Best Vacation rentals and Airbnb offers in Shepherdstown, WV
9.6 32 reviews
Shepherdstown, WV
09/01 – 09/08
$96/nighttotal: $672 (7 )
Historic Rockdale Private Barn Loft
1 2
farm , Ranson
This renovated pole barn farm stay near Ranson, West Virginia, offers a secluded retreat on 25 acres, just a 10-minute drive from Shepherdstown and 15 minutes from Charles Town. The one-bedroom, one-bathroom property sleeps two guests and features a fully equipped kitchenette with modern appliances, a spacious upstairs workstation, high-speed Starlink Wi-Fi, and private parking for two vehicles, plus nature trails and goat encounters on the property.
9.8 277 reviews
Shepherdstown, WV
08/20 – 08/28
$125/nighttotal: $1000 (8 )
Charming Studio Apt In Downtown Shepherdstown
1 2
apartment , Shepherdstown
This studio apartment is located on German Street in downtown Shepherdstown, just a short walk from Shepherd University, restaurants, and shops. It has received excellent ratings for its location, cleanliness, and overall experience. The apartment is ideal for a couple, with a queen-sized bed and a fully equipped kitchen featuring granite countertops and handcrafted cabinetry. Amenities include air conditioning, free parking, and a Smart TV, allowing you to relax and enjoy your stay.
9.8 583 reviews
Shepherdstown, WV
09/01 – 09/08
$73/nighttotal: $511 (7 )
️ Secluded 1940s Romantic Tiny House On The River
1 2
cabin , Shepherdstown
This waterfront cottage is located in Shepherdstown, just a short distance from the Potomac River and popular attractions like the Shepherdstown Visitors Center and Rumsey Steamboat Museum. The cabin has consistently received excellent ratings for its location, cleanliness, and overall experience. The cozy cottage offers 200 square feet of space and comfortably accommodates two guests. Guests can enjoy modern amenities like free Wi-Fi, a refrigerator, a microwave, and a barbecue grill, along with a peaceful garden and a patio for relaxing outdoors.
Shepherdstown, WV
09/20 – 09/21
$435/nightfor 1 night
6-acre Garden Home Across From Canal Near Antietam
1 9
chalet , Mercersville
This chalet in Sharpsburg offers a serene retreat across from a canal, conveniently situated 19 miles from the Appalachian Trail Conference Headquarters and 20 miles from Harpers Ferry National Historical Park. This 1800 square foot accommodation accommodates up to 19 guests with one bedroom and two bathrooms, featuring air conditioning, a fully equipped kitchen, WiFi, and a terrace overlooking a 6-acre garden.
9.8 72 reviews
Shepherdstown, WV
08/20 – 08/28
$833/nighttotal: $6664 (8 )
Welcome To This Patch Of Serenity On The River's Edge, To This Hideaway.
3 2
apartment , Shepherdstown
This waterfront vacation home is located just 6 miles from the Potomac River, Morgan's Grove Park, and Shepherdstown Museum, offering easy access to local attractions and a peaceful setting. Guests consistently rate this property as excellent, highlighting its comfortable amenities and family-friendly atmosphere. This 3-bedroom, 2-bathroom house spans 2,100 square feet and comfortably accommodates up to 8 guests. Enjoy a fully equipped kitchen, a private garden with a barbecue grill, and a relaxing spa, all while taking in stunning views of the water.
9.2 34 reviews
Shepherdstown, WV
08/20 – 08/28
$146/nighttotal: $1168 (8 )
Cozy Rustic Walkout Basement Cabin In Historic Harpers Ferry
1 2
apartment , Harpers Ferry
This pet-friendly Harpers Ferry cabin rental, a walkout basement apartment, offers convenient access to Harpers Ferry National Historical Park, John Brown's Fort, and other historical sites, all within walking distance. The 750-square-foot, one-level unit features two beds (one queen, one twin), two bathrooms, a fully stocked kitchenette, private parking, and accommodates up to two guests.
