Holiday rentals in Williamsport

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Top-rated holiday rentals in Williamsport

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Guest favourite
The charming cottage is nestled on a grassy area, framed by trees. A welcoming front porch and steps lead to the entrance. Two outdoor firepits can be seen nearby, providing cozy spots for gatherings under the evening sky.
Cottage in Mount Jackson
4.92 out of 5 average rating, 115 reviews

Hot Tub!, 2 Fire Pits, Huge Deck, Private orchard!

The home is an adorable cottage perfect for both a romantic getaway or a family/friends retreat. Enjoy views of the small orchard on the 3 acre wooded property from the large deck and two firepits. The Orchard Cottage is a great base to explore local wineries, hiking, and nearby Bryce Resort. Conveniently located 2 hrs from DC, 45 minutes from Harrisonburg, and only 12 minutes from Bayse/Bryce Ski Resort. Only a 15 min drive to I-81 to conveniently access all the Shenandoah Valley has to offer

Top guest favourite
The treehouse is elevated among bare branches, featuring a large deck with seating. Warm lighting highlights the wooden exterior, and expansive windows provide views of the surrounding forest. Steps lead down to the ground, enhancing accessibility to the natural setting.
Treehouse in McHenry
5 out of 5 average rating, 179 reviews

Bird's Eye View

Nestled high amidst the sturdy branches, "Bird's Eye View" is a sanctuary suspended between earth and sky. Located less than 5 minutes from Deep Creek Lake and perched among the foliage, our treehouse offers a panoramic perspective of the surrounding forest, granting its visitors an unparalleled vantage point to observe nature's wonders. Relax in the hot tub and take in an amazing sunset. The home is a harmonious blend of locally-crafted art and furniture to add rustic charm and modern comfort.

Top guest favourite
A cabin features a covered front porch with steps leading up to the entryway. The exterior walls are painted in a muted green color. Surrounding landscaping includes a gravel walkway and freshly mulched flower beds, set against a backdrop of trees and open grass.
Tiny home in Mount Storm
4.97 out of 5 average rating, 124 reviews

The Honeybee

Reconnect with nature at this unforgettable cabin escape with lake views. Enjoy your morning cup of coffee to your evening glass of wine sitting on the covered front porch. Well equipped kitchen and bathroom for all of your needs. Queen sized bed downstairs and two twin beds in un-gated loft area (accessible by ladder). Enjoy our collection of DVDs, books and games. The Honeybee is close to tons of day trip ideas into Wild & Wonderful West Virginia. There is a security camera on driveway/walk.

Top guest favourite
A wooden deck extends from the cabin, offering an outdoor seating area with two chairs and a table. A sunshade provides coverage, while lush green trees frame the view of the surrounding landscape. The tranquil setting promotes relaxation in nature.
Cabin in Baker
4.94 out of 5 average rating, 99 reviews

Lovely mountain top cabin

Welcome to our lovely cabin on the top of the mountain! With sweeping, 270-degree views in three seasons and layers of mountains visible and lush greenery in summer, here you have space to truly disconnect, center yourself in nature, listen to the sounds of crickets, birds, and tree frogs, and enjoy dark sky star views. Enjoy the cooler weather at this altitude, the breeze through the trees, and the spectacular view from the spacious back porch and cozy lighted screened porch on our 5 acre lot.

Guest favourite
A modern cabin exterior is highlighted by a large triangular glass front, revealing a lofted interior space. A spiral staircase is visible, leading to the upper level. Warm lighting enhances the wood accents and furniture, creating a welcoming ambiance for guests.
Cabin in Mathias
4.85 out of 5 average rating, 134 reviews

Lost River Nordic House, dog friendly + hot tub

Relaxing modern getaway in Lost River, WV. Lofted ceiling, fully glass fronted cabin with beautiful wooded views. Featuring 1 queen bedroom, 2 full bed loft with spiral staircase, 1 full bath, fully stocked kitchen, open living room with two story glass windows, deck with hot tub & gas grill. High speed fiber internet and desk for remote work. Outdoor fire pit. Ideal for groups, families and couples. Dog friendly! WINTER RENTERS: You must have 4 wheel or all wheel drive in the event of snow.

Top guest favourite
The exterior of a renovated log cabin is showcased, featuring traditional log and chink construction. A substantial stone chimney rises alongside the cabin. A spacious porch is present, equipped with a couple of white chairs, surrounded by natural greenery and autumnal foliage.
Cabin in Springfield
5 out of 5 average rating, 143 reviews

1832 Historic Washington Bottom Farm Log Cabin

Welcome to our renovated 1832 Log Cabin on the grounds of the George William Washington and Sarah Wright Washington 19th century plantation. The cabin was the first structure built. Then came barns and slaves’ quarters (no longer standing). The dairy barn is now a woodworking shop and the bank barn was recently restored. The main house, built in 1835, is Greek Revival style. Today, our 300+acre is Certified Organic. We border the South Branch of the Potomac River. It’s ALMOST HEAVEN !

