
Holiday rentals in Williamsport
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Top-rated holiday rentals in Williamsport
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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.

Romantic, hot tub, king bed, private, pet-friendly
Uniquely spacious escape for couple, small family, or solo traveler. 30-foot great room, wall of windows facing large deck, oak floors NEW HOT TUB in private setting. King bedroom with en suite bath; loft has twin bed. Modern with touches of mcm & vintage create a magical retreat for you in the treetops. On 2 acres. Hike to top of Cacapon Mountain from back door. Quick drive (3 mins) to private community pool/hot tub/tot pool (summer only). 10 minutes to Berkeley Springs with Roman Baths, arts s

Furnished luxury studio suite @ “The Franklin”!
Fully furnished luxurious suite equipped to make your stay memorable. Enjoy a stocked kitchen, washer, dryer, covered courtyard, grill, king bed, office area and reserved parking on site. Includes TV, Wi-Fi, central air and heat with remote control, SS appliances, desk, recliners to make your stay comfortable and effortless. Condo boasts a stylish experience at this centrally-located place. Walking distance to Maryland Theater, USPS, several restaurants, coffee houses, and Meritus Ball Park.

Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5
My mother said over and over again, “The most beautiful place in Washington County “. Start your day with a brisk walk on a nearly 1 mile path that surrounds the perimeter of this beautiful farmland property. Enjoy your morning coffee as you listen to the birds. Relax in a rocking chair on the gazebo as you watch the sun go down behind the mountains. Less than 10 min from I 70 and I 81 and 20 min from Whitetail Ski. Don't expect everything brand new, but expect everything to be neat and clean.

Antietam Toll House~an historic waterfront cabin
The Antietam Toll House (@antietamtollhouse) is a renovated historic property circa 1800. Sitting on the bank-head of the Antietam stream, this cabin has it's own private fishing hole. Secluded, yet close to amenities and attractions, this property is the perfect place for an artist retreat, respite from the city or a base from which to explore local gems of the area. Wineries, Appalachian Trail, Antietam, Gettysburg battlefields, Ski Liberty, Catoctin , Cunningham Falls and more nearby.

Cozy cottage near ski areas - bike storage
A 1st floor master (king)/bath and a queen and 2 twins/bath upstairs. There is secure bike storage and a hose to wash bike after ride. Near the Maryland mountains, 30 min. to Whitetail Ski Resort, 1 hr to Shenandoah National Park, 15 min. to Catoctin Mountain park. 1 1/2 hr to DC and couple of blocks to C&O Canal bike trail. Located near quaint downtown shops. Enjoy relaxing in the beautiful garden area in the back or on the front porch! Big kitchen, grill and multiple smart TV’s available.

Near I-81, but private! Laundry! No fees!
Welcome to your peaceful retreat! This spacious and clean apartment features a fully equipped kitchen, dual shower heads, a cozy living area, and a washer/dryer for your convenience. Ideal for travelers seeking a quiet getaway or a stopover along I-81, our home is close to Antietam Battlefield, Hagerstown Shopping Outlets, C&O Canal, Tomahawk MotoX, Greenbrier State Park, Shepherdstown, and Harper's Ferry. Enjoy a comfortable stay with thoughtful amenities designed to make you feel at home!

❤️ 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 3 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.

Creekside Retreat at the Jewel Vinsota
Relax in a quiet, curated, pet-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 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

Spruce Run Cottage, Farm stay on Catoctin Mountain
The cottage is located on 25 acres of mostly wooded terrain off Highway 17 near Wolfsville, Maryland, less than an hour and a half from D.C. The cottage faces the woods and the private drive down to the creek. There is almost zero light pollution at night so stargazing is incredible from the balcony. The hosts live on the property up the hill in an 1890’s chink log cabin. Although you can see our house, the cottage feels very private and is a quiet comfortable retreat in the hills.

NEW * The Getaway Cottage at Rocky Marsh Farm
Welcome to The Getaway Cottage, a charming two-bedroom, two-bath home nestled in a peaceful country setting, located just 3.5 miles from Shepherdstown. Our location offers easy access to all the exciting activities and attractions the eastern panhandle has to offer, enjoy a short country side drive to dining, shopping, hiking trails, white water rafting and kayaking adventures. The historic town of Harpers Ferry is a short 25-minute drive away, and 15 minutes to Antietam Battlefield.

Oak Hill Private Suite Historic North End
A recently renovated private suite only 1.5 miles from town center. Welcoming ‘walking’ neighborhood of architecturally diverse homes inspired by the Garden City Movement of early 20th C. Near both Interstate 81 and 70, Museum of Fine Arts, Whitetail Ski Resort, New Baseball Stadium, Antietam, Gettysburg, Frederick, C&O bike trail, wineries, outlets. Guests enjoy stays for tourism, conferences, trainings, the MD Int’l Film Festival, JFK 50, family visits and artist retreats.
Popular amenities for Williamsport holiday rentals
Other great holiday rentals in Williamsport

Room #2 with shared bathroom

Pedal on Inn from the C&O Canal Towpath.

The Shady Sycamore Farm: Near C&O Canal

1900 Newton School-house

Comfort • 1BR w/ Fast Wi-Fi

Idyllic bedroom in peaceful rural setting

Hidden Gem - Stay with Dan and Alice.

Elevated Potomac River Retreat
Destinations to explore
- Plainview Holiday rentals
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- East River Holiday rentals
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- Liberty Mountain Resort
- Whitetail Resort
- Stone Tower Winery
- Cunningham Falls State Park
- Caledonia State Park
- Cowans Gap State Park
- Berkeley Springs State Park
- Gambrill State Park
- Cacapon Resort State Park
- South Mountain State Park
- Harpers Ferry National Historical Park
- Sky Meadows State Park
- Big Cork Vineyards
- Green Ridge State Forest
- Antietam National Battlefield
- Rock Gap State Park
- Bluemont Vineyard
- Old Town Winchester Walking Mall
- Museum of the Shenandoah Valley
- Greenbrier State Park
- Catoctin Mountain Park
- Hollywood Casino At Charles Town Races
- Weinberg Center for the Arts
- Dulles Town Center




