12 Holiday rentals and Airbnb in Shepherdstown, WV
9.8 248 reviews
Shepherdstown, WV
20/08 – 28/08
A$207/nighttotal: A$1656 (8 )
Downtown Modern Studio Apartment | History & Dining Steps Away
1 2
apartment , Shepherdstown
This modern Shepherdstown studio apartment is conveniently located in the town centre, a short walk from the Potomac River and close to shops and restaurants. The self-contained unit, sleeping up to two guests, features a queen-size memory foam bed, a dedicated workspace, a well-equipped kitchenette with a Keurig coffee maker, and access to streaming services and fast Wi-Fi.
9.9 81 reviews
Shepherdstown, WV
20/08 – 28/08
A$170/nighttotal: A$1360 (8 )
Welcome To Our Cute And Cozy Rocky Garden Cabin.
1 2
apartment , Shepherdstown
This charming log cabin is located just a few minutes' walk from the historic downtown of Shepherdstown, with its restaurants and shops. The apartment has excellent ratings for location, cleanliness and user experience. This fully furnished, renovated 1800s log cabin sleeps two guests and offers a private setting with a covered front porch and a private driveway. Guests can enjoy a fully equipped kitchen, a garden and parking on site.
9.9 375 reviews
Shepherdstown, WV
01/09 – 08/09
A$213/nighttotal: A$1491 (7 )
1 Bedroom Apt In Historic Downtown Shepherdstown
1 2
apartment , Shepherdstown
This newly renovated one-bedroom apartment is located on German Street in downtown Shepherdstown, just a short walk from Shepherd University and the town's main attractions. The apartment has received excellent ratings for location, cleanliness, and overall experience, making it an ideal choice for travellers seeking a comfortable and convenient stay. The apartment offers a modern kitchen with granite countertops and stainless steel appliances, a cosy living room with a futon bed and Smart TV, and a comfortable bedroom with a queen-sized bed. The apartment also comes with free parking, making it easy to explore the surrounding area and enjoy all that Shepherdstown has to offer.
9.9 192 reviews
Shepherdstown, WV
01/09 – 08/09
A$140/nighttotal: A$980 (7 )
Historic Rockdale Private Studio Apartment
1 2
studio , Ranson
This cosy studio apartment is located on a 15-acre tree farm just 2 km outside of Ranson, offering a peaceful retreat close to the city's attractions. Guests have consistently rated the studio as excellent for its location, cleanliness, and overall experience. The self-contained apartment can accommodate up to two guests and features a fully-equipped kitchen, a luxurious bathroom with a heated floor, and a sunny porch. Guests can enjoy the convenience of a private garden, parking, and a range of amenities including a fire pit, a Roku Smart TV, and a washer/dryer.
8.9 117 reviews
Shepherdstown, WV
20/08 – 28/08
A$220/nighttotal: A$1760 (8 )
Armory Quarters A
1 2
house , Bolivar
Armory Quarters A is located in Harpers Ferry, just 1.6km from Harpers Ferry National Historical Park and 6km from the Appalachian Trail Conference Headquarters, offering a scenic and historical setting. The property has received excellent ratings for its location and cleanliness, as well as a very good rating overall. The one-bedroom house provides comfortable accommodation for two guests and spans 84 square metres. It includes a fully equipped kitchen with a dishwasher and oven, as well as free Wi-Fi, cable TV, and parking, making it ideal for a relaxing stay with easy access to hiking, cycling, and golf.
9.3 3 reviews
Shepherdstown, WV
20/09 – 21/09
A$1225/nightfor 1 night
Idyllic Riverfront Farmstead, Golf, Spa & More
5 9
apartment , Shepherdstown
The Farmhouse at River Chase is a country retreat located between Harpers Ferry and Shepherdstown, offering private Potomac River frontage on 9 acres, ideal for groups. This 5-bedroom lodge accommodates up to 14 guests, boasting a kitchen with essential appliances, air conditioning, a jacuzzi, a garden, parking, and a year-round glass-enclosed patio with a bar, alongside a private golf driving range and a tranquil pond.
