Holiday rentals in Western Maryland

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Top-rated holiday rentals in Western Maryland

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Top guest favourite
The exterior of a two-story cabin is shown, featuring a wood and stone facade with a large deck and expansive green lawn. The interior showcases a cozy living area with a wood accent wall and large windows, offering panoramic views of the surrounding mountains and sky.
Cabin in Paw Paw
4.98 out of 5 average rating, 129 reviews

Quiet, 3 bdrm mountain-top with breathtaking views

Escape to the mountains! This 3-bed, 2-bath mountaintop cabin offers breathtaking views from nearly 2,000 ft up. Perched atop Eagle Mountain on 8 secluded acres in rural West Virginia, it’s the perfect retreat. Cozy up to the woodburning stove in our airy great room where floor-to-ceiling windows frame the Cacapon River Valley. Enjoy sweeping vistas of the valley and mountains from three decks. Watch the sunrise over distant peaks, then unwind beneath dazzling night skies. Just 2 hours from DC.

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
4.99 out of 5 average rating, 283 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 treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.
Treehouse in Shepherdstown
4.97 out of 5 average rating, 402 reviews

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.

Top guest favourite
Cabin in Springfield
5 out of 5 average rating, 144 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
A serene sleeping area features a spacious bed with soft pillows and a textured blanket. Natural wood elements are present in the design, complemented by vivid wall art depicting foliage. Large windows allow for ample natural light and offer views of the surrounding greenery.
Treehouse in Friendsville
4.94 out of 5 average rating, 219 reviews

The birdhouse

Off grid. All solar. Private 15 acres. 3 miles from Wisp ski resort 3 miles from Beautiful deep Creek Lake. Spectacular view a birdwatchers paradise. 3 miles from Youghiogheny river A rafters kayakers boaters paradise. A true Vista. short drives to spectacular hiking biking trails. Top class river rafting in Friendsville Youghiogheny River four and five class Rapids. Many other activities nearby and also many restaurants. You can also arrange activities with host. Just make a wish list.

Superhost
A charming aframe cabin features a wooden exterior with a sloped metal roof, surrounded by lush green trees. A deck with a wooden railing and a picnic table is visible, alongside a propane grill for outdoor cooking.
Cabin in Mineral County
4.95 out of 5 average rating, 169 reviews

Glamping in a Creekside Aframe

This cozy aframe is a perfect glamping getaway for two! You'll stay on 20 acres with over 700 feet of frontage on Abrams Creek. Ready to unplug? The aframe is completely off grid with solar energy and a wood-fired stove. Sleep in luxury with fine linens and a queen size bed, but spend your day splashing in the crystal clear creek and hiking through the forest. Enjoy your evening playing cornhole while dinner cooks on the grill, topped off with a favorite beverage around the campfire.

Top guest favourite
A modern two-story home is nestled among trees, featuring a large deck with outdoor seating and expansive glass windows. The exterior is a combination of dark wood siding and metal accents, while a gravel area is visible nearby, enhancing the natural setting.
Cabin in Berkeley Springs
4.99 out of 5 average rating, 166 reviews

Monte Vista~Golf~Views~PS5~Sport Court~EV Charger

IG @montevistawv Luxury Getaway Professionally Designed for STR 🏔️Massive Panoramic 3 State View 🏌️‍♂️Golf Ball Driving Range 🏀 Pickleball, Basketball, Volleyball & Tennis 🎮 PlayStation 5 Mini Disc ♨️ 6-Person Hot Tub 🔊Sonos Sound Throughout 🔋Level 2 EV Charger 🥾 Hiking Trail on site 🌳 33 private acres, no quiet hours 🔥 Massive Firepit + Grill & Pizza Oven 🛋️ Cozy Gas Fireplace 🌐 Fast WiFi & Three 65" Smart Tvs 🛏️ 3 King Beds & Twin Bunk Bed 💼 Dedicated Work Area

Top guest favourite
Cabin in Great Cacapon
4.95 out of 5 average rating, 262 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
An A-frame cabin surrounded by lush greenery features two expansive decks. The front deck includes seating and a decorative railing, inviting relaxation while enjoying the natural setting. Floor-to-ceiling windows allow for ample natural light, enhancing the connection with the surroundings.
Cabin in Hedgesville
4.9 out of 5 average rating, 204 reviews

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. The home includes a gas grill available for use and fire pit with wood provided. 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!

Guest favourite
An open-concept living area features a cozy sofa facing a media unit with a smart TV. Natural light streams through large windows, complemented by wooden accents and a wood-burning stove. A loft area is accessible via a ladder, providing an additional space for relaxation.
Cabin in Berkeley Springs
4.95 out of 5 average rating, 101 reviews

Treetop Hideaway - Cozy Cabin in the WV Mountains

Escape to tranquility in our charming cabin perched on stilts, nestled amidst the trees and mountains of Berkeley Springs, WV. This newly listed and unique retreat offers a sanctuary of warmth, simplicity, and nature-inspired modern design. Enjoy our lovely deck with string lights, modern and design-happy furnishings, and quick access to Berkeley Springs. Kids and pets welcome. Perfect for a romantic getaway, a family vacation, or a solo adventure.

Top guest favourite
A modern cabin exterior is shown, featuring a sloped roof and large windows that allow natural light to fill the interior. A spacious deck is visible, furnished with two lounge chairs and a wooden rocking chair, surrounded by vibrant autumn foliage.
Cabin in Winchester
4.95 out of 5 average rating, 153 reviews

Foxtrot Mokki | Secluded Getaway 2 Hours from DC

Welcome to The Foxtrot Mokki—a Nordic-inspired retreat just two hours from DC and Baltimore. Solitude is signature. Nestled on seven secluded acres with rain-fed streams, our cozy cabin is designed for tranquility and connection with nature. Located between Old Town Winchester, VA, and Berkeley Springs, WV, it's the perfect outpost for exploring the Northern Shenandoah Valley—from charming towns to scenic hikes and wineries.

Top guest favourite
A modern cabin is nestled among trees, featuring a sleek design with large windows that allow light to emanate from within. The surrounding rocky terrain is softly illuminated by exterior lighting, creating a calm ambiance in the early evening fog.
Holiday home in Front Royal
4.99 out of 5 average rating, 415 reviews

Mountaintop Retreat with Wood Fired Hot Tub

Doah House is a private retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. A calm container for rest and observation, the pace softens, shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing the light, the air, the sound. Each day feels different. The forest shifts, and you might, too.

Popular amenities for Western Maryland holiday rentals

Destinations to explore