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

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!

~Close to Downtown~SUPERHOST~Large Family Chalet~
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

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.

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

The Davis Ridge - Mt Views, Fireplace, Balcony
This beautiful property 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.

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.

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!

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!

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

Secluded Chalet near Ohiopyle and Seven Springs

The Cuckoo Chalet

Mountain Myst

The Stargazer - Private Lake Access- 4 bedrooms

A "Sweet Retreat" at Deep Creek & Wisp Ski Resort

Hygge Hideaway

Spectacular Chalet, Timroc II, close to lake, Wisp

Mountain Hideaway - Hot tub/Pond/Fire pit
Luxury chalet rentals

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

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

Whitetail Summit - Shenandoah/hot tub/wineries

Primo Vista! Spectacular views, Dock Slip, Hot Tub

*NEW* HotTub | GameRoom | Large Deck | DogFriendly

4 King Suites | Hot Tub | FirePit | Arcade | Games

Smiling Mountain Lodge

Modern Cabin • Hot Tub • Fire Pit • Pets • Ski
Lakefront chalet rentals

Dillon's Getaway Chalet at Hidden Valley Resort

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, Dock, Game Loft

Lakeside Retreat w/ Hot Tub & Mtn Views at Exhale

R & R Retreat

Amazing Summer Holiday and Mountain Retreat
Destinations to explore
- New York City Holiday rentals
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- Chalet rentals United States
- Wisp Resort
- Timberline Mountain
- Seven Springs Mountain Resort
- Fallingwater
- Idlewild & SoakZone
- White Grass
- Ohiopyle State Park
- Canaan Valley Resort & Conference Center
- Canaan Valley Ski Resort
- West Virginia University
- Green Ridge State Forest
- Rock Gap State Park
- Deep Creek Lake State Park
- Tygart Lake
- Swallow Falls State Park
- Laurel Hill State Park
- Fort Necessity National Battlefield
- Fort Ligonier
- Laurel Ridge State Park
- Coopers Rock State Forest




