Best Vacation Rentals in Shepherdstown

Top Vacation Rentals in Shepherdstown

Plan your perfect getaway with our selection of vacation rentals in Shepherdstown. Each choice offers a blend of comfort and local charm, ideal for families and groups.

Vacation Rentals in Shepherdstown
Exclusive Wooded Chalet w Magnificent River Views
House
41 Eagles Bluff Lane, Sharpsburg, WV, 25443, USA

Exclusive Wooded Chalet w Magnificent River Views is located in Sharpsburg, just 20 miles from Appalachian Trail Conference Headquarters and 21 miles from Harpers Ferry National Historical Park. This vacation home features air-conditioned accommodations with a patio and free Wifi. Outdoor seating is also available at the vacation home. Exclusive Wooded Chalet w Magnificent River Views features 4 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 4 bathrooms with a hair dryer. Towels and bed linen are available in the vacation home. The accommodation has a fireplace. Locust Hill Golf Course is 24 miles from the accommodation. Hagerstown Regional Airport is 17 miles from the property.

Amenities:

Air Conditioner • Child Friendly • Security/Safety • Fireplace/Heating • Internet

Vacation Rentals in Shepherdstown
Antietam Overlook Farm
Bed & Breakfast
4812 Porterstown Rd, Keedysville, MD, 21756, USA

Bed & breakfast in Keedysville with free breakfast and a restaurant
A restaurant, a hot tub, and a meeting room are available at this bed & breakfast. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a computer station and a garden are onsite.
Change of towels is available on request.
Antietam Overlook Farm offers 6 air-conditioned accommodations with fireplaces and irons/ironing boards. Rooms open to balconies or patios. These individually decorated and furnished accommodations have separate sitting areas. 50-inch Smart televisions come with premium digital channels and Netflix. Bathrooms include separate bathtubs and showers with deep soaking bathtubs and bidets.

This Keedysville bed & breakfast provides complimentary wireless Internet access, with a speed of 500+ Mbps (good for 6+ people or 10+ devices). Business-friendly amenities include desks, desk chairs, and phones. Change of towels and change of bedsheets can be requested. A nightly turndown service is provided and housekeeping is offered daily.


Recreational amenities at the bed & breakfast include a hot tub.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "My husband stayed here for our anniversary very nice I would highly recommend " - "Very quiet. Close to activities and dining." - "Loved our two day stay. Accommodations were amazing. Tina and the rest of the staff were amazing hosts. " - "Great for a getaway weekend. Relaxing, friendly and welcoming. " - "It was absolutely lovely!!! The staff was truly so kind and welcoming! We felt so comfortable and right at home! What a fantastic and relaxing time!! Thank you for your genuine hospitality and super cozy accommodations! We throughly enjoyed our stay and will definitely be back! "

Vacation Rentals in Shepherdstown
Quality Inn & Suites Kearneysville - Martinsburg
Hotel
1937 Short Road, Kearneysville, WV, WV 25401, USA

Located in Kearneysville, 14 miles from Locust Hill Golf Course, Quality Inn & Suites Kearneysville - Martinsburg has accommodations with a seasonal outdoor swimming pool, free private parking and a fitness center. With free WiFi, this 3-star hotel offers room service and a 24-hour front desk. Glen Burnie Historic House And Gardens is 27 miles from the hotel. All guest rooms in the hotel are equipped with a TV. The rooms will provide guests with a fridge. A continental breakfast is available at Quality Inn & Suites Kearneysville - Martinsburg. For guests' convenience, the accommodation has a business center. Appalachian Trail Conference Headquarters is 15 miles from Quality Inn & Suites Kearneysville - Martinsburg, while Harpers Ferry National Historical Park is 17 miles from the property. Hagerstown Regional Airport is 30 miles away.

Guest Reviews:

- "Excellent" - "Great place to stay!" - "Very pleasant stay and will stay again on a future trip!!!!" - "Nice, comfortable, clean and convenient place with a good breakfast!" - "Comfy and Worth the price!" - "I checked in late, and left at 6 AM. Bed was comfortable and the room was clean and warm." - "A good bargain motel in the Martinsburg/Charles Town/Harper’s Ferry area of West Virginia" - "Great staff. SO So facility"

Vacation Rentals in Shepherdstown
Quality Inn & Suites
Hotel
1937 Short Road, Kearneysville, WV, 25430, USA

Hotel in Kearneysville with free breakfast and a 24-hour fitness center
A 24-hour fitness center, coffee/tea in a common area, and a seasonal outdoor pool are available at this hotel. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a business center, dry cleaning, and laundry facilities.
Quality Inn & Suites offers 76 air-conditioned accommodations with coffee/tea makers and complimentary weekday newspapers. Pillowtop beds feature down comforters. Flat-screen televisions come with cable channels.

This Kearneysville hotel provides complimentary wireless Internet access. Business-friendly amenities include desks; local and long-distance calls are complimentary (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is provided daily.


Recreational amenities at the hotel include a 24-hour fitness center and a seasonal outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "the only problem i encountered is that the heater/air conditioner seemed to be in poor working condition, though it looked new. Other than that, everything was great. " - "usual good quality of Comfort Suites, comfortable bed, good range of food at breakfast " - "It is very good hotel, friendly and helpful. I would like to recommend for family trip going down to this location. A lots of interesting and historical places for visiting."

