Farmstay holiday rentals in Western Maryland

COZY+SEXY Private Country Escape! HOT TUB & Views~

Look no further for privacy, intimacy, & fun~ Foxy is your perfect escape, located in the Shenandoah Valley & surrounded by a 1000 private acres but only 10 minutes from downtown Winchester. Offering a uniquely glamorous experience, surrounded by all the beauty of nature. Indulge in luxury & tranquility with amenities including your own private patio with hot tub and million dollar views of the Blue Ridge Mountains. Inside, a full chef's kitchen leading to a sexy, opulent master bedroom suite...

‘Waterfront’ Farm Escape for Hikers & Wine Lovers

Feel refreshed when you stay in this rustic gem! The Springhouse is nestled in the rolling hills of Northern Virginia’s Wine Country! Originally constructed in the early 1800's, the structure was built over a natural spring that was used for refrigeration. Water from the spring maintains a constant cool temperature throughout the year while also filling a pond. The original stone well, channel and stone flooring are all intact for guests to explore and experience how our ancestors lived.

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.

Private 1 bedroom cabin on 14 acres

Beautiful cabin in the Laurel Highlands minutes away from 3 ski resorts and many miles of trails through state forest land. Tons of local trout fishing streams. Spectacular mountain view from picture windows on either side of wood burning fireplace and from outside firepit. Cabin is situated on 14 partially wooded, partially open acres. Views of woods, mountains, and wildlife from all windows. Short drive to a number of tourist attractions, including Idlewild, OhioPyle, and Ft. Ligonier

Delightful one-bedroom cabin on scenic farm

The Cabin at Dove Harbour Farm is a hidden gem in the Laurel Highlands! Stay at our fully furnished, modern rustic cabin with amenities suitable for a cozy getaway, any day of the week. The cabin offers a great "home base" to explore the beautiful Laurel Highlands, enjoy quiet relaxation at the farm, or travel to destinations along the 911 National Memorial Trail. The Mason Family is dedicated to providing a memorable lodging experience for our guests, and look forward to seeing you again!

John Pope Cabin Browntown Va. We now have Starlink

Our cabin, located in the foothills of the Appalachian Mountains is uniquely positioned overlooking a large open field where hawks hunt and bears leisurely stroll. Our neighbors have horses that peer over the fence (nosy) pet them but don’t feed them, please. Our cabin was built in 1865 by a Confederate soldier returning from the Civil War. Eleven children were born and raised in John Pope Cabin. Our cabin is rustic. An inviting front porch with swing is waiting for you @walnuthillcabin

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 !

Grist Mill Cabin - Hot tub! Waterwheel! Creek!

Hot tub AND the waterwheel turns! Cozy romantic couple's getaway repurposed from an historic 18th century gristmill. Great for college parents weekend. Perfect for a honeymoon or babymoon! Covered deck overlooks the picturesque mill, providing relaxing sounds from the creek and waterwheel. The "ghost village" of Moore's Store is now surrounded by orchards and farms. Private yet convenient to wineries, breweries, ski resorts, hiking, caverns and rope adventures.

Cozy Cuddle up on 1700’s Clydesdale Farm

The Hunt Box at Sylvanside Farm is a couples favorite! Cozy bedroom with bay window overlooks the stone barn, Clydesdales field and pond. Full kitchen, full bath and small living room. Enjoy a glass of wine on dock, hike the fields and streams, enjoy the animals, roam the our beautiful 25 acres. Escape the city and relax. Our visitors to date have proclaimed it magical and we hope you agree. In accordance with Airbnb’s policies parties are not permitted.

Emma's Stone Cottage

Relax and unwind in the privacy of this wonderful stone cottage, which sits on 15 acres. In addition, it is located only 2.5 miles from I-81 and approx 10 miles from Winchester Medical Center, Old Town Winchester, Shenandoah University and much more. Our cottage has everything you need for a peaceful and enjoyable stay including full kitchen, central air, water softener, HD smart televisions, Wifi, outdoor firepit and more.

Little Red Schoolhouse in Cross Junction

Step into our charming red schoolhouse—your cozy, vintage-inspired 1BR retreat! Enjoy a unique stay with modern comforts, nostalgic décor, and sun-filled spaces. Perfect for romantic getaways or peaceful escapes. High ceilings, natural light, and warm wood floors set the scene. Just minutes from scenic hikes, wineries, and local attractions. Book your unforgettable Airbnb experience now in this one-of-a-kind historic stay!

Starlight Farmhouse | Dog-Friendly + Mountain View

Starlight Farmhouse is a dog-friendly escape with a large fenced yard, sweeping farm-and-mountain views, and some of the darkest skies in the Shenandoah Valley. One of the valley's original farmhouses, it pairs real history with everyday comfort. Unwind by the fire pit, sway in the hammock, or catch the sunset from the porch — with hiking, ATV trails, and Skyline Drive close by, and Luray Caverns an easy day trip.