9.9 529 reviews
Shepherdstown, WV
01/09 – 08/09
A$185/nighttotal: A$1295 (7 )
The Log Cabin
1 2
cabin , Shepherdstown
This restored 1700s log cabin is located near Shepherdstown, a short distance from both the town centre and surrounding attractions. The 1-bedroom cottage features a fully equipped kitchen, a spacious living area with a pull-out sofa, a brick patio with a fire pit, and a queen-sized bed in the upstairs bedroom, perfect for a family of four.
9.9 389 reviews
Shepherdstown, WV
01/09 – 08/09
A$309/nighttotal: A$2163 (7 )
Best Location: Historic Shepherdstown Getaway
1 2
apartment , Shepherdstown
This family-friendly house is located on the river in Shepherdstown, just a short walk from the Opera House and Museum, with Shepherd University and the Rumsey Steamboat Museum within a 0.8km radius. It has consistently received excellent ratings for its location, cleanliness, and overall user experience. The house has 3 bedrooms and spans 242 square meters, offering ample space for families or groups. It offers a range of amenities and features, including a spa tub, garden, barbecue grill, free Wi-Fi, a DVD player, and a fully equipped kitchen.
9.9 207 reviews
Shepherdstown, WV
01/09 – 08/09
A$375/nighttotal: A$2625 (7 )
New * The Getaway Cottage At Rocky Marsh Farm
2 2
apartment , Shepherdstown
The Getaway Cottage offers a peaceful retreat 5.6km from Shepherdstown, West Virginia, providing easy access to Harpers Ferry (25 minutes) and the Antietam National Battlefield (15 minutes). This two-bedroom, two-bathroom holiday home sleeps six, boasting a fully equipped kitchen with a Keurig coffee maker, a private garden with a fire pit and BBQ, plus streaming services and fast Wi-Fi.
9.6 32 reviews
Shepherdstown, WV
01/09 – 08/09
A$137/nighttotal: A$959 (7 )
Historic Rockdale Private Barn Loft
1 2
farm , Ranson
This renovated pole barn, situated in a rural area near Ranson, West Virginia, offers a secluded retreat approximately 16km from Shepherdstown and 24km from Charles Town. The self-catering property sleeps two guests in one bedroom and one bathroom, boasting a kitchenette with modern appliances, fast Starlink Wi-Fi, and ample on-site parking for two cars.
9.9 55 reviews
Shepherdstown, WV
01/09 – 08/09
A$373/nighttotal: A$2611 (7 )
Lele’s Landing: Come Take A Scrabble Sabatical
4 2
apartment , Shepherdstown
This four-bedroom house is situated five kilometres from Shepherdstown, West Virginia, on the banks of Rocky Marsh Run Creek, within walking distance of Dam #4 on the Potomac River. This family-friendly property boasts a private backyard, a deck, and a peaceful creekside location, perfect for enjoying the outdoors, and features high-speed internet for work or leisure.
9.9 91 reviews
Shepherdstown, WV
01/09 – 08/09
A$853/nighttotal: A$5971 (7 )
Exclusive Wooded Chalet W Magnificent River Views
1 2
apartment , Shepherdstown
Eagles Bluff Overlook, a four-bedroom Shepherdstown holiday home, is situated approximately 24 kilometres from Shepherdstown and the C&O Canal towpath, and under 48 kilometres from Harpers Ferry National Historical Park. This self-catering lodge sleeps eight guests across two king suites (each en suite), offering three bathrooms, a fully equipped kitchen with dishwasher, two living areas with smart TVs, a garden, and amenities including a propane fire pit and grill.
Best family friendly Shepherdstown, WV holiday rentals
Among the 10 accommodations in Shepherdstown, WV, here are the 4 best family friendly rentals
10 83 reviews
Shepherdstown, WV
20/08 – 28/08
A$258/nighttotal: A$2064 (8 )
Charmingly Renovated Historic Canal House On C&o Along Potomac Close To Antietam
2 2
apartment , Mercersville
This two-bedroom house is situated on the banks of the Potomac River in Mercersville, just a short walk from the Chesapeake and Ohio Canal National Historic Park and within 5 kilometres of the Antietam National Battlefield. The 111 square metre property offers a comfortable stay for up to four guests and features a fully equipped kitchen, a terrace, a garden, and free Wi-Fi, plus a fireplace for cosy evenings.
