Chalet holiday rentals in Western Maryland

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Top-rated chalet rentals in Western Maryland

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Top Guest favourite
The cabin features a striking A-frame design with wooden accents and a stone chimney. Expansive glass windows enhance natural light and provide views of the surrounding forest. A spacious wrap-around porch is supported by sturdy wooden columns, inviting outdoor relaxation.
Chalet in Boonsboro
4.94 out of 5 average rating, 594 reviews

Mountain Myst

A. DESCRIPTION This luxury cabin is nestled in the beautiful Blue Ridge Mountains, an hour from Washington DC. It overlooks the historic town of Boonsboro where you can watch the night lights twinkle from the top of South Mountain. Marvel at the view of Whitetail Ski Resort some forty miles away, or enjoy watching deer and turkey meander along the quiet gravel road. This home boasts log accents, vaulted ceilings and stone fireplaces in the living room and lower level. There are many upscale amenities particularly in the kitchen. The open great room and dining room open up to a modern kitchen with top-of-the-line appliances and a center island for meal prep and casual dining. From the great room step out to an expansive wrap-around porch with beautiful forest views and plenty of blue sky. Enjoy entertaining, grilling, dining outside on the deck, and campfires in the fire circle. There is a luxury master suite on the third level loft. It has a queen bed, wall mounted HDTV, sitting area, and bathroom with a walk-in, double-headed shower. The lower level has two bedrooms. One with a double bed and the other with two twin beds. There is a hall bathroom with a walk-in, double-headed shower, and separate lounging room with stone fireplace and HDTV. B. AMENITIES: • WIFI • HDTV with Full cable (4) • Kitchen stocked for cooking • Quality towels and linen(URL HIDDEN) ACTIVITIES: APPALACIAN TRAIL For a scenic stroll on the most famed of North American hiking trails, pick up the trail at the parking lot of the Washington Monument. RESTAURANTS •Old South Mountain Tavern – There has been an Inn and Tavern on this site for over 200 years •Dan’s Tap House •Vesta’s Pizza •Christies – coffee and pastry, sandwiches WINERIES There are many, but here are some of our favorites. Boonsboro MD: Big Cork Vineyards Mt. Airy MD: Linganore Winery , Black Ankle Vineyard Loudon County VA: Breaux Vineyards, Hillsborough Winery STATE PARKS Washington Monument State Park Greenbriar State Park- swimming lake Gambrill State Park Gapland State Part Cunningham Falls State Park – waterfall, swimming lake, near Camp David HARPERS FERRY WV Museums, rafting, SHEPARDSTOWN, WV Very picturesque, Great window shopping, Cafes, Potomac River FREDERICK, MD: Old Town Market Street Gettysburg Battlefield, MD (allow a full day) •Tours •Interactive museum, films •Educational Center Other Civil War battlefields Antietam, MD, Monocacy, MD, South Mountain Boonsboro SKIING Whitetail, Ski Libert(URL HIDDEN)I

Top Guest favourite
The exterior showcases a charming chalet surrounded by trees, featuring a spacious wrap-around deck with patio seating and a fire pit area. The large windows reflect the warm indoor lights, revealing an inviting atmosphere that complements the natural surroundings.
Chalet in Swanton
4.98 out of 5 average rating, 132 reviews

Ella Bella Chalet: Hot Tub, Stunning Views, Wi-Fi

Welcome to Ella Bella Chalet! Escape to our modern, yet cozy cabin boasting panoramic breathtaking views and an array of upscale amenities. Relax in the hot tub under starlit skies or gather around the fire pit for cozy evenings. Located near Wisp Ski Resort, golf courses, and endless lake activities, including boating, fishing, tubing and kayaking. Explore nearby hiking trails and attractions like Swallow Falls State Park, Adventure Sports Center International, zip lining, biking, and more.

