Compare Vacation Rentals & Airbnb in Shepherdstown, WV

12 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Shepherdstown, WV vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

12 Rentals and Airbnb in Shepherdstown, WV

Best family friendly Shepherdstown, WV vacation rentals

Among the 10 accommodations in Shepherdstown, WV, here are the 4 best family friendly rentals

Riverkeeper Inn - Shepherdstown, WV
9.7 160 reviews
Shepherdstown, WV
01/09 – 08/09
$254/nighttotal: $1778 (7 )

Riverkeeper Inn

1 2
house , Dargan
This charming house is located on the Potomac River, just 25km from historic Harper's Ferry and within easy reach of Shepherdstown, Charles Town and Winchester. The property has received excellent ratings for its location, cleanliness and overall experience.
The detached garage has been renovated to provide a comfortable two-level guesthouse, suitable for up to four guests. The accommodation comes with a fully equipped kitchen, air conditioning, a garden, parking, internet access and a private waterfront deck offering stunning views of the Blue Ridge Mountains and the river.
Riverside Cottage, Minutes From Historic Harpers Ferry!  Private River Access! - Shepherdstown, WV
9.8 156 reviews
Shepherdstown, WV
20/08 – 28/08
$232/nighttotal: $1856 (8 )

Riverside Cottage, Minutes From Historic Harpers Ferry! Private River Access!

2 2
apartment , Harpers Ferry
This charming cottage is situated just 11 kilometres from the historic town of Harpers Ferry, offering peaceful river views and easy access to both the town and surrounding attractions. The cottage has received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
The cottage is a spacious two-bedroom property with two bathrooms, comfortably accommodating up to five guests. The property offers a fully equipped kitchen, a large deck with river views, central air conditioning and heating, and private parking for two vehicles, making it ideal for families or groups of friends seeking a relaxing retreat.
Lele’s  Landing:  Come Take A Scrabble Sabbatical - Shepherdstown, WV
9.9 119 reviews
Shepherdstown, WV
01/09 – 08/09
$320/nighttotal: $2240 (7 )

Lele’s Landing: Come Take A Scrabble Sabbatical

3 2
apartment , Shepherdstown
This three-bedroom cottage is located just 8 kilometres from Shepherdstown, on the banks of Rocky Marsh Run Creek, within walking distance of Dam #4 on the Potomac River. The property offers a private backyard and deck overlooking the creek, a wood-burning stove, high-speed internet, and a basement living room and bathroom for larger groups.
Lele’s Landing: Come Take A Scrabble Sabatical - Shepherdstown, WV
9.9 55 reviews
Shepherdstown, WV
01/09 – 08/09
$367/nighttotal: $2569 (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.

Best Shepherdstown, WV vacation rentals with parking

Melvin Hill Farm Est 1765 Stay In. The Hay Loft - Shepherdstown, WV
10 5 reviews
Shepherdstown, WV
20/08 – 28/08
$239/nighttotal: $1912 (8 )

Melvin Hill Farm Est 1765 Stay In. The Hay Loft

1 2
farm , Shenandoah Junction
Melvin Hill Farm, a restored 19th-century property on 1.6 hectares, offers a historic rural experience in Shenandoah Junction, dating back to a 1765 Lord Fairfax Land Grant.
This rural retreat accommodates up to six guests across two bedrooms and one bathroom, featuring a kitchen with a dishwasher, air conditioning, Wi-Fi, and a readaptive use barn, all within close proximity to Shenandoah Junction's natural attractions.
Best Location: Historic Shepherdstown Getaway - Shepherdstown, WV
9.9 389 reviews
Shepherdstown, WV
20/08 – 28/08
$309/nighttotal: $2472 (8 )

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.
The Loft At The Barn - Shepherdstown, WV
9.2 175 reviews
Shepherdstown, WV
20/08 – 28/08
$286/nighttotal: $2288 (8 )

The Loft At The Barn

1 2
apartment , Bolivar
The Loft at the Barn is situated in Bolivar, just 1.6 kilometres from Harpers Ferry National Historical Park. It has received excellent ratings for cleanliness, location, and user experience.
The self-catering property has one bedroom and is 93 square metres in size. It offers stunning mountain views, a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and comfortable bedding.
Large Groups, Hot Tub, Near Attractions, Wooded/country Setting W/aparment/annex - Shepherdstown, WV
9.7 356 reviews
Shepherdstown, WV
20/08 – 28/08
$575/nighttotal: $4600 (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.