Vacation Rentals in Shepherdstown
Renovated WV Schoolhouse History Buffs Heaven!
House
Kearneysville, WV, USA

Renovated WV Schoolhouse History Buffs Heaven! is located in Kearneysville, just 13 miles from Appalachian Trail Conference Headquarters and 14 miles from Harpers Ferry National Historical Park. The air-conditioned accommodation is 12 miles from Locust Hill Golf Course. The accommodation provides a 24-hour front desk and free Wifi is available throughout the property. The vacation home features 1 bedroom, a fully equipped kitchen with an oven and a microwave, a washing machine, and 1 bathroom with a hair dryer. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Glen Burnie Historic House And Gardens is 30 miles from Renovated WV Schoolhouse History Buffs Heaven!. Hagerstown Regional Airport is 34 miles away.

Guest Reviews:

- "Loved it! Hope to visit again!" - "Great stay" - "Great place to stay! Love the school theme and the site was large with plenty of room and very clean" - "Highly recommended location with true attention to detail that makes it a magical stay." - "It was absolutely perfect for us!" - "The entire stay was enjoyable. We truly appreciated the authenticity of the house and furnishings."

Vacation Rentals in Shepherdstown
Quality Inn Shepherdstown
Hotel
70 Maddex Square Dr, Shepherdstown, WV, 25443, USA

Hotel in Shepherdstown with free breakfast and a 24-hour front desk
Coffee/tea in a common area, a 24-hour front desk, and a computer station are available at this hotel. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, free newspapers and a front-desk safe are onsite.
Quality Inn Shepherdstown offers 51 accommodations with coffee/tea makers and hair dryers. Refrigerators and microwaves are provided.

Guests can surf the web using the complimentary wireless Internet access. Televisions come with cable channels and pay movies.

Guest Reviews:

- "Friendly staff and very clean hotel. Nicely maintained property, close to Shephard Univ." - "Nice hotel close to historic battlefields, with lots of restaurants & conveniences nearby." - "Excellent stay with everything expected and required being available." - "Great stay" - "Very nice experience after a long day in the trail" - "Good stay" - "Super staff" - "Such a friendly environment, clean, and newly renovated. "

Vacation Rentals in Shepherdstown
Walk to Stores Home in Historic Shepherdstown!
House
Shepherdstown, WV, USA

Walk to Stores Home in Historic Shepherdstown! is located in Shepherdstown, just 12 miles from Appalachian Trail Conference Headquarters and 14 miles from Harpers Ferry National Historical Park. Complimentary Wifi is available throughout the property and private parking is available on site. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with an a bath or shower and free toiletries. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Locust Hill Golf Course is 16 miles from the vacation home. Hagerstown Regional Airport is 24 miles from the property.

Amenities:

Child Friendly • Internet • Fireplace/Heating • Guest Services • Other • Parking • Accessibility • Security/Safety

Vacation Rentals in Shepherdstown
The Knolls
Hotel
16 Needy Rd, Martinsburg, WV, 25405, USA

Motel in Martinsburg with free parking
This smoke-free motel features free self parking.
Weekly housekeeping is available.
The Knolls offers 10 air-conditioned accommodations with complimentary bottled water and coffee/tea makers. These individually decorated and furnished accommodations include desks. Memory foam beds feature premium bedding. Kitchenettes offer refrigerators, microwaves, and cookware/dishes/utensils. Bathrooms include showers and hair dryers.

This Martinsburg motel provides complimentary wireless Internet access. 55-inch Smart televisions come with digital channels. Housekeeping is provided weekly.

Guest Reviews:

- "Súper clean and neat ! " - "Another excellent stay at The Knolls. Such a way better option than hotel and Debbie really makes sure you have anything and everything you would need when being away from home. I travel for work and this place feels like a home away from home. Thanks again Debbie! " - "The room was quaint and relaxing. Plenty of amenities for the reasonable price. My only complaints would be the small shower. The other being too many throw pillows. Granted I am a big burly guy, others may fair well with either. Overall I enjoyed my stay and will stay there again and recommend to anyone"

Vacation Rentals in Shepherdstown
Quality Inn Shepherdstown
Hotel
70 Maddex Square Drive, Shepherdstown, WV, WV 25443

The Comfort Inn hotel is conveniently located, offering easy access to Interstate 70 and Interstate 81. This Shepherdstown, WV hotel is close to the Antietam National Battlefield, rich with Civil War history and home to a visitor center, self-guided tours and a museum store. Shepherd University and historic downtown Shepherdstown are both just minutes away. The nearby Hollywood Casino at Charles Town Races offers exciting gaming action, horse racing and live entertainment. Enjoy outdoor recreation nearby, including hiking, biking, golfing and more. The Prime Outlets-Hagerstown shopping center, plus a variety of entertainment venues, restaurants and cocktail lounges, can be found in the surrounding area. This Shepherdstown, WV hotel offers many fine features and amenities, including free wireless high-speed Internet access, free local calls, an exercise room and microwaves and refrigerators in all rooms. Enjoy our free hot breakfast featuring eggs, meat, yogurt, fresh fruit, cereal and more. Business travelers can welcome additional conveniences like the public computer with Internet access. All guest rooms come equipped with coffee makers with free coffee, hair dryers, irons, ironing boards and cable television with free movies. Some rooms include sofa sleepers. Nonsmoking rooms are offered. For your convenience, ample parking is available on the premises and can accommodate most trucks, RVs, busses and cars.

