
Cottage vacation rentals in Western Maryland
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Western Maryland
Guests agree: these cottages are highly rated for location, cleanliness, and more.

COZY+SEXY Private Country Escape! HOT TUB & Views~
Look no further for privacy, intimacy, & fun~ Foxy is your perfect escape, located in the Shenandoah Valley & surrounded by a 1000 private acres but only 10 minutes from downtown Winchester. Offering a uniquely glamorous experience, surrounded by all the beauty of nature. Indulge in luxury & tranquility with amenities including your own private patio with hot tub and million dollar views of the Blue Ridge Mountains. Inside, a full chef's kitchen leading to a sexy, opulent master bedroom suite...

Hot Tub!, 2 Fire Pits, Huge Deck, Private orchard!
The home is an adorable cottage perfect for both a romantic getaway or a family/friends retreat. Enjoy views of the small orchard on the 3 acre wooded property from the large deck and two firepits. The Orchard Cottage 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 12 minutes from Bayse/Bryce Ski Resort. Only a 15 min drive to I-81 to conveniently access all the Shenandoah Valley has to offer

Sweet Gettysburg Area Cottage Close to Outdoor Fun
Off the beaten path but close to it all, including historic Gettysburg, the Appalachian Trail, Caledonia State Park, and Michaux State Forest. Relax on a large screened-in porch, in the shade of our pines or on the banks of a mountain creek. Access your own streaming accounts through our TV/wifi. Great restaurants are nearby, or make use of our original 1950s efficiency kitchen and dine al fresco. You’re surrounded by wineries, farm markets and even a candy store. Central location to do it all!

Pets? YES! Hot Tub | Fast Wi-Fi | Fire Pit
Moonflower Cottage is a historical farmhouse nestled on two rolling acres in Virginia's wine country. Visit the area's top vineyards, dining, and antique shops. Float down the Shenandoah River. Cap your day sipping cabernet as the sun sets and the cottage blooms like the moonflowers that grow wildly. Bathe in the warm glow of string lights under the grapevine arbor or enjoy a relaxing soak in the spa. Young or old, you are sure to find the vintage that you are looking for at Moonflower Cottage.

Sunrise Cottage in Wine Country
The place for nature lovers and the audiophile! Newly renovated cottage with queen bed and queen sleeper sofa! Situated on five acres, at Sunrise Cottage you can see no other dwellings except those in the valley far below. Lay in bed and watch the sun rise from the East. 60 mile views with a monarch waystation off the deck. Relax in the hot tub or sit around the fire pit. Bathroom has a spa feel with rainfall showerhead. Close to Marriott Ranch for horse trail rides and surrounded by wineries!

Hidden Hill - Cozy Downtown Cottage with Hot Tub!!
Hidden Hill is a renovated 1880’s cottage tucked away just above historic downtown Berkeley Springs. Xfinity high speed internet! Literally steps from spas, restaurants, art, antiques, and nightlife, this cottage also feels hidden just above downtown. Hidden Hill is a great spot to stay while enjoying everything Berkeley Springs has to offer. Explore everything West Virginia has to offer during the day, then retreat to Hidden Hill for the convenience of restaurants and bars at your doorstep.

Shenandoah Riverfront and Mountain View Cottage
The Misty River Cottage is located on one of the seven bends of the Shenandoah River and at the base of the Massanutten Mountain. It was designed, built and furnished with the goal of being one of the nicest options in the Shenandoah Valley. With views of the river and mountains from every room. Ensuite bathrooms in each of the two bedrooms. A custom built bunk bed for larger groups. Heated floors, spectacular outdoor space and direct river access all within a short drive to Woodstock.

Hidden Hideaway
Welcome to your retreat, your Hidden Hideaway. Leave the hustle and bustle of the city to relax and rejuvenate in Lost River. This luxury minimalist cabin has everything you want and need whether you are looking for a quick weekend getaway or a month-long working vacation. Immerse yourself in nature on the screened in porch, gaze into the Milky Way stars as you sit around the fire pit, or curl up with a book in the sun drenched reading nook, you will find what you need at Hidden Hideaway.

Unique historic home - Springhouse 1803
If you are looking for a unique place to stay, come visit us at Springhouse 1803. Yes, there really is a spring under the house. After sitting empty for 20+ years, the house has been restored to be lived in again and it has maintained much of its colonial charm. The house has all the amenities you need for a comfortable stay. NOT A PARTY HOUSE, OWNER IS ON SITE in separate house. If you're looking for a day that is blocked, you can inquiry if it's available, see below for more details.

The Cottage
Need some time to refresh? Spending time in the foothills of the Skyline Drive at our cozy cottage may be for you. Well behaved dogs are welcome but not on furniture. The driveway is long and home is very secluded. Winter access will be subject to weather conditions. Driveway does not get plowed and gets rutty during rainy periods. Cell service is spotty on Browntown road. The cottage has a landline and wifi. Use your wifi calling feature for cell phone use. More info under photos.

