Vacation rentals in Shepherdstown, WV

12 available vacation rental offers

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Shepherdstown, WV vacation rentals
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Best Vacation rentals and Airbnb offers in Shepherdstown, WV

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.

Riverside Cottage, Minutes From Historic Harpers Ferry!  Private River Access! - Shepherdstown, WV
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.
Farmhouse Writer's Retreat In Historic Shepherdstown - Shepherdstown, WV
9.6 20 reviews
Shepherdstown, WV
09/01 – 09/08
$286/nighttotal: $2002 (7 )

Farmhouse Writer's Retreat In Historic Shepherdstown

3 2
farm , Shepherdstown
This restored farmhouse rental in Shepherdstown, West Virginia, is conveniently located within walking distance of shops, restaurants, the Shepherdstown Opera House, and Shepherd University.
The three-bedroom, two-bathroom property sleeps six guests and features a modern kitchen with new appliances, in-unit laundry, three 50-inch flat-screen TVs, and a private parking area surrounded by gardens; nearby attractions include the Shepherdstown Museum and the For the Kids, By George Children's Museum.
Charming River House And Cottage In Shepherdstown - Shepherdstown, WV
Shepherdstown, WV
08/20 – 08/28
$460/nighttotal: $3680 (8 )

Charming River House And Cottage In Shepherdstown

3 2
apartment , Shepherdstown
This waterfront cottage, named The River House and The River Cottage, is located on the Potomac River, just downstream from historic Shepherdstown, offering 100 feet of private waterfront and proximity to the Shepherdstown Museum and Shepherdstown Opera House. This retreat accommodates up to 12 guests across two units with 3 bedrooms and 3 bathrooms, featuring a full kitchen, air conditioning, a garden, a tennis court, parking, expansive river views, a screened porch, a family room with a fireplace, and on-site recreational amenities including kayaks and ping pong.
The Retreat At Harpers Ferry - Shepherdstown, WV
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.

Best Shepherdstown, WV vacation rentals with parking

The Retreat At Harpers Ferry - Shepherdstown, WV
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.
Rural Home, Hot Tub, Campfire, Hardwood Floors - Shepherdstown, WV
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.
Sunny Streams Cabin - Sunset Views W/ A Hot Tub! - Shepherdstown, WV
9.8 226 reviews
Shepherdstown, WV
08/20 – 08/28
$289/nighttotal: $2312 (8 )

Sunny Streams Cabin - Sunset Views W/ A Hot Tub!

3 2
cabin , Mount Briar
This Mount Briar cabin is located just a short drive from the Pry House Field Hospital Museum and Antietam National Cemetery, offering easy access to historical sites while still providing a peaceful mountain setting. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The three-bedroom, three-bathroom cabin has a spacious 2400 square feet of living space, comfortably accommodating up to seven guests. You'll find a fully equipped kitchen, a fireplace, a private jacuzzi, a patio, and a barbecue grill, perfect for relaxing and enjoying the scenic views.
Large Groups, Hot Tub, Near Attractions, Wooded/country Setting W/aparment/annex - Shepherdstown, WV
9.7 356 reviews
Shepherdstown, WV
08/20 – 08/28
$411/nighttotal: $3288 (8 )

Large Groups, Hot Tub, Near Attractions, Wooded/country Setting W/aparment/annex

8 2
apartment , Bolivar
This vacation home is located in the mountains near Bolivar, just a short distance from the Shenandoah River, Civil War Living History Museum, and Bolivar Heights Scenic Overlook. The property has received excellent ratings for its location, cleanliness, and overall experience.
This 5-bedroom, 4-bathroom home offers 5,010 square feet of comfortable living space. The property includes amenities like a fitness center, tennis court, jacuzzi, and a fully equipped kitchen, making it perfect for families and groups seeking a relaxing and active vacation.

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?

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

  • 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?

    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

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.

Shire Cottage: We're Looking For Someone To Share In An Adventure In Wv. - Shepherdstown, WV
Shepherdstown, WV
08/20 – 08/28
$586/nighttotal: $4688 (8 )

Shire Cottage: We're Looking For Someone To Share In An Adventure In Wv.