Amenities:

Internet • Parking • Child Friendly • Pet Friendly

Vacation Rentals in Shepherdstown
Quiet, Rural 3 Acre Retreat w/Nearby Boutique Restaurants, Shopping, Culture
Apartment
Sharpsburg, Maryland, USA

Stay comfortably in Sharpsburg at this recently refurbished Split Level. This retreat features 1 queen bed, a fully equipped kitchen, and a lovely office space with a sofa bed. Guests can enjoy amenities like heating, WiFi, and a washing machine.

The peaceful ambiance of this rural property makes it a wonderful choice for a relaxing getaway or longer term stay. We think our place will help you experience the culture of both Sharpsburg & nearby Shepherdstown, WV has to offer!

Amenities:

Internet • Wellness Facilities • Fireplace/Heating • Child Friendly • Other • Air Conditioner • Pet Friendly • Bedding/Linens • Kitchen • Security/Safety • Laundry

Vacation Rentals in Shepherdstown
Lock Keepers Cottage on C&O Canal/Potomac River
House
6516 Dam Number 4 Road, Sharpsburg, MD, MD 21782, USA

Lock Keepers Cottage on C&O Canal/Potomac River offers accommodations in Sharpsburg, 23 miles from Appalachian Trail Conference Headquarters and 25 miles from Harpers Ferry National Historical Park. This property offers access to a balcony, free private parking, and free Wifi. Locust Hill Golf Course is 26 miles from the vacation home. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a bath and a hair dryer. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area. Guests at the vacation home can enjoy skiing and cycling nearby, or make the most of the garden. Hagerstown Regional Airport is 17 miles away.

Guest Reviews:

- "Peace and quiest along the river" - "An absolute gem" - "Overall, the place was comfortable and out of the way, close to the river, old school cottage." - "Historic house charm with modern amenities" - "Will be back again! The perfect place to come relax and go fishing!" - "Was therefore family business, but in the future someday would love to take a weeks vacation there!" - "Great place!" - "Relaxing getaway and would definitely return."

Vacation Rentals in Shepherdstown
Sharpsburg Retreat-Civil War Home Near Antietam Battlefield, C&O Canal Towpath
House
Sharpsburg, Maryland, USA

Antietam Guest House is a historic log and stone home in the quiet rural town of Sharpsburg, best known for its proximity to the Antietam National Battlefield, site of the famous Civil War battle. The house has three levels. Sleeping areas are on the first and third level, a total of four separate beds. Happy to answer any questions about the sleeping arrangements. Middle level has kitchen and sitting room. Bathroom with shower is on middle level. Front porch and back deck have chairs and table for outside weather times. Motion detected flood lights at back porch for nighttime security.
Sharpsburg is a Canal Town, part of the trail experience between Georgetown and Cumberland and Pittsburg on the C&O Canal Towpath and the Great Allegheny Passage Trail.
Free, unlimited Wi-Fi keeps guests connected to the unbounded internet world. Full kitchen with dishwasher. All linens supplied. Washer and drier with laundry soap. Central air conditioning and heating keep the house comfortable. A fan and ceiling fan help move air through the house. Supplemental heating systems can be turned on if the weather is frightful.
Deck furniture, with umbrella, and porch seating extend the space to the outdoors, Outside lighting creates safe nighttime backyard and deck activities. Both a charcoal grill and a gas grill are at the back deck.
The house accommodates six. Beds are on the top and bottom levels. On the top level is the bedroom with a queen bed. The bedroom has a half bath. On the top level, on the landing at the top of the steps, a twin-size day bed adds a sleeping option. On the bottom level, there is a queen pull out sofa and a twin pull out chair-and-a-half. The Pack 'n Play is usually set up on the landing area. Two baby gates are ready to set at the top or bottom of the stairs to keep your toddlers or dogs safe. The dog fee is $10 per dog per day. No fee for children still in school.

The house is one block off Main Street, 4.1 miles from Shepherdstown, West Virginia, 10 miles from Harpers Ferry National Historical Park, and 13 miles from Hagerstown, Maryland. Harpers Ferry is about 14 miles the house. Gettsyburg National Military Park is about one hour from Sharpsburg.
The house is within walking distance to casual and fine dining and the famous Nutters Ice Cream Shop. The house is 1.7 miles from the Potomac River and the C&O Canal and towpath. Bikers have an up-hill ride from Snyders Landing to Chapline Street (1.5 miles) and a down-hill coast for the final two blocks to Antietam Guest House. The half-acre lot offers plenty of room for outside activity.
The house and location are perfect for weekend getaways and family vacations. Three levels offer privacy and convenience at the same time. The downstairs level features a 'living' rock wall foundation and a 'candleplace,' the stone fireplace transformed to hold real candles for the feel of a fire and romance without ashes and soot. The cable TV and DVD player with a selection of DVDs, board games, and a piano are on this level for your entertainment. Check out books and other materials from the local library using
Antietam Guest House (Vernell Doyle) name.
Sharpsburg is a quiet, residential town of about 700. Its location makes it a great home base for exploring the wine trails and historical sites in Western Maryland, southern Pennsylvania, and the Eastern Panhandle of West Virginia.

In addition to the Antietam National Battlefield and Cemetery, you will find the Newcomer House Visitor and Information Center, the headquarters of the Sharpsburg District Historical Society, the Pry House Field Hospital Museum of the National Museum of Civil War Medicine, John Brown's headquarters at the Kennedy Farm, the Antietam Iron Works, and Ferry Hill Plantation, home of Henry Kyd Douglas, Confederate officer who 'rode with Stonewall Jackson.'

