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Our top choices for Shepherdstown holiday homes

Exclusive Wooded Chalet w Magnificent River Views

Exclusive Wooded Chalet w Magnificent River Views
Shepherdstown
10.0 out of 10, Exceptional, (16 reviews)
"This property was super nice and the property managers were super awesome and accommodating! "
United States
Construction V.
The price is HK$1,997
HK$3,701 total
includes taxes & fees
24 Mar - 25 Mar
Exclusive Wooded Chalet w Magnificent River Views

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.4 out of 10, Exceptional, (124 reviews)
"The home was a great location to explore downtown Frederick. It had everything that we needed "
United States
David J.
The price is HK$869
HK$2,159 total
includes taxes & fees
24 Mar - 25 Mar
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.

Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.
Harpers Ferry
7.6 out of 10, Good, (27 reviews)
"The inside was well done and clean. Even though the neighbors are close, they were quiet. My husband and I were able to relax in a comfortable setting."
United States
Melissa H.
The price is HK$881
HK$2,071 total
includes taxes & fees
24 Mar - 25 Mar
Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.

*Luxury Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*
Downtown Frederick
9.0 out of 10, Wonderful, (80 reviews)
"Lovely place. It was perfect for our girls' trip long weekend. The rooms were so spacious and tastefully decorated. It was also super clean and had everything we needed, including for our night staying in with Door-dash to binge watch a couple Netflix series. The coffee lover in our group was so appreciative of the supplies and setup. The location is fabulous for walking the Creek Park, or to dinning and shopping options. We're looking forward to making this our Christmas present to each other...
United States
Lynne
The price is HK$634
HK$1,793 total
includes taxes & fees
24 Mar - 25 Mar
*Luxury Condo In Downtown Frederick*

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Frederick
10.0 out of 10, Exceptional, (39 reviews)
"Everything was very clean and tidy, and very bright. The beds were extremely comfortable. Location was perfect and we really enjoyed having the backyard with a hot tub and a fire pit very relaxing."
United States
Donna C.
The price is HK$797
HK$1,974 total
includes taxes & fees
24 Mar - 25 Mar
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Charming "Cream of the Crop" Cape ~❤️of Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (143 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is HK$744
HK$1,918 total
includes taxes & fees
26 Mar - 27 Mar
Charming "Cream of the Crop" Cape ~❤️of Middletown

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Jefferson
9.8 out of 10, Exceptional, (60 reviews)
"The beds were incredibly comfortable. Great house. Great location. "
United States
Julie B.
The price is HK$744
HK$1,926 total
includes taxes & fees
26 Mar - 27 Mar
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Riverview Retreat - Pool, Hot Tub, and Mtn Views!

Riverview Retreat - Pool, Hot Tub, and Mtn Views!
Harpers Ferry
10.0 out of 10, Exceptional, (1 review)
"We had a great time at Riverview Retreat! The house was perfect for our group and offered beautiful views. We especially loved the fireplace and all of the amenities they had available. The hot tub code was missing from the manual so we weren't able to use it on our first night and the spiral staircase was pretty intimidating for the weather we had. Heed the warnings about needing four wheel drive in the winter for the driveway. I was thankful there wasn't snow as it would have been scary to...
United States
Stacy H.
The price is HK$783
HK$3,260 total
includes taxes & fees
26 Mar - 27 Mar
Riverview Retreat - Pool, Hot Tub, and Mtn Views!

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets
Harpers Ferry
10.0 out of 10, Exceptional, (22 reviews)
"We had a great stay! The house was clean, nicely decorated and had every amenity we needed! "
United States
Julie H.
The price is HK$1,433
HK$3,474 total
includes taxes & fees
24 Mar - 25 Mar
Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

Enchanting Cottage, walk to Downtown Harpers Ferry

Enchanting Cottage, walk to Downtown Harpers Ferry
Harpers Ferry
9.6 out of 10, Exceptional, (46 reviews)
"Prime location for all things in Harpers Ferry!! "
United States
Annette K.
The price is HK$1,348
HK$2,433 total
includes taxes & fees
30 Mar - 31 Mar
Enchanting Cottage, walk to Downtown Harpers Ferry

