Chalet holiday rentals in Western Maryland

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Western Maryland

Guests agree: these chalets are highly rated for location, cleanliness and more.

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Top guest favourite

The exterior of a large mountain retreat is showcased against a vibrant sunset. The structure features a combination of wood and stone, with multiple windows allowing natural light. A spacious deck wraps around the front, surrounded by lush greenery and colorful trees.

Chalet in Berkeley Springs

4.97 out of 5 average rating, 101 reviews

OMG Views~Movie & Game Room~3 Levels~HotTub~Gated

Imagine waking up on top of the mountain to arguably the best view in Berkeley Springs! Enjoy the private gated luxury of Rowland Ridge! 🌞Stunning panaramic sunrises 💥Rare 3 lvl Custom-built 5,000+ sqft. ⛰MountainTop on 9 acres 🛒3.8 Miles to town 👉Screened porch & HOTTUB 🌲Huge deck, patio furniture & Gas Grill 🛌6 Bedrooms 12 beds 🛀3 FULL Baths 🎞Movie Rm with 85" TV 🏈Game Room Pool Table, wet bar, Foosball & Poker Table 🖥FAST WI-FI dedicated work space 🥩Fully stocked Chefs kitchen

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

4.95 out of 5 average rating, 149 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, 192 reviews

Mountain Woods Getaway—Creek, 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.

Top guest favourite

A rustic outdoor seating area features log benches arranged around a circular fire pit. The red chalet with a flag is visible in the background, surrounded by trees shedding their leaves. A gravel pathway connects the seating area and the chalet.

Chalet in Hedgesville

5 out of 5 average rating, 102 reviews

Cherry Run Chalet

Kick back and relax in this peaceful, stylish chalet at The Woods community in wild and wonderful West Virginia. The 2-acre property backs up to the 23,000-acre Sleepy Creek State Wildlife Area, a hikers dream. The Woods offers 2 golf courses, indoor and outdoor pools, indoor hot tub, tennis, exercise gym and more. The Sports and Spa center is within walking distance from the chalet for self-care pampering. The Clubhouse Grille and Pub is a great option for dine in and carry out. Enjoy!

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, 175 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, 117 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, 257 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

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, 116 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

The A-frame log cabin is illuminated by string lights, showcasing its inviting façade. Large French doors open to a spacious deck, surrounded by trees, with a gravel road leading up to the property. The exterior features a blend of wood tones and a metal roof.

Chalet in Linden

4.96 out of 5 average rating, 109 reviews

Liberty Chalet ~ Mt. Retreat w/4bdr SAUNA & HotTub

Welcome to Liberty Chalet, a beautiful A-frame log cabin nestled near the top of Blue Mountain, styled with a patriotic touch. Situated on 2 acres of serene, wooded land at almost 2000' elevation, this picturesque cabin provides a tranquil retreat from the hustle and bustle of everyday life. Located just a 70 minute drive from DC and only 20 minutes to Front Royal and Shenandoah National Park. Book your stay today and experience the beauty of Liberty Chalet for yourself!

Top guest favourite

A modern two-story cabin with blue siding and a distinctive red door is nestled among trees. A gravel pathway leads to the entrance, while a small seating area is positioned on the porch. Large windows invite natural light and reveal the lush surroundings.

Chalet in Mount Jackson

4.98 out of 5 average rating, 472 reviews

Cozy Mountain Escape

Welcome! 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 P.S. We are dog friendly with no additional pet fee

Top guest favourite

The exterior of a multi-level lodge is displayed, showcasing large windows and a triangular roof. A spacious deck extends from the building, featuring a hammock and wooden railing. The surrounding green lawn adds to the serene atmosphere, complemented by a clear sky above.

Chalet in Front Royal

4.96 out of 5 average rating, 200 reviews

Bear Mountain Lodge

Bear Mountain Lodge is in the Shenandoah mountains, less than 10 minutes to the Skyline Drive - Front Royal entrance. Enjoy hiking trails, the Shenandoah River, wineries, and all of what Front Royal has to offer. Secluded property offers privacy and peace and quiet. Wifi, Cable TV, toilet paper, paper towels, shower towels, pillows, and sheets are provided. Hot Tub! Both Kuerig and drip coffee machines available. Everyday kitchen essentials included.

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, 325 reviews

The Woodpecker's Chalet

The Woodpecker's Chalet is the perfect woodsy retreat with 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.