A street lined with brick buildings, including a bank and a restaurant.

Shepherdstown Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Shepherdstown vacation rentals

A living room with a dining table, chairs, a sofa, and a television.

1. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (24 reviews)
"Host let us in a bit early which was nice!"
United States
John
$198 nightly
The price is $220
Sep 13 - Sep 14
Total with taxes and fees
Quaint Mini Cottage in Shepherdstown - Walking Distance
A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

2. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (84 reviews)
"Enjoyed my stay I appreciate the view and Rich. "
United States
Joseph
$99 nightly
The price is $110
Oct 5 - Oct 6
Total with taxes and fees
❤️ Secluded 1940s Romantic Tiny House on the River
A house with a deck, outdoor seating, and a fire pit.

3. Exclusive Wooded Chalet w Magnificent River Views

Exclusive Wooded Chalet w Magnificent River Views
Shepherdstown
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic location, amazing views, clean property, responsive host"
United States
Brian
$626 nightly
The price is $683
Sep 21 - Sep 22
Total with taxes and fees
Exclusive Wooded Chalet w Magnificent River Views
A wooden deck with two Adirondack chairs and a table overlooking a lake with trees and hills in the background.

4. Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (53 reviews)
"So cute! The perfect weekend getaway!"
United States
Emma B.
Charming Cabin in the Woods with River Access
A cozy cabin interior with a leather sofa, dining table, and large windows offering a view of the outdoors.

5. Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Keedysville
9.8 out of 10, Exceptional, (75 reviews)
"Beautiful cabin in the forest especially in the evening when the fire flies out and the sun sets."
United States
Jared
$328 nightly
The price is $365
Sep 14 - Sep 15
Total with taxes and fees
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
A room with large windows, wooden floors, and a ceiling fan.

6. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (97 reviews)
"We had a great stay! Everything was clean & well organized. The house was well stocked with everything we need. We would definitely stay here again."
United States
Stephen V.
$310 nightly
The price is $329
Sep 13 - Sep 14
Total with taxes and fees
Antietam Creek - Quiet 2 Bedroom Cabin
A spacious kitchen with modern appliances, a dining area with a large table, and a living room with a sofa and a fireplace.

7. Camp Patowmack - Riverfront, Hot Tub, and Sauna!

Camp Patowmack - Riverfront, Hot Tub, and Sauna!
Harpers Ferry
9.4 out of 10, Exceptional, (10 reviews)
"Great house with a beautiful view. "
United States
Sandra A.
$573 nightly
The price is $637
Sep 23 - Sep 24
Total with taxes and fees
Camp Patowmack - Riverfront, Hot Tub, and Sauna!
A spacious living room with a high ceiling, large windows, a fireplace, and a dining area with a table set for six.

8. Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (44 reviews)
"Beautiful property and just as described and shown in the pictures. "
United States
Kent Y.
$359 nightly
The price is $399
Sep 22 - Sep 23
Total with taxes and fees
Antietam Look Out - Incredible Sunset Views!
A deck with green chairs and a fire pit, surrounded by a house and trees.

9. 4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry

4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry
Knoxville
10.0 out of 10, Exceptional, (27 reviews)
"Easy to get in, instructions and expectations were clear, amenities were as expected, and the home was beautiful. "
United States
Katherine Z.
$480 nightly
The price is $509
Sep 16 - Sep 17
Total with taxes and fees
4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry
A bedroom with a bed, a table, and a view of the outdoors.

10. The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage
Harpers Ferry
9.8 out of 10, Exceptional, (52 reviews)
"Lovely little spot right off the AT and easy walk into historic HF. "
United States
Michael
$195 nightly
The price is $217
Sep 15 - Sep 16
Total with taxes and fees
The Carriage House at Carrot Top Cottage
A hallway with wooden flooring, a ceiling fan, and a door leading to a room with a bed.

11. Schilling House

Schilling House
3.0 star property
Bolivar
$316 nightly
The price is $338
Oct 7 - Oct 8
Total with taxes and fees
Schilling House
A cozy living room with wooden walls, a flat-screen TV, a fireplace, and comfortable seating.

12. Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Harpers Ferry
9.2 out of 10, Wonderful, (47 reviews)
"We loved our stay, very cozy "
United States
Scot G.
$202 nightly
The price is $225
Sep 20 - Sep 21
Total with taxes and fees
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
An outdoor patio with a wooden deck, a hanging chair, a cushioned sofa, and various potted plants.