Shepherdstown, WV, is filled with unique shops and outstanding restaurants. It is the home of Shepherd University and the Contemporary American Theater Festival, and a put-in spot for Potomac River activities.

For those who wish to venture farther from the immediate area, several state parks on the eastern border of Washington County offer other recreational opportunities. Those who wish to shop will find Hagerstown a mecca of shopping malls and Premium Outlets easily reached from main roads and Interstate highways.
Gift certificates available.

Keywords: Guest House, Vacation Rental, Cottage, Civil War, C&O Canal

Guest Reviews:

- "From the moment I booked our stay, the owners were prompt to respond to me and provide good information in advance. The home has been lovingly maintained and was just the experience I had hoped for. The proximity to Antietam National Battlefield was perfect. I selected this home as a "surprise" for my husband's birthday and it did not disappoint. We were traveling with our 15 year old dog who did not take to the stairs in the home very well (they are steep and short which guests are warned about) but the owners thoughtfully included pet/baby gates to avoid any misstep. Very positive experience."

Vacation Rentals in Shepherdstown
Jacob Rohrbach Inn
Bed & Breakfast
138 West Main Street, Sharpsburg, MD, MD 21782

Jacob Rohrbach Inn offers accommodations in Sharpsburg, 21 miles from Locust Hill Golf Course. The bed and breakfast, set in a building dating back to 19th century, is 15 miles from Appalachian Trail Conference Headquarters and 16 miles from Harpers Ferry National Historical Park. The bed and breakfast features rooms with air conditioning, free private parking, and free Wifi. All units come with a seating area, a flat-screen TV with cable channels, and a private bathroom with bathrobes and shower. A balcony with outdoor furniture and garden views is offered in some units. At the bed and breakfast, units have bed linen and towels. A bicycle rental service is available at the bed and breakfast. Hagerstown Regional Airport is 19 miles from the property.

Guest Reviews:

- "Great place to stay, hope to return!" - "Worth the splurge! Lovely place to relax and recharge." - "Spent a wonderful long weekend with friendly, knowledgeable hosts, Amy and Chris." - "Great experience overall!" - "Delightful, delicious, and full of information and sights. Thanks."

Vacation Rentals in Shepherdstown
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
House
Harpers Ferry, West Virginia, USA

YOUR RIVERSIDE HOME
Treat yourself to an entire private home overlooking the peaceful Potomac River and only 7 miles from downtown Harpers Ferry. Bring your watercraft and slip it into a private boat launch for a fun, lazy day of fishing, floating or boating.

This 1200 square foot home with central air conditioning and heating is newly renovated with living room, 2 bedrooms, 2 bathrooms, full kitchen, dining area and deck. Private parking is available for 2 vehicles. Wifi is available on site.

Walk in to a spacious, homey living room with a wall mounted Roku TV. The living room allows access to a long 2nd story deck featuring outdoor furniture and a stunning view of the Potomac River.

Bedroom 1 is carpeted and includes a comfy queen bed, full closet, 2 side tables with lamps and ceiling fan. This bedroom offers a lovely view of the Potomac. Bedroom 2 is carpeted and includes two twin beds, 1 table and lamp, and ceiling fan.

A Futon couch, which folds out to accommodate an additional guest, is located on the lower level. Bed linens for the Futon are available upon request at no extra charge.

The cottage has two full bathrooms with shower, sink and toilet upstairs along with towels and bathing amenities. The large downstairs bathroom includes a combination tub/shower, toilet, sink, towels and bathing amenities. Clothes washer and dryer are also located in this lower bathroom.

Guests can access the lower level of the home from the private parking area. In addition to the 2nd bathroom, the lower level includes a fully equipped kitchen with electric stove & oven, refrigerator, dishwasher, microwave, toaster and coffee maker. Dishes, cookware and utensils are provided. The dining area includes a table and chairs that will comfortably seat 6.

Walk or drive down to the peaceful Potomac River where you can enjoy swimming, tubing, fishing and boating. Our riverside commons provide a lovely spot for lawn games, picnics, or just lazing by the river.

NEARBY ATTRACTIONS
What winds your clock? The region is famous for river sports, hiking, biking, antiquing and, of course, iconic Civil War sites and memorials. Or perhaps you’re more into horse racing, casinos or breweries. Whatever it is, you’ll find it only minutes away from Potomac Overlook Cottage! Here are just a few of the many nearby attractions:

 HISTORIC HARPERS FERRY
https://www.tripadvisor.com/Attractions-g60722-Activities-Harpers_Ferry_West_Virginia.html

 CIVIL WAR BATTLEFIELDS
https://www.battlefields.org/visit/battlefields/harpers-ferry-battlefield

 MARYLAND HEIGHTS TRAIL
https://www.nps.gov/hafe/planyourvisit/maryland-heights-trail.htm

 HARPERS FERRY ADVENTURE CTR
https://harpersferryadventurecenter.com/

 C&0 CANAL TOWPATH
https://www.canaltrust.org/discoveryarea/harpers-ferry/

 JOYLINE RAILROAD AND TOY TRAIN MUSEUM https://www.onlyinyourstate.com/west-virginia/harpers-ferry-joy-line-railroad-wv/

 SHEPHERDSTOWN
https://shepherdstown.info/

 CHARLES TOWN RACEWAY
https://www.hollywoodcasinocharlestown.com/racing

 HOLLYWOOD CASINO
https://www.hollywoodcasinocharlestown.com/casino

 HARPERS FERRY BREWERY
https://www.yelp.com/biz/harpers-ferry-brewing-purcellville