Top Guest favourite
An outdoor view of a two-story A-frame cabin is surrounded by vibrant trees showing autumn foliage. A spacious wooden deck extends from the cabin, featuring seating arrangements and access to the indoors. Large windows reflect natural light and provide glimpses of the surrounding nature.
Chalet in Farmington
4.98 out of 5 average rating, 188 reviews

Mountain Woods Getaway—Firepit, Deck, Fireplace

Welcome to your mountain getaway— minutes away from Fallingwater, Ohiopyle State Park, and Nemacolin! Kick back and relax in this newly updated A-frame with a wood-burning fireplace, full kitchen, and spacious outdoor deck and fire-pit! You’ll be surrounded by nature with trees, ferns, and a pristine stream. Enjoy the best of both worlds with a cozy location in the woods that’s near hiking and biking trails, Youghiogheny River, Kentuck Knob, Nemacolin Casino, and Fort Necessity Battlefield.

Superhost
A spacious living area features a vaulted wood ceiling above a large leather sectional sofa. A stone fireplace is prominently displayed, complemented by a TV mounted above. Natural light floods the space, with large doors leading to the outdoor deck visible in the background.
Chalet in Mount Jackson
4.86 out of 5 average rating, 109 reviews

Shenandoah Mtn Getaway w/ Chef's Kitchen + Firepit

The Shenandoah Getaway Retreat is a gorgeous mid-century modern cabin that has recently been renovated. This spacious home is nestled in the woods and is perfect for those who want a unique and private experience. This home is dog friendly and perfect for those who love to cook in a chef’s kitchen and gather around a large dining table to slow down and make new memories together. A rare combination of rustic, modern, nature and comfort along with a short distance from the hustle of D.C.

Guest favourite
Two wooden Adirondack chairs are positioned on a spacious deck, facing panoramic views of the blue sky and distant mountains. Lush trees and greenery fill the scene, creating a serene outdoor atmosphere.
Chalet in Rileyville
4.94 out of 5 average rating, 173 reviews

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub

The Chalet is a 2 bedroom, 2 bath cabin with a spectacular view of the Blue Ridge Mountains. Amenities include: *4 person Hot Tub *43" Smart TV with Chromecast *Wifi *1 Full & 1 Half Bathroom * Electric Fireplace in LR *Fully equipped kitchen *Pet Friendly ($25 per night) *1/2 mile walk to the Shenandoah River We are located just 7 miles north of Luray, VA. and 20 minutes from Shenandoah National Park. The Chalet is the perfect place to relax and enjoy time in the Shenandoah Valley.

Top Guest favourite
A modern living area is featured, highlighted by a spacious white sectional sofa with decorative pillows. A large flat-screen TV is mounted on the wall opposite, while expansive windows offer views of the surrounding trees and outdoor seating on the deck.
Chalet in Front Royal
4.94 out of 5 average rating, 109 reviews

River Retreat-luxury near Skyline Drive-EV charger

Relax in this luxe modern cabin near Shenandoah National Park! Modern, stylish, comfortable with amazing views of the river and mountains. Grab a meal from nearby charming Front Royal or cook a meal in our chef's kitchen. A newly built vacation house: perfect for a getaway with friends or family. All the modern comforts in the countryside, and a hot tub! Skyline Drive: 5 minutes. Luray Caverns-20 minutes south. Inn at Little Washington: 30 minutes. Visit wineries in all directions.

Superhost
A bright and spacious living area features high ceilings with triangular windows that allow natural light to fill the space. Large glass doors open to the outdoor deck, with modern furnishings including a comfortable sofa and dining area visible in the background.
Chalet in Basye
4.85 out of 5 average rating, 247 reviews

Little Black Chalet - Minutes to Bryce Resort

Welcome to the Little Black Chalet located in Basye, Virginia. Minutes from the four-season Bryce Resort, Lake Laura, restaurants, orchards and wineries. Enjoy the updated contemporary and open floor plan. The house accommodates up to 6 guests, with a king bed in the loft, and two private bedrooms on the main level: with full size and 2 twin beds. The chalet includes stainless appliances, gas grill, fire pit, w/d, high-speed wifi and cable TV. Follow us on IG @littleblackchalet

