Sharpsburg vacation rentals

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Top-rated vacation rentals in Sharpsburg

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Guest favorite

Guest suite

4.96 out of 5 average rating, 635 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.

Guest favorite

Guest suite

4.99 out of 5 average rating, 228 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!

Guest favorite

Tiny home

4.99 out of 5 average rating, 119 reviews

Studio: Downtown Hideaway & Waterside Garden Oasis

Our modern studio is on the Town Run and steps away from downtown Shepherdstown. Whether you’re here for a relaxing escape or a university visit, listen to a waterfall from our cozy, zen, spa-like space with outdoor gardens. It’s an oasis with a comfortable full bed, dedicated work area, and walk-in shower. Nestled in historic downtown, you can easily explore German St., with a variety of dining options, shopping, and outdoor activities a short walk away from the Potomac River and C&O tow path.

Guest favorite

Cottage

4.96 out of 5 average rating, 173 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.

Guest favorite

Guest suite

4.99 out of 5 average rating, 187 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!

Guest favorite

Guest suite

4.93 out of 5 average rating, 218 reviews

Guest Apartment by C & O Canal and Battlefield

3 Min. to center of Sharpsburg with KING and QUEEN sized super comfortable beds, quiet country setting, and 1200 square feet of space that’s all one level inside. Bright & modern basement apartment with private entrance. Lots of large windows and natural light. Fully equipped kitchen, 2 BR, 1 BA. It’s on the ground floor and Hosts live on top, main floor. Shepherdstown 7 mi. C & O canal 1/3 mi. Antietam Battlefield 1/2 mi. Harpers Ferry 15 mi. Hagerstown 10 min. Breweries and wineries close

Guest favorite

Cottage

4.88 out of 5 average rating, 130 reviews

Peaceful River House on Potomac- King Size Bed

Beautiful cottage that has all the amenities of home. Enjoy peace in this secluded cottage among wildlife Stay for 1 week or more 15% discount; Enjoy brisk walks along the canal 4 bikes the C&O canal Wifi no interruptions. Work Enjoy the peace Walk , ride bikes, kayak .swim, canoe , Fish , Now winter tubing in Harpers Ferry Close to: Antietam Battlefield, Charles Town Races and Slots, Appalachian Trail, Snow tubing , Shepherdstown WVa, Wineries, Restaurants Message for one night ck in

Guest favorite

Tiny home

4.89 out of 5 average rating, 454 reviews

❤️ Secluded 1940s Romantic Tiny House on the River

Relax and escape to the peace and quiet by the Potomac river, and wake to beautiful romantic views of the river and mountains, in this romantic 200 square foot tiny house situated on 2.5 acres, 450 feet of river front land. Explore and partake of all the activities on the river and surrounding area, just 1 mile from Shepherdstown. Fish, bike, kayak, tube, or just sit by the river and watch the birds and wild life. Read by the river or in the quiet comfort of the house, w/ some wine on us.

Guest favorite

Home

4.98 out of 5 average rating, 129 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.

Guest favorite

Home

4.94 out of 5 average rating, 105 reviews

Steps to Winery & Battlefield-Pvt Acre w/ Hot Tub!

Unwind and enjoy breathtaking views of the battlefield and vineyards from the deck of this 1-acre hilltop retreat in the heart of Antietam or from its stylish, newly remodeled interior that feels instantly like a home away from home. Our neighbors, Antietam Creek Vineyards, are just a short walk down the hill so don't miss the opportunity to enjoy their wine made right here in our backyard! Walk down a little further past the vineyards and take a quiet morning stroll on Snavely Ford Trail!

Guest favorite

Rental unit

4.94 out of 5 average rating, 300 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.

Guest favorite

Guesthouse

4.98 out of 5 average rating, 207 reviews

City Dog Farm

Comfortable, light-filled one bedroom apartment on 10 acres in Maryland near Antietam battlefield and Harpers Ferry, WV. We have chickens, an organic garden, hills, woods and a stream. Apartment is 15 minutes from Harpers Ferry, Antietam battlefield, the C&O canal, river rafting on the Potomac or Shenandoah, vineyards, the Appalachian trail and small towns including Boonsboro and Shepherdstown, WV. 30 minutes to Frederick or Hagerstown/1.5 hours to DC or Baltimore. SORRY NO PETS