9.7 356 reviews
Shepherdstown, WV
20/08 – 28/08
A$585/nighttotal: A$4680 (8 )
Large Groups, Hot Tub, Near Attractions, Wooded/country Setting W/aparment/annex
8 2
apartment , Bolivar
This five-bedroom house is situated in the mountains, just 5km from the Shenandoah River, the Civil War Living History Museum, and Bolivar Heights Scenic Overlook, offering a tranquil escape from the bustle of everyday life. The property has received excellent ratings for location, cleanliness, and overall user experience. The house spans 465 square metres and provides ample space for families and groups. Guests can enjoy a range of amenities, including a fitness centre, tennis court, garden, and a Jacuzzi, perfect for relaxation and recreation.
9.6 124 reviews
Shepherdstown, WV
20/08 – 28/08
A$374/nighttotal: A$2992 (8 )
Quiet Antietam Cabin
1 2
cabin , Keedysville
This charming cabin is located in Keedysville, Maryland, just 45 minutes from Whitetail Ski Resort and close to historic sites like Antietam Battlefield and Harpers Ferry. The cabin has received excellent ratings for its location, cleanliness, and overall experience. The property has two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include a swimming pool, a garden, a fully equipped kitchen, internet access, and a fireplace. Guests can also enjoy the seclusion of the five-acre property, direct access to Antietam Creek for fishing and kayaking, and proximity to hiking and biking trails.
10 161 reviews
Shepherdstown, WV
20/08 – 28/08
A$544/nighttotal: A$4352 (8 )
Family-friendly, Thoughtfully Modernized, Historic Home In Harpers Ferry.
4 2
apartment , Harpers Ferry
This house is located just 1.5km from both the Appalachian Trail Conservancy Headquarters and Harpers Ferry National Historical Park, offering easy access to the town's historical and natural attractions. It has received excellent user ratings for its comfortable and convenient amenities. The house has 3 bedrooms and 3 bathrooms, covering 186 square metres and accommodating up to 6 guests. It comes equipped with a fully equipped kitchen, air conditioning, a terrace, a garden, parking, and free Wi-Fi, making it perfect for families or groups of friends.
Best Shepherdstown, WV holiday rentals with parking
8.0 1 review
Shepherdstown, WV
01/09 – 08/09
A$306/nighttotal: A$2142 (7 )
Cozy House In Walking Distance To Artistic & Historic Town; Pet-friendly!
2 2
apartment , Shepherdstown
This two-bedroom flat is located in Shepherdstown's Historic District, a short walk from German Street's shops and restaurants, and 300 metres from Shepherd University. This property accommodates up to five guests and features a two-storey deck with a fire pit, a patio with a grill, and a master bedroom loft sleeping four, offering a unique experience adjacent to an active railway.
9.9 232 reviews
Shepherdstown, WV
01/09 – 08/09
A$260/nighttotal: A$1820 (7 )
Lock Keepers Cottage On C&o Canal/potomac River
3 2
house , Mercersville
Lock Keepers Cottage, situated in Sharpsburg, Maryland, offers a tranquil escape near the C&O Canal and Potomac River, approximately 40 kilometres from Harpers Ferry National Historical Park and the Appalachian Trail Conference Headquarters. This three-bedroom property, boasting 104 square metres of floor space, provides a fully equipped kitchen, terrace, garden, free Wi-Fi, and private parking; nearby recreational activities include skiing and cycling.
Shepherdstown, WV
20/08 – 28/08
A$655/nighttotal: A$5240 (8 )
Charming River House And Cottage In Shepherdstown
3 2
apartment , Shepherdstown
This waterfront retreat offers 100 feet of private Potomac River frontage, situated just downstream from historic Shepherdstown, providing convenient access to the Shepherdstown Museum and Opera House. This spacious holiday home, accommodating up to 12 guests across a main house and a separate cottage, features three bedrooms, three bathrooms, a well-equipped kitchen, air conditioning, a garden, tennis court, parking, and includes recreational equipment for water activities.