Frequently Asked Questions about vacation rentals in Shepherdstown, WV

  • What are some interesting places to visit in or near Shepherdstown, WV?

    Shepherdstown is a charming town with plenty to see and do. You can wander around the historic downtown area, visit the Shepherd University campus, or take a stroll along the Potomac River. Just a short drive away is Harpers Ferry National Historical Park, a great place to hike, explore, and learn about American history. And if you're looking for some scenic beauty, check out the nearby Cacapon State Park.
  • What are the best Airbnb and vacation rentals in Shepherdstown, WV?

  • Which walking or cycling routes are the best in Shepherdstown, WV?

    The Shepherdstown Greenway is a great option for a leisurely walk or bike ride, running alongside the Potomac River. If you're looking for a more challenging hike, check out the Appalachian Trail, which passes through the area. For a scenic cycling route, try the 10-mile loop around the town, passing through the historic district and along the river.
  • What are the most popular Airbnbs in Shepherdstown, WV?

  • What sports or outdoor activites can visitors enjoy in and around Shepherdstown, WV?

    Shepherdstown is a great place for outdoor enthusiasts! You can go kayaking or canoeing on the Potomac River, hiking or mountain biking on the Appalachian Trail, or fishing in the nearby streams. There's also a golf course just outside of town, and plenty of opportunities for bird watching and wildlife viewing.
  • What are the best vacation rentals with a pool in Shepherdstown, WV?

    The best vacation rental with a pool in Shepherdstown, WV is Cottage In Shepherdstown.

  • What other towns or cities can be easily accessed from Shepherdstown, WV?

    Shepherdstown is conveniently located near several other towns and cities. You can easily reach Charles Town, Martinsburg, and Hagerstown, Maryland, all within a 30-minute drive. If you're looking for a bigger city, Washington, D.C. is just a couple of hours away.
  • What are the best rentals for families and kids in Shepherdstown, WV?

  • What amenities are commonly available in vacation rentals in Shepherdstown, WV?

    Vacation rentals in Shepherdstown typically offer a range of amenities to make your stay comfortable. Most have kitchens, bathrooms, bedrooms, and living areas, and many come with laundry facilities, Wi-Fi, and outdoor spaces like patios or decks. Some rentals even have hot tubs, fireplaces, or swimming pools.
  • What are the best rentals or Airbnbs with a jacuzzi in Shepherdstown, WV?

    The best vacation rentals or Airbnb with a jacuzzi in Shepherdstown, WV are Best Location: Historic Shepherdstown Getaway, Cottage In Shepherdstown and Wine Weekend Getaway-battlefield & Vineyard Views.

Destinations nearby

Best Shepherdstown, WV vacation rentals with a balcony

Cozy Mountain Rancher - Shepherdstown, WV
9.0 1 review
Shepherdstown, WV
20/08 – 28/08
$330/nighttotal: $2640 (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.
Dome Sweet Dome At Antietam. Relax, Naturally! Relax, Naturally! - Shepherdstown, WV
8.8 3 reviews
Shepherdstown, WV
01/09 – 08/09
$345/nighttotal: $2415 (7 )

Dome Sweet Dome At Antietam. Relax, Naturally! Relax, Naturally!

2 2
apartment , Antietam
This Quonset dome accommodation is situated in Sharpsburg, within the Potomac Highlands, offering a tranquil rural setting just a short stroll from the C&O Canal and Antietam Creek, 3.2 kilometres north of Antietam Battlefield and 16 kilometres south of Harpers Ferry.
This 139 square metre apartment, accommodating up to six guests, features two bedrooms, one bathroom, a well-equipped kitchen, air conditioning, a terrace, garden, parking, and unique amenities such as an EV charging station and bicycle facilities, alongside proximity to the Potomac River and Antietam Creek for outdoor activities.
Hillside Hideaway In Lowertown Harpers Ferry - Shepherdstown, WV
10 20 reviews
Shepherdstown, WV
20/08 – 28/08
$560/nighttotal: $4480 (8 )