13. New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct

New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct
Bolivar
9.8 out of 10, Exceptional, (45 reviews)
"Great location and incredibly well appointed!"
United States
Sarah M.
$275 nightly
The price is $306
Sep 13 - Sep 14
Total with taxes and fees
New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct
A modern kitchen with a central island, stainless steel appliances, and a stone accent wall.

14. Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!

Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!
Harpers Ferry
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful home. Very attentive hosts, great location. We enjoyed every minute at this home. "
United States
Katrina
$407 nightly
The price is $453
Sep 23 - Sep 24
Total with taxes and fees
Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!
A four-poster canopy bed with a view of a cityscape through the window.

15. Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (21 reviews)
"Great spot"
China
Clara
$277 nightly
The price is $309
Sep 15 - Sep 16
Total with taxes and fees
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
A two-story brick building with a balcony and a porch decorated with lights and Christmas trees.

16. Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
9.8 out of 10, Exceptional, (68 reviews)
"Cute downtown area with multiple spots to grab breakfast and convenience store stuff. Easy access to Harper's Ferry and made for a nice restful spot between hikes in nature and around town."
United States
Robert
$169 nightly
The price is $179
Sep 13 - Sep 14
Total with taxes and fees
Cozy Getaway near Harper`s Ferry, C&O & Potomac
A covered outdoor seating area with wicker furniture and a table, overlooking a parking lot and a building with a sign reading "1799 INN".

17. Best location! The Pullman Apt @ historic 1799 Inn

Best location! The Pullman Apt @ historic 1799 Inn
Harpers Ferry
9.2 out of 10, Wonderful, (59 reviews)
"Great location. We'll kept up."
United States
Robert
$253 nightly
The price is $282
Sep 13 - Sep 14
Total with taxes and fees
Best location! The Pullman Apt @ historic 1799 Inn
A cylindrical metal building with a lit entrance, surrounded by trees.

18. Silo Tiny House Cabin

Silo Tiny House Cabin
Harpers Ferry
8.2 out of 10, Very Good, (30 reviews)
"Cozy & Charming! Love the location! Really enjoyed our stay in the "Tiny House Silo!""
United States
Stephanie B.
$207 nightly
The price is $231
Sep 14 - Sep 15
Total with taxes and fees
Silo Tiny House Cabin
A modern kitchen with stainless steel appliances, a dining area with a round table, and a spiral staircase leading to a living area with a sofa and a coffee table.

19. Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (31 reviews)
"We enjoyed our stay here so much and when we go back to Harper’s Ferry we hope to stay in the same place again"
United States
Zachary S.
$331 nightly
The price is $369
Sep 13 - Sep 14
Total with taxes and fees
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
A two-story brick building with a balcony and a porch decorated with lights and Christmas trees.

20. Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (29 reviews)
"The host was extremely welcoming and kind to us. We spent a week here and loved our stay. We are so grateful to have been able to stay here with Kim and Todd. "
United States
Christina H.
$188 nightly
The price is $199
Sep 13 - Sep 14
Total with taxes and fees
Beautiful, Historic, Hiking, Biking and C&O Canal
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

Hampton Inn & Suites Frederick-Fort Detrick

Hampton Inn & Suites Frederick-Fort Detrick

8/10 Good
"Needs some updating. Especially the carpeting"
Winifred 2-night trip
Posted 3 hours ago
Hampton Inn & Suites Frederick-Fort Detrick

Find out more about Shepherdstown

Everything you need to know about Shepherdstown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shepherdstown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shepherdstown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shepherdstown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shepherdstown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Shepherdstown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shepherdstown rentals

At Expedia, we put the best Shepherdstown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Shepherdstown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shepherdstown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shepherdstown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Shepherdstown?

Yes, we have vacation rentals near well known local attractions in Shepherdstown, or you can go with a more secluded option if you want a relaxing place to stay. Nature enthusiasts will enjoy the riverfront in Shepherdstown. Make sure you have time to check out the university setting and gardens during your trip.

What's the top vacation rental in Shepherdstown?

A peaceful, forest retreat with stunning views near historic Harpers Ferry.: This vacation home rental near Shepherdstown offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals will I find in Shepherdstown?

Expedia has 9 vacation rentals for your stay in Shepherdstown.

What’s there to see and do in Shepherdstown?

Cultural attractions include Shepherdstown Opera House and Shepherdstown Museum, whereas Morgan's Grove Park is one spot to enjoy nature. While here, Shepherdstown Visitors Center and Shepherdstown Historic District are other places worth a visit.

What’s a vacation rental in Shepherdstown like?

Vacation rentals are private properties you can stay in for a couple of days or more in Shepherdstown. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.