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Our top choices for Shepherdstown vacation homes

Exclusive Wooded Chalet w Magnificent River Views

Exclusive Wooded Chalet w Magnificent River Views
Shepherdstown
10.0 out of 10, Exceptional, (12 reviews)
"This property was super nice and the property managers were super awesome and accommodating! "
United States
Construction V.
The price is ¥39,697
¥73,232 total
includes taxes & fees
Jan 26 - Jan 27
Exclusive Wooded Chalet w Magnificent River Views

New, Contemporary House in Historic Harpers Ferry

New, Contemporary House in Historic Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (1 review)
"The home was perfect for our visit.We were in and out all weekend but really appreciated the well stocked kitchen supplies, the comfortable beds and the hot water levels. We were able to relax in the spacious living room and spend some time on the little outdoor areas. We would stay again but if the group was much bigger there may be issues as there are only bathrooms on the first floor. "
United States
Erin J.
New, Contemporary House in Historic Harpers Ferry

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 ¥15,148
¥36,688 total
includes taxes & fees
Jan 26 - Jan 27
Chic, pets, walk to downtown

Chic Spacious Home 5 Mins To Hood College & Frederick Health Hospital

Chic Spacious Home 5 Mins To Hood College & Frederick Health Hospital
Downtown Frederick
9.4 out of 10, Exceptional, (3 reviews)
"Overall fantastic!"
United States
Lori M.
Chic Spacious Home 5 Mins To Hood College & Frederick Health Hospital

4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline

4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
Harpers Ferry
9.4 out of 10, Exceptional, (3 reviews)
"Property was very clean and accurate of listing description. cell phone service was rough however internet in house was never an issue. House is in good shape. Owner was quick to respond once receiving text message. Email is best way to communicate. you do have a lil drive into town if you need something however that was not an issue with us and the location is what we were looking for. Would 100% stay again if in the area"
United States
Kevin W.
The price is ¥13,235
¥61,156 total
includes taxes & fees
Feb 18 - Feb 19
4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline

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, (35 reviews)
"Two bedroom each with its own bathroom was so nice for our small group. The apartment is walking distance to town and in a quiet neighborhood. Our stay was perfect!"
United States
Jennifer S.
The price is ¥15,414
¥39,445 total
includes taxes & fees
Jan 26 - Jan 27
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, (142 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is ¥14,013
¥37,795 total
includes taxes & fees
Jan 26 - Jan 27
Charming "Cream of the Crop" Cape ~❤️of Middletown

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 ¥15,570
¥64,478 total
includes taxes & fees
Jan 26 - Jan 27
Riverview Retreat - Pool, Hot Tub, and Mtn Views!

Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!
Sharpsburg
10.0 out of 10, Exceptional, (41 reviews)
"We had an amazing time - lots of walks and places to see - very historical - winery right next door which was an added bonus - accommodation was everything we needed and more - look out for a friendly cat that paid a few visits - thank you Jordan for a great time and will definitely come back to the area"
United Kingdom
Jo W.
The price is ¥12,456
¥40,040 total
includes taxes & fees
Feb 1 - Feb 2
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

3-bedroom townhome in charming Hagerstown with AC, WiFi

3-bedroom townhome in charming Hagerstown with AC, WiFi
Hagerstown
8.0 out of 10, Very Good, (3 reviews)
"Clean and comfy. "
United States
Nicola S.
The price is ¥17,127
¥33,504 total
includes taxes & fees
Feb 2 - Feb 3
3-bedroom townhome in charming Hagerstown with AC, WiFi

*Luxury Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*
Downtown Frederick
9.0 out of 10, Wonderful, (76 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 ¥15,881
¥40,930 total
includes taxes & fees
Jan 28 - Jan 29
*Luxury Condo In Downtown Frederick*

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, (58 reviews)
"The beds were incredibly comfortable. Great house. Great location. "
United States
Julie B.
The price is ¥14,013
¥37,795 total
includes taxes & fees
Jan 27 - Jan 28
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Camp Patowmack - Riverfront, Hot Tub, and Sauna!

Camp Patowmack - Riverfront, Hot Tub, and Sauna!
Harpers Ferry
9.8 out of 10, Exceptional, (6 reviews)
"Great house with a beautiful view. "
United States
Sandra A.
The price is ¥15,570
¥84,377 total
includes taxes & fees
Jan 29 - Jan 30
Camp Patowmack - Riverfront, Hot Tub, and Sauna!

Cozy Cabin - 6 Min to National Park With Parking

Cozy Cabin - 6 Min to National Park With Parking
Harpers Ferry
10.0 out of 10, Exceptional, (10 reviews)
"The home was clean and beautifully decorated. "
United States
Preeti r.
The price is ¥23,666
¥53,209 total
includes taxes & fees
Jan 26 - Jan 27
Cozy Cabin - 6 Min to National Park With Parking

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 ¥15,570
¥61,579 total
includes taxes & fees
Feb 1 - Feb 2
Terra Alta - Incredible River Views and Hot Tub!

NEW! Ferrystone Lodge: Mountain Retreat w/ Patio & Fireplace

NEW! Ferrystone Lodge: Mountain Retreat w/ Patio & Fireplace
Harpers Ferry
10.0 out of 10, Exceptional, (7 reviews)
The price is ¥24,868
¥53,682 total
includes taxes & fees
Jan 26 - Jan 27
NEW! Ferrystone Lodge: Mountain Retreat 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, (6 reviews)
"Beautiful setting with wonderful indoor and outdoor spaces. The house is charming, renovated, updated, clean, and comfortable. Great location for a family gathering to bike, visit the battlefield or visit Shepherdstown. Hosts went above and beyond to be sure we had all we needed. Would definitely stay again if in the area. "
United States
Christopher R.
The price is ¥38,925
¥66,017 total
includes taxes & fees
Feb 1 - Feb 2
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Modern Suite with Private Bath – Stylish & Comfy

Modern Suite with Private Bath – Stylish & Comfy
Frederick
The price is ¥21,798
¥26,407 total
includes taxes & fees
Jan 26 - Jan 27
Modern Suite with Private Bath – Stylish & Comfy

4 King Suites w/ Hot Tub, Fire Pit, Ping Pong, Arcade, Hi Speed Internet

4 King Suites w/ Hot Tub, Fire Pit, Ping Pong, Arcade, Hi Speed Internet
Knoxville
10.0 out of 10, Exceptional, (21 reviews)
"Great stay, super nice people and wonderful house."
United States
Kenzie S.
The price is ¥22,094
¥73,592 total
includes taxes & fees
Jan 26 - Jan 27
4 King Suites w/ Hot Tub, Fire Pit, Ping Pong, Arcade, Hi Speed Internet

Historic Queen Anne Family Home w Modern Comforts

Historic Queen Anne Family Home w Modern Comforts
Harpers Ferry
10.0 out of 10, Exceptional, (4 reviews)
"The location was great and the host was very east to communicate with."
United States
Liz B.
The price is ¥25,049
¥55,091 total
includes taxes & fees
Jan 26 - Jan 27
Historic Queen Anne Family Home w Modern Comforts
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
493
Accommodation
281 Vacation Homes
Lowest Price
¥26,407
Highest Price
¥84,377