Sharpsburg vacation rentals

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Top-rated vacation rentals in Sharpsburg

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Guest favorite

Guest suite in Shepherdstown

4.95 out of 5 average rating, 567 reviews

Historic Scrabble, Shepherdstown

The perfect private guest cottage situated beside a beautiful historic home in the unique community of Scrabble Unincorporated just a half-mile from the Potomac River. Modern, comfortable and tastefully decorated with full amenities and parklike surroundings with an abundance of nature at your doorstep. Close to Shepherdstown / Shepherd Univeristy (12 minutes), Martinsburg (20 minutes), Harpers Ferry (20 minutes) and in the heart of civil war history including the famed Antietam National Park.

Sep 3 – 10

R1,622 ZAR per night

Guest favorite

Cabin in Myersville

4.97 out of 5 average rating, 254 reviews

Cabin on Middle Creek - Myersville MD - Middletown

Park the car & walk across the foot bridge to serenity along Middle Creek. Nestled between South Mountain State Park & Gambrill State Park, lies a beautiful & relaxed 9-acre private cabin retreat. Amazing place to unwind, de-stress & get away. Let the sound of the creek or rain on the tin porch roof put you to sleep at night. It has all the essentials of home. Enjoy the fire pit on cool evenings or take a dip in the stream on a warm day. The cabin offers a perfect peaceful or romantic setting.

Mar 30 – Apr 6

R2,180 ZAR per night

Guest favorite

Guest suite in Shepherdstown

4.99 out of 5 average rating, 208 reviews

Private Suite in Shepherdstown WV

Your sun-drenched suite awaits in my serene bungalow! Self check-in with keypad lock through your separate driveway and entrance. Free parking in front. Private porch with seating and table overlooking the garden. Walk downtown in five minutes to all that Shepherdstown has to offer - Shepherd University, restaurants, shopping, pubs, and theatre. Close by- the C&O Canal Towpath, Potomac River, Harper's Ferry, and Antietam National Battlefields. Bikers, hikers, and kayakers especially welcome!

Jun 22 – 29

R2,028 ZAR per night

Guest favorite

Cottage in Sharpsburg

4.95 out of 5 average rating, 154 reviews

Lock Keepers Cottage on C&O Canal/Potomac River

Located just steps away from Dam #4 on the C&O Canal / Potomac River. (marker 84.6) Perfect for a getaway or romantic weekend. Hike/bike the C&O Canal, bring your kayak/canoe/bikes, fish or swim in the river. Sit on the porch and listen to the rumble of the water falling over the dam. Local lore is this was the home of a canal lock keeper or the gate house keeper. Secluded location away from town. NOT A PARTY HOUSE/owner on site in garage apartment. Inquire if a blocked day is available.

Aug 16 – 23

R3,484 ZAR per night

Guest favorite

Guest suite in Sharpsburg

4.99 out of 5 average rating, 167 reviews

The River Bend Retreat ~ C&O Canal ~ Antietam

Welcome to The River Bend Retreat at Taylor's Landing: a relaxing get-away along the C&O Canal Towpath and the Potomac River. Whether you're in the area to enjoy the river and the towpath, soak up some history at Antietam National Battlefield, or explore the quaint nearby towns and attractions, we look forward to hosting your stay! The RBR's 2 bedrooms and 1 bathroom can accommodate up to 4 guests. Visit us online for even more details, information, and local recommendations. See you soon!

Aug 11 – 18

R2,556 ZAR per night

Guest favorite

Home in Sharpsburg

4.98 out of 5 average rating, 110 reviews

Charming Historic Canal House C&O Potomac Antietam

The Canal House at Taylors Landing. We are in the countryside, bordering the Chesapeake & Ohio Canal Historic National Park, 2 miles from the Civil War's Antietam Battlefield. Our home is an original 1790 log cabin with 1857 additions, also features modern amenities, including a chef's kitchen. Multiple outdoor venues, extensive grounds and amazing views of a 4-seasons garden, the C&O Canal National Park, and the Potomac river. Enjoy a creative retreat, nature, history, adventure, romance.

Oct 8 – 15

R3,810 ZAR per night

Guest favorite

Treehouse in Shepherdstown

4.97 out of 5 average rating, 248 reviews

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Oct 8 – 15

R2,960 ZAR per night

Superhost

Home in Shepherdstown

4.8 out of 5 average rating, 128 reviews

Plum Lazy on the Potomac

With stunning views and prime river access, Plum Lazy is nestled on three partially-wooded acres sloping gently to the water's edge. Enjoy 150 feet of shoreline with a large landscaped expanse of grass perfect for play, picnics, or just shady naps. This riverfront area is exclusively for you and guests at our cabin on Knott Road. A rocky peninsula extends your riverfront another 100 feet into the Potomac. The large deck and stone patio features a variety of seating options and gas grill.

Mar 4 – 11

R2,611 ZAR per night

Guest favorite

Guest suite in Smithsburg

4.99 out of 5 average rating, 153 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, dog-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 4 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

Dec 29 – Jan 5

R1,663 ZAR per night

Guest favorite

Apartment in Shepherdstown

4.95 out of 5 average rating, 256 reviews

1 Bedroom Apt in Historic Downtown Shepherdstown

Live like a local in our newly renovated, one-bedroom apartment in the heart of downtown Shepherdstown. Comfortably blending modern conveniences with historic charm, the 2nd floor apartment – which features space for no more than 3 guests – is located in a 100-year-old building directly behind Shepherd University's campus on German Street. Walk to the town’s restaurants, shops, and the university during Theater season, sporting events, or graduation. Comes with one free parking space.

Sep 13 – 20

R2,457 ZAR per night

Guest favorite

Farm stay in Harpers Ferry

5.0 out of 5 average rating, 224 reviews

The Lodge Room at Mt. Mama Meadows Homestead

This listing is adults only. Mt. Mama Meadows Homestead is our own slice of “almost Heaven”. We're located in Harpers Ferry, a small historic town in Jefferson County, West Virginia, in the lower Shenandoah Valley. Whether you are coming to check out the surrounding Blue Ridge Mountains, hike the Appalachian Trail, raft the Potomac or Shenandoah rivers, delve into the rich Civil War history of the area, or just relax on the homestead, there is no shortage of things to do.

Jul 13 – 20

R2,819 ZAR per night

Guest favorite

Apartment in Shepherdstown

4.98 out of 5 average rating, 117 reviews

The 1763 House - Stay in Downtown Shepherdstown

Welcome to our charming downtown Shepherdstown apartment, originally built in 1763 and nestled in the heart of town. Ideal for getaways, visiting family/friends, or university trips. Enjoy a spacious interior, comfortable living room, state-of-the-art kitchen, and private patio. Our downtown location on the Main Street offers convenient access to a wide selection of restaurants, unique shopping, and the Potomac river, all just a short walk away!

Oct 18 – 25

R3,208 ZAR per night