
Holiday houses in Western Maryland
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Top-rated holiday rentals in Western Maryland
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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...

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 dƩcor 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.

Cozy West Virginia Treehouse
Thanks for checking out our treehouse! Itās 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. Thereās a bathhouse built on the back of the hostās home with a conventional toilet and shower. Thereās also an outhouse with a light and essentials. We provide wood for the fire pit also.

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 slavesā 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. Itās ALMOST HEAVEN !

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.

Treehouse in Deep Creek Lake
Newly built, Whispering Woods is a custom-made treehouse surrounded by stunning scenery just minutes from Deep Creek Lake and Wisp Resort. No detail was overlooked in the spacious interior that includes 2 bedrooms, 2 baths, a fully equipped kitchen, and a sitting area with a 65ā TV. The amazing outdoor living space includes expansive decks, a fire pit, and a bubbling hot tub. For a unique and memorable experience from start to finish, come relax and reconnect at this treetop escape.

Monte Vista~Golf~Views~PS5~Sport Court~EV Charger
IG @montevistawv Luxury Getaway Professionally Designed for STR šļøMassive Panoramic 3 State View šļøāāļøGolf Ball Driving Range š Pickleball, Basketball, Volleyball & Tennis š® PlayStation 5 Mini Disc āØļø 6-Person Hot Tub šSonos Sound Throughout šLevel 2 EV Charger š„¾ Hiking Trail on site š³ 33 private acres, no quiet hours š„ Massive Firepit + Grill & Pizza Oven šļø Cozy Gas Fireplace š Fast WiFi & Three 65" Smart Tvs šļø 3 King Beds & Twin Bunk Bed š¼ Dedicated Work Area

The River House
A cozy, spacious and private get away with access to entire finished house. Located river front of the South Branch of the Potomac River, giving it the best view in the area. This cottage is also within 3 miles of C&O Canal, 17 miles from Historical Romney, 15 miles to Cumberland, MD and 10 miles to the Paw Paw, WV tunnel. 2 kayaks and 1 canoe available for river excursions. Come enjoy hiking, biking, kayaking, fishing or simply soak in all nature has to offer in the backyard.

Chalet in the Orchard; Romance, Luxury, Relaxation
The Chalet in the Orchard was designed with Romance, Luxury, and Relaxation in Mind. The Chalet offers many first class amenties to Enjoy with your Partner. * Movie Theater with Surround Sound * Tonal Digital Home Gym * Dedicated Work Space * Fast Wifi * Sauna * Hot tub * Outdoor TV * Gas and Wood Burning Fire Pit * Private outdoor Seating * Large Soaking Bathtub * Luxury Stone tile Shower * Heated Tile Bathroom Floors * Full Kitchen * Breville Espresso Machine * King Bed

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!

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!

Foxtrot Mokki | Secluded Getaway 2 Hours from DC
Welcome to The Foxtrot Mokkiāa 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 Valleyāfrom charming towns to scenic hikes and wineries.
Popular amenities for Western Maryland holiday rentals
Other great holiday rentals in Western Maryland

Romantic Mirror Cabin ⢠Hot Tub ⢠Fire Pit ⢠Views

Luxurious Couples Getaway; Private Pond! Hot Tub!

Vista | Hot/Cold Tub, Fireplaces, EV Charger

Trofton Solace - River View

Creekside A-Frame on Lost River | Hot Tub | Creek

Serene Chalet in The Woods

Avery Pines Cottage

Acorn Palace at Rocky Gap
Destinations to explore
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- Rentals with lake accessĀ Western Maryland
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- Boutique hotelsĀ Western Maryland
- 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
- Tygart Lake
- Swallow Falls State Park
- Deep Creek Lake State Park
- Laurel Hill State Park
- Fort Ligonier
- Fort Necessity National Battlefield
- Coopers Rock State Forest
- Laurel Ridge State Park