Top Guest favourite
Mountains are visible in the distance, showcasing gentle slopes and a partially snow-covered landscape. Wispy clouds stretch across the sky, with soft sunlight breaking through, highlighting the tranquil beauty of the natural surroundings.
Chalet in Tucker County
4.93 out of 5 average rating, 181 reviews

The Davis Ridge - Mt Views, Fireplace, Balcony

This beautiful property is centrally located close to Davis, Thomas and Canaan Valley's most famous attractions. Witness the sunrises and sunsets over the mountains from the balcony, take a dip in the heated seasonal pool, get cozy and warm next to the wood fireplace (free firewood included), cook a delicious meal on the outdoor grill, and end the day toasting from the balcony and cuddled by the fire. You're only a few minutes from all the major sites and attractions in the area.

Top Guest favourite
An elevated view captures a spacious living area, featuring large triangular windows that invite natural light. A stone fireplace is framed by two blue sofas, accompanied by a wooden dining table with black chairs. The patio area is visible through the glass doors, extending the living space outdoors.
Chalet in Purcellville
4.98 out of 5 average rating, 110 reviews

Chalet at Harpers Ferry for Family Gatherings

Imagine waking up in your private, gated mountain vacation home nestled in nature yet minutes from history & adventuring. The upper level is your private en-suite retreat with a comfy mattress, superb linens & spa like bath. Settle in to the cozy reading alcove & enjoy the mountain vistas. On the main level is a mobility friendly queen bedroom, full bath, kitchen, dining room, & living room. Relax in the hot tub or at the fire-pit & enjoy mountain views & starry nights.

Top Guest favourite
A cozy living area features a brown leather sofa adorned with decorative pillows. An orange accent chair sits beside a small wooden coffee table. A gas fireplace is positioned in the corner, providing warmth. Windows allow natural light to fill the space, with green trees visible outside.
Chalet in Oakland
4.99 out of 5 average rating, 138 reviews

The Dacha - Lake Views, Hot Tub, minutes from Wisp

The Dacha is in a forested space on a hill with filtered views of the lake, close to all local attractions, but away from the drone of motorboats and lake noise. The cozy cabin offers a hot tub, deck, gas fireplace, fire pit, well equipped kitchen, an arcade, games, and local wildlife! The home is furnished to be family friendly, suitable for young children and friends alike, and with conveniences we use in our daily lives. We welcome you to enjoy it with us.

Guest favourite
A warm living area features a circular wooden coffee table atop a neutral area rug. A cozy sofa with decorative pillows is positioned nearby, complemented by patterned curtains framing the windows. A black wood stove adds a rustic touch, and a television is visible next to a board game collection.
Chalet in Basye
4.83 out of 5 average rating, 114 reviews

Hot Tub Nature Retreat 2 min to Bryce Resort

Escape to Robin’s Nest—a cozy-chic chalet at Bryce Resort! This peaceful 2BR/2BA retreat features a private HOT TUB, spa-inspired bathrooms, and fully-equipped kitchen. Enjoy a stocked coffee corner, jacuzzi bathtub, gas fire pit table, charcoal grill, Roku TVs and board games. Ideal for couples, families, and remote workers seeking a stylish, four-season retreat for après-ski relaxation, summer lake days, or wine country weekends.

Top Guest favourite
An outdoor deck illuminated at night features comfortable seating arranged around a fire table. A large umbrella is positioned over the dining area, and the house is adorned with soft string lights. The surrounding trees provide a natural backdrop to the inviting space.
Chalet in Hedgesville
4.98 out of 5 average rating, 161 reviews

All Seasons Retreat - Screened Porch - Fire Pit

Be amongst the trees! All Seasons Retreat is nestled near the top of the mountain in The Woods. Come enjoy the mountain views and relax on the 50-foot deck surrounded by trees. If you love nature and the outdoors, this is the place for you. Create s’more memories in the most incredible fire pit village! You also have full access to all the resort amenities.

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