Guest favourite
Treehouse in McHenry
4.96 out of 5 average rating, 129 reviews

Treehouse in Deep Creek Lake

Newly built, Whispering Woods is a custom-made treehouse surrounded by stunning scenery just minutes from Deep Creek Lake and Wisp Resort. No detail was overlooked in the spacious interior that includes 2 bedrooms, 2 baths, a fully equipped kitchen, and a sitting area with a 65” TV. The amazing outdoor living space includes expansive decks, a fire pit, and a bubbling hot tub. For a unique and memorable experience from start to finish, come relax and reconnect at this treetop escape.

Top guest favourite
An aerial view captures the warm interior of the cabin, highlighting a stone fireplace at its center. The seating area includes a leather sofa and an armchair, complemented by a patterned rug. Wooden walls and large windows create a cozy atmosphere filled with natural light.
Cabin in Moorefield
4.98 out of 5 average rating, 130 reviews

Peaceful Escape: Families, Couples, and Doggies!

Leave the stress of the city behind! Recharge at our peaceful 3BR/2BA property featuring 50 acres of recreational opportunities. A remote woodland oasis equipped with a swing set, outdoor games, fire ring and miles of hiking and biking trails. This home provides a recreation loft, great room, covered deck with lounge furniture and a lower level sitting room with a second fireplace. Three private bedrooms with two additional beds in the sleeping loft. Perfect for Long-Term Stays.

Top guest favourite
An inviting outdoor area surrounds a contemporary chalet, featuring a walkway made of stepping stones and a cozy fire pit area. Seating is provided nearby, and lush greenery frames the property, creating a serene connection with nature.
Cabin in Swanton
4.99 out of 5 average rating, 135 reviews

Chalet in the Orchard; Romance, Luxury, Relaxation

The Chalet in the Orchard was designed with Romance, Luxury, and Relaxation in Mind. The Chalet offers many first class amenties to Enjoy with your Partner. * Movie Theater with Surround Sound * Tonal Digital Home Gym * Dedicated Work Space * Fast Wifi * Sauna * Hot tub * Outdoor TV * Gas and Wood Burning Fire Pit * Private outdoor Seating * Large Soaking Bathtub * Luxury Stone tile Shower * Heated Tile Bathroom Floors * Full Kitchen * Breville Espresso Machine * King Bed

Guest favourite
A spacious deck features multiple Adirondack chairs arranged for enjoying scenic mountain views. The area is illuminated by natural light, with a wooden railing framing the outdoor space. The surrounding trees add a touch of greenery to the serene environment.
Cabin in Lost River
4.95 out of 5 average rating, 210 reviews

Rustic and stylish mountain getaway

The Little Black Cabin is everything you've been dreaming about for your cozy mountain getaway! Take in sweeping views, curl up by the fireplace, or make s'mores at the fire pit. Whip up a gourmet meal in the small but well-appointed kitchen. Three dining areas offer options for dinner -- or a remote office, thanks to wifi. Sample nearby hiking, yoga, and farmers' market. We're a little rustic (no TV, AC, microwave, laundry or dishwasher) and a lot stylish!

Top guest favourite
Large glass doors are showcased in the A-frame design, allowing natural light to fill the space. A dining table with chairs is positioned alongside a cozy seating area. The expansive view highlights the mountains and sky, enhancing the serene indoor atmosphere.
Cabin in Lost City
4.98 out of 5 average rating, 127 reviews

Ascent at Lost River (cozy cabin with views)

Kick back and relax in this calm, mountain ridge retreat in the wild and wonderful state of West Virginia. From sunrise to sunset, you will have views of the mountains and peaceful quiet time to chill on the porch or by the fire. Enjoy the entire house and exploring the national parks in the area. Check out the cabin on IG at ascentatlostriver to see more photos of Ascent and local recommendations for delicious eats and fun activities.

Top guest favourite
A modern cabin is nestled among vibrant autumn foliage, with leaves in shades of red, orange, and yellow. The building features a dark exterior and large windows, surrounded by trees that enhance the feeling of being in a treehouse.
Cabin in Maysville
5 out of 5 average rating, 260 reviews

Modern cabin in Dolly Sods w/ sauna & EV charger

A bright, modern cabin in the heart of the Monongahela National Forest. This brand new design driven space feels like being in a treehouse. It lies at the edge of the Dolly Sods wilderness, has forest views from every room, and a sauna. The location provides easy access to tons of hiking and is only 2.5-3 hours from Washington DC. It's as close as you can get to Dolly Sods without camping! 4WD needed in the winter.

Popular amenities for Williamsport holiday rentals