House holiday rentals in Western Maryland

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Top-rated house rentals in Western Maryland

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Top guest favourite
A stone fireplace is centered in a rustic setting, featuring a stylish wrought iron screen. Flickering flames are visible, surrounded by two red lanterns and a glass of red wine beside an open bottle, creating a cozy ambiance for relaxing evenings.
Home in Marshall
4.99 out of 5 average rating, 126 reviews

Middleburg/Upperville-Stunning,renovated cottage

The Atoka House,a stunning 1801 log home on the historic register in Virginia hunt country.This 2-bedroom, 2.5 bath home with both upstairs and downstairs living rooms,is only 4 miles from Middleburg.Relax in the coziness of the log cabin, catch the spectacular sunsets from the deck and large fenced yard. Gas grill and outdoor firepit. Fireplace may only be used with a duraflame log(provided) for the safety of this historic home. Minutes from wineries, great meadow, polo and Upperville (UCHS)

Guest favourite
A Cape Cod style cottage is depicted, featuring a porch with a sloped roof and a welcoming entrance. The surrounding yard is green, bordered by neatly trimmed shrubs. In the background, rolling hills are visible, providing a natural setting.
Home in Cumberland
4.93 out of 5 average rating, 278 reviews

Jacob's Cottage

Free WI-FI now available. Our place is good for couples, solo adventurers, business travelers and families (with kids). The Cottage is a quaint, Cape Cod style house built in 1950. It sits high on a hill in the heart of Maryland's Appalachian Mountains in Allegany County. It is surrounded by views of Wills Mountain and Shrivers Ridge. The Cottage sits amongst a 660 acre family managed forest. Visitors have spotted deer, turkey, rabbits, squirrels, black bear and a multitude of song birds.

Guest favourite
The cabin is illuminated at night, showcasing its rustic charm among surrounding trees. Warm lights accentuate the porch and pathway, enhancing the inviting atmosphere. The outdoor space is highlighted by well-placed rocks and greenery, creating a serene outdoor retreat.
Home in High View
4.95 out of 5 average rating, 164 reviews

Mtn. View~Cave Hot Tub~50 Ac~ATV Trails~Fish~Swim

Mountain home: like in the movies, on 50 acres. Includes soaring mountain views, swimming holes, hiking trails, ATV trails, fishing creek, mini white sand beach, hot tub in a cave, huge boulder rustic fire pits, cave, lake, cabanas, all in a heavy forest exclusively for guests. Private: you cannot see another house from the front porch or back decks and it has thick woods all around. At the top of the property are soaring views with 3 miles of visibility. No need to go to the national park.

Top guest favourite
A charming log cabin features a spacious front porch with rocking chairs, surrounded by trees and blooming flowers. The roof shows aged metal, and windows are adorned with shutters, inviting natural light into the home. A landscaped garden area is visible in the foreground.
Home in Sharpsburg
4.98 out of 5 average rating, 152 reviews

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.

Guest favourite
An aerial view captures the cottage nestled among vibrant autumn foliage, surrounded by colorful trees. The serene pond reflects the rich hues of fall, while solar panels are visible on the cottage roof. A winding dirt road leads to the property, enhancing the secluded atmosphere.
Home in Clearville
4.93 out of 5 average rating, 328 reviews

Grouseland's Pondside Vacation Cottage

Set about a quarter mile off the road, our pet friendly solar powered vacation cottage is a perfect getaway for anyone trying to spend some alone time with nature! Guests have complete privacy inside the cottage with a full kitchen, two TV's, Wi-Fi, and a mini split system for heating and cooling. As well as exclusive access to the hot tub, fire pit and pond outside! We also have various shared hiking trails through the woods surrounding the cottage for campers and cottage guests to enjoy!

Top guest favourite
A stone fireplace rises from the floor to the ceiling, flanked by two large windows adorned with sheer curtains. A simple wooden coffee table rests on a light-colored area rug, while a flat-screen TV is positioned nearby on a wooden stand, creating a cozy living space.
Home in Berkeley Springs
4.98 out of 5 average rating, 132 reviews

Our Shangri La

Take it easy at this unique and tranquil getaway. Our Shangri La is located above Prospect Overlook. National Geographic Magazine rated Prospect Overlook as one of the five best in the East. Views include three states: Pennsylvania, Maryland and West Virginia; and two rivers, the Potomac and Cacapon. Our Shangri La is 3 miles from the town of quaint town of Berkeley Springs, 9 miles from the picturesque Cacapon State Park and Cacapon Resort and golf (Robert Trent Jones masterpiece).