4 2
apartment , Harpers Ferry
Shire Cottage, a fantasy-themed rental, is located in historic Harpers Ferry, WV, just 5 minutes from downtown attractions and Harpers Ferry National Historical Park.
This 1690 sq ft cottage accommodates up to 8 guests with 4 bedrooms and 2 bathrooms, featuring a hot tub, fire pit, BBQ grill, and entertainment options like smart TVs and board games, with opportunities for wildlife viewing and proximity to wineries, breweries, casinos, and cities like Washington D.C. and Baltimore within an hour's drive.
4br Riverviews, Comm Pool & River Access, Barrel Sauna, Massage Chairs, Game Rm - Shepherdstown, WV
10 1 review
Shepherdstown, WV
08/20 – 08/28
$997/nighttotal: $7976 (8 )

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

4 2
apartment , Bolivar
This apartment in Harpers Ferry offers Shenandoah River views and is located within 1 mile of the Restoration Museum and John Brown Museum, placing you close to historical landmarks.
This 4-bedroom, 3-bathroom rental accommodates up to 10 guests with amenities including a sauna, pool table, movie room, and a playroom with a rock climbing wall, all on a property with a garden, terrace, and parking.
1939 4br Rustic Escape By Casino - Shepherdstown, WV
10 3 reviews
Shepherdstown, WV
08/20 – 08/28
$415/nighttotal: $3320 (8 )

1939 4br Rustic Escape By Casino

4 2
apartment , Ranson
This four-bedroom Ranson, West Virginia farmhouse rental is located 0.5 miles from the Hollywood Casino and offers easy access to the C&O Canal, Appalachian Trail, and various breweries.
The 4-bedroom, 2.5-bathroom house sleeps eight guests and features a king-size master bed, outdoor grilling and fire pit, and ample street and driveway parking.
6-acre Garden Home Across From Canal Near Antietam - Shepherdstown, WV
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.

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.

Armory Quarters A - Shepherdstown, WV
8.9 117 reviews
Shepherdstown, WV
08/20 – 08/28
$155/nighttotal: $1240 (8 )

Armory Quarters A

1 2
house , Bolivar
Armory Quarters A is located in Harpers Ferry, just one mile from Harpers Ferry National Historical Park and close to the Appalachian Trail Conference Headquarters, making it a perfect base for exploring the area's natural beauty and historical sites. The house has received very good ratings for cleanliness, user experience, and location, ensuring a comfortable and enjoyable stay.
This one-bedroom, one-bathroom rental offers 900 square feet of space, comfortably accommodating up to two guests. Armory Quarters A features modern amenities like free Wi-Fi, cable TV, a fully equipped kitchen, and a washer and dryer, and is close to hiking trails and other outdoor activities.
West Virginia Gold (Lower Unit) - Shepherdstown, WV
9.9 39 reviews
Shepherdstown, WV
09/01 – 09/08
$170/nighttotal: $1190 (7 )

West Virginia Gold (Lower Unit)

1 2
apartment , Shepherdstown
This apartment is located in the lower unit of a two-unit house in Shepherdstown, just a short walk from the town's shops, restaurants, and historic district. The apartment has consistently received excellent ratings for location, cleanliness, and overall experience.
The rental features two bedrooms, one bathroom, and can comfortably accommodate up to six guests. You'll enjoy a fully equipped kitchen, a private deck, access to shared outdoor spaces, and a peaceful atmosphere perfect for a relaxing getaway.
Lele’s Landing: Come Take A Scrabble Sabatical - Shepherdstown, WV
9.9 55 reviews
Shepherdstown, WV
09/01 – 09/08
$263/nighttotal: $1841 (7 )

Lele’s Landing: Come Take A Scrabble Sabatical

4 2
apartment , Shepherdstown
This four-bedroom Cape Cod-style house is located five miles from Shepherdstown, West Virginia, on the banks of Rocky Marsh Run Creek, within walking distance of Dam #4 on the Potomac River. The house features two bathrooms, a kitchen with a fridge, high-speed internet, a private backyard with a deck and a fire pit, and can accommodate up to eight guests, making it ideal for families or groups of friends.
Melvin Hill Farm Est 1765 2 Bedroom+ Renovated Barn "Loft" Shenandoah Junction - Shepherdstown, WV
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.
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