Shepherdstown Holiday Rentals

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Check prices for these dates

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

Holiday Rentals in Shepherdstown

Our top choices for Shepherdstown holiday rentals

❤️ Secluded 1940s Romantic Tiny House on the River
Property grounds

❤️ Secluded 1940s Romantic Tiny House on the River

9.8 out of 10, Exceptional, (60)
"We truly loved this location and definitely will be back!"
The price is HK$521
HK$1,055 total
includes taxes & fees
1 Sept - 2 Sept
❤️ Secluded 1940s Romantic Tiny House on the River
Quaint Mini Cottage in Shepherdstown - Walking Distance
Dining

Quaint Mini Cottage in Shepherdstown - Walking Distance

8.0 out of 10, Very good, (3)
"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! "
Quaint Mini Cottage in Shepherdstown - Walking Distance
Welcome to this patch of serenity on the river's edge, to this hideaway.
Dining

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

10.0 out of 10, Exceptional, (63)
"Enjoyed our stay!!"
Welcome to this patch of serenity on the river's edge, to this hideaway.
Private, light filled retreat space... with your own pickleball court!
Smart TV, fireplace

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

10.0 out of 10, Exceptional, (42)
"The pictures for this cabin don't reflect how roomy and spacious this place is! It is a very clean, comfortable and quiet retreat. My wife and I had a fantastic stay and would not hesitate to book this place again if we are in the area.Thanks Patty and Bill for allowing us to stay at this wonderful place."
Private, light filled retreat space... with your own pickleball court!
RIVERKEEPER INN, Waterfront Property on the Potomac River
Terrace/patio

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.4 out of 10, Exceptional, (126)
"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
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Exterior detail

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

10.0 out of 10, Exceptional, (128)
"Place was nice and clean. Location was good. We enjoyed the quiet. Had a blast!"
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Property grounds

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (114)
"We LOVED our stay at Surrey Cabin! Quaint, clean, quiet, and the property is breathtaking! The bed was super comfortable and we had everything we needed. We will definitely be coming back! "
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Charming Cabin in the Woods with River Access
Exterior

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (31)
"Very nice rest time…"
The price is HK$1,274
HK$2,340 total
includes taxes & fees
28 Aug - 29 Aug
Charming Cabin in the Woods with River Access
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
Fridge, microwave, oven, stovetop

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

9.8 out of 10, Exceptional, (18)
"We had a great time exploring the region from Spleepy Hollow. The hot tub after a long hike is always great!"
The price is HK$1,056
HK$1,949 total
includes taxes & fees
28 Aug - 29 Aug
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
Blue Ridge Getaway - Sunset Views, A.T. Access
3 bedrooms, desk, iron/ironing board, free WiFi

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

10.0 out of 10, Exceptional, (55)
"My girlfriend and I had a wonderful weekend escaping the hustle and bustle of the city. The view was spectacular and the property was perfect!"
The price is HK$781
HK$2,836 total
includes taxes & fees
2 Sept - 3 Sept
Blue Ridge Getaway - Sunset Views, A.T. Access
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
Interior

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

10.0 out of 10, Exceptional, (63)
"Location and house was just as described. Would highly recommend staying here if your looking for a location close to Harper's Ferry."
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
Enchanting Cottage, walk to Downtown Harpers Ferry
Terrace/patio

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 HK$1,426
HK$2,422 total
includes taxes & fees
28 Aug - 29 Aug
Enchanting Cottage, walk to Downtown Harpers Ferry
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Exterior

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (15)
"Very nice property with convenient location! Within walking distance of down town. "
The price is HK$1,445
HK$2,542 total
includes taxes & fees
7 Sept - 8 Sept
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Hidden Gem in the woods with hot tub
Property grounds

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
Luxurious Mountaintop Chalet / Cabin in 'The Woods Golf Resort':Access Amenities
Exterior detail

Luxurious Mountaintop Chalet / Cabin in 'The Woods Golf Resort':Access Amenities

10.0 out of 10, Exceptional, (64)
"Great home with many amenities and beautiful views "
Luxurious Mountaintop Chalet / Cabin in 'The Woods Golf Resort':Access Amenities
Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (68)
"This little cabin was absolutely wonderful. The nicest amenities and very clean. Had everything we needed for a short weekend getaway. I especially loved the hot tub and the indoor massage chair! We come to this area once a year-will definitely stay here again. "
The price is HK$1,195
HK$2,279 total
includes taxes & fees
4 Sept - 5 Sept
Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion
Modern w/Fire Pit, Deck, Grill & Hot Tub
Interior

Modern w/Fire Pit, Deck, Grill & Hot Tub

9.0 out of 10, Wonderful, (10)
"Perfect size and location for a quiet getaway to really relax, and the check-ins before, during and after our stay made us feel so welcome!"
The price is HK$1,056
HK$2,020 total
includes taxes & fees
4 Sept - 5 Sept
Modern w/Fire Pit, Deck, Grill & Hot Tub
Lake House w/ Pool and King Bed, Fishing - Dogs OK
Interior

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

9.4 out of 10, Exceptional, (22)
"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
Terra Alta - Incredible River Views and Hot Tub!
Exterior

Terra Alta - Incredible River Views and Hot Tub!

9.6 out of 10, Exceptional, (58)
"We had a great time! The house overlooks the river and we loved the hot tub and fire pit! "
The price is HK$781
HK$3,148 total
includes taxes & fees
11 Sept - 12 Sept
Terra Alta - Incredible River Views and Hot Tub!
Modern Country House on the Shenandoah River
Property grounds

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (39)
"The views are beautiful and the house was the perfect size for a group of 7 friends. We had a great time!"
Modern Country House on the Shenandoah River
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

Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

10/10 Excellent
"Very nice property and location. Very accommodating and the staff was professional and courteous. "
Eric D. 1-night trip
Posted 2 days ago
Hilton Garden Inn Frederick

Find out more about Shepherdstown

Find out more about Shepherdstown

Search for holiday rentals in Shepherdstown on Expedia! You can easily find your home rentals, villas, holiday apartments in Shepherdstown using one of the methods below:

  • View our selection of featured holiday rentals in Shepherdstown
  • Use the map to find apartments and other holiday homes in the Shepherdstown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Shepherdstown while they last

Look no further and take a look at our great range of rental properties in Shepherdstown!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Shepherdstown Public Library 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.