Shepherdstown, WV
09/20 – 09/21
$517/nightfor 1 night
The Retreat At Harpers Ferry
5 9
apartment , Bolivar
This 5-bedroom house in Bolivar is located less than a mile from historic downtown Harpers Ferry, offering convenient walking access to shops, restaurants, and the confluence of the Potomac and Shenandoah rivers. This pet-friendly rental accommodates up to 13 guests with 3 bathrooms, a full kitchen, and on-site parking, providing easy access to the Appalachian Trail, Civil War history sites, and outdoor activities like kayaking.
9.9 181 reviews
Shepherdstown, WV
09/01 – 09/08
$191/nighttotal: $1337 (7 )
Downtown Modern 2br Step From Dining And Shopping
1 2
apartment , Shepherdstown
This modern two-bedroom apartment is located in downtown Shepherdstown, just a short walk from shops, restaurants, and the Shepherd University campus. The apartment has received excellent ratings for location, cleanliness, and user experience. The apartment features a versatile work/play room, perfect for those who need to stay connected while on vacation. The kitchen is fully stocked with everything you need to prepare meals, and the apartment also provides high-speed internet and access to streaming services.
10 8 reviews
Shepherdstown, WV
09/20 – 09/21
$465/nightfor 1 night
West Virginia Blue And Gold (Entire Property)
1 9
apartment , Shepherdstown
This four-bedroom, two-bathroom house rental in McShanes Landing, Shepherdstown, offers convenient access to the Potomac River via a cleared path. The 4-bedroom home sleeps 12, features two retro GE kitchens, a hot tub, grill, four kayaks, strong WiFi with WiFi calling, and on-site assistance from the owners next door.
9.3 3 reviews
Shepherdstown, WV
09/20 – 09/21
$861/nightfor 1 night
Idyllic Riverfront Farmstead, Golf, Spa & More
5 9
apartment , Shepherdstown
This country retreat offers 9 acres of private Potomac River frontage, located between Harpers Ferry and Shepherdstown. This 5-bedroom, 2.5-bathroom house accommodates up to 14 guests and features a glass-enclosed stone patio with a hot tub, a private golf driving range, a pond, and a fire pit.
9.5 8 reviews
Shepherdstown, WV
08/20 – 08/28
$88/nighttotal: $704 (8 )
Modern 2-bedroom 2-bed Apartment With Private Access Door Near I-81
2 2
apartment , Falling Waters
This Falling Waters apartment rental is conveniently located near Hagerstown Regional Airport (18 miles), Locust Hill Golf Course (28 miles), and the Appalachian Trail Conference Headquarters (30 miles). This 800-square-foot, two-bedroom, one-bathroom unit sleeps seven and features free Wi-Fi, free parking, a fully equipped kitchen, air conditioning, and a sun terrace.
9.8 77 reviews
Shepherdstown, WV
08/20 – 08/28
$186/nighttotal: $1488 (8 )
Charming Cabin In The Woods With River Access
2 2
cabin , Shepherdstown
This Shepherdstown riverfront cottage sits on three wooded acres near the Potomac River, approximately an hour's drive from Washington, D.C., offering easy access to the town's historic district. The 2-bedroom, 1-bathroom house features a queen bed, two twin beds, a fully equipped kitchenette, a gas grill, a fire pit, 150 feet of private river access for kayaking and fishing, and fast Wi-Fi (occasional outages possible).
Choose the Right Family-Friendly Vacation Rentals in Shepherdstown, WV
These kid-friendly vacation rentals in Shepherdstown, WV keep you close to top city attractions for a stress-free family vacation.
9.8 248 reviews
Shepherdstown, WV
08/20 – 08/28
$146/nighttotal: $1168 (8 )
Downtown Modern Studio Apartment | History & Dining Steps Away
1 2
apartment , Shepherdstown
This modern Shepherdstown studio apartment is conveniently located in the downtown area, a short walk from the Potomac River and its attractions. The unit offers a queen-size bed, a dedicated workspace, a kitchenette with a Keurig coffee maker and mini-refrigerator, accommodates two guests, and includes access to streaming services and fast Wi-Fi.
