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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Guest favourite

Chalet in Somerset

4.93 out of 5 average rating, 196 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

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

4.94 out of 5 average rating, 161 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

4.94 out of 5 average rating, 188 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.

Top guest favourite

Chalet in Knoxville

4.99 out of 5 average rating, 104 reviews

4 King Suites | HotTub | FirePit |PingPong |Arcade

Welcome to Haven Away, where you can escape to your own mountain paradise! This newly built hideaway offers 4 king luxurious ensuite bedrooms, a chef's kitchen, a relaxing saltwater hot tub, a game room with arcade machine, ping pong, yoga mats AND hi speed internet. Enjoy board games and outdoor activities on a private 3-acre wooded estate. - 17 min drive to Harpers Ferry - 20 min drive to Shepherdstown - 30 min drive to hip and happening Frederick, VA - 50 mins to Whitetail Ski Resort

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, 103 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!

Top guest favourite

A warmly lit bedroom features a spacious bed with neatly arranged pillows and a cozy blanket draped over it. The wooden walls create a rustic feel, with string lights adding a soft glow. Two bedside tables frame either side of the bed, and windows offer views of nature.

Chalet in Mount Jackson

4.98 out of 5 average rating, 478 reviews

Cozy Mountain Escape

Welcome! The Laurin house by @cozyescapes was created as a place for our family to slow down, unplug, and reconnect—and we hope it feels that way for you too. Tucked in the woods with peaceful mountain views, it’s perfect for slow mornings, cozy nights, and everything in between. Explore scenic drives nearby or simply settle in and enjoy the quiet. We hope this feels like your home away from home. Explore & Enjoy, Rachael + Jon P.S. We are dog friendly with no additional pet fee

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, 264 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

Chalet in Purcellville

4.98 out of 5 average rating, 123 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

4.97 out of 5 average rating, 119 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!

Guest favourite

The exterior of Bear Mountain Lodge showcases a spacious, multi-level structure framed by lush green hills and mature trees. Large windows reflect the landscape, providing plenty of natural light. A winding driveway leads to the entrance, accentuating the peaceful, secluded setting.

Chalet in Front Royal

4.96 out of 5 average rating, 201 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

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, 116 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

A warm living area features a circular wooden coffee table atop a neutral area rug. A cozy sofa with decorative pillows is positioned nearby, complemented by patterned curtains framing the windows. A black wood stove adds a rustic touch, and a television is visible next to a board game collection.

Chalet in Basye

4.83 out of 5 average rating, 131 reviews

Hot Tub Nature Retreat 2 min to Bryce Resort

Escape to Robin’s Nest—a cozy-chic chalet at Bryce Resort! This peaceful 2BR/2BA retreat features a private HOT TUB, spa-inspired bathrooms, and fully-equipped kitchen. Enjoy a stocked coffee corner, jacuzzi bathtub, gas fire pit table, charcoal grill, Roku TVs and board games. Ideal for couples, families, and remote workers seeking a stylish, four-season retreat for après-ski relaxation, summer lake days, or wine country weekends.