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, (61)
"We truly loved this location and definitely will be back!"
The price is AU$173
includes taxes & fees
10 Nov - 11 Nov
❤️ Secluded 1940s Romantic Tiny House on the River

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

9.4 out of 10, Exceptional, (17)
"Just what we needed. Nice and clean with unique amenities."
The price is AU$293
includes taxes & fees
14 Oct - 15 Oct
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

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

10.0 out of 10, Exceptional, (52)
"Couldn't ask for a nicer place to stay peaceful, quiet with a great view. Wildlife is abundant and beautiful everything that you could need or want to relax Bill and Patty were excellent hosts looking forward to visiting again"
Private, light filled retreat space... with your own pickleball court!

Hidden Gem in the woods with hot tub

9.6 out of 10, Exceptional, (82)
"Outstanding property was just what the doctor ordered for a rejuvenating time of R&R. Clean and comfortable, all of the amenities—including the hot tub— made for a lovely stay. "
Hidden Gem in the woods with hot tub

Mirror Villas - Modern Retreat with private hot tubs and mountain view

3.5 star property
10.0 out of 10, Exceptional, (1)
"Great "
The price is AU$1,159
includes taxes & fees
30 Oct - 31 Oct
Mirror Villas - Modern Retreat with private hot tubs and mountain view

Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

10.0 out of 10, Exceptional, (75)
"Wonderful view from the sunroom. Peaceful and rejuvenating stay in this welcoming home. "
The price is AU$437
includes taxes & fees
14 Oct - 15 Oct
Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

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

9.8 out of 10, Exceptional, (71)
"It was nice and relaxing. "
The price is AU$425
includes taxes & fees
21 Oct - 22 Oct
Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion

Antietam Creek - Quiet 2 Bedroom Cabin

9.4 out of 10, Exceptional, (85)
"I loved the trip to that cabin, one of the most wonderful things"
The price is AU$518
includes taxes & fees
14 Oct - 15 Oct
Antietam Creek - Quiet 2 Bedroom Cabin

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.4 out of 10, Exceptional, (128)
"Beautiful location right on the Potomac River."
RIVERKEEPER INN, Waterfront Property on the Potomac River

Luxury Getaway on The Potomac

9.8 out of 10, Exceptional, (19)
"We had 15 family members and friends staying there for 4 days. It was very comfortable and the kitchen is quite luxurious! Be aware that it's way out in the country, which was exactly what I wanted!Melissa was very responsive to our questions.Only issue we had was that the kitchen wasn't super clean (empty drawers had crumbs, microwave wasn't clean), but not bad enough to complain."
Luxury Getaway on The Potomac

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

10.0 out of 10, Exceptional, (132)
"Wonderful stay in a historic home within walking distance of so much American history and so many trails. Would definitely stay here again."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (121)
"The cabin was cozy, clean, well stocked with essientials, and additional gifts (i.e. coffee pods, personal pizzas, and breakfast scones). It was perfect! 10/10 for the accommodations! We will be stayinf again!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Sleepy Creek - hot tub, pets, grill, fire pit, wifi, screen porch, creekside

10.0 out of 10, Exceptional, (63)
"This place is amazing"
Sleepy Creek - hot tub, pets, grill, fire pit, wifi, screen porch, creekside

Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers

10.0 out of 10, Exceptional, (15)
"extremely quiet cabin in the woods"
The price is AU$628
includes taxes & fees
14 Oct - 15 Oct
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers

Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

9.4 out of 10, Exceptional, (26)
"The house was very clean upon arrival. We enjoyed spending time in the hot tub and playing pool on a kid’s pool table. It was close the Harper’s Ferry. We also saw deer very close both days we were there, and we loved this!!"
The price is AU$600
includes taxes & fees
14 Oct - 15 Oct
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

9.2 out of 10, Wonderful, (12)
"Four family members stayed for a four day weekend. The place was spotless when we arrived and all amenities are as described. The location is perfect for visiting Harpers Ferry, Shepherdstown, and Antietam. We had wonderful time."
The price is AU$794
includes taxes & fees
14 Oct - 15 Oct
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

Enchanting Cottage, walk to Downtown Harpers Ferry

9.6 out of 10, Exceptional, (41)
"This place was perfect for our one-night stay in Harpers Ferry. Its location is in easy walking distance of the main sites. The house is old but charming. "
The price is AU$585
includes taxes & fees
14 Oct - 15 Oct
Enchanting Cottage, walk to Downtown Harpers Ferry

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

9.2 out of 10, Wonderful, (61)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
The price is AU$418
includes taxes & fees
28 Oct - 29 Oct
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

9.4 out of 10, Exceptional, (108)
"Great little farm house in a quaint little town "
The price is AU$462
includes taxes & fees
15 Oct - 16 Oct
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

Wild And Wonderful Silos

9.6 out of 10, Exceptional, (7)
"Heated mattress was the best. Thank you! "
The price is AU$467
includes taxes & fees
15 Oct - 16 Oct
Wild And Wonderful Silos
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

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, 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 favourite 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 depend 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 AU$173 per night. Entering your travel dates in the search wizard might find you 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. 

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?

Enchanting Cottage, walk to Downtown Harpers Ferry: This holiday home rental outside of Shepherdstown is located in the city centre, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Shepherdstown?

Expedia has 10 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 Cress Creek Golf Club 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.