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

Shire Cottage: Come Share In An Adventure In Wv. - Shepherdstown, WV
10 1 review
Shepherdstown, WV
20/08 – 28/08
$709/nighttotal: $5672 (8 )

Shire Cottage: Come Share In An Adventure In Wv.

1 2
apartment , Harpers Ferry
This fantasy-themed cottage in historic Harpers Ferry, West Virginia, is situated just 5 minutes from Downtown, the National Historical Park, and River Riders Family Adventure Resort.
This family-friendly property accommodates up to eight guests across four bedrooms and two bathrooms, featuring a fully stocked kitchen, air conditioning, a hot tub, a garden, and a fire pit area for outdoor enjoyment.
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.
Waterfront Property In Harpers Ferry - Private River Access - Shepherdstown, WV
10 41 reviews
Shepherdstown, WV
01/09 – 08/09
$569/nighttotal: $3983 (7 )

Waterfront Property In Harpers Ferry - Private River Access

3 2
apartment , Harpers Ferry
This Harpers Ferry waterfront property, situated approximately 9.6km from the Potomac River, Virginius Island, and Bolivar Heights Scenic Overlook, offers stunning views and easy access to major attractions.
This 204 square metre house sleeps eight guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen including dishwasher, a terrace, tennis court, parking, and internet access, perfect for families seeking a relaxing vacation.
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.

Best Shepherdstown, WV vacation rentals with parking

Spacious Quiet Retreat With Hot Tub And Walk To River Minutes To Harpers Ferry - Shepherdstown, WV
9.8 31 reviews
Shepherdstown, WV
01/09 – 08/09
$720/nighttotal: $5040 (7 )

Spacious Quiet Retreat With Hot Tub And Walk To River Minutes To Harpers Ferry

6 2
apartment , Harpers Ferry
This apartment is located just a short walk from Harpers Ferry National Historical Park and the Appalachian Trail headquarters, offering easy access to the area's natural beauty and historical attractions. It has received excellent user ratings, making it a popular choice for families and large groups.
This spacious six-bedroom property spans 242 square meters and comfortably accommodates up to 12 guests. The apartment is equipped with a range of amenities, including a swimming pool, tennis court, and a garden, providing plenty of opportunities for relaxation and entertainment.
The Gw Hollida Cottage Of Shepherdstown - Shepherdstown, WV
9.9 331 reviews
Shepherdstown, WV
01/09 – 08/09
$182/nighttotal: $1274 (7 )

The Gw Hollida Cottage Of Shepherdstown

1 2
apartment , Shepherdstown
This Shepherdstown cottage, situated on a 5-acre property behind the historic GW Hollida House (circa early 1800s), offers a tranquil escape close to the town's attractions.
The self-catering property features a recently renovated living room, kitchenette, sleeping loft with a queen bed (accessed via ladder), one bathroom, and accommodates up to three guests; a private sauna and fire pit are also available.
Historic Rockdale Private Studio Apartment - Shepherdstown, WV
9.9 192 reviews
Shepherdstown, WV
01/09 – 08/09
$137/nighttotal: $959 (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.
Welcome To This Patch Of Serenity On The River's Edge, To This Hideaway. - Shepherdstown, WV
9.8 72 reviews
Shepherdstown, WV
20/08 – 28/08
$1164/nighttotal: $9312 (8 )

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.

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

Spacious 3 Bedroom House In Quiet Residential Neighborhood - Shepherdstown, WV
8.0 2 reviews
Shepherdstown, WV
20/08 – 28/08
$267/nighttotal: $2136 (8 )

Spacious 3 Bedroom House In Quiet Residential Neighborhood

3 2
apartment , Martinsburg
This family-friendly Martinsburg house, situated within 5km of attractions including the Martinsburg-Berkeley County Convention and Visitors Bureau, the For the Kids, By George Children's Museum, and the Belle Boyd House, offers a peaceful mountain setting.
The three-bedroom property sleeps six, boasting a fully equipped kitchen, private fenced yard, free Wi-Fi, and on-site arcade/game room, perfect for family fun.
5,000 Sq Ft Antebellum Farmhouse 3 Mi To Antietam! - Shepherdstown, WV
Shepherdstown, WV
20/08 – 28/08
$456/nighttotal: $3648 (8 )

5,000 Sq Ft Antebellum Farmhouse 3 Mi To Antietam!

