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 the house features a modern design with a peaked roof and ample windows. Warm lighting illuminates the deck and walking path, surrounded by lush greenery, creating a welcoming atmosphere. The building is nestled among trees, enhancing the feeling of a serene retreat.

Chalet in Basye

4.97 out of 5 average rating, 142 reviews

Bryce Resort | Hot Tub | Game Room | Sleeps 12

𐦂𖨆𐀪𖠋 Planning a ski trip, mountain biking weekend, or relaxing getaway with friends or family in the heart of the Shenandoah Valley?! 𐦂𖨆𐀪𖠋 The Berkshire is your answer! Thoughtfully designed for relaxed, stress-free group stays. 5 min from Bryce Resort. Close to hiking, lakes, caverns, and national park adventures. Dog-friendly and featuring a hot tub, game room, and multiple hangout spaces on 1.5-acres. Newly renovated w/ 3 levels, it is perfect for making memories together ˗ˋˏ ♡ ˎˊ˗

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, 158 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 Knoxville

4.99 out of 5 average rating, 102 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 spacious living area is highlighted by tall windows, offering views of the surrounding trees. A comfortable sofa faces a brick fireplace, while a dining table is set for two. Natural light filters through sheer curtains, enhancing the inviting ambiance.

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 spacious living area is filled with natural light from large windows overlooking the landscape. A white sectional sofa is positioned around a round coffee table, accompanied by a cozy armchair. A dining space is visible in the background, adding to the welcoming atmosphere.

Chalet in Front Royal

4.94 out of 5 average rating, 129 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.

Top guest favourite

An open doorway reveals a spacious wooden deck overlooking a lush green landscape. Trees and rolling mountains frame the view, creating a serene outdoor setting. Natural light floods the area, enhancing the connection between indoors and 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

Superhost

Chalet in Basye

4.79 out of 5 average rating, 196 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

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, 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

A hot tub is positioned on a wooden deck, surrounded by lush greenery. Soft lighting from string lights above creates a relaxed ambiance. A small table and a patio heater are nearby, enhancing the space for evening relaxation.

Chalet in Linden

4.97 out of 5 average rating, 117 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

An airy living room showcases high ceilings with exposed beams and full-length windows. A stylish sofa faces a coffee table on a patterned area rug. The space features a stone fireplace and a dining area in the background, complemented by modern kitchen amenities.

Chalet in Basye

4.93 out of 5 average rating, 190 reviews

Hot Tub Luxe Retreat • Game Room • Lake • Bryce

Escape to Bluejay Bay—a luxury mountain chalet at Bryce Resort. Enjoy a private HOT TUB, spa-inspired bathrooms, plush bedrooms, Roku TVs, a fully equipped kitchen, cozy coffee corner, fire pit, and double decks near Lake Laura. The game room offers ping pong, foosball, Playstation, and an extensive board game library. Unwind & relax in this stylish & peaceful 2BR + loft retreat. A perfect all-season escape for couples, families, friends groups, and remote work!

Guest favourite

A spacious living area features large triangular windows that provide scenic views of the surrounding mountains. A neutral-colored sectional sofa and an armchair are arranged in the space, complemented by a coffee table and a flat-screen TV positioned on a wooden console.

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.

Superhost

Chalet in Mount Jackson

4.91 out of 5 average rating, 299 reviews

*Hot Tub w. Mtn Views, 2 Fire pits, near Bryce!*

Cinnamon Knoll is a beautiful large A-frame perfect both a romantic getaway or a family/friends retreat. Enjoy sweeping mountain views from the home's large windows, back deck, and hot tub. The home is a great base to explore local wineries, hiking, and nearby Bryce Resort. Conveniently located 2 hrs from DC, 45 minutes from Harrisonburg, and only 20 minutes from Bayse/Bryce Ski Resort.