Chalet holiday rentals in Western Maryland

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Top-rated chalet rentals in Western Maryland

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Top guest favourite

Chalet in Boonsboro

4.94 out of 5 average rating, 572 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, 160 reviews

Serene Laurel Highlands Getaway w/Deck and Sunroom

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!

Top guest favourite

Chalet in Berkeley Springs

4.96 out of 5 average rating, 172 reviews

Exclusive Mountain Lodge and Unmatched Hospitality

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 Farmington

4.98 out of 5 average rating, 173 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

4.92 out of 5 average rating, 159 reviews

The Davis Ridge - Heated Pool, Mt Views, Location!

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.

Superhost

Chalet in Basye

4.81 out of 5 average rating, 172 reviews

House over The Pond w/ Game Rooms, Views

Nestled in the Shenandoah mountains, perched over a glimmering pond, step through 2 hand-carved doors to find yourself warmly welcomed into our spacious 5 bedroom, 5 bathroom home. ✓ Conversation pit and floating fireplace with cathedral ceilings ✓ Full kitchen, stocked and ready ✓ A bathroom for each bedroom ✓ 6 comfortable beds ✓ 3 game rooms (air hockey, darts, foosball, and pool) ✓ 6 covered decks ✓ 50” TV with Roku ✓ Full-sized washer/dryer ✓ Fast Internet to work from home

Superhost

Chalet in Basye

4.92 out of 5 average rating, 106 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.

Guest favourite

Chalet in Acme

4.94 out of 5 average rating, 263 reviews

Secluded Chalet near Ohiopyle and Seven Springs

Leave the bustle behind for the whispering oaks and calming embrace of our renovated Laurel Highlands chalet. Enjoy grilling on the deck, sitting around the fire ring, watching wildlife in the woods, or reconnecting with friends and family inside the cozy chalet. Shrouded by towering oak trees, the chalet is quiet and feels secluded. Yet, it’s only minutes away from Ohiopyle, Seven Springs, Fallingwater, and other popular attractions in the Laurel Highlands.

Guest favourite

Chalet in Mount Jackson

4.95 out of 5 average rating, 288 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

Chalet in Central City

4.95 out of 5 average rating, 107 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!

Guest favourite

Chalet in Great Cacapon

4.95 out of 5 average rating, 432 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 in Mount Jackson

4.98 out of 5 average rating, 439 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