Shepherdstown Holiday Rentals from €109: Search Short-Term Rentals

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Holiday Rentals in Shepherdstown

"Excellent little cabin right on the river and close to DT Sheperdstown which is a great town."

includes taxes & fees

10 Dec - 11 Dec

"Loved everything. Quiet, peaceful….loved the small deck off the upstairs bedroom."

"Quiet and relaxing. Had hoped to get the kayaks out but one girl was just post surgery on her wrist so we had to bypass them this trip. Our favorite part of the weekend was sitting on the porch and looking at the Potomac. So relaxing. The house was cute and clean, just like the pictures. Shopped in Shepersdstown and ate at the Blur Moon. It was fun!! Could not find parking in Harper’s Ferry. We were bummed about that but it didn’t ruin our weekend. We will be back to kayak and swim. "

"Beautiful cabin. Updated photos are accurate but the space is even bigger in person. Hot tub and fire pit were great. House is clean and well equipped. Would stay again in a heartbeat. "

"My husband and I were beyond thrilled with this property. Absolutely incredible and are looking forward to visiting again!"

"This property could not have been more quaint and peaceful. My husband, two dogs and I enjoyed the long weekend, walking the trails and taking in the history of Harper’s Ferry. I would highly recommend this property to anyone looking for a quiet getaway. The location could not be better for seeing the town on foot. The property was clean and so neatly appointed. Breathtaking views! "

"We were looking to unplug for a night, and this cottage was the perfect spot! Clean and well kept, calm and quiet surroundings. One note is that the WiFi was not working. We didn’t need it for our trip, but something to keep in mind!"

includes taxes & fees

30 Nov - 1 Dec

Smart TV, DVD player, books, video library

"Comfy cabin with everything topline. Loved the sunroom and the steam shower. Daily watching deer feed and stroll through the yard below. Gus wasn’t happy about it but he still watched through floor to ceiling windows."

includes taxes & fees

12 Dec - 13 Dec

"Rustic."

"When I booked this stay, I didn’t realize how much history we would be surrounded by! Museums, shops and great restaurants within walking distance. Plenty of hiking all around with access to the Appalachian trail. Access to e-bikes. Breweries and groceries just a short drive away"

includes taxes & fees

12 Dec - 13 Dec

"We were visiting with family in Boonsboro and arrived late in the evening and left by 9am, but everything was there that we would have needed for a longer stay, which we have planned for Thanksgiving. Kitchen was very well equipped, the space was inviting, the beds were comfy and the view out the back was great, Looking forward to our return!"

includes taxes & fees

1 Dec - 2 Dec

"My husband and I along with our 2 small dogs had a wonderful stay at this lovely mountain retreat. The cabin was clean and comfortable and had everything that we needed to cook breakfast and an easy dinner each evening. The property was beautiful with lots of tall old growth trees that were beautiful with the fall colors and even though it was in a community you felt like you were in a secluded mountain retreat because most of the homes were obsured by the trees; and it is on a dead end road...

includes taxes & fees

12 Dec - 13 Dec

"We just needed to get out of the city for a night and this was a perfect spot. Cute, comfortable, and with pretty much any amenity you could need. "

includes taxes & fees

1 Dec - 2 Dec

"My friends and I always choose a new cabin for our annual fall getaway. We've not had a bad experience yet. Mountain Mama's Woodpecker Woods did not disappoint, either! Comfortable, warm, clean, spacious log cabin. It had everything we needed. In fact, it was so relaxing, we never made it to the hot tub. We did visit Harper's Ferry Park and enjoyed walking the hiking trail to the downtown area. :-) We especially loved the close proximity to the Washington, DC Metro area. If there was anything...

"Super pleased with everything. Enjoyed our stay so. Very much. Would love to come back sometime. "

includes taxes & fees

1 Dec - 2 Dec

"Amazing location!!! 18 minutes from a cluster of wineries; quiet and relaxing. Definitely will be visiting again "

"Went to Harper’s Ferry for our 25th wedding anniversary and wanted to stay near the water since we usually stay in town. Found this property and it was perfect. Sits on property with owners who we met and their dog Chloe who was an absolute sweetheart. If you are looking for a piece of serenity you will find it at the Riverkeeper Inn. Very nice and quiet neighborhood. The property was tidy and clean and you get to use the gazebo or decks near the water to chill and if it wasn’t too chilly would...

