Chalet holiday rentals in Western Maryland

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Top-rated chalet rentals in Western Maryland

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Guest favourite

Chalet

4.94 out of 5 average rating, 555 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

Guest favourite

Chalet

4.98 out of 5 average rating, 153 reviews

Mountain Woods Getaway—Fireplace, Deck, Firepit

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.

Guest favourite

Chalet

4.95 out of 5 average rating, 130 reviews

The Davis Ridge - Skiing, Fireplace, Mt Views!

This is a beautiful property and 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

Chalet

4.97 out of 5 average rating, 111 reviews

Lodge w/Panoramic Views*Hot tub*King Master Suite

Breezy Point Lodge is located in a rural mountain town. It is a one of a kind luxury retreat. Converted 1943 post & beam barn with rustic lodge decor throughout. Breathtaking views of the Tuscarora Mountains from the well lit living area with giant windows as well as the two outdoor living spaces with new decking and spa. Ideal location for family reunions, hunting trips, scenic adventures, historical sightseeing, & many more. Enjoy a cocktail at the full sized bar at the end of each day.

Guest favourite

Chalet

4.96 out of 5 average rating, 282 reviews

Private (5 Star!) Lake Access Chalet w/ Hot Tub

Lake Forest Chalet is located on a private, dead end secluded lane with very little traffic. Bring your bikes and strollers for a stroll down the lane where kids can play and enjoy themselves without the worry of traffic rushing by. A short walk to the lake! Boat slip, Hot Tub, Firepits, and awesome outdoor area w/ Playset, Cornhole, and horseshoes. 5G internet & desk space in loft! Garage is off limits to guests, for owners use only. Disinfecting deep clean performed before every stay!

Guest favourite

Chalet

4.98 out of 5 average rating, 133 reviews

Skyline getaway• Hot tub• 15min to Shenandoah park

Stop right here — you’ve just found the Shenandoah escape of your dreams! 😍 *Whispering Pines Chalet* is the ultimate hideaway, packed with everything you need for a getaway full of relaxation and fun. Imagine soaking in the hot tub, surrounded by peaceful nature, or toasting marshmallows around the fire pit under a starlit sky. Plus, this charming chalet is minutes away from **Shenandoah National Park** and **Luray Caverns**, This gem books up quickly, so grab your dates now!

Guest favourite

Chalet

4.96 out of 5 average rating, 152 reviews

Exclusive Mountain Lodge and Unmatched Hospitality

Welcome to Be Still, our flagship mountain retreat! Nestled on 2 private wooded acres, this top-rated cabin features 5 spacious bedrooms, 5 full baths, 1 half bath. Relax in the private hot tub, enjoy the pool table and games, or unwind on one of 3 porches. Kids will love the custom bunk room, and evenings are perfect for a campfire under the stars. Just 4 miles from charming downtown Berkeley Springs, WV—ranked one of America’s Top 9 Small Towns—this is the ultimate getaway!

Guest favourite

Chalet

4.87 out of 5 average rating, 182 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

Guest favourite

Chalet

4.96 out of 5 average rating, 265 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.

Guest favourite

Chalet

4.86 out of 5 average rating, 228 reviews

The Mountain House

The Mountain House - Welcome to our precious mountain retreat. Tucked in the Coolfont Mountainside Resort in Berkeley Springs, WV, our four season getaway offers four bedrooms, two bathrooms and a serene natural environment where you are forced to relax and enjoy the outdoor mountains and woods. Take advantage of the hot tub, community pool, beautiful hikes, golf, or the the restaurants, spas and natural warm springs of downtown Berkeley.

Guest favourite

Chalet

4.94 out of 5 average rating, 407 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!

Guest favourite

Chalet

4.98 out of 5 average rating, 421 reviews

Cozy Mountain Escape

The Laurin house by @cozyescapes was started because our family wanted a place to escape to and disconnect from busy everyday life. This cozy home is nestled in woods with mountain views. We encourage you to explore the area with scenic drives or relax at a home away from home! We are excited to provide you the time and space to create an amazing escape experience. Explore & Enjoy, Rachael + Jon