Guest Reviews:

- ""22" is a wonderful place to stay and relax ! We had a great girls weekend get away. Floating, shopping and dining was easy and enjoyable!" - "The place was great, view was awesome, owners were an absolute joy to work with. It was the perfect spot to jump from and and explore Harpers Ferry!" - "3 of us had a lovely time at Briar Patch Riverview Cottage! The cottage was cute and there was no want for anything.... except maybe more time to stay!! We toured the areas usual historical places and found some neat places to catch a quick meal and shop. Our hosts were wonderful. Easy to communicate with, very welcoming (we loved the welcoming sign when we entered) and gave us ideas of a few places to visit. The best was sitting on the porch late afternoon, with a glass of wine and appetizers, watching the river. Beats any restaurant Happy Hour!!! Thank you Scott and Margie....you are awesome and we enjoyed ourselves very much. Dianne, Gail and Elise."

Vacation Rentals in Shepherdstown
RIVERKEEPER INN, Waterfront Property on the Potomac River
Cottage
Harper's Ferry, West Virginia, USA

Cozy, quiet Potomac River location. Come and play on the river. Kayak, canoe, swim, water ski, tube, float, paddle board, or fish. The sleeping quarters is a newly renovated detached garage converted into 2 level guest house. The cottage sits behind the main house, it's about 75 feet from the waterfront lot. Located near Historic Harper's Ferry. This lovely guesthouse has wonderful views any season, any time of day. Enjoy an evening cocktail and watch the sun go down over the Blue Ridge Mountains then view the stars from your private waterfront deck. Have your morning coffee on the secluded back deck where you may spot a grazing deer. Laze on the hammock and picnic in the shaded back yard. Fish for smallmouth bass or enjoy a good book on your dock. Use the boat ramp to launch your boat or jet-ski. Go for a hike, bike ride, or horseback ride on the C&O Canal tow path located directly across the river. Relax in the natural water "spa" amongst the rocks. Shop in quaint nearby Shepherdstown where you'll find coffee shops and excellent dining. Watch thoroughbred horse racing or play the slots at Charlestown Races and Casino. Visit museums, explore history, or enjoy local festivals and farmers markets. Play volleyball or soccer on the large grassy field. Go whitewater rafting or enjoy the zipline nearby. Sip wine at numerous local vineyards. Several. Breweries nearby. See for yourself and experience the fun of Wild and Wonderful West Virginia. Centrally located near Historic Winchester, Frederick, Hagerstown, Berkley Springs, and Martinsburg. Each about a 30 minute drive.

Guest Reviews:

- "We had a wonderful weekend! Everything was perfect. Great human hosts and dog host! Thank you!" - "Sweet place! We brought out dog, and it felt like a second home - safe, beautiful, and easy." - "Enjoyed sitting on the deck above the river in the evenings, quiet and peaceful looking forward to staying there again." - "We had a wonderful time, even in the rain! Easy river access and beautiful views of both the water and green spaces."

Vacation Rentals in Shepherdstown
Potomac River Retreat - Shepherdstown, WV - Stunning views - 5 acres 4 BR
House
Martinsburg, West Virginia, USA

"Sunrise on the Potomac" has stunning waterfront views on 5-acres in a private community. 4 BRs + 3 BAs (sleeps 8).

Great for a staycation, work-from-home alternative, or change of scenery. Recently fully renovated and better than ever!

Shepherdstown is a historic and artsy college town that balances natural beauty with a quirky, bohemian culture. Explore historic sites, boutique shopping, great restaurants, and other amenities.

This one of a kind eco-friendly river house has four large and private bedrooms, two full baths, a great room, and kitchen with a big farm sized dining table for family meals. A hot tub is perfectly perched just outside overlooking the river and surrounding forest. Also on premise is WiFi, laundry, grills, an outdoor fire pit (please note that the indoor fireplace is decorative only and not for guest use), games / activities, two smart TVs, and so much more. Bed and bath linens included with the rental, no need to bring your own.

Less than a two hour drive from the hustle and bustle of Washington DC, but a getaway that feels like being in another universe surrounded by big trees, water, nature preserves, and historic sites. The house is a perfect place for a family or adventurous travelers who enjoy activities such as kayaking, canoeing, swimming, tubing, paddle boarding, fishing, hiking, biking or cave tours.

The waterfront house has gorgeous views for every season overlooking the serene water and the C&O canal tow path (no houses or unsightly buildings across the river). There are landscaped stairs from the house down to the river. Visitors have the chance to shop local farmers markets, go riding at the Whitings Neck Equestrian Center directly across the street, explore history in the surrounding area, and have a chance to experience the charming Shepherdstown complete with cool coffee shops, bookstores, an array of restaurants, artisan stores, yoga and reiki studios.

So many details to share, just ask!

Guest Reviews:

- "Our family stayed at the Potomac River Retreat this summer for a full week. It was lovely. The location is great. The wifi was hit or miss... but we were on vacation so that was fine! The hot tub was great to have. We had a small problem with bee's, but the owner, Tony, let us know that he was dealing with a pest control company before we even checked in. His communication was very good. The home was clean and very unique! The grass roof was something I had never seen before! If I had to find one thing for improvement, it would be the curtains in the master bedroom. They are sheer enough to see through and if anyone was walking to the hot tub, they could see right in. This could be a concern of privacy for some. We improvised and personally was not that big of a deal. The town of Shepherdstown is very nice! If you like old towns with a unique vibe, this is it! Harpers Ferry is close by and also a great place to visit. DC is just an hour and a half away. We did a day trip. I recommend, if you are in to it, taking the ghost walk in Shepherdstown. It was very cool! Overall, it was a great vacation."