"Myself and two friends went for a two night stay and it couldn't have been better. The hosts were reasonable, practical with all their expectations and they were very responsive and kind during the planning stages and when we arrived. The house was well supplied with everything we needed. Unfortunately there was an outdoor burn ban in place due to drought, but the fire pit looked very comfortable and we even talked about coming back to enjoy it next year. We did light a fire inside and it was...

"The place was adorable. The view was amazing!"

"Our stay at this vacation home was very enjoyable! The house was clean, well maintained and comfortable. It is located on a nice piece of property with a beautiful view of the Shenandoah River. The owner provided a lot of necessities like bed sheets, bath towels, soap, shampoo and even coffee supplies. The house is up to date and has a nice basement entertainment area. The fire pit area near the river was probably our favorite amenity. We enjoyed it on a couple evenings while enjoying the...

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Other types of properties in Shepherdstown you may be interested in

"Excellent little cabin right on the river and close to DT Sheperdstown which is a great town."

includes taxes & fees

10 Dec - 11 Dec

"Not brand new but clean comfortable making it a great value!"

includes taxes & fees

22 Dec - 23 Dec

"Great location. Clean and comfortable"

includes taxes & fees

22 Dec - 23 Dec

Find out more about Shepherdstown

Everything you need to know about Shepherdstown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Shepherdstown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shepherdstown holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Shepherdstown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Shepherdstown holiday rentals we have selected for you start as low as €109 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Shepherdstown rentals

At Expedia, we put the best Shepherdstown holiday 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 holiday.

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.

Recent reviews of Shepherdstown properties

5/5 Excellent

"Greeted wonderfully by a bright and cheerful desk staff! Very welcoming. Impressed!"

A verified traveller from Fonda stayed at SpringHill Suites by Marriott Frederick

Posted 13 hours ago

Super 8 by Wyndham Hagerstown/Halfway Area

5/5 Excellent

"It's a budget motel. It's well kept considering. The staff is helpful and friendly. It's supposedly going to get renovated in the near-term. Breakfast is much better than most budget places that offer breakfast items. We're repeat customers."

A verified traveller stayed at Super 8 by Wyndham Hagerstown/Halfway Area

Posted 1 day ago

Frequently asked questions

Are there holiday rentals in Shepherdstown?

Yes, there are holiday rentals close to the most popular sights in Shepherdstown, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Shepherdstown has to offer?

Welcome to this patch of serenity on the river's edge, to this hideaway.: This highly rated holiday home rental in Shepherdstown is located on a river, and has a balcony, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Shepherdstown?

Expedia has 8 holiday 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 Rumsey Steamboat Museum are other places worth a visit.

What’s a holiday rental in Shepherdstown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Shepherdstown. Holiday rentals feature extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.

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Holiday Rentals in Shepherdstown

Check Shepherdstown holiday rental availability

Holiday Rentals in Shepherdstown

❤️ Secluded 1940s Romantic Tiny House on the River

Welcome to this patch of serenity on the river's edge, to this hideaway.

Plum Lazy on the Potomac

Hidden Gem in the woods with hot tub

Countryside Cabin with Mountain Views near Surreybrooke Gardens

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

The Oculus - Huge Cabin with a Hot Tub!

Best location! The Pullman Apt @ historic 1799 Inn

Antietam Creek - Quiet 2 Bedroom Cabin

Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

Antietam Toll House~ an historic waterfront cabin

Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

Waterfront Cabin overlooking the Potomac River W/ Hot Tub

Rustic Log Cabin with Private Dock on the Lake!

RIVERKEEPER INN, Waterfront Property on the Potomac River

Beautiful Cottage At 'the Woods' Resort, Golf, Spa, Swimming & Resort Amenities

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

Waterfront property in Harpers Ferry - Private River Access

Other types of properties in Shepherdstown you may be interested in

❤️ Secluded 1940s Romantic Tiny House on the River

Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Hagerstown, MD

Find out more about Shepherdstown

Recent reviews of Shepherdstown properties

SpringHill Suites by Marriott Frederick

Comfort Inn

Country Inn & Suites by Radisson, Frederick, MD

Super 8 by Wyndham Hagerstown/Halfway Area

Clarion Inn Harpers Ferry - Charles Town

Days Inn by Wyndham Frederick

Country Inn & Suites by Radisson, Hagerstown, MD

Rodeway Inn & Suites - Charles Town, WV

Sleep Inn & Suites

Frequently asked questions