Chalet holiday rentals in Western Maryland

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Top-rated chalet rentals in Western Maryland

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Guest favourite

Chalet in Boonsboro

4.94 out of 5 average rating, 583 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 in Somerset

4.94 out of 5 average rating, 168 reviews

Charming Mountain Chalet Tucked in the Trees

Welcome to The Burrow! This 4 bedroom, 3 bath chalet is located on almost 2 acres right off the main road within minutes of the Hidden Valley Resort entrance. A picturesque chalet, hidden amongst the trees and ready for you to leave your worries at the door and relax. With plenty of space for 8 people to find 'their spot', whether next to the fireplace looking out the sliding glass doors at mountains, by the smart tv with your favorite show, or cooking your go-to meal in the spacious kitchen!

Guest favourite

Chalet in Berkeley Springs

4.96 out of 5 average rating, 179 reviews

5 Bed 6 Bath Mountain Lodge~Secluded~Close to Town

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

Chalet in Swanton

4.97 out of 5 average rating, 115 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

Chalet in Farmington

4.98 out of 5 average rating, 180 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.

Guest favourite

Chalet in Tucker County

4.93 out of 5 average rating, 165 reviews

The Davis Ridge - Mt Views, Fireplace, Balcony

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 in Basye

4.93 out of 5 average rating, 110 reviews

Luxury Moose Retreat- At Bryce Resort

The Luxury Moose Retreat is a gorgeous post and beam home in Bryce Resort in the Shenandoah Valley. This opulent and stunning home is nestled in the woods and is perfect for those seeking privacy and a relaxing stay. This home is dog friendly and perfect for those who love to cook in a chef’s kitchen and have plenty of space to entertain both inside and out. A rare combination of luxury, rustic, modern, and comfort all within a short distance from the hustle of D.C.

Superhost

Chalet in Basye

4.85 out of 5 average rating, 232 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

Chalet in Central City

4.95 out of 5 average rating, 111 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, 444 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!

Superhost

Chalet in Basye

4.9 out of 5 average rating, 147 reviews

Chalet w/ Hot Tub, Fire Pit, Game Room near Bryce

Escape to our peaceful mountain cabin. Just minutes from skiing, hiking, Lake Laura, golf, and mountain biking, it’s the perfect base for outdoor adventure year-round. Unwind on the deck with coffee in hand, breathe in fresh mountain air, and listen to the pines sway. After a day exploring local wineries or Shenandoah Caverns, return to the quiet comfort of the cabin, your serene home away from home.

Top Guest favourite

Chalet in Hedgesville

4.99 out of 5 average rating, 149 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.