Compare apartments in Shepherdstown, WV from 100+ sites!

14 available apartment offers

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

14 Apartments or condos in Shepherdstown, WV

Browse Apartments in the Historic District of Shepherdstown, WV

Renting a downtown vacation apartment in Shepherdstown, WV places you steps from local dining, historic neighborhoods, and bustling city nightlife.

Downtown Modern 2br Step From Dining And Shopping - Shepherdstown, WV
9.9 184 reviews

Downtown Modern 2br Step From Dining And Shopping

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.
Shepherd's Rest - Shepherdstown, WV
9.8 11 reviews

Shepherd's Rest

apartment, Shepherdstown
This 2-bedroom, 2-bathroom rental unit is located in Shepherdstown, West Virginia's oldest town, offering scenic Potomac River views and a 1.5-hour drive to Washington D.C. and Baltimore.
This pet-friendly apartment accommodates up to 5 guests and features a full kitchen with a fridge and dishwasher, air conditioning, and access to a garden, with proximity to Shepherdstown's dining and arts scene.
Cozy House In Walking Distance To Artistic & Historic Town; Pet-friendly! - Shepherdstown, WV
9.6 4 reviews

Cozy House In Walking Distance To Artistic & Historic Town; Pet-friendly!

apartment, Shepherdstown
This historic house rental in Shepherdstown's historic district offers immediate walking access to shops, restaurants, Shepherd University, and the C&O Canal towpath.
This two-bedroom, two-bathroom residence accommodates up to five guests and features a two-story deck with a fire pit, a patio with a grill, and a soaking tub, with Harpers Ferry and Antietam Battlefield a 10-minute drive away.
The Creekside Cottage: Downtown | Pet-friendly - Shepherdstown, WV
10 184 reviews

The Creekside Cottage: Downtown | Pet-friendly

apartment, Shepherdstown
The Creekside Cottage in Shepherdstown, West Virginia offers a secluded creekside location, a short walk from downtown shops and restaurants, and within a half-mile of the Potomac River, one mile from the Chesapeake & Ohio Canal Towpath, and a five-minute drive from Antietam National Battlefield.
This two-bedroom, one-bathroom house sleeps four guests and features a modern kitchen with a Keurig coffee maker, in-unit laundry, streaming services, memory foam mattresses, a private patio, porch, fire pit, and large garden, plus parking.

Best Shepherdstown, WV apartment rentals with air conditioning

Retreat To Antietam/sharpsburg - Shepherdstown, WV
9.7 469 reviews

Retreat To Antietam/sharpsburg

apartment, Sharpsburg
This Sharpsburg vacation rental is located within walking distance of Tolson's Chapel and Antietam National Cemetery, and less than a mile from Antietam National Battlefield and Antietam Creek Vineyards, making it an ideal base for exploring the area's rich history and scenic beauty. The property has consistently received excellent ratings from guests for its location, cleanliness, and overall experience.
The two-bedroom home offers 1190 square feet of comfortable living space, comfortably accommodating up to six guests. Guests can enjoy a fully equipped kitchen, a cozy fireplace, a private garden, and a barbecue grill for outdoor dining, as well as modern amenities like free Wi-Fi and a DVD player.
Antietam House  Historic Sharpsburg Retreat - Shepherdstown, WV
9.0 2 reviews

Antietam House Historic Sharpsburg Retreat

apartment, Sharpsburg
This historic 3-bedroom house is located in the Sharpsburg Historic District, offering direct access to Antietam National Battlefield, Burnside Bridge, and Antietam National Cemetery, and is within walking distance of local establishments like Nutter’s Ice Cream and Burkholder’s Bakery.
This pet-friendly rental accommodates up to six guests and features a fenced backyard and enclosed porch, providing convenient access to outdoor activities such as hiking the South Mountain trails and kayaking on the Potomac River, as well as nearby West Virginia attractions like Harpers Ferry National Historical Park.
Riverfront Farmstead House & Cottage, Golf & Spa - Shepherdstown, WV
No reviews