Shepherdstown, WV
09/20 – 09/21
$496/nightfor 1 night
The Retreat At Harpers Ferry
1 9
apartment , Bolivar
This 5-bedroom mountain retreat in historic Harpers Ferry offers a spacious apartment rental less than a mile from downtown, the Appalachian Trail, and the Potomac and Shenandoah rivers. This pet-friendly dwelling sleeps up to 10 guests with 5 bedrooms, 3 bathrooms, a full kitchen, and ample on-site parking, providing excellent WiFi for remote work and immediate access to miles of hiking and nearby whitewater activities.
9.2 68 reviews
Shepherdstown, WV
08/20 – 08/28
$311/nighttotal: $2488 (8 )
Enchanting Cottage, Walk To Downtown Harpers Ferry
2 2
house , Harpers Ferry
This charming cottage is located in the heart of historic downtown Harpers Ferry, just a short walk from Harpers Ferry National Historical Park and a short drive from the Appalachian Trail Conference Headquarters and Locust Hill Golf Course. Guests consistently rate this house excellent for its location, cleanliness, and overall experience. The house offers 1,100 square feet of space and comfortably sleeps 7 guests. Amenities include air conditioning, a fully equipped kitchen, free Wi-Fi, a private patio, and a modern bathroom, making it perfect for families or groups looking for a comfortable and convenient stay.
9.9 389 reviews
Shepherdstown, WV
08/20 – 08/28
$221/nighttotal: $1768 (8 )
Best Location: Historic Shepherdstown Getaway
1 2
apartment , Shepherdstown
This family-friendly vacation home is located directly on the river in Shepherdstown, just steps from the Opera House and Museum, with Shepherd University and the Rumsey Steamboat Museum within a 5-minute walk. The house has received excellent ratings for user experience, location, and cleanliness. The home offers 3 bedrooms and 2 bathrooms in 2600 square feet of living space. This house features a fully equipped kitchen, a spa tub, a garden, a terrace, a barbecue grill, and free Wi-Fi.
Best Shepherdstown, WV vacation rentals with parking
9.6 45 reviews
Shepherdstown, WV
09/01 – 09/08
$237/nighttotal: $1659 (7 )
Charming Cabin In The Woods With River Access
2 2
cabin , Shepherdstown
This West Virginia riverfront cottage boasts 720 square feet of space, five miles from Shepherdstown, ten miles from Harpers Ferry, and an hour from Washington, D.C., offering easy access to Antietam Battlefield and other Civil War sites. The two-bedroom, one-bathroom home sleeps four, features a private 150-foot Potomac River shoreline perfect for kayaking and fishing, a fully equipped kitchenette (excluding a full stove), fast Wi-Fi, and outdoor spaces with a fire pit and gas grill.
10 18 reviews
Shepherdstown, WV
09/01 – 09/08
$671/nighttotal: $4697 (7 )
Exclusive Wooded Chalet W Magnificent River Views
4 2
apartment , Shepherdstown
Eagles Bluff Overlook chalet, near Shepherdstown, West Virginia, offers breathtaking Potomac River views, a 15-minute drive from Shepherdstown and under 30 minutes from Harpers Ferry. This 2,530-square-foot vacation home features four bedrooms, four bathrooms, sleeps eight, and includes a fully equipped kitchen, multiple fireplaces, a private terrace, and a lower-level private entrance.
9.6 323 reviews
Shepherdstown, WV
08/20 – 08/28
$228/nighttotal: $1824 (8 )
Rural Home, Hot Tub, Campfire, Hardwood Floors
4 2
apartment , Bolivar
This family-friendly vacation home is located in a peaceful rural setting just two miles from Harpers Ferry's historical sites, including the Civil War Living History Museum, John Brown Museum, and Bolivar Heights Scenic Overlook. It has received excellent ratings from previous guests for its location, cleanliness, and overall experience. The house offers 1,800 square feet of space and can comfortably accommodate up to 12 guests. Enjoy modern amenities like Wi-Fi, a fully equipped kitchen, a Jacuzzi, a private fenced yard, a tennis court, and a spacious terrace or balcony.