The River House
A cozy, spacious and private get away with access to entire finished house. Located river front of the South Branch of the Potomac River, giving it the best view in the area. This cottage is also within 3 miles of C&O Canal, 17 miles from Historical Romney, 15 miles to Cumberland, MD and 10 miles to the Paw Paw, WV tunnel. 2 kayaks and 1 canoe available for river excursions. Come enjoy hiking, biking, kayaking, fishing or simply soak in all nature has to offer in the backyard.

The Creekside Cottage: Downtown | Pet-Friendly
Welcome to the Creekside Cottage, a 2 bedroom/1.5 bathroom spacious home, offering a secluded escape by the creek yet just a short stroll through the gardens of Shepherdstown to shopping and dining. Perfect for getaways, family visits, or university stays, this Creekside Cottage offers a roomy interior, cozy living room, modern kitchen, fire pit, and a private patio & porch to be enjoyed along the Town Run.
Popular amenities for Western Maryland cottage rentals
Cottage rentals with a hot tub

*Deep Retreat* Fenced Dog Yard-Hot Tub-Fire Pit

Holly Tree Retreat Located In Beautiful Luray, VA.

Round House w Mountain View | Hot Tub

Copper Flat Cottage

*Cottage @ Firefly Cellars* VA Wine Country escape

Mom's Cottage

Dreamy Steam Front Cottage w/ Hot Tub and Fire Pit

Cottage at Lost River Ridge
Pet-friendly cottage rentals

Nice and Cozy Rental

Mid century modern getaway cottage near Ohiopyle

Lost River Dog/Bike friendly 3BR/2BA-large deck

Town Square Cottage | Walk to all of downtown HF

Waterfront Cottage at Goose Creek

Stone School House - Minutes from Harper's Ferry

Mountain Oasis Cottage

Charming "Cream of the Crop" Cape ~❤️of Middletown
Private cottage rentals

The Cottage at B and M Journey Farm

The Orchard Oasis: Charming & Romantic Farm Stay

Shenandoah Riverfront - Happy Peach Cottage

Modern, private cottage at Fairview Organic Farm

NEW * The Getaway Cottage at Rocky Marsh Farm

The GW Hollida Cottage of Shepherdstown

The Soper House-A Quaint & Lovely Country Getaway

The Cottage at Stonecroft
Destinations to explore
- New York Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Columbus Vacation rentals
- Pittsburgh Vacation rentals
- Ocean City Vacation rentals
- Cleveland Vacation rentals
- Virginia Beach Vacation rentals
- Cincinnati Vacation rentals
- Raleigh Vacation rentals
- Detroit Vacation rentals
- Niagara Falls Vacation rentals
- Rentals with a patio Western Maryland
- Campsite rentals Western Maryland
- Rentals with a fire pit Western Maryland
- Townhouse rentals Western Maryland
- Bed and breakfasts Western Maryland
- RV rentals Western Maryland
- Rentals with lake access Western Maryland
- Apartment rentals Western Maryland
- Pet-friendly rentals Western Maryland
- Rentals with a fireplace Western Maryland
- House rentals Western Maryland
- Smoking-friendly rentals Western Maryland
- Rentals with a sauna Western Maryland
- Rentals with an EV charger Western Maryland
- Rentals with pools Western Maryland
- Fitness-friendly rentals Western Maryland
- Hotel rooms Western Maryland
- Rentals with outdoor seating Western Maryland
- Rentals with a washer and dryer Western Maryland
- Rentals with beach access Western Maryland
- Rentals with a kayak Western Maryland
- Farmstay rentals Western Maryland
- Rentals with a home theater Western Maryland
- Boutique hotels Western Maryland
- Cabin rentals Western Maryland
- Condo rentals Western Maryland
- Tiny house rentals Western Maryland
- Private suite rentals Western Maryland
- Rentals with a hot tub Western Maryland
- Chalet rentals Western Maryland
- Rentals with breakfast Western Maryland
- Ski-in/ski-out rentals Western Maryland
- Guesthouse rentals Western Maryland
- Waterfront rentals Western Maryland
- Family-friendly rentals Western Maryland
- Cottage rentals Maryland
- Cottage rentals United States
- Fallingwater
- Wisp Resort
- Seven Springs Mountain Resort
- Timberline Mountain
- Ohiopyle State Park
- Idlewild & SoakZone
- Canaan Valley Resort & Conference Center
- Blackwater Falls State Park
- Canaan Valley Ski Resort
- Tygart Lake
- White Grass
- Rock Gap State Park
- West Virginia University
- Deep Creek Lake State Park
- Swallow Falls State Park
- Laurel Hill State Park
- Green Ridge State Forest
- Fort Ligonier
- Fort Necessity National Battlefield
- Coopers Rock State Forest
- Laurel Ridge State Park
- Shawnee State Park
- Laurel Mountain Ski Resort
- Lodestone Golf Course