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Harpers Ferry
The price is HK$1,260
HK$2,560 total
includes taxes & fees
24 Mar - 25 Mar
Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Stone Cabin on Valley View: Fire Pit + Hot Tub

Stone Cabin on Valley View: Fire Pit + Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful scenery! Beautiful home! Wonderful hosts!"
United States
Brian S.
The price is HK$1,465
HK$3,174 total
includes taxes & fees
24 Mar - 25 Mar
Stone Cabin on Valley View: Fire Pit + Hot Tub

Spring Haven Escape w/ Patio & Fireplace

Spring Haven Escape w/ Patio & Fireplace
Harpers Ferry
10.0 out of 10, Exceptional, (7 reviews)
"The house was perfect. Every detail was thought through and it was even decorated beautifully for Christmas. We were very comfortable and all amenities were available as advertised. Host were extremely responsive and thoughtful Appreciated the recommendations as well. Highly recommend and look forward to our next day there."
United States
Gina B.
The price is HK$1,172
HK$2,936 total
includes taxes & fees
24 Mar - 25 Mar
Spring Haven Escape w/ Patio & Fireplace

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Rohrersville
10.0 out of 10, Exceptional, (7 reviews)
"The hosts were easy to work with. The house was need and clean! Great experience!"
United States
Chad S.
The price is HK$1,958
HK$3,305 total
includes taxes & fees
30 Mar - 31 Mar
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (17 reviews)
"Great spot"
China
Clara
The price is HK$1,410
HK$2,426 total
includes taxes & fees
26 Mar - 27 Mar
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Harpers Ferry
10.0 out of 10, Exceptional, (7 reviews)
"Great and quiet location with all the amenities. Getting to the parking is a bit tricky but other than that great place to stay with family"
United States
Vinod B.
The price is HK$1,175
HK$3,035 total
includes taxes & fees
25 Mar - 26 Mar
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Historic Queen Anne Family Home w Modern Comforts

Historic Queen Anne Family Home w Modern Comforts
Harpers Ferry
10.0 out of 10, Exceptional, (5 reviews)
"The location was great and the host was very east to communicate with."
United States
Liz B.
The price is HK$1,260
HK$2,763 total
includes taxes & fees
24 Mar - 25 Mar
Historic Queen Anne Family Home w Modern Comforts

White House Inn - Historic Home in Harpers Ferry!

White House Inn - Historic Home in Harpers Ferry!
Harpers Ferry
10.0 out of 10, Exceptional, (41 reviews)
"Very clean and well appointed. Great for a large group. "
United States
Richard
The price is HK$783
HK$3,168 total
includes taxes & fees
30 Mar - 31 Mar
White House Inn - Historic Home in Harpers Ferry!

A private home in historic Bolivar with a hot tub and yard. Pet friendly!

A private home in historic Bolivar with a hot tub and yard. Pet friendly!
Bolivar
10.0 out of 10, Exceptional, (23 reviews)
"Great location and host was very accommodating. "
United States
Anonymous traveller
The price is HK$1,379
HK$2,508 total
includes taxes & fees
31 Mar - 1 Apr
A private home in historic Bolivar with a hot tub and yard. Pet friendly!

Modern, family-friendly, nature packed getaway

Modern, family-friendly, nature packed getaway
Berkeley Springs
8.8 out of 10, Excellent, (25 reviews)
"Great house! We loved the fire pit outside and the beautiful interior. Host was very responsive and helpful! Would def stay here again. "
United States
Erika R.
The price is HK$980
HK$2,120 total
includes taxes & fees
24 Mar - 25 Mar
Modern, family-friendly, nature packed getaway
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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Top Shepherdstown Hotel Reviews

Find out more about Shepherdstown

Shepherdstown Vacation Homes information

Number of reviews
610
Accommodation
281 Vacation Homes
Lowest Price
HK$1,793
Highest Price
HK$3,701

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