Vacation Rentals in Shepherdstown
BEST LOCATION: Historic Shepherdstown Getaway
House
Shepherdstown, West Virginia, USA

The only listing in the historic district of Corporate Shepherdstown, WV!

Enjoy our spacious, modern three-bedroom brick home while staying in the heart of the oldest town in West Virginia.

Stay steps away from local restaurants and shops. Stroll across the street to visit the Opera House, the Press Room Restaurant, and Shepherd University.

Outdoor activities, like rafting, tubing, kayaking, golf, and hiking are all within walking distance. We are only short drive to Charles Town Casinos and Antietam Battlefield.

This two-story modern brick home is situated in the backyard of the historic Michael Yeasley House. Newly refinished wood floors throughout the public spaces and master bedroom. Fresh paint throughout. Carpet in the front bedroom. Two full baths with all of the amenities: one with a large soaker tub and the other with a shower.

New beds, bedding, and towels. Large laundry room with iron and ironing board. Kitchen is stocked with cooking implements, plates, utensils, and spices.

Guest Reviews:

- "This is one of the best places I’ve ever stayed. Nice, clean home with comfortable beds. Kitchen is stocked, if you want to cook, but I suggest eating at ALL the restaurants on German Street. Amy, the hostess, is a very nice woman and she’s easy to work with. She really goes above and beyond for her guests. For our stay, she contacted me to see when we would arrive. She gave us an earlier check in time. She has this place stocked. If we needed paper towels or toilet paper, she has it. She has extra light bulbs. She has laundry detergent, cleaners, soaps, shampoo and conditioner. I was shocked and thankful. She’s so thoughtful, she has earplugs on the nightstand. Amy and her husband are the BEST hosts a traveler could ask for. Definitely recommend. 5 stars. 10/10. We would/will stay here again."

Vacation Rentals in Shepherdstown
Antietam Creek - Quiet 2 Bedroom Cabin
Cabin
Keedysville, Maryland, USA

This quiet cabin is located on 5 secluded acres between Boonsboro and Sharpsburg in Keedysville, MD. It is surrounded by tall oaks and pines. A wide path leads to Antietam Creek, popular for fishing, kayaking, and tubing.

Minimum age to rent is 25 years old. Families with children are welcome.

The house has NO TV or A/C. No pets allowed. The fireplace is not woodburning. There is a gas stove insert for heat. There is no air conditioning. The swimming pool is open Memorial Day to Labor Day and is NOT heated. The owner does not live on the property but reserves the right to visit to maintain the landscaping and exterior as necessary. During the summer, owner may use the pool briefly and at reasonable hours. Guests will be notified of arrival times well in advance.

3 PM Check-in; 11 AM Check-out

45 min drive to Whitetail Ski Resort (30 miles) for downhill skiing and snow tubing; 1 hour to Gettysburg, PA; 8 minutes to Antietam Battlefield; 15 minutes to Shepherdstown, West VA (7 miles); 30 min drive to Harpers Ferry; 30 min drive to Hagerstown, MD and Frederick, MD; 1.5 hours from Washington, D.C. A taxi (or bike) ride away from C&O canal bike trail (Snyders Landing 7.5 miles) and the Appalachian Trail in Washington Monument State Park (7 miles).

Guest Reviews:

- "The Antietam Creek cabin was a great base for our visits to Antietam Battlefield and Harpers Ferry. Check-in was easy with the lock box on the door. The cabin was clean and had everything we needed. The pool was cool and refreshing. The cabin does not have air conditioning, but there are plenty of fans to keep the air moving." - "We enjoyed the property very much everything was well organized, very equipped it was great even though it had no air conditioning that was the down side"

Vacation Rentals in Shepherdstown
Charmingly renovated historic Canal House on C&O along Potomac close to Antietam
House
Sharpsburg, Maryland, USA

Welcome to our home on the C&O Canal and the Potomac river, an original 1790 log house expanded in 1857, retaining its historic charm while featuring many modern amenities. The perfect place to be physically active or mellow, staying inside or enjoying multiple areas outdoors, day or night (lit with festive night lights).

Reconnect with nature! The expansive grounds have old tall mature trees, native flowers and garden-favorites, bushes, and a fire pit. Bird lovers, bring your binoculars or just watch the bird feeder below the pergola! Many species of birds visit our feeders and baths. Star gazing, far from the city lights, is another Guest favorite.

We are striving to reduce our environmental impact by restoring an American meadow and increasing the number of native plants that can be admired on our grounds. This obviates the need for using chemicals, reducing Potomac pollution, and attracting pollinators and other wild life. You are likely to see and hear numerous types of birds, insects, frogs, and perhaps even some animals and reptiles indigenous to the Potomac area. They are harmless unless attacked.

The maximum capacity of our historic house is 4 guests, the maximum capacity of each bedroom is 2 guests. The use of one of the bedrooms is included in the base price listed, the use of the second bedroom requires an additional charge. The guests need to be able to climb stairs to the entrance door, to upstairs bedrooms, and into the antique clawfoot bath tub. Tall people need to bend a bit when taking a shower.

