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

“The Loft” Guest House w/wifi workspace, gym etc
This unique two story guest house has a style all its own. The Loft has one bedroom upstairs along with a great workspace with excellent WIFI, full size bathroom and closet and a small kitchenette including microwave, fridge, air fryer and Keurig. Room darkening curtains, AC, TV w/Roku, full bath/shower unit, pullout sofa and queen size bed all in a very large and open floor plan! The first floor is set up as a gym/workout room. Ample and easy parking. Use of the outdoor patio area. Adults only.

Mountain View Acres Getaway
Enjoy nature in a beautiful peaceful setting with 100 acres of privately owned property. Breathtaking panoramic views spanning 45 miles in a tranquil natural spot with hiking trails throughout. Handicap accessible. Within a short drive of 2 major ski resorts, the Flight 93 Memorial and 2 wineries. Several restaurants and a brewery also within a 15 minute drive. The property includes an outside firepit that is a favorite place for guests to relax and enjoy the breathtaking views of the mountains.

Three Meadows Farm, outdoor views, great location
As you approach the driveway on the private lane, you'll be welcomed by beautiful meadows and rolling hills. Set on 10 acres in a shaded, forest of mature trees it's comfortable year round. There are beautiful mountain views from several locations on the property. It's peaceful and quiet here most of the time. We're conveniently located just minutes from Flint Hill, not much farther to Washington VA, Sperryville and Front Royal. It's a two bedroom/one bathroom apartment above a detached garage.

Pond Hill Guesthouse- 2 Bedroom w/Hot Tub & WiFi!!
Reserve two get the third (Sun-Thur) night free! Set among the rolling hills near Berkeley Springs, WV, Pond Hill Guesthouse has everything you'll need. Perfect for stargazing! This guesthouse has a private drive and plenty of privacy. Relax in the hot tub or by a fire and enjoy the stars. Lots of room for couples or small families. WiFi provided. This beautiful guesthouse is owned, and hosted a by local superhost, Doug. Pond Hill is great place to enjoy a piece of West Virginia Heaven!

Countryside getaway 5 min. from Old Rag parking!
Just 5 min away from Old Rag trailhead in Shenandoah National Park and merely minutes from wineries/breweries. Our guest house is close to White Oak Canyon, Skyline Drive, Three Blacksmiths, Washington, and Luray Caverns! Book here if you like: -Escaping the hustle and bustle, and relaxing in nature -Hearing birds sing while sipping coffee/tea/wine on the porch -Observing wildlife (including our chickens and bees) -Fishing on the Hughes River in our backyard -Stargazing and spotting fireflies

Jewel Vinsota Artist's Guesthouse
Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota Artist's Guesthouse is the perfect get-away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

Peggy's Guest Hideaway
A very quiet and peaceful mobile home / guest house located in Connellsville Pennsylvania. We are close to many popular sites such as the Great Allegheny Passage bike trail and the Laurel Highlands. If you are looking for a place to unwind or just a place to get away for awhile and do not care for hotels or people drama at the end of the day then this place is a good fit. In the evenings the crickets are the loudest noise in the air and many mornings there is deer in the yard.

Romantic Mountain Getaway: Hot Tub*King Bed*Sauna
This newly renovated guesthouse is the perfect place to relax and refresh. This 10 acre property is nestled in the heart of the Shenandoah Valley!! Close to hiking, wineries, the river! Soak in the hot tub overlooking the mountains, relax in the dry sauna, take in the nature as you paddle on the private pond or lounge on the dock. Rest well in the new memory foam king bed. This is the perfect place to return after a day of exploring or simply spend the day relaxing.

The Skyhouse- simple & serene w/mountain views
Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the skyhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

Trillium Acres Guest House
Located 10 miles from downtown Morgantown and the stadium. Cooper's Rock is just 12 miles away, with hiking, mountain biking and rock climbing. Our cozy house with modern amenities can accommodate 6 people with 2 queen beds, 1 twin and a queen pull-out sofa. Trillium Acres Cottage and Trillium Acres Hilltop are next door and a short walk through the woods for larger groups needing more space.

Skyhorse Retreat Guest House
In the middle of VA wine country and only minutes to three Appalachian Trail trailheads. Located 45 miles west of Washington D.C., on a 10-acre property on top of the Blue Ridge Mountains. Private guesthouse (built Jan 2020) with a large deck overlooking trees. The Guest House sleeps 4, has a full kitchen, and access to a Hot Tub at the main house. Breakfast items and snacks included.

No cleaning fees @ The Dove’s Nest
Get comfortable in a cozy one bedroom apartment with absolute privacy including a separate entrance and a large private patio. This newly renovated unit is clean, bright and fresh. The Dove's Nest features a fully equipped chefs kitchen , dishwasher, washer and dryer, Wi-Fi, plenty of parking for both cars and bikes.
Popular amenities for guest house rentals in Western Maryland
Family-friendly guest house rentals

StreamSide Guesthouse in Mountains/National Forest

The Nest on Nixon Road

Stay in a piece of history! Private Entire Cottage

The Homecoming Loft

Garden Cottage

Studio along i81: Near Wine, Beer, Hiking & Nature

Trailside Chalet (A storybook chalet with hot tub)

Private 2 King BR, 1 BA Apartment Near Wineries!
Guest house rentals with a patio

Between the Rivers Guest Cottage

Private Woodland Retreat | Near Downtown Frederick

Keymar Guest House

The Villa

18th Century Middleburg Cottage

Cozy Shenandoah River Cabin (10min to Nat’l Park!)

The Suite @Wine and Country Inn

Riverfront Oasis with Mountain Views, Near Town
Guest house rentals with a washing machine and dryer

Riverkeeper Inn

Beautiful New Apartment Surrounded by Nature

Private Luxury Retreat Close to everything!

NoVA guest house

Yoder School Guest House with wifi and hot tub

"Cabbin" at Mountain Home B&B

Romantic Getaway-Heated Spa - Seasonal Pool!

Bear Mountain Cottage
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- Guest house rentals United States
- Fallingwater
- Wisp Resort
- Seven Springs Mountain Resort
- Timberline Mountain
- Ohiopyle State Park
- Idlewild & SoakZone
- Canaan Valley Resort & Conference Center
- Blackwater Falls State Park
- Canaan Valley Ski Resort
- White Grass
- Tygart Lake
- West Virginia University
- Rock Gap State Park
- Deep Creek Lake State Park
- Swallow Falls State Park
- Laurel Hill State Park
- Green Ridge State Forest
- Fort Ligonier
- Coopers Rock State Forest
- Laurel Ridge State Park
- Fort Necessity National Battlefield
- Shawnee State Park
- Laurel Mountain Ski Resort
- Lodestone Golf Course