Hillside Hideaway In Lowertown Harpers Ferry

2 2
cabin , Harpers Ferry
This Harpers Ferry holiday home is ideally situated less than 1 km from Harpers Ferry National Historical Park, the John Brown Wax Museum, and the Armory Grounds and Civil War Museum, with Harpers Ferry Station a mere 0.2 km away.
The 139-square-metre self-catering lodge boasts two bedrooms, two bathrooms, and can comfortably accommodate four guests, featuring a fully equipped kitchen, balcony, fireplace, and on-site barbecue facilities.
4br Riverviews, Comm Pool & River Access, Barrel Sauna, Massage Chairs, Game Rm - Shepherdstown, WV
10 1 review
Shepherdstown, WV
20/08 – 28/08
$1394/nighttotal: $11152 (8 )

4br Riverviews, Comm Pool & River Access, Barrel Sauna, Massage Chairs, Game Rm

4 2
apartment , Bolivar
This property in Harpers Ferry, Bolivar, offers Shenandoah River views and is located just a short walk from the Restoration Museum and John Brown Museum.
This spacious 4-bedroom, 3-bathroom flat accommodates up to 10 guests and boasts a wealth of amenities including a barrel sauna, a games room with a pool table and arcade games, a movie room, a play room with a rock climbing wall, and a garden with a firepit and grill.

Best pet friendly Shepherdstown, WV vacation rentals

Among the 10 accommodations in Shepherdstown, WV, here are the 4 best pet friendly rentals

Armory Quarters B - Shepherdstown, WV
9.0 79 reviews
Shepherdstown, WV
20/08 – 28/08
$284/nighttotal: $2272 (8 )

Armory Quarters B

2 2
house , Bolivar
Armory Quarters B is located in Harpers Ferry, West Virginia, just 1.6 kilometres from Harpers Ferry National Historical Park, 6 kilometres from the Appalachian Trail Conference Headquarters and 16 kilometres from Locust Hill Golf Course. This house has received excellent ratings for its location and cleanliness, and is rated very good overall.
The property has two bedrooms and one bathroom, and is 102 square metres in size. It offers a fully equipped kitchen, air conditioning, internet access, a garden, and parking, as well as being family-friendly and pet-friendly.
High Street Retreat - Shepherdstown, WV
10 2 reviews
Shepherdstown, WV
20/08 – 28/08
$623/nighttotal: $4984 (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.
5-minute Walk To Winery & Battlefield 1-acre Wine Weekend Getaway W/ Fire Pit - Shepherdstown, WV
9.9 275 reviews
Shepherdstown, WV
20/08 – 28/08
$320/nighttotal: $2560 (8 )

5-minute Walk To Winery & Battlefield 1-acre Wine Weekend Getaway W/ Fire Pit

1 2
apartment , Sharpsburg
This charming apartment is situated on a hilltop in the Antietam district, just a short walk from Antietam Creek Vineyards and a five-minute drive (8km) from the Antietam Battlefield, offering a peaceful retreat amidst historical surroundings. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment spans 97 square metres and comfortably accommodates up to six guests in its three bedrooms. Guests can enjoy a range of amenities, including a fully equipped kitchen, a hot tub, a garden, and access to a nearby trail, making it ideal for families or groups looking for a relaxing and enjoyable stay.
The Charming Crib 2 Bedroom Apartment - Shepherdstown, WV
Shepherdstown, WV
20/08 – 28/08
$233/nighttotal: $1864 (8 )

The Charming Crib 2 Bedroom Apartment

2 2
apartment , Martinsburg
This Martinsburg apartment, situated in Berkeley County near the lower Shenandoah Valley, offers convenient access to breweries, wineries, and Whitetail Ski Resort.
The 210-square-metre (2260-square-foot) property features two bedrooms, one bathroom, and sleeps four, boasting amenities such as free high-speed Wi-Fi, an HD TV with a streaming package, and coin-operated laundry facilities within the building; room service is available from Brix27.
©2026 cozycozy.com