Search Holiday Rentals in Shepherdstown

    price find illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Save instantly and earn perks with One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Top 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 £104
includes taxes & fees
2 Jul - 3 Jul
❤️ 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, (62)
"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.

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

10.0 out of 10, Exceptional, (34)
"We enjoyed our stay here."
Private, light filled retreat space... with your own pickleball court!

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (104)
"Cozy cabin, wonderful hosts, great location near the AT. Probably the most thoughtful host we’ve had, they’ve thought of everything from breakfast treats and extra linens, even dog treats."
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Charming Cabin in the Woods with River Access

9.6 out of 10, Exceptional, (25)
"Wonderful little cabin situated perfectly in the area. Great access to the Potomac River and many little towns of interest nearby."
The price is £226
includes taxes & fees
20 Jul - 21 Jul
Charming Cabin in the Woods with River Access

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

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

10.0 out of 10, Exceptional, (2)
"Small basement apartment had all we needed and wanted. Wonderful location. "
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

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

9.8 out of 10, Exceptional, (60)
"Loved our stay here! Beautiful view and loved the hot tub!"
The price is £208
includes taxes & fees
26 Jun - 27 Jun
Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion

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

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

10.0 out of 10, Exceptional, (122)
"We had family from around the area meet here for a quick little get away. The location was perfect. We enjoyed the charming home it had everything we needed for a relaxing weekend. "
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Kalia’s Mountain Momma Getaway

10.0 out of 10, Exceptional, (7)
"Location was nice"
The price is £133
includes taxes & fees
6 Jul - 7 Jul
Kalia’s Mountain Momma Getaway

Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people

8.8 out of 10, Excellent, (18)
"We had a great time "
Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people

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

Secluded Cabin a Stone's Throw From the A.T.!

9.8 out of 10, Exceptional, (24)
"We had an amazing time staying in this beautiful home. Communication and pre-trip information was outstanding, and the house was exactly as described. We didn’t even need to leave the property, we had everything we needed right there. Loved seeing a wild turkey and a baby deer with its mama, and the view from the kitchen and dining area was so serene. We would definitely stay here again!"
The price is £292
includes taxes & fees
7 Jul - 8 Jul
Secluded Cabin a Stone's Throw From the A.T.!

Minutes to Downtown Harpers Ferry, Hot Tub

9.6 out of 10, Exceptional, (17)
"Great location and unit"
The price is £374
includes taxes & fees
6 Jul - 7 Jul
Minutes to Downtown Harpers Ferry, Hot Tub

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

9.8 out of 10, Exceptional, (108)
"We had a wonderful stay at the Riverside cabin. With a beautiful view, perfect deck for reading, and a quiet house to get away in. So close to town and activities provided for a wonderful getaway. "
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

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 £206
includes taxes & fees
8 Jul - 9 Jul
Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill

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

3.5 star property
The price is £342
includes taxes & fees
26 Jun - 27 Jun
Mirror Villas - Modern Retreat with private hot tubs and mountain view

“The Train Depot” 2nd oldest in the US

10.0 out of 10, Exceptional, (81)
"Great location in downtown Frederick. Cozy and comfortable accommodation with great historic vibes and modern amenities. We would definitely stay here again. "
“The Train Depot” 2nd oldest in the US

Luxury Getaway on The Potomac

9.8 out of 10, Exceptional, (12)
"What a wonderful weekend, in this spacious and beautiful home on the scenic Potomac River. We had plenty of room to spread out and enjoy the area. The host was very accommodating and responsive. We can't wait to come back in the summer to enjoy the dock, river front patio, and fire pit. We'd highly recommend this to locals too as a great spot for a staycation."
Luxury Getaway on The Potomac
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.
Save an average of 15% on thousands of hotels when you're signed in

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.