Holiday rentals in Western Maryland

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Top-rated holiday rentals in Western Maryland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cabin in Woodstock
5 out of 5 average rating, 127 reviews

The Bird's Nest - Cabin by the River

Located on one of the Seven Bends of the Shenandoah River, the Bird’s Nest is a brand new, custom built 800 square foot cabin featuring an open loft with king bed and skylights, steam shower, heated bathroom floor, and gas fireplace. Exterior amenities include a hot tub, gas grill, gas fire pit table, fire pit by the river, and private river access in a peaceful, wooded setting. Kayaks/tubes are available to use to float down the river with the unique ability to park/exit on the hosts’ property.

Guest favourite
Floor-to-ceiling glass doors frame a stunning mountain view, revealing an expansive deck with seating. Natural light illuminates the interior, highlighting the contemporary white furniture and bringing the tranquil outdoor landscape inside.
Home in Basye
4.91 out of 5 average rating, 327 reviews

Lux Views of Virginia Mountains, 3 King, 2 Twin

A beautiful house with incredible views! Located right on the Ski/Bike slopes of Bryce Resort (Ski-in/Ski-out). Kick back and relax in this calm, stylish space. Four bedrooms include two Master EnSuite with private baths. The Area offers boating, fishing, hiking, skiing, mountain biking, golfing, mini-golf, caving, wineries and just relaxing. Central AC, linens & towels provided, full kitchen. Great low weekday rates. Quite hours after 11:00 pm are strongly enforced by the local security.

Top guest favourite
The exterior of the cabin is surrounded by vibrant autumn foliage. The front entrance is framed by large windows, showcasing the modern design. A spacious deck with wooden railing offers seating arrangements, while steps lead to the entry door, set against a serene wooded backdrop.
Cabin in Berkeley Springs
4.98 out of 5 average rating, 113 reviews

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

Top guest favourite
A spacious deck features two locally made Adirondack chairs and a small wooden table, all positioned to enjoy the expansive views of the surrounding greenery and distant mountains. The warm colors of sunset can be seen in the sky, enhancing the serene atmosphere.
Cabin in Great Cacapon
4.99 out of 5 average rating, 200 reviews

VIEWS! Fire Pit|River Access|Pool Table|Arcade

* Unforgettable panoramic mountain views from the oversized deck * Game-packed getaway: pool table, foosball & 60-game arcade * Private 8+ acre retreat — quiet, secluded & star-filled nights * Lighted fire pit with complimentary wood for cozy evenings * Spacious 3BR layout perfect for families or couples * Fully stocked kitchen + propane grill * Fast Fiber Wi-Fi perfect for remote work * Minutes to nearby hiking and Berkeley Springs * Endless recreation opportunities on the nearby Cacapon River

Top guest favourite
Bungalow in Great Cacapon
4.9 out of 5 average rating, 605 reviews

Rooster Wrest in the Trees

Sweet 2 bedroom bungalow. Cozy, ideal for lovers, or a quiet beautiful somewhat rustic retreat environment. Rooster has 1 full bath. Living room with satellite TV, Netflix; wood burning stove fireplace, wood provided, fully equipped kitchen, dining table, linens and starter paper goods furnished. Large deck and screen porch looking out on Cacapon Mountain. Hot tub off master bedroom deck in trees, feels like a tree house. Many mornings mist rises up from river, half mile away as crow flies.

Top guest favourite
A scenic outdoor view showcases a wooden deck winding down to a lush landscape. Vibrant flowers and greenery adorn the space, while a hot tub is visible nearby. A beautiful sunset casts warm hues across the sky, offering panoramic views of the valley below.
Guest suite in Harpers Ferry
5 out of 5 average rating, 276 reviews

Luxury Mountain Getaway: Sunsets, Wines & Views.

Celebrate your special moment in chic elegance and 5-star amenities for adult couples only. You deserve the Sunset Rouge. It's a destination in a relaxed and romantic setting to escape anxiety of kids, city, and work. Let the fun décor and panoramic views inspire the writer and artist within. During the day, take flight with eagles at eye level. At night, gaze into the heavens to catch a falling star. Within 2 miles is Lake Shannondale with beach access provided by the Mountain Lake Club.

Top guest favourite
The exterior of a renovated log cabin is visible, surrounded by lush greenery. A stone chimney rises from the structure, while a small porch invites relaxation. Sunlight filters through the trees, highlighting the rustic charm of the wooden logs.
Cabin in Springfield
5 out of 5 average rating, 137 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 !

Top guest favourite
Guest house in Myersville
4.94 out of 5 average rating, 262 reviews

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.

Guest favourite
A spacious log cabin surrounded by trees features a large multi-tiered deck. A hot tub sits prominently among outdoor furniture, including a table with chairs and an umbrella. Steps lead down from the deck, providing access to the cabin and surrounding nature.
Cabin in Berkeley Springs
4.91 out of 5 average rating, 585 reviews

Horizon Hill - Log Cabin w/Hot Tub & Views!

Horizon Hill is a beautiful log home in Berkeley Springs, WV. Less than 2 hours from DC & Baltimore. Great for couples, families, and groups. Large three level deck with hot tub to enjoy the amazing mountain views. Warm up to next to the fire place at night. Nicely decorated and equipped with super fast Starlink Wi-Fi, Netflix, Amazon Prime & fully stocked kitchen for cooking. Only 2 minutes to Cacapon State Park and 15 minutes (easy drive) to Berkeley Springs. Dogs welcome!

Top guest favourite
A cozy cabin exterior is surrounded by lush green trees, showcasing a patio area with seating and a fire pit. A view of the distant mountains is visible in the background, framed by the trees. The natural landscape invites relaxation and outdoor activities.
Cabin in Great Cacapon
4.94 out of 5 average rating, 253 reviews

Walk in the clouds Cabin

Amazing veiws! This cozy cabin over looks the Potomac river valley and Greenridge state forest. You can see mountain ranges from 3 different states. Enjoy the wilderness of West Virginia with only a short drive from, D.C. and Baltimore. Just 13 miles from Berkeley springs and famous PawPaw tunnel. Perfect couple getaway. Have a bigger family? Check out our sister cabin "Hummingbird Ridge" right down the road or book both. We look forward to having you on the mountain!

Guest favourite
A charming black cabin features a screened porch adorned with string lights, inviting relaxation. Steps lead up to a spacious deck with views of the surrounding nature. Adirondack chairs are positioned near the cabin, creating a cozy outdoor space for gathering.
Cabin in Lost River
4.95 out of 5 average rating, 206 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
The log cabin is surrounded by vibrant autumn foliage, with a spacious front porch featuring wooden beams. In the foreground, six Adirondack chairs are arranged around a stone fire pit, inviting relaxation among the scenic wooded landscape.
Cabin in Hedgesville
4.94 out of 5 average rating, 108 reviews

Charming log cabin by Berkeley Springs (+ hot tub)

Get the most out of wild & wonderful West Virginia in this newly-renovated log cabin 20 minutes from downtown Berkeley Springs. Enjoy the wooded views from the expansive front porch, make s'mores around the stone fire pit, soak in the hot tub in the enclosed sun room, curl up with a book in front of the wood-fired stove, and get cozy in the movie theatre-like loft. You will have access to a private lake and incredible hiking trails minutes from the cabin.

Popular amenities for Western Maryland holiday rentals

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