Holiday Homes in Shepherdstown

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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 AU$652
includes taxes & fees
25 Mar - 26 Mar
Exclusive Wooded Chalet w Magnificent River Views

*Luxury Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*
Downtown Frederick
9.0 out of 10, Wonderful, (79 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 AU$337
includes taxes & fees
23 Mar - 24 Mar
*Luxury Condo In Downtown Frederick*

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 AU$392
includes taxes & fees
23 Mar - 24 Mar
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

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 AU$372
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 AU$349
includes taxes & fees
25 Mar - 26 Mar
Charming "Cream of the Crop" Cape ~❤️of Middletown

Chic, pets, walk to downtown

Chic, pets, walk to downtown
Frederick
10.0 out of 10, Exceptional, (15 reviews)
"We had a wonderful stay. The place has perfect and the location was close to everything downtown. The host was great. Will definitely stay there again."
United States
Patrick H.
The price is AU$345
includes taxes & fees
23 Mar - 24 Mar
Chic, pets, walk to downtown

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 AU$372
includes taxes & fees
23 Mar - 24 Mar
Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.

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 AU$399
includes taxes & fees
23 Mar - 24 Mar
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

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 AU$589
includes taxes & fees
8 Apr - 9 Apr
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Chic Spacious Downtown Home - 5 Mins To Frederick Health Hospital & Fort Detrick

Chic Spacious Downtown Home - 5 Mins To Frederick Health Hospital & Fort Detrick
Downtown Frederick
9.4 out of 10, Exceptional, (3 reviews)
"Overall fantastic!"
United States
Lori M.
The price is AU$453
includes taxes & fees
26 Mar - 27 Mar
Chic Spacious Downtown Home - 5 Mins To Frederick Health Hospital & Fort Detrick

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 AU$454
includes taxes & fees
30 Mar - 31 Mar
Enchanting Cottage, walk to Downtown Harpers Ferry

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (16 reviews)
"Great spot"
China
Clara
The price is AU$434
includes taxes & fees
22 Mar - 23 Mar
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

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 AU$506
includes taxes & fees
24 Mar - 25 Mar
Historic Queen Anne Family Home w Modern Comforts

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

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Harpers Ferry
The price is AU$471
includes taxes & fees
23 Mar - 24 Mar
Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Terra Alta - Incredible River Views and Hot Tub!

Terra Alta - Incredible River Views and Hot Tub!
Charles Town
9.6 out of 10, Exceptional, (66 reviews)
"Nice quiet view, able to sit on deck for hours and talk. Close to restaurants, and stores. Had a great stay."
United States
Paul M.
The price is AU$570
includes taxes & fees
30 Mar - 31 Mar
Terra Alta - Incredible River Views and 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 AU$552
includes taxes & fees
24 Mar - 25 Mar
Spring Haven Escape w/ Patio & Fireplace

Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise

Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise
Harpers Ferry
10.0 out of 10, Exceptional, (10 reviews)
"The home was clean and beautifully decorated. "
United States
Preeti r.
The price is AU$925
includes taxes & fees
1 Apr - 2 Apr
Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise

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 AU$602
includes taxes & fees
22 Mar - 23 Mar
Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

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 AU$570
includes taxes & fees
26 Mar - 27 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, (21 reviews)
"Great location and host was very accommodating. "
United States
Anonymous traveller
The price is AU$433
includes taxes & fees
31 Mar - 1 Apr
A private home in historic Bolivar with a hot tub and yard. Pet friendly!
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 Holiday Homes information

Number of reviews
633
Accommodation
281 Holiday Homes
Lowest Price
AU$337
Highest Price
AU$925