Secluded, yet not remote, our home is the perfect base for exploring nature on foot, by bike, or by boat. The property is on the C&O Canal and offers seasonal views of the Potomac (when trees on its banks lose their leaves!) across the towpath.

The house is also a great base to explore the many close-by sites important in American history, and quaint historic little towns with good restaurants. Premium Outlet shopping and dining is also within miles.

(Property on the canal but has limited water views)

Local Attractions and distances:

C&O Canal and Towpath, border the property

Potomac River, borders the Towpath

Antietam National Battlefield, 2 miles

Antietam Creek Vineyards, 2 miles

Dam 4 on the Potomac, 3.5 miles

Shepherdstown, WV, 7.5 miles

Hagerstown, MD, 9 mi

Hagerstown Premium Outlet Mall, 9 mi

Harpers Ferry, WV, 21 miles

Appalachian Trial Head Quarters, 11 miles

Charles Town Hollywood Casino and Horse Races, 19 miles

Washington Monument State Park (includes Appalachian Trail access), 12 miles

We are located within one hour of Washington DC and Baltimore, about 60 miles from three international airports: Dulles (IAD), Reagan (DCA), Baltimore-Washington (BWI), and within 15 miles of interstates 70 and 81.

Guest Reviews:

- "We really enjoyed our visit. The house is immaculately maintained for it's age. The outdoor areas seem endless and are welcoming as you stroll the walkways to the home. The home is a cozy retreat from everyday life. As a huge plus, the kitchen is stocked with everything we were looking for, making cooking dinner a simple process. We look forward to coming back in the winter." - "This was our second stay at Taylors Landing, for our anniversary. What an idyllic location to enjoy nature -- we brought our bikes for the towpath, and the kayaks for the river, within walking distance of the house. Our first stay was in winter, and delightful. This time we saw the garden in all its splendor. The towpath was excellent for biking, and we enjoyed the fireflies at dusk during our ride. The river was incredibly clear -- I'd post a picture if we were able -- we could see the bottom and all the fish. Loved spotting the green herons and the bald eagle! Thank you, Vern, for sharing your lovely house and grounds, as well as for introducing us to Sunnyside Meadows, with its amazing ice cream and beautiful garden nursery. We especially loved the renovated lagoon and pond examples. From the warm welcome note and care to make sure we could access the house, to the obvious care of the house and garden, Vern is a great host. One of our favorite locations on the Potomac River. Our tip -- park in the back, unpack your stuff at the back door, then enter the front (shoes off) and carry it in. :)"

Vacation Rentals in Shepherdstown
Welcome to this patch of serenity on the river's edge, to this hideaway.
House
Shepherdstown, West Virginia, USA

Welcome to this patch of serenity on the river's edge, to this hideaway.

Take a seat. Decompress a moment. Take note of the expanse at your purview. This is your temporary home. This is your reprieve from the pin numbers, passwords, online postings, news alerts and the 24/7 world that so consumes us.

Here you will find a home that touts all the modern conveniences while ensconced in another time, a slower time, a time of reflection if you are so inclined.

The space

Here you will find three bedrooms that sleep six, two full bathrooms, a kitchen, a flat-screen television, wi-fi and the gorgeous views of the Potomac River, which divides West Virginia from Maryland on the opposite shore.

Here you will find a home that touts all the modern conveniences while ensconced in another time, a slower time, a time of reflection if you are so inclined.

There is a grill, if grilling is your forte. There is a deck that requires nothing more than your presence.

This stretch of the river lures all kind of water enthusiasts: kayakers, canoers, bird-watchers, photographers, Civil War aficionados and anglers seeking to land a good-sized walleye.

Many of your water-related needs can be met at Shepherdstown Pedal & Paddle on German Street, the principal thoroughfare in town.

There are plenty of hiking trails around Knott Road. Nothing puts you at one with Mother Nature more than the quiet and solitude of the untouched forests that envelop the area. Many are as they were in the early 1860s, when the Yankees lined the far shore and the Rebels the one that beckoned you.

Otherwise, please enjoy your time in this idyllic setting.

Guest access

The entire house, front and back patios, front yard, and water access to the Potomac River.

Other things to note

That rooster you sometimes hear crowing is in charge of the neighborhood watch group, although his calls are mostly directed to the flock of hens that responds to his reports of finding a trove of yummy bugs or the occasional predator. And, my, how the flock loves bits of bread.

We have a security camera mounted on the front of our deck. The coverage area includes our driveway, lower steps, and front yard. It is not our aim to invade your privacy.

Guest Reviews:

- "We enjoyed a nice family getaway at this beautiful retreat! We were a family of 6 and the house met all our needs. My only comment would be the outside front stairs were steep for the grandparents in their late 70’s. There are images shown, it was just us not fully thinking it through." - "Perfect place to stay and visit Antitem and Harpers Ferry Sites. Location was convenient and the house was beautiful. Spacious and a great view. We enjoyed the deck. Bedrooms and bathrooms were a good size. The house had everything we needed. Loved that the owners thought of everything from board games, coffee, extra towels, pillows, blankets, a fan etc… the house was clean, booking was easy owner was very responsive. Perfect spot"