4 2
house , Bakersville
This family farm property in Fairplay is situated 5 kilometres from Antietam Historic, 30 kilometres from Appalachian Trail Conference Headquarters, and 34 kilometres from Harpers Ferry National Historical Park, offering a rural retreat near historical sites.
This 465 square metre dwelling accommodates up to 15 guests with four bedrooms, a fully equipped kitchen, two bathrooms, and amenities including air conditioning and Wi-Fi, plus an outdoor dining area and a balcony for enjoying the farm setting.
5,000 Sq Ft Antebellum Farmhouse 3 Mi To Antietam! - Shepherdstown, WV
10 5 reviews
Shepherdstown, WV
20/08 – 28/08
$434/nighttotal: $3472 (8 )

5,000 Sq Ft Antebellum Farmhouse 3 Mi To Antietam!

4 2
apartment , Bakersville
This farm in Boonsboro, a six-minute drive from both the Chesapeake and Ohio Canal and the Potomac River, offers proximity to historical sites such as Antietam National Battlefield and Hagerstown Model Railroad Museum.
This expansive 465-square-metre holiday home accommodates eight guests across four bedrooms and two bathrooms, featuring a garden, terrace, air conditioning, and a fully equipped kitchen, with hiking and biking trails accessible nearby.
1939 4br Rustic Escape By Casino - Shepherdstown, WV
10 3 reviews
Shepherdstown, WV
20/08 – 28/08
$581/nighttotal: $4648 (8 )

1939 4br Rustic Escape By Casino

4 2
apartment , Ranson
This four-bedroom, 2.5-bathroom holiday home in Ranson, West Virginia, is conveniently located a 1.4-kilometre walk from the Hollywood Casino at Charles Town Races, a 14-kilometre drive from the Potomac River, and a 1.4-kilometre drive from the Old Opera House.
The property sleeps eight guests and offers Wi-Fi, air conditioning, and access to nearby attractions including the Shenandoah River, Shannondale Springs Wildlife Management Area, and Locust Hill Golf Course.

Best pet friendly Shepherdstown, WV vacation rentals

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

Charming River House And Cottage In Shepherdstown - Shepherdstown, WV
Shepherdstown, WV
01/09 – 08/09
$659/nighttotal: $4613 (7 )

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.
Elevated Potomac River Retreat - Shepherdstown, WV
9.9 44 reviews
Shepherdstown, WV
20/08 – 28/08
$254/nighttotal: $2032 (8 )

Elevated Potomac River Retreat

1 2
apartment , Antietam
This Antietam Creekside apartment offers direct access to the C&O Canal Towpath, situated approximately 13km from Shepherdstown and 14km from the Antietam National Battlefield.
The self-catering flat sleeps two, boasting a king-size bed, fully equipped kitchen, high-speed Starlink internet, and includes three bikes, a paddleboard, and other outdoor recreation equipment for exploring the Potomac River and C&O Canal.
Riverkeeper Inn, Waterfront Property On The Potomac River - Shepherdstown, WV
9.2 138 reviews
Shepherdstown, WV
01/09 – 08/09
$313/nighttotal: $2191 (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.
The Cute Condo- 2 Bedroom Apartment - Shepherdstown, WV
Shepherdstown, WV
20/08 – 28/08
$233/nighttotal: $1864 (8 )

The Cute Condo- 2 Bedroom Apartment

2 2
apartment , Martinsburg
This two-bedroom apartment in Berkeley County, Martinsburg, is conveniently located approximately 16-24 km from the Eastern Panhandle Recreational Trail and the C&O Canal.
The 210 square metre flat offers guests a spacious living area, sleeps four, includes a fully equipped kitchen with fridge, in-unit laundry, high-speed Wi-Fi, and is close to attractions such as the Martinsburg Roundhouse Center and Belle Boyd House.
©2026 cozycozy.com