Top guest favourite
The entrance to The Crooked Cottage is framed by wooden planks and surrounded by greenery. Two windows offer glimpses into the inviting interior, while a gravel pathway leads up to the door, playfully adorned with a sign featuring the name of the cottage.
Home in Myersville
4.98 out of 5 average rating, 282 reviews

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!

Guest favourite
A panoramic view of lush green mountains stretches out below, with a soft sunrise illuminating the horizon. The scene captures varying shades of green from the trees, contrasting with the delicate pastel colors of the sky.
Home in Hedgesville
4.91 out of 5 average rating, 329 reviews

Round Mountn Top House! Prof. Cleaned w EV-chrger

Professionally & meticulously cleaned between each guest. Unique roundhouse perched at 1300FT in the West Virginia Mountains! Snuggle up next to the cozy fireplace with a good book or a good friend. Enjoy a glass of wine & sweeping views of the valley below! Walk out the back door & you're less than 100 yards from the Tuscarora Trail! There are 50+ miles& 23000+ acres of hiking and biking trails to be explored in Sleepy Creek Wildlife Management Area, directly adjacent to the house

Top guest favourite
Home in Oakland
4.95 out of 5 average rating, 151 reviews

Lake View Loft Lodge on Deep Creek Lake

Seconds away from the lake, Trader's Coffee House, Brenda's Pizzeria, High Mountain Sports, and minutes away from Wisp Ski Resort, entertainment, shopping, food, and anything else you could want. Just eight miles south of Deep Creek Lake is historic Oakland, MD. Oakland is known for its small-town feel with local restaurants, small businesses, and popular festivals. Taking the time to visit Downtown Oakland is a must-see on your to-do list at Deep Creek Lake.

Top guest favourite
The home's exterior is complemented by vibrant purple irises and lush greenery, enhancing the natural setting. A spacious deck is visible, supported by wooden pillars beneath. Gravel surrounds the area, and additional seating is situated among the landscaping, creating a serene outdoor environment.
Home in Pendleton County
5 out of 5 average rating, 276 reviews

The Woodland House| WV Allegheny Mtn Get Away

The Woodland House is our 2-bedroom, 1.5 bath home located in the Mon Forest town of Franklin, WV. Enjoy the comforts and luxuries of home while enjoying the fresh air and forests of a trip to the mountains. You'll also have easy access to our small-town amenities while being a short drive from some of West Virginia's favorite destinations like Spruce Knob and Seneca Rocks. You can also stay in and enjoy the mountain view without ever leaving the back porch.

Top guest favourite
The exterior of a colonial era spring house showcases a natural stone base supporting a wooden structure. A spacious balcony with wooden railings extends from the second floor. Brightly colored hanging flower pots add a touch of greenery to the inviting façade.
Home in Blue Ridge Summit
4.99 out of 5 average rating, 623 reviews

Colonial Era Spring House

A unique and private mountain top colonial era spring house, with two springs flowing thru the basement. Originally the site of a tannery in the 1700s. Here you can relax, recharge, and rejuvenate. We celebrate all four seasons where you can enjoy Mother Nature's ever changing scenery at 1300' above sea level with fresh mountain air. Our area offers many things to do, or you may choose to stay in and do nothing at all.

Top guest favourite
A gravel driveway leads to a modern house with large windows, surrounded by lush greenery. Black Adirondack chairs are arranged in a semicircle facing a stunning sunset over the distant mountains and a winding river below.
Home in Berkeley Springs
4.99 out of 5 average rating, 161 reviews

the Lodge- Stunning View- Hot Tub- Dog Friendly

We considered calling this house “The View With Some Rooms,” but settled on The Lodge. This private 3-bedroom house includes a rooftop dome (which serves as the third bedroom). From almost every spot, enjoy the jaw-dropping scenery of endless mountains, three states, and the Potomac River. Camp Potomac Peak was recently (Nov 2024) named the best place to stay in the Eastern Panhandle by WV Living Magazine.

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