
House holiday rentals in Western Maryland
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Top-rated house rentals in Western Maryland
Guests agree: these houses are highly rated for location, cleanliness and more.

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)

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.

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.

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.

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!

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).

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!

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

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.

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.

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.

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.
Popular amenities for house rentals in Western Maryland
House rentals with a pool

Stoney Spring Overlook

Mountain Retreat-Stunning View/Hot tub/Pool

Historic Farmhouse w/ Heated Pool, Harpers Ferry

Clean 5BR w Heated Pool, Spa - Horse, Wine Country

Cedar Creek Wayside Castle

An Escape Bordering National Park land 1 mi to C&O

Indoor Heated Pool~EV- Arcade~Fire Pit-WIFI-VIEWS!

Heated Pool I Hot Tub I View I Bedford Heights
Weekly house rentals

The Burrow ~ Our guest reviews say it all!

Sweeping Views in Lost River! Work & Dog Friendly

Private Cabin Retreat in Lost City, WV

*King suite| pet friendly | Hot Tub | Central*

Mountain Church Cottage

Hope's Haven: Hot Tub, River Access, Pet Friendly

Deer Chase

Modern Farmhouse near Shenandoah Nat'l Park + Lake
Private house rentals

Mountain Spa - View+Hot Tub+Sauna+Firepit+Slps 8

Cedar Hill Cottage- 3 mi to I-81 & Rt 11

The Dutchmans Creek Farmhouse

Gorgeous cabin on Blue Ridge

Riverdale

Beautiful historical town, 3 bedrooms, countryside

So cozy

The Woodland Getaway
Destinations to explore
- New York City Holiday rentals
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- Rentals with pools Western Maryland
- Ski-in/ski-out rentals Western Maryland
- Rentals with a cinema Western Maryland
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- Campsite rentals Western Maryland
- Cottage rentals Western Maryland
- Rentals with outdoor seating Western Maryland
- Rentals with a fireplace Western Maryland
- Rentals with an EV charger Western Maryland
- Smoking-friendly rentals Western Maryland
- Bed and breakfasts Western Maryland
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- Chalet rentals Western Maryland
- Rentals with lake access Western Maryland
- Rentals with a kayak Western Maryland
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- Flat rentals Western Maryland
- Rentals with a sauna Western Maryland
- Pet-friendly rentals Western Maryland
- Hotel rooms Western Maryland
- Rentals with a hot tub Western Maryland
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- Townhouse rentals Western Maryland
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- House rentals United States
- Wisp Resort
- Timberline Mountain
- Seven Springs Mountain Resort
- Fallingwater
- Idlewild & SoakZone
- White Grass
- Ohiopyle State Park
- Canaan Valley Resort & Conference Center
- Canaan Valley Ski Resort
- Green Ridge State Forest
- West Virginia University
- Rock Gap State Park
- Deep Creek Lake State Park
- Tygart Lake
- Laurel Hill State Park
- Swallow Falls State Park
- Fort Necessity National Battlefield
- Fort Ligonier
- Coopers Rock State Forest
- Laurel Ridge State Park




