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

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.

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!

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.

Mike’s Cabin on the Potomac!
WELCOME TO MIKE’S CABIN ON THE POTOMAC!! (*4.8* RATING) Enjoy the serenity of this cabin. Off the beaten path with much to offer. Relax on the large deck, eat at a large table on the covered patio, or go fishing in the river, you will love the time spent here. Ideal space for working remotely, with fantastic views for your background or to simply enjoy while working. Restaurants and groceries nearby. Close to I-70 and I-81, about 1.5 hrs from DC and Baltimore. About 3 hrs from Pittsburgh.

Unique historic home - Springhouse 1803
If you are looking for a unique place to stay, come visit us at Springhouse 1803. Yes, there really is a spring under the house. After sitting empty for 20+ years, the house has been restored to be lived in again and it has maintained much of its colonial charm. The house has all the amenities you need for a comfortable stay. NOT A PARTY HOUSE, OWNER IS ON SITE in separate house. If you're looking for a day that is blocked, you can inquiry if it's available, see below for more details.

The Crooked Cottage: a Cozy, Curated Escape
You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

Peregrine's Perch - Cabin Overlooking the River!
MOUNTAIN MAMA VACATION HOMES & CABINS The view from this cabin will take your breath away. Perched atop a cliff overlooking a peaceful stretch of Potomac River, you couldn't ask for a better place to leave the world behind. With an outdoor fire pit and an indoor wood stove, this beautiful cabin has everything you need to stay cozy year-round. And the chic decor and luxurious renovation is just what you're looking for. If you're searching for a cabin getaway then look no further!

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.

Boxed Inn ~ Hot Tub ~ Fire Pit
This charming, tiny home offers the perfect blend of cozy comfort and the great outdoors, all while nestled close to the Whitetail Resort. Inside is an open space bathed in natural light, where modern style meets mountain tranquility. The interior, with its thoughtfully designed features, comes with a comfortable loveseat, a smart TV, and bar seating: perfect for those intimate conversations or just catching up after a busy day on the trails.

Steps to Winery and Battlefield – 1 Acre Retreat
Unwind at this breathtaking 1-acre hilltop retreat overlooking Antietam Battlefield and lush vineyards. Perfect for a romantic escape or family getaway, our newly remodeled home offers stunning views from the deck, cozy interiors, and easy access to Antietam Creek Vineyards—just a short walk away. Explore nearby trails, relax by the outdoor fire pit under the stars, and enjoy the peaceful setting while experiencing all the comforts of home.

Unique Gem: Cozy A frame cabin in the woods
Come unwind and enjoy nature in this cozy, quaint, A-frame cabin. Nestled in the woods overlooking a community pond, enjoy the views through floor to ceiling windows or relax outside on one of the two large decks. Best suited for two guests, it can accommodate up to 4 with use of the futon in the loft. Located just minutes away from the Potomac River and numerous recreational areas!
Popular amenities for Williamsport holiday rentals
Other great holiday rentals in Williamsport

Turkeyfoot Hideaway!

Architectural Mountaintop Retreat | Shenandoah

Private Woodland Retreat | Near Downtown Frederick

1900 Newton School-house

Luxury Mirror Cabin • Hot Tub • Sauna • Mtn. Views

Purple Kangaroo Cottages

So cozy

Enjoy Fall on our front porch! Bike storage!
Destinations to explore
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- Liberty Mountain Resort
- Stone Tower Winery
- Berkeley Springs State Park
- Cunningham Falls State Park
- Harpers Ferry National Historical Park
- Cowans Gap State Park
- Cacapon Resort State Park
- Caledonia State Park
- South Mountain State Park
- Rock Gap State Park
- Whitetail Resort
- Hollywood Casino At Charles Town Races
- Gambrill State Park
- Sky Meadows State Park
- Green Ridge State Forest
- Antietam National Battlefield
- Bluemont Vineyard
- Weinberg Center for the Arts
- Greenbrier State Park
- Dulles Town Center
- Big Cork Vineyards
- Catoctin Mountain Park
- Old Town Winchester Walking Mall
- Museum of the Shenandoah Valley