9.2 138 reviews
Shepherdstown, WV
09/01 – 09/08
$224/nighttotal: $1568 (7 )
Riverkeeper Inn, Waterfront Property On The Potomac River
1 2
cottage , Harpers Ferry
This waterfront cabin is located just a short walk from the Potomac River and within a 6-mile radius of both the Chesapeake and Ohio Canal National Historic Park and the Civil War Living History Museum, offering easy access to Harpers Ferry's rich history and outdoor activities. This charming cottage has received excellent user ratings, making it a popular choice for travelers. The cabin offers 580 square feet of comfortable living space, featuring one bedroom and one bathroom. Guests can enjoy modern amenities like free Wi-Fi, a kitchen with a refrigerator, a washing machine, and a Smart TV with a DVD player, as well as outdoor amenities like a garden and barbecue grills.
Frequently Asked Questions about vacation rentals in Shepherdstown, WV
What sports or outdoor activites can visitors enjoy in and around Shepherdstown, WV?
Shepherdstown is a haven for outdoor enthusiasts. You can go kayaking or canoeing on the Potomac River, hiking in Harpers Ferry National Historical Park, or even go rock climbing at the Shenandoah National Park, a short drive away.
What are the best Airbnb and vacation rentals in Shepherdstown, WV?
What other towns or cities can be easily accessed from Shepherdstown, WV?
Shepherdstown is conveniently located near several other interesting towns and cities. You can easily visit Harpers Ferry, Winchester, and Charles Town for a day trip. Even Washington, D.C. is a reasonable drive, about an hour and a half away.
What are the most popular Airbnbs in Shepherdstown, WV?
What amenities are commonly available in vacation rentals in Shepherdstown, WV?
Vacation rentals in Shepherdstown usually offer basic amenities like Wi-Fi, a kitchen, and laundry facilities. Many also come with outdoor spaces like patios or decks, perfect for enjoying the beautiful scenery.
What are the best vacation rentals with a pool in Shepherdstown, WV?
What time of year is best to rent a vacation rental Shepherdstown, WV?
The best time to visit Shepherdstown depends on what you're looking for. Spring and fall offer mild weather and vibrant foliage, while summer is great for outdoor activities. If you prefer quieter crowds and lower prices, consider visiting during the shoulder seasons.
What are the best rentals for families and kids in Shepherdstown, WV?
What are the local dishes in Shepherdstown, WV region?
Shepherdstown's food scene is a blend of Southern comfort food and Appalachian specialties. You'll find plenty of fried chicken, BBQ, and cornbread. Don't miss the local craft breweries and wineries, offering unique flavors and a taste of the region.
What are the best rentals or Airbnbs with a jacuzzi in Shepherdstown, WV?
Guest-Favorite Vacation Rentals with a Terrace in Shepherdstown, WV
Wake up to breathtaking views at these Shepherdstown, WV vacation rentals with balconies, perfect for your morning coffee.
10 20 reviews
Shepherdstown, WV
08/20 – 08/28
$401/nighttotal: $3208 (8 )
Hillside Hideaway In Lowertown Harpers Ferry
2 2
cabin , Harpers Ferry
This Harpers Ferry vacation rental is ideally situated a 3-minute walk from Harpers Ferry Station, a 5-minute walk from the Armory Grounds and Civil War Museum, and a 10-minute walk from the John Brown Wax Museum and Harpers Ferry National Historical Park. This 1500-square-foot cabin sleeps four guests in two bedrooms and two bathrooms, and features a fully equipped kitchen, a terrace, on-site barbecue grills, and a fireplace; enjoy the living plant wall and excellent user ratings.
9.8 156 reviews
Shepherdstown, WV
08/20 – 08/28
$166/nighttotal: $1328 (8 )
Riverside Cottage, Minutes From Historic Harpers Ferry! Private River Access!