This Shepherdstown waterfront property offers stunning views and direct access to the Chesapeake & Ohio Canal towpath, located within 5km of the Potomac River and Antietam National Battlefield. The three-bedroom, two-bathroom house sleeps eight guests and boasts a fully equipped kitchen, private balcony, free Wi-Fi, and barbecue facilities, perfect for exploring the area's historical sites and enjoying outdoor activities.
Frequently asked questions about holiday rentals in Shepherdstown, WV
What are some interesting places to visit in or near Shepherdstown, WV?
Shepherdstown is packed with history! You've got to check out the Shepherdstown Historic District, with its beautiful old buildings. The Shepherd University campus is also worth a visit, especially the Hagerstown Hall. And if you want to get out of town, Harpers Ferry is a short drive away and has some amazing scenery and historical sites.
What are the best Airbnb and holiday rentals in Shepherdstown, WV?
Which walking or cycling routes are the best in Shepherdstown, WV?
For a scenic walk, try the Shepherdstown River Trail. It follows the Potomac River and has some lovely views. If you're feeling adventurous, the C&O Canal Towpath is a great option for cycling. It's a flat, paved trail that runs along the canal, perfect for a leisurely ride.
What are the most popular Airbnbs in Shepherdstown, WV?
What sports or outdoor activites can visitors enjoy in and around Shepherdstown, WV?
The Potomac River is great for kayaking and canoeing. If you're looking for something more active, there are plenty of hiking trails in the surrounding mountains. In the town itself, you can find a public swimming pool at the Shepherdstown Municipal Park.
What are the best holiday rentals with a pool in Shepherdstown, WV?
What other towns or cities can be easily accessed from Shepherdstown, WV?
Shepherdstown is close to several interesting places. Harpers Ferry is a short drive away, and you can also easily get to Charles Town, Martinsburg, and even Winchester, Virginia. It's a great location for exploring the region.
What are the best rentals for families and kids in Shepherdstown, WV?
What amenities are commonly available in vacation rentals in Shepherdstown, WV?
Most vacation rentals in Shepherdstown offer basic amenities like Wi-Fi, a kitchen, and laundry facilities. Some rentals may also have additional features like a hot tub, a fireplace, or a private patio. It's always a good idea to check the listing for specific details.
What are the best rentals or Airbnbs with a jacuzzi in Shepherdstown, WV?
What time of year is best to rent a vacation rental Shepherdstown, WV?
Spring and autumn are generally the best times to visit Shepherdstown. The weather is mild, and the leaves are beautiful in the fall. Summer can be hot and humid, but it's a great time to enjoy the outdoors. Winter can be cold, but it's a peaceful time to visit if you don't mind the snow.
Destinations nearby
Best Shepherdstown, WV holiday rentals with a balcony
9.0 1 review
Shepherdstown, WV
20/08 – 28/08
A$336/nighttotal: A$2688 (8 )
Cozy Mountain Rancher
1 2
chalet , Bolivar
This detached mountain property is located in a peaceful district of Bolivar, offering convenient access to the area's hiking trails and natural scenery. This 102 square meter mountain lodge accommodates up to 11 guests, featuring a fully equipped kitchen, air conditioning, complimentary Wi-Fi, private parking, and a private terrace.
9.8 72 reviews
Shepherdstown, WV
01/09 – 08/09
A$1191/nighttotal: A$8337 (7 )
Welcome To This Patch Of Serenity On The River's Edge, To This Hideaway.
3 2
apartment , Shepherdstown
This waterfront property is situated just 6 kilometres from the Potomac River, Morgan's Grove Park, and Shepherdstown Museum, offering easy access to local attractions. The property boasts excellent user ratings, making it a popular choice for travellers. This three-bedroom, two-bathroom house spans 195 square metres, comfortably accommodating up to eight guests. The home provides a fully equipped kitchen, a private garden, a terrace, a spa, and parking, along with a host of other amenities, making it an ideal choice for families and groups seeking a relaxing and enjoyable stay in Shepherdstown.
