cream of the Crop" Cape ~❤️of Middletown
10.0 out of 10, Exceptional, (102)
"This is our 2nd stay at the "Cape Cod". The house is quiet, clean, and modern. Heather is very responsive. The Middletown location provided us with convenient access for our outings to Gettysburg, Emmitsburg, MD and Frederick."
The price is SAR 371
SAR 946 total
includes taxes & fees
9 Jum. II - 10 Jum. II
Charming "Cream of the Crop" Cape ~❤️of Middletown
Riverside cottage, minutes from historic Harpers Ferry; private river access!
9.8 out of 10, Exceptional, (58)
"We truly enjoyed our stay here. It was exactly what we were looking for. Peaceful and beautiful view of the water that you can walk down to. Friendly neighbors. We did not use the kitchen. There is everything you'd need if you want to cook. Also a grill available outside. As others stated, very clean. Owners were super friendly and easy to communicate with. Thoughtful owners also had extras in case you forget something or two or three :-) Lots to do in the adjacent areas within a short drive....
The price is SAR 544
SAR 831 total
includes taxes & fees
12 Jum. II - 13 Jum. II
Riverside cottage, minutes from historic Harpers Ferry; private river access!
Hot Tub, Poker Table, River Access & Kayaks and Wineries
9.8 out of 10, Exceptional, (7)
"Everything was fine."
The price is SAR 675
SAR 1,656 total
includes taxes & fees
2 Raj. - 3 Raj.
Hot Tub, Poker Table, River Access & Kayaks and Wineries
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*Daley's Doll House At Antietam*
9.8 out of 10, Exceptional, (87)
"My dog and I enjoyed the serenity and comfort of this adorable house."
*Daley's Doll House At Antietam*
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
Harpers Ferry Luxury, Spa Bathroom, Movie Room
9.6 out of 10, Exceptional, (9)
"It was a nice stay. The area is great for walking. The venue was nice, just very vertical! Great communication with the host."
The price is SAR 731
SAR 1,375 total
includes taxes & fees
23 Jum. II - 24 Jum. II
Harpers Ferry Luxury, Spa Bathroom, Movie Room
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
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!
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
10.0 out of 10, Exceptional, (93)
"We enjoyed our stay at this historic home in the middle of town. We loved sitting on the porch and we slept great both nights."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
9.8 out of 10, Exceptional, (97)
"The house was spotless was walking distance to everything we wanted to do. Would definitely coming back here to stay!"
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Spacious Quiet Retreat with Hot Tub and Walk to River Minutes to Harpers Ferry
9.8 out of 10, Exceptional, (8)
"perfect # of bedrooms. Loved the hot tub. Would recommend the place to anyone traveling to the area."
Spacious Quiet Retreat with Hot Tub and Walk to River Minutes to Harpers Ferry
Hollow Hideaway is nestled between peaceful mountains and star filled skies
10.0 out of 10, Exceptional, (15)
"We loved it! So clean, comfortable and beautiful! Close to parks and good hiking. Absolutely perfect."
Hollow Hideaway is nestled between peaceful mountains and star filled skies
Chic, pets, walk to downtown
10.0 out of 10, Exceptional, (3)
"We loved the short walk to downtown and the wonderful stay at this pet friendly home. Everything that was needex, was provided."
Chic, pets, walk to downtown
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
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 SAR 506
SAR 1,078 total
includes taxes & fees
26 Jum. II - 27 Jum. II
Cozy home near Casino, Breweries, Historical attractions, National Park & more
White House Inn - Historic Home in Harpers Ferry!
10.0 out of 10, Exceptional, (17)
"Cute Historical house with everything you need for a weekend away. Cooking pots are somewhat limited if planning on making a big meal, but for breakfast and normal meals is sufficient."
The price is SAR 1,114
SAR 2,552 total
includes taxes & fees
13 Jum. II - 14 Jum. II
White House Inn - Historic Home in Harpers Ferry!
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.
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
10.0 out of 10, Exceptional, (47)
"My friends and I stayed here for a weekend wedding. Not only is the location perfect but the attention to detail was great. Perfect for a small group or family."
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
10.0 out of 10, Exceptional, (33)
"We really only stayed 12 hours while enroute to our final destination.... BUT, the beds were comfy, house was clean and the kitchen seemed well stocked with pots/pans and dishes! I wish we could have stayed longer but we'll definitely keep it on our list to come back to!!"
The price is SAR 371
SAR 934 total
includes taxes & fees
11 Jum. II - 12 Jum. II
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
*Luxury Condo In Downtown Frederick*
9.6 out of 10, Exceptional, (42)
"It was beautiful and convenient"
The price is SAR 750
SAR 1,348 total
includes taxes & fees
9 Jum. II - 10 Jum. II
*Luxury Condo In Downtown Frederick*
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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 SAR 281
SAR 542 total
includes taxes & fees
16 Jum. II - 17 Jum. II
❤️ Secluded 1940s Romantic Tiny House on the River
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 SAR 353
SAR 809 total
includes taxes & fees
10 Jum. II - 11 Jum. II
Cozy Cottage
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.

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