Shepherdstown Vacation Rentals from $107: Search Short-Term Rentals

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Our top choices for Shepherdstown vacation rentals

1. Quaint Mini Cottage in Shepherdstown - Walking Distance

Shepherdstown

Alexandra Z.

$211 nightly

Sep 21 - Sep 22

Total with taxes and fees

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

Shepherdstown

Joseph

$96 nightly

Oct 1 - Oct 2

Total with taxes and fees

3. Charming Shepherdstown Home - Walk to Downtown

Shepherdstown

$263 nightly

Sep 20 - Sep 21

Total with taxes and fees

Smart TV, DVD player, books, video library

4. BEST LOCATION: Historic Shepherdstown Getaway

Shepherdstown

Dave D.

$384 nightly

Sep 28 - Sep 29

Total with taxes and fees

5. Exclusive Wooded Chalet w Magnificent River Views

Shepherdstown

Brian

$585 nightly

Sep 21 - Sep 22

Total with taxes and fees

6. Gorgeous Cabin with Magnificent Views of the Potomac River in Shepherdstown, West Virginia

Shepherdstown

$813 nightly

Sep 22 - Sep 23

Total with taxes and fees

7. Schilling House

Bolivar

$293 nightly

Sep 22 - Sep 23

Total with taxes and fees

8. Antietam Creek - Quiet 2 Bedroom Cabin

Keedysville

Stephen V.

$310 nightly

Sep 20 - Sep 21

Total with taxes and fees

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Top Shepherdstown Hotel Reviews

Country Inn & Suites by Radisson, Frederick, MD

8/10 Good

"The staff were very helpful and it was a quick check in and check out. The breakfast was very good."

Clarion Inn Harpers Ferry - Charles Town

8/10 Good

"We’ve stayed at this location before. The location is great to Harper’s Ferry and the view is very nice, since it is up on a hilltop. The rooms were an average hotel room, nothing fancy, but clean and comfortable. Amenities included body wash, shampoo and conditioner, which was very nice. The bathroom is small but functional. The floor gets dangerously slippery when wet, so use a towel on floor. Breakfast had all the continental breakfast options: yogurt, waffles, eggs, sausage, toast, cereal, etc. no internet service from dining room. Staff was friendly and helpful. Parking free and easy. Room was clean and A/C worked well. Slight smell in room and hallways, but not bad. Dinner in restaurant was good. I’d say a little pricey for the stay, but overall good place to stay near Harpers Ferry."

❤️ Secluded 1940s Romantic Tiny House on the River

10/10 Excellent

"I absolutely enjoyed my stay at the Stone Cottage. It was exactly what I was looking for—a quiet, peaceful solo getaway with no distractions and plenty of space to simply relax and enjoy being alone. The property was just as described and provided the perfect setting for some much-needed quiet time.The hosts were wonderful. I never even needed to speak with them in person because everything was so well prepared and easy to navigate. They were very responsive through text whenever needed, while also giving me complete privacy and space to enjoy my stay. That balance made the experience even better.If you're looking for a peaceful place to unplug, slow down, and enjoy some solitude, the Stone Cottage is a wonderful little escape. I thoroughly enjoyed my time there and would absolutely stay again."

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 $107 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.

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Things to do in Martinsburg

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?

Blue Ridge Beauty Home Dog Friendly, Walk to Rivers, A.T. Trail, & HF. NEW LVP: This vacation home rental near Shepherdstown is located in the mountains and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.

Shepherdstown Vacation Rentals

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Check prices for these dates

Our top choices for Shepherdstown vacation rentals

1. Quaint Mini Cottage in Shepherdstown - Walking Distance

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

3. Charming Shepherdstown Home - Walk to Downtown

4. BEST LOCATION: Historic Shepherdstown Getaway

5. Exclusive Wooded Chalet w Magnificent River Views

6. Gorgeous Cabin with Magnificent Views of the Potomac River in Shepherdstown, West Virginia

7. Schilling House

8. Antietam Creek - Quiet 2 Bedroom Cabin

9. Antietam Look Out - Incredible Sunset Views!

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

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

12. The Carriage House at Carrot Top Cottage

13. Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

14. Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath

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

16. Forest chalet w/ hot tub & BBQ grill

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

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

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

20. 4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry

Find vacation rentals that suit your style

Top Shepherdstown Hotel Reviews

Country Inn & Suites by Radisson, Frederick, MD

Find out more about Shepherdstown

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