Riverfront Farmstead House & Cottage, Golf & Spa

apartment, Shepherdstown
River Chase is a country estate located in a rural area between Harpers Ferry and Shepherdstown, offering private river access.
This 5-bedroom, 3-bathroom lodge accommodates up to 16 guests and features a Jacuzzi, private driving range, and a glass-enclosed stone patio.
5,000 Sq Ft Antebellum Farmhouse 3 Mi To Antietam! - Shepherdstown, WV
9.2 5 reviews

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

apartment, Bakersville
This pre-Civil War farmhouse is located in Boonsboro, Washington County, just 3 miles from Antietam National Battlefield.
This 4-bedroom, 2-bathroom apartment accommodates up to 8 guests and features a kitchen with a fridge, microwave, and dishwasher, plus a garden, parking, and air conditioning.

Frequently Asked Questions about apartment rentals in Shepherdstown, WV

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

    Shepherdstown is full of charm! You'll want to check out the historic Shepherd University campus, the Old Town Hall, and the Shepherdstown Museum. If you're looking for a day trip, Harpers Ferry National Historical Park is just a short drive away, and offers stunning views of the Potomac River.
  • What are the best apartments in Shepherdstown, WV?

  • What are the most popular outdoor activities in Shepherdstown, WV?

    Shepherdstown is a great place to enjoy the outdoors! Hiking the C&O Canal Towpath is a popular activity, and you can also go kayaking or canoeing on the Potomac River. For a more relaxed experience, visit the Shepherdstown Green, a beautiful park in the heart of town.
  • What are the best apartments with a pool in Shepherdstown, WV?

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

  • What is Shepherdstown, WV best known for?

    Shepherdstown is known for its rich history, charming downtown, and beautiful natural surroundings. The town was founded in 1732, and its historic buildings and architecture are a major draw for visitors. It's also home to Shepherd University and the Shepherdstown Opera House, which hosts a variety of performances throughout the year.
  • What are the best apartments with a jacuzzi in Shepherdstown, WV?

    Cottage In Shepherdstown and Wine Weekend Getaway-battlefield & Vineyard Views are the best apartments with a jacuzzi in Shepherdstown, WV.

  • What are the top cultural spots to visit in and around Shepherdstown, WV?

    The Shepherdstown Opera House is a must-see for anyone interested in the arts. It hosts a variety of performances, from Broadway shows to concerts to dance recitals. Also, be sure to visit the Shepherdstown Museum, which tells the story of the town's history and culture.
  • What are the best apartments for families and kids in Shepherdstown, WV?

  • What are the closest cities to visit near Shepherdstown, WV?

    Shepherdstown is located just a short drive from several other interesting cities. Charles Town, WV, is about 15 miles away and is known for its horse racing and historic architecture. Hagerstown, MD, is about 30 miles away and offers a variety of shopping and dining options. And of course, you can't forget about Washington, D.C., which is about a 75-mile drive from Shepherdstown.
  • What are the best pet friendly apartments in Shepherdstown, WV?

  • What are the best ways to relax in Shepherdstown, WV?

    There are plenty of ways to relax in Shepherdstown. Take a stroll along the C&O Canal Towpath, enjoy a picnic at the Shepherdstown Green, or simply relax on the patio of one of the many cafes and restaurants in town. The Shepherdstown Farmers Market, held every Saturday morning, is a great place to browse local produce and crafts while enjoying the peaceful atmosphere.
  • What are the best apartments with parking in Shepherdstown, WV?

  • What are the advantages of choosing an apartment for your stay in Shepherdstown, WV?

    Apartments in Shepherdstown offer a more spacious and homey alternative to hotels. You'll often find kitchens, laundry facilities, and other amenities that make it easy to feel at home. They can also be a more affordable option, especially for longer stays.

Popular destinations

Search Apartments with Balconies in Shepherdstown, WV

Step onto your own terrace and take in the skyline; every vacation apartment of Shepherdstown, WV on this list includes private outdoor space.