Shepherdstown Vacation rentals with Parking

Shepherdstown Family Friendly Vacation rentals

Shepherdstown Vacation rentals with Entertainment

Shepherdstown Pet Friendly Vacation rentals

Shepherdstown Vacation rentals with Private Pool

Shepherdstown Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Shepherdstown – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Exclusive Wooded Chalet w Magnificent River Views 41 Eagles Bluff Lane, Sharpsburg, WV, 25443, USA 679 4.0 10.0 1 Click here
Antietam Overlook Farm 4812 Porterstown Rd, Keedysville, MD, 21756, USA 271 3.0 10.0 219 Click here
Quality Inn & Suites Kearneysville - Martinsburg 1937 Short Road, Kearneysville, WV, WV 25401, USA 67 3.0 6.9 226 Click here
Quality Inn & Suites 1937 Short Road, Kearneysville, WV, 25430, USA 61 2.0 7.2 824 Click here
Renovated WV Schoolhouse History Buffs Heaven! Kearneysville, WV, USA 117 3.0 9.6 7 Click here
Quality Inn Shepherdstown 70 Maddex Square Dr, Shepherdstown, WV, 25443, USA 100 2.0 7.8 199 Click here
Walk to Stores Home in Historic Shepherdstown! Shepherdstown, WV, USA 212 3.0 10.0 1 Click here
The Knolls 16 Needy Rd, Martinsburg, WV, 25405, USA 152 2.0 9.8 81 Click here
Quality Inn Shepherdstown 70 Maddex Square Drive, Shepherdstown, WV, WV 25443 87 2.0 1 Click here
Quiet, Rural 3 Acre Retreat w/Nearby Boutique Restaurants, Shopping, Culture Sharpsburg, Maryland, USA 448 2.0 1 Click here
Lock Keepers Cottage on C&O Canal/Potomac River 6516 Dam Number 4 Road, Sharpsburg, MD, MD 21782, USA 161 9.3 23 Click here
Sharpsburg Retreat-Civil War Home Near Antietam Battlefield, C&O Canal Towpath Sharpsburg, Maryland, USA 130 9.8 192 Click here
Jacob Rohrbach Inn 138 West Main Street, Sharpsburg, MD, MD 21782 205 9.9 7 Click here
Riverside cottage, minutes from historic Harpers Ferry! Private river access! Harpers Ferry, West Virginia, USA 154 9.8 132 Click here
RIVERKEEPER INN, Waterfront Property on the Potomac River Harper's Ferry, West Virginia, USA 189 9.4 131 Click here
Potomac River Retreat - Shepherdstown, WV - Stunning views - 5 acres 4 BR Martinsburg, West Virginia, USA 441 10.0 99 Click here
BEST LOCATION: Historic Shepherdstown Getaway Shepherdstown, West Virginia, USA 286 10.0 94 Click here
Antietam Creek - Quiet 2 Bedroom Cabin Keedysville, Maryland, USA 333 9.4 87 Click here
Charmingly renovated historic Canal House on C&O along Potomac close to Antietam Sharpsburg, Maryland, USA 217 10.0 83 Click here
Welcome to this patch of serenity on the river's edge, to this hideaway. Shepherdstown, West Virginia, USA 255 9.8 67 Click here

Note: The prices for each Vacation-Rentals in Shepherdstown do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Vacation rentals in Shepherdstown that include a pool include:

  • Quality Inn & Suites Kearneysville - Martinsburg.- Review Count: 226, Rating: 6.9
  • Quality Inn & Suites.- Review Count: 824, Rating: 7.2
  • Antietam Creek - Quiet 2 Bedroom Cabin.- Review Count: 87, Rating: 9.4

Family-friendly vacation rentals in Shepherdstown include:

  • Exclusive Wooded Chalet w Magnificent River Views.- Review Count: 1, Rating: 10.0
  • Antietam Overlook Farm.- Review Count: 219, Rating: 10.0
  • Quality Inn & Suites Kearneysville - Martinsburg.- Review Count: 226, Rating: 6.9

Pet-friendly vacation rentals in Shepherdstown include:

  • Quality Inn & Suites Kearneysville - Martinsburg.- Review Count: 226, Rating: 6.9
  • Quality Inn Shepherdstown.- Review Count: 0, Rating: 0.0
  • Quiet, Rural 3 Acre Retreat w/Nearby Boutique Restaurants, Shopping, Culture.- Review Count: 0, Rating: 0.0

Vacation rentals in Shepherdstown that include breakfast options include:

  • Antietam Overlook Farm.- Review Count: 219, Rating: 10.0
  • Quality Inn & Suites Kearneysville - Martinsburg.- Review Count: 226, Rating: 6.9
  • Quality Inn & Suites.- Review Count: 824, Rating: 7.2

Vacation rentals in Shepherdstown with private or on-site parking include:

  • Antietam Overlook Farm.- Review Count: 219, Rating: 10.0
  • Quality Inn & Suites Kearneysville - Martinsburg.- Review Count: 226, Rating: 6.9
  • Quality Inn & Suites.- Review Count: 824, Rating: 7.2

Some of the best Vacation Rentals in Shepherdstown are:

  • Exclusive Wooded Chalet w Magnificent River Views.- Review Count: 1, Rating: 10.0
  • Quality Inn & Suites Kearneysville - Martinsburg.- Review Count: 226, Rating: 6.9
  • Antietam Overlook Farm.- Review Count: 219, Rating: 10.0

Some of the popular Vacation Rentals in Shepherdstown are:

  • Quality Inn & Suites.- Review Count: 824, Rating: 7.2
  • Quality Inn & Suites Kearneysville - Martinsburg.- Review Count: 226, Rating: 6.9
  • Antietam Overlook Farm.- Review Count: 219, Rating: 10.0