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, 591 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
Chalet in Berkeley Springs
4.96 out of 5 average rating, 184 reviews

5 Bd 6ba Lodge~Secluded~Close tTown~Campfire Nites

Be Still, our flagship mountain retreat!Experience an elevated escape to Berkeley Springs 8 person Hot Tub 🌳Screened in porch+2 open Decks 🥾Direct access to hiking trails PRO TIP:leads to brewery 👙Community Pool+Kiddie Pool+Jacuzzi (seasonal) 🛋️3 Family Rooms 🪵Massive Firepit+provided Firewood+Grill 🔥Cozy Propane Fireplace 🎲Pool Table+Shuffleboard table+Board Games+DVD Library 📺WIFI+two 65in TVs 🛏️5 comfy bedrooms 💆🏼‍♀️5 FULL Bathrooms+1/2 bath 🛍️5 min to downtown Berkeley Springs

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, 129 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.

Guest favourite
A spacious great room features a large sectional sofa in rich orange, inviting relaxation. Tall windows allow natural light to fill the space, offering views of the surrounding forest. A decorative area rug anchors the seating area, complemented by a coffee table and thoughtfully arranged decor.
Chalet in Hedgesville
4.93 out of 5 average rating, 169 reviews

Starcatcher Chalet, The Woods Resort

Enjoy a fun, relaxing stay at our completely renovated chalet in The Woods Resort in beautiful Berkeley County, WV--a 90-minute drive from the Washington DC-Baltimore Metro Area. You'll be in the heart of the WV Eastern panhandle, close to Sleepy Creek, Berkeley Springs, Cacapon State Park, Antietam National Battlefield, and more. The Woods Resort amenities (fees apply) include a spa, restaurant, and two golf courses, three swimming pools, tennis, pickleball, fitness, and a playground.

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
4.87 out of 5 average rating, 106 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, 171 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, 107 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.

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, 177 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.

Guest favourite
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, 245 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, w/ 1 king sized bed in the loft, and two private bedrooms: w/ full size and 2 twin. The chalet includes stainless appliances, grill, fire pit, w/d, high-speed wifi and cable TV. Follow us on IG @littleblackchalet

Top guest favourite
The interior of the cabin features high ceilings with charming pine wood paneling and large windows that offer views of the surrounding nature. A cozy seating area is arranged around a wooden coffee table, with a mix of soft textures and a decorative rug anchoring the space.
Chalet in Mount Jackson
4.95 out of 5 average rating, 313 reviews

The Woodpecker's Chalet

The Woodpecker's Chalet is the perfect woodsy retreat with gorgeous sunrise views of George Washington National Forest. The cabin is updated and fully equipped with everything you need for a cozy retreat in, or the perfect landing spot to visit local wineries, hike, and explore the Shenandoah Valley! We are dog friendly- happy to welcome you and your dog but do require an additional fee of 50$. At this time the only pets we allow are dogs.

Top guest favourite
A fire pit is illuminated in warm tones, with 'Lakefront Libations' cut into its metal design. Surrounding stones create a rustic border, while the serene lake glimmers softly in the background under a twilight sky. Gentle waves can be seen lapping at the shore.
Chalet in Central City
4.96 out of 5 average rating, 115 reviews

Romantic Lake Front Chalet w/Private Hot tub

A unique and secluded lakefront chalet tucked away in a canopy of beautiful oak trees. Lakefront Libations is located on Indian Lake and boasts modern amenities in the heart of nature. You can relax in the hot tub, kayak on the pristine lake or enjoy your favorite drink by the firepit. This chalet is close to ski resorts, marina, ATV parks, golf courses and the Flight 93 Memorial. Your intimate escape to the Laural Highlands awaits you!

Top guest favourite
Chalet in Great Cacapon
4.95 out of 5 average rating, 454 reviews

Fern Haven - Waterfront Chalet w/ WiFi & Hot tub!

Fern Haven is large waterfront home with space for the entire family! This home boasts 3 bedrooms and 3 baths with plenty of space outside for additional friends and family. Enjoy the sound of the river as you relax on the deck! Just 2 hours from DC, Baltimore and 2.5 hours from Philly and PBH. Bring your fishing poles, canoes, kayaks, or water wings and come enjoy this beautiful piece of West Virginia!

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