Riverfront Cabin Getaway With Fire Pit! - Shepherdstown, WV
9.6 5 reviews

Riverfront Cabin Getaway With Fire Pit!

apartment, Harpers Ferry
This 3000 sq ft riverfront condo in Harpers Ferry is a 15-minute drive from the historic town and Appalachian Trail, and is adjacent to Virginia wine country.
This spacious lodging accommodates up to 13 guests with five bedrooms and two bathrooms, featuring a private river bank with an outdoor fire pit and professional management by Mountain Mama Vacation Homes.
Happy Harbor | Riverside W/ Water Hole + Game Room - Shepherdstown, WV
9.5 149 reviews

Happy Harbor | Riverside W/ Water Hole + Game Room

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.
Exclusive Wooded Chalet W Magnificent River Views - Shepherdstown, WV
10 20 reviews

Exclusive Wooded Chalet W Magnificent River Views

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.
Antietam Dome: Level 2 Charger, 1 Level, Walk To C&o Canal At Antietam Aqueduct Relax, Naturally! - Shepherdstown, WV
9.0 4 reviews

Antietam Dome: Level 2 Charger, 1 Level, Walk To C&o Canal At Antietam Aqueduct Relax, Naturally!

apartment, Antietam
This Quonset dome rental in Sharpsburg offers Potomac River and Antietam Creek sunset views from its patio, located 2 miles north of Antietam Battlefield and 10 miles south of Harpers Ferry.
This 1500 square foot dome accommodates up to 6 guests with 2 bedrooms and 1 bathroom, featuring a full kitchen, AC, a terrace, garden, parking with EV charging, a fire pit, and accessibility-friendly amenities.

Check Out Family Apartments in Shepherdstown, WV

Choosing a vacation apartment built for families in Shepherdstown, WV ensures city attractions are within easy reach, making for a stress-free stay.

Sweeter Than Honey, Comfortable  Beyond The Ordinary Hotel Experience! - Shepherdstown, WV
9.8 13 reviews

Sweeter Than Honey, Comfortable Beyond The Ordinary Hotel Experience!

apartment, Shenandoah Junction
Queen Bees Honey Hive, located in Shenandoah Junction, West Virginia, offers easy access to Hollywood Casino, Shepherdstown, Charles Town, Harpers Ferry, and Maryland Heights, making it an ideal base for exploring the area.
This 2,100-square-foot house, featuring three bedrooms and three bathrooms, comfortably accommodates eight guests and boasts amenities such as a seasonal above-ground pool (available for private hourly rentals), a fully equipped kitchen, and a large fenced backyard, all part of the "Sweeter Than Honey, Comfortable Beyond The Ordinary Hotel Experience!" offer.
Steps To Winery And Battlefield  1 Acre Retreat - Shepherdstown, WV
9.9 285 reviews

Steps To Winery And Battlefield 1 Acre Retreat

apartment, Sharpsburg
This apartment is located on a hilltop in the Antietam district of Sharpsburg, just a short walk from Antietam Creek Vineyards and a short drive to the Antietam Battlefield. The apartment has excellent user, location, and cleanliness ratings.
This comfortable 3-bedroom, 1-bathroom rental can accommodate up to 6 guests in its 1040 square feet of space. The apartment features a fully equipped kitchen, a spacious living room, a private garden, and a hot tub with stunning views of the surrounding mountains and battlefield.
Waterfront Property In Harpers Ferry - Private River Access - Shepherdstown, WV
10 42 reviews

Waterfront Property In Harpers Ferry - Private River Access

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.
4 King Suites W/ Hot Tub, Fire Pit, Ping Pong, Arcade, Hi Speed Internet - Shepherdstown, WV
10 25 reviews

4 King Suites W/ Hot Tub, Fire Pit, Ping Pong, Arcade, Hi Speed Internet

apartment, Garretts Mill
This Knoxville vacation home, located within 3 miles of Kennedy Farmhouse, Antietam Dargan Community Park, and the Chesapeake & Ohio Canal, offers a convenient base for exploring Garretts Mill. This 3000-square-foot property boasts four bedrooms, four bathrooms, sleeps ten guests, and includes a fully equipped kitchen, fitness center, jacuzzi, and outdoor barbecue grills.

