Chalet vacation rentals in Western Maryland

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Top-rated chalet rentals in Western Maryland

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Guest favorite

Chalet in Boonsboro

4.94 out of 5 average rating, 523 reviews

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

Mar 6 – 13

R6,391 ZAR per night

Guest favorite

Chalet in Farmington

4.98 out of 5 average rating, 120 reviews

Mountain Woods Getaway—Fireplace, Deck, Firepit

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.

Feb 20 – 27

R3,730 ZAR per night

Guest favorite

Chalet in Basye

4.93 out of 5 average rating, 151 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, chef's kitchen and spa-like bathroom. It can accommodate up to 6 guests, w/ 1 king sized bed in the loft, and two private bedrooms: w/ full size and 2 twin. The chalet includes stainless appliances, grill, fire pit, w/d, high-speed wifi and cable TV. Follow us on IG @littleblackchalet

Jun 3 – 10

R3,424 ZAR per night

Guest favorite

Chalet in Berkeley Springs

4.95 out of 5 average rating, 126 reviews

WV Top 10 Vacation Home~POOL~Hike~Bike~Brewery~SPA

Gather your friends and family and come breathe in the crisp clean mountain air. We redefine relaxation in our peaceful secluded Luxury Mountain Chalet. “Be Still”. More than a rental, its an experience! "A phenomenal home and host. Cannot say enough great things about our experience at “Be Still” & host, Katie. Home was even better than the description & photos conveyed. And Katie was extremely responsive. It was above & beyond our expectations on every level. Simply perfect!" - Sarah

Nov 18 – 25

R11,259 ZAR per night

Guest favorite

Chalet in Oakland

4.96 out of 5 average rating, 248 reviews

Private (5 Star!) Lake Access Chalet w/ Hot Tub

Lake Forest Chalet is located on a private, dead end secluded lane with very little traffic. Bring your bikes and strollers for a stroll down the lane where kids can play and enjoy themselves without the worry of traffic rushing by. A short walk to the lake! Boat slip, Hot Tub, Firepits, and awesome outdoor area w/ Playset, Cornhole, and horseshoes. 5G internet & desk space in loft! Garage is off limits to guests, for owners use only. Disinfecting deep clean performed before every stay!

Oct 25 – Nov 1

R7,933 ZAR per night

Guest favorite

Chalet in Acme

4.95 out of 5 average rating, 177 reviews

Secluded Chalet near Ohiopyle and Seven Springs

Leave the bustle behind for the whispering oaks and calming embrace of our renovated Laurel Highlands chalet. Enjoy grilling on the deck, sitting around the fire ring, watching wildlife in the woods, or reconnecting with friends and family inside the cozy chalet. Shrouded by towering oak trees, the chalet is quiet and feels secluded. Yet, it’s only minutes away from Ohiopyle, Seven Springs, Fallingwater, and other popular attractions in the Laurel Highlands.

Dec 3 – 10

R3,389 ZAR per night

Guest favorite

Chalet in Shepherdstown

4.92 out of 5 average rating, 214 reviews

River’s Edge Retreat on the Deep Water Potomac

Welcome to this patch of serenity on the river's edge, to this hideaway. Take a seat. Decompress a moment. Take note of the expanse at your purview. This is your temporary home. This is your reprieve from the pin numbers, passwords, online postings, news alerts and the 24/7 world that so consumes us. Here you will find a home that touts all the modern conveniences while ensconced in another time, a slower time, a time of reflection if you are so inclined.

Mar 11 – 18

R3,723 ZAR per night

Guest favorite

Chalet in Front Royal

4.96 out of 5 average rating, 180 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.

Mar 2 – 9

R6,480 ZAR per night

Guest favorite

Chalet in Mount Jackson

4.97 out of 5 average rating, 221 reviews

The Woodpecker's Chalet

The Woodpecker's Chalet is the perfect woodsy retreat with gorgeous 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 while we allow dogs, we do not allow cats.

Aug 27 – Sep 3

R3,950 ZAR per night

Guest favorite

Chalet in Great Cacapon

4.94 out of 5 average rating, 372 reviews

Fern Haven - Waterfront Chalet w/ WiFi & Hot tub!

Fern Haven is large waterfront home with space for the entire family! This home boasts 3 bedrooms and 3 baths with plenty of space outside for additional friends and family. Enjoy the sound of the river as you relax on the deck! Just 2 hours from DC, Baltimore and 2.5 hours from Philly and PBH. Bring your fishing poles, canoes, kayaks, or water wings and come enjoy this beautiful piece of West Virginia!

Dec 12 – 19

R4,512 ZAR per night

Guest favorite

Chalet in Berkeley Springs

4.94 out of 5 average rating, 559 reviews

Moss Hill ~ Cozy Cabin w/Hot Tub & Fast Wi-Fi!

Well-appointed chalet cabin nestled among the trees. This cozy cabin offers two bedrooms, one full bathroom, outdoor shower, & hot tub on five wooded acres. Spacious outdoor deck, screened in porch with TV, hammock, fire pit, streaming TV, extremely fast Starlink internet, fully stocked kitchen, gas grill, and covered parking. Close to town and Cacapon State Park. No cleaning fees and pet friendly!

Jan 17 – 24

R3,088 ZAR per night

Guest favorite

Chalet in Mount Jackson

4.98 out of 5 average rating, 378 reviews

Cozy Mountain Escape

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

Aug 21 – 28

R3,860 ZAR per night