Shepherdstown Holiday Rentals

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Holiday Rentals in Shepherdstown

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (56)
"We truly loved this location and definitely will be back!"
The price is AU$221
includes taxes & fees
4 Aug - 5 Aug
❤️ Secluded 1940s Romantic Tiny House on the River

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

10.0 out of 10, Exceptional, (63)
"Loved everything. Quiet, peaceful….loved the small deck off the upstairs bedroom."
Welcome to this patch of serenity on the river's edge, to this hideaway.

Charming 1-bedroom cottage in Shepherdstown walking distance

10.0 out of 10, Exceptional, (2)
"Great, easy to find location. Nancy was a great communicator A wonderful option for us, as we were in the area for a wedding in Sharpsburg where overnight accommodations were a bit slim. Shepherdstown was a cute town with lots of cute local shops and places to eat. Would stay here again! "
Charming 1-bedroom cottage in Shepherdstown walking distance

Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion

9.8 out of 10, Exceptional, (62)
"Loved our stay here! Beautiful view and loved the hot tub!"
The price is AU$450
includes taxes & fees
21 July - 22 July
Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (26)
"Wonderful little cabin situated perfectly in the area. Great access to the Potomac River and many little towns of interest nearby."
The price is AU$463
includes taxes & fees
20 July - 21 July
Charming Cabin in the Woods with River Access

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

10.0 out of 10, Exceptional, (124)
"Great location to hiking trails and Harper’s Ferry National Park, shops, and restaurants. Charming, cozy house with a great sense of history, complete with wonky angles and creaky floorboards. Gas fireplace is a nice bonus."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (121)
"Riverkeeper Inn is located in a peaceful and quiet area of Harpers Ferry, equally perfect in early mornings and late nights. The check-in and check-out process were very easy, and the property itself had everything we could've asked for, and then some."
RIVERKEEPER INN, Waterfront Property on the Potomac River

Private, light filled retreat space... with your own pickleball court!

10.0 out of 10, Exceptional, (37)
"We enjoyed our stay here."
Private, light filled retreat space... with your own pickleball court!

Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill

9.2 out of 10, Wonderful, (7)
"The cabin was peaceful and relaxing. Modern decor and nice outdoor amenities on the property. We enjoyed our stay."
The price is AU$403
includes taxes & fees
16 July - 17 July
Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

The price is AU$745
includes taxes & fees
19 July - 20 July
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Hidden Gem in the woods with hot tub

9.6 out of 10, Exceptional, (78)
"Beautiful location and great little cabin "
Hidden Gem in the woods with hot tub

Blue Ridge Getaway - Sunset Views, A.T. Access

10.0 out of 10, Exceptional, (52)
"Our stay was perfect "
The price is AU$568
includes taxes & fees
14 July - 15 July
Blue Ridge Getaway - Sunset Views, A.T. Access

Hollow Hideaway is perfect for your holiday stay!

10.0 out of 10, Exceptional, (45)
"Exceeded expectations, highly recommend!"
Hollow Hideaway is perfect for your holiday stay!

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

10.0 out of 10, Exceptional, (136)
"Wonderful house for a great weekend away"
The price is AU$628
includes taxes & fees
10 Aug - 11 Aug
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

9.8 out of 10, Exceptional, (96)
"What a perfect home for our Thanksgiving celebration! There were so many rooms in which to spread out, the beds were comfortable, and the location was central to necessities. We had a great stay!"
The price is AU$1,012
includes taxes & fees
27 July - 28 July
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Kalia’s Mountain Momma Getaway

10.0 out of 10, Exceptional, (8)
"Location was nice"
The price is AU$271
includes taxes & fees
23 July - 24 July
Kalia’s Mountain Momma Getaway

Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

10.0 out of 10, Exceptional, (72)
"It's the perfect place to stay if you're going to HF but want some distance from people/a view of the mountains. Really nice property. We'd stay again! Thanks!"
The price is AU$510
includes taxes & fees
15 July - 16 July
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

Couples Cabin - 5 Mi to DT Berkeley Springs!

10.0 out of 10, Exceptional, (75)
"We had the best time staying at the carriage house. The accommodations were top notch and the host thought of everything that you could need, plus a couple extras!!!! Host was easy to contact with any questions, and there was sooo much to do!!!!!"
Couples Cabin - 5 Mi to DT Berkeley Springs!

Lake House w/ Pool and King Bed, Fishing - Dogs OK

9.4 out of 10, Exceptional, (20)
"The lake house property was clean, comfortable and was an excellent location. We enjoyed the proximity to Gettysburg, Harper’s Ferry, Cacapon State Park and the C and O Towpath bike trail and museum."
Lake House w/ Pool and King Bed, Fishing - Dogs OK

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (105)
"Traveled from Baltimore to get away for a few days. Great location and mountain views. Cozy vintage cabin nicely renovated. "
Countryside Cabin with Mountain Views near Surreybrooke Gardens
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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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?

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!: This holiday home rental outside of Shepherdstown is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of private gardens in this rental home to help you unwind.

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.