Guest-Favorite Apartments with Parking in Shepherdstown, WV

Free on-site parking comes with these vacation apartments in Shepherdstown, WV, letting you focus on the city center from day one.

New * The Getaway Cottage At Rocky Marsh Farm - Shepherdstown, WV
9.9 210 reviews

New * The Getaway Cottage At Rocky Marsh Farm

apartment, Shepherdstown
Peaceful Woodland Farmhouse Near Harpers Ferry - Shepherdstown, WV
9.7 176 reviews

Peaceful Woodland Farmhouse Near Harpers Ferry

apartment, Garretts Mill
Walk To Stores: Home In Historic Shepherdstown! - Shepherdstown, WV
9.2 5 reviews

Walk To Stores: Home In Historic Shepherdstown!

apartment, Shepherdstown
Idyllic Riverfront Farmstead, Golf, Spa & More - Shepherdstown, WV
9.0 10 reviews

Idyllic Riverfront Farmstead, Golf, Spa & More

apartment, Shepherdstown

Browse 5-Star Vacation Apartments in Shepherdstown, WV

Staying in a luxury vacation apartment in Shepherdstown, WV ensures every detail is considered, from high-end finishes to a prime location.

The Creekside Cottage: Downtown | Pet-friendly - Shepherdstown, WV
10 184 reviews

The Creekside Cottage: Downtown | Pet-friendly

apartment, Shepherdstown

Explore Pet-Friendly Apartments in Shepherdstown, WV

Traveling with a pet to Shepherdstown, WV is a breeze when your vacation apartment is properly equipped with nearby dog parks and city walks.

Taylors Landing Retreat, 6 Acres, C&o Canal Access, Event-friendly Riverfront - Shepherdstown, WV
8.4 63 reviews

Taylors Landing Retreat, 6 Acres, C&o Canal Access, Event-friendly Riverfront

apartment, Mercersville
6-acre Garden Home Across From Canal Near Antietam - Shepherdstown, WV
9.6 5 reviews

6-acre Garden Home Across From Canal Near Antietam

apartment, Mercersville
Knoxville Home: On-site Hiking & Outdoor Kitchen! - Shepherdstown, WV
9.8 10 reviews

Knoxville Home: On-site Hiking & Outdoor Kitchen!

apartment, Garretts Mill
Antietam House | Historic Sharpsburg - Shepherdstown, WV
9.4 7 reviews

Antietam House | Historic Sharpsburg

apartment, Sharpsburg

Top-Rated Apartments with a Pool in Shepherdstown, WV

Dip in whenever you like, as these vacation apartments in Shepherdstown, WV come with a swimming pool on-site.

Queen Bees Honey Hive - Shepherdstown, WV
10 52 reviews

Queen Bees Honey Hive

apartment, Shenandoah Junction
Sweeter Than Honey, Comfortable  Beyond The Ordinary Hotel Experience! - Shepherdstown, WV
9.8 13 reviews

Sweeter Than Honey, Comfortable Beyond The Ordinary Hotel Experience!

apartment, Shenandoah Junction

Our Favorite Apartments with a Hot Tub in Shepherdstown, WV

Enjoy a private hot tub at the end of a city day; these vacation apartments of Shepherdstown, WV each feature a private tub.

Shire Cottage: We're Looking For Someone To Share In An Adventure In Wv. - Shepherdstown, WV
10 2 reviews

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

apartment, Harpers Ferry
Shire Cottage: Come Share In An Adventure In Wv. - Shepherdstown, WV
10 11 reviews

Shire Cottage: Come Share In An Adventure In Wv.

apartment, Harpers Ferry
©2026 cozycozy.com