10 18 reviews
Shepherdstown, WV
01/09 – 08/09
A$954/nighttotal: A$6678 (7 )
Exclusive Wooded Chalet W Magnificent River Views
4 2
apartment , Shepherdstown
Eagles Bluff Overlook chalet, near Shepherdstown, West Virginia, is situated 24km from Shepherdstown and the C&O Canal, and under 48km from Harpers Ferry, offering easy access to these historical sites. This 235 square metre lodge boasts four bedrooms, four bathrooms, sleeping eight guests, and features a fully equipped kitchen, two living areas (one with a smart TV and electric fireplace), a terrace, and outdoor amenities including a propane fire pit and grill.
10 2 reviews
Shepherdstown, WV
20/08 – 28/08
A$634/nighttotal: A$5072 (8 )
High Street Retreat
2 2
house , Harpers Ferry
High Street Retreat is a holiday cottage located in Harpers Ferry, a 5-minute walk from the Harpers Ferry National Historical Park and 7.2 kilometres from the Appalachian Trail Conference Headquarters. This 132 square metre holiday home accommodates up to nine guests with two bedrooms and two bathrooms, offering amenities such as Wi-Fi, air conditioning, a fully equipped kitchen, and private parking, with check-out between 08:00 and 11:00 AM.
Best pet friendly Shepherdstown, WV holiday rentals
Among the 10 accommodations in Shepherdstown, WV, here are the 4 best pet friendly rentals
9.9 24 reviews
Shepherdstown, WV
20/08 – 28/08
A$305/nighttotal: A$2440 (8 )
Nice Neighborhood Close To Tourist Attractions.
3 2
apartment , Ranson
This townhome is situated in Ranson, a peaceful community just 15 kilometres from Harpers Ferry, a popular tourist destination with numerous activities. The property has received excellent ratings for location, cleanliness, and user experience. The house has three bedrooms, including a spacious master suite with a shower, sunken tub, and walk-in closet. The property includes a fully equipped kitchen with a fridge, microwave, and dishwasher, a garden, parking, and air conditioning, as well as internet access.
9.2 138 reviews
Shepherdstown, WV
01/09 – 08/09
A$318/nighttotal: A$2226 (7 )
Riverkeeper Inn, Waterfront Property On The Potomac River
1 2
cottage , Harpers Ferry
This charming cottage is situated just a short distance from the Potomac River, offering stunning views and easy access to the Chesapeake and Ohio Canal National Historic Park and the Civil War Living History Museum. The cottage has consistently received excellent ratings from previous guests, highlighting its comfortable and convenient features. The single-bedroom cottage spans 54 square metres and is ideal for a small family or a couple seeking a peaceful retreat. Guests can enjoy a range of amenities including a fully equipped kitchen, a cosy fireplace, a private garden, and a terrace with barbecue facilities.
Shepherdstown, WV
01/09 – 08/09
A$460/nighttotal: A$3220 (7 )
Melvin Hill Farm Est 1765 2 Bedroom+ Renovated Barn "Loft" Shenandoah Junction
2 2
apartment , Shenandoah Junction
This barn loft flat in Shenandoah Junction is located within 13 kilometres of Harpers Ferry and Shepherdstown, with proximity to historical sites such as the John Brown Museum. This two-bedroom, one-bathroom apartment accommodates up to seven guests and offers amenities including air conditioning, Wi-Fi, and an electric vehicle charging station, alongside outdoor features like a fire pit and grill.
10 6 reviews
Shepherdstown, WV
20/09 – 21/09
A$486/nightfor 1 night
Trailhead House | Cozy Hiking Retreat
1 9
apartment , Sandy Hook
Trailhead House offers a tranquil mountain retreat near Harpers Ferry and Knoxville, providing easy access to numerous hiking trails and river towns. This apartment accommodates up to 12 guests with 3 bathrooms, internet, air conditioning, and a kitchen, plus a patio perfect for outdoor relaxation and socialising.