
Chalet holiday rentals in Western Maryland
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Top-rated chalet rentals in Western Maryland
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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

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˗

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.

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.

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

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!

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

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

The Dacha - Cozy with Lake Views, Hot Tub,
The Dacha is in a forested space on a hill with filtered views of the lake, close to all local attractions, but away from the drone of motorboats and lake noise. The cozy cabin offers a hot tub, deck, gas fireplace, fire pit, well equipped kitchen, an arcade, EV Charger, games, and local wildlife! The home is furnished to be family friendly, suitable for young children and friends alike, and with conveniences we use in our daily lives. We welcome you to enjoy it with us.

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!

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!

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!
Popular amenities for chalet rentals in Western Maryland
Family-friendly chalet rentals

Bear Mountain Lodge

Luxury Chalet: Sauna, Hot Tub, Views, Tesla EV

The Cuckoo Chalet

The Mountain House

Bright & Clean Chalet with Hot Tub

Cozy Mountain Escape

Paddler's Lane Retreat - Riverside Chalet

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub
Luxury chalet rentals

Shenandoah Chalet|Hot Tub|Sauna|Theater|Game Room

Sleeps 16+ • Views • Hot Tub • Theater • Game Room

Serenity Sunsets! 2.8miles to WISP, hot-tub, pets

Whitetail Summit - Shenandoah/hot tub/wineries

Chalet at Harpers Ferry for Family Gatherings

Big, Bright SLOPESIDE Ski Chalet, Outdoor Hot Tub!

Lakeview Chalet | Hot Tub | 120” Projector

Smiling Mountain Lodge
Lakefront chalet rentals

Dillon's Getaway Chalet at Hidden Valley Resort

Romantic Mtn Retreat | Lake + Hot Tub at Exhale

Drake's Nest on Deep Creek Lake

Deep Creek Lake - Lakefront pup-friendly Chalet!

Hartwood Haven - Steps from lake, boat slip & fun!

Lakefront A-Frame | Hot Tub, Private Dock, Views

Lakeside Retreat w/ Hot Tub & Mtn Views at Exhale

Rustic Retreat
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- Fallingwater
- Wisp Resort
- Seven Springs Mountain Resort
- Timberline Mountain
- Ohiopyle State Park
- Idlewild & SoakZone
- Blackwater Falls State Park
- Tygart Lake
- Canaan Valley Resort & Conference Center
- Rock Gap State Park
- Canaan Valley Ski Resort
- White Grass
- Deep Creek Lake State Park
- Swallow Falls State Park
- Laurel Hill State Park
- Green Ridge State Forest
- Coopers Rock State Forest
- Fort Ligonier
- Fort Necessity National Battlefield
- Laurel Ridge State Park
- Laurel Mountain Ski Resort
- Shawnee State Park
- Lodestone Golf Course
- Linn Run State Park