2 2
apartment , Harpers Ferry
This charming cottage is located just seven miles from downtown Harpers Ferry, offering a peaceful retreat overlooking the Potomac River. Guests consistently rate this cottage excellent for its amenities and location. The two-bedroom home comfortably sleeps five guests and features a fully equipped kitchen, two bathrooms, a spacious living area, and a private deck with river views. Enjoy amenities like central air conditioning, Wi-Fi, a private boat launch, and a riverside commons area perfect for relaxing and enjoying the natural beauty of the area.
9.0 1 review
Shepherdstown, WV
08/20 – 08/28
$236/nighttotal: $1888 (8 )
Cozy Mountain Rancher
1 2
chalet , Bolivar
This mountain chalet in Bolivar offers a peaceful escape, situated in a tranquil setting. This 1100 square foot accommodation sleeps up to 11 guests, featuring air conditioning, a fully equipped kitchen, complimentary Wi-Fi, private parking, and a private terrace.
10 41 reviews
Shepherdstown, WV
09/01 – 09/08
$407/nighttotal: $2849 (7 )
Waterfront Property In Harpers Ferry - Private River Access
3 2
apartment , Harpers Ferry
This Harpers Ferry waterfront home, located six miles from the Potomac River, Virginius Island, and Bolivar Heights Scenic Overlook, offers stunning views and proximity to major attractions. The 2200-square-foot house features three bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, dishwasher, a fireplace, a balcony, a tennis court, and parking.
Top-Rated Pet-Friendly Vacation Rentals in Shepherdstown, WV
Experience a pet-friendly stay in Shepherdstown, WV with vacation rentals located steps away from city dog parks and walking trails.
Shepherdstown, WV
09/01 – 09/08
$324/nighttotal: $2268 (7 )
Melvin Hill Farm Est 1765 2 Bedroom+ Renovated Barn "Loft" Shenandoah Junction
2 2
apartment , Shenandoah Junction
This barn loft rental in Shenandoah Junction is located 8 miles from Harpers Ferry and Shepherdstown, offering proximity to the Shepherdstown Museum and Shepherdstown Opera House. This accommodation accommodates up to 7 guests with 2 bedrooms and 1 bathroom, featuring air conditioning, internet, EV charging, a covered patio, fire pit, grill, and picnic table.
9.9 424 reviews
Shepherdstown, WV
08/20 – 08/28
$174/nighttotal: $1392 (8 )
Downtown: Explore Shepherdstown From Cozy 1br Apar
1 2
apartment , Shepherdstown
This one-bedroom apartment is located in downtown Shepherdstown, within walking distance of the Potomac River and Shepherd University, making it an ideal base for exploring the town's historic charm and natural beauty. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience. The rental features a fully equipped kitchen, a comfortable living space, and a private bathroom, comfortably accommodating up to three guests. The apartment offers amenities like fast internet, streaming services, and a reserved parking space, ensuring a convenient and enjoyable stay.
9.5 144 reviews
Shepherdstown, WV
08/20 – 08/28
$696/nighttotal: $5568 (8 )
Happy Harbor | Mtn + Riverside W/ Game Room + Water Hole!
5 2
apartment , Dargan
This spacious house sits in the Appalachian Mountains, just a short drive from Jefferson Rock and Harpers Ferry National Historic Park. The property has received excellent ratings for location, cleanliness, and overall user experience. The 3990 square foot home comfortably accommodates up to 16 guests in its 5 bedrooms. Enjoy the private swimming hole, game room, and multiple outdoor living areas, perfect for relaxing and entertaining.
Shepherdstown, WV
08/20 – 08/28
$184/nighttotal: $1472 (8 )
Antietam House Historic Sharpsburg Retreat
1 2
house , Sharpsburg
This Sharpsburg retreat, Antietam House Historic Sharpsburg Retreat, is located in Sharpsburg, offering proximity to Harpers Ferry National Historical Park (16 miles) and the Appalachian Trail Conference Headquarters (15 miles). This 22,600 square foot house accommodates up to 11 guests and features 1 bedroom, 1 bathroom, air conditioning, a full kitchen, complimentary Wi-Fi, free private parking, and a terrace.