
Cottage holiday rentals in Western Maryland
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Top-rated cottage rentals in Western Maryland
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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...
4.99 out of 5 average rating, 496 reviews
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
4.92 out of 5 average rating, 150 reviews
Cottage at Lost River Ridge
"This is a beautiful house and the perfect peaceful weekend getaway." -Guest With a hot tub, king beds, complimentary firewood, fully equipped kitchen, and 75-inch TV for movie night, this is the secluded mountain oasis you've been dreaming of for that much-needed getaway! When you're not roasting smores over the fire, or soaking in the hot tub, take a trip into town and experience local gems like a bustling farmer's market, tasty eateries, charming shops, and a wealth of outdoor activities!
4.99 out of 5 average rating, 176 reviews
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!
4.94 out of 5 average rating, 201 reviews
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.
4.93 out of 5 average rating, 517 reviews
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.
4.99 out of 5 average rating, 131 reviews
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.
4.96 out of 5 average rating, 470 reviews
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.
4.97 out of 5 average rating, 591 reviews
NEW * The Getaway Cottage at Rocky Marsh Farm
Welcome to The Getaway Cottage, a charming two-bedroom, two-bath home nestled in a peaceful country setting, located just 3.5 miles from Shepherdstown. Our location offers easy access to all the exciting activities and attractions the eastern panhandle has to offer, enjoy a short country side drive to dining, shopping, hiking trails, white water rafting and kayaking adventures. The historic town of Harpers Ferry is a short 25-minute drive away, and 15 minutes to Antietam Battlefield.
4.97 out of 5 average rating, 227 reviews
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.
4.98 out of 5 average rating, 130 reviews
The Soper House-A Quaint & Lovely Country Getaway
The Soper House is a 1,000 sq.ft. ranch-style home with 3 bedrooms & 1 bath perfectly situated on a 5 acre farmette. Located in Fauquier County, VA. also known as Hunt, Horse & Wine country, each of the bedrooms uniquely displaying these historical themes. This charming cottage has a fully functional eat-in kitchen, a living room & a mudroom with W/D for your use. There are a few neighbors that are visible & we live in the adjacent property & can be easily available.
4.96 out of 5 average rating, 395 reviews
River Front Retreat *HotTub-FirePit-Kayaks*
Unplug and unwind. *River Front *Steps away from Cacapon River with easy access *Hot tub facing river *Kayaks with Life vests on property *Decks with BBQ and dining Alfresco *Two Fire pits: River Front Wood Fire pit and Propane on the Deck *Yard games/board games *Wi-Fi and Smart TV. *Comfy beds/black out curtains *Pet-Friendly ($25/day for 2 dogs) ***pet policy below Come step into nature and nurture your spirit at our riverfront haven.
5.0 out of 5 average rating, 111 reviewsPopular amenities for cottage rentals in Western Maryland
Cottage rentals with a hot tub

Dreamy Steam Front Cottage w/ Hot Tub and Fire Pit
4.85 out of 5 average rating, 234 reviews
*Deep Retreat* Fenced Dog Yard-Hot Tub-Fire Pit
4.92 out of 5 average rating, 296 reviews
*Cottage @ Firefly Cellars* VA Wine Country escape
4.95 out of 5 average rating, 427 reviews
Holly Tree Retreat Located In Beautiful Luray, VA.
4.97 out of 5 average rating, 405 reviews
Entire Cottage w/ Additional Creek Cabin
4.95 out of 5 average rating, 193 reviews
Pets? YES! Hot Tub | Fast Wi-Fi | Fire Pit
4.96 out of 5 average rating, 157 reviews
Harper's Ferry Tree House/ hot tub / nature/ trees
4.95 out of 5 average rating, 235 reviews
Cozy Home w/ Theater, Hot Tub, Mtn Views
4.98 out of 5 average rating, 205 reviewsPet-friendly cottage rentals

Luxe Mountain Escape Near Upperville + Middleburg
4.97 out of 5 average rating, 359 reviews
The Cottage at Forest Hills Farm
4.92 out of 5 average rating, 412 reviews
Hidden Hideaway
4.97 out of 5 average rating, 132 reviews
Muse Vineyards Farmhouse, w Seasonal Pool!
4.98 out of 5 average rating, 225 reviews
Garden Oasis outdoor entertainment at FrogPointe.
4.92 out of 5 average rating, 142 reviews
Cozy Country Getaway in the Heart of Upperville
4.9 out of 5 average rating, 110 reviews
Guest Cottage on Historic Estate & Cattle Farm
4.99 out of 5 average rating, 164 reviews
Charming "Cream of the Crop" Cape ~❤️of Middletown
4.91 out of 5 average rating, 331 reviewsPrivate cottage rentals

Private 24-Acre Countryside Retreat - No Fees!
4.92 out of 5 average rating, 228 reviews
Riverfront Cottage in Shepherdstown, WV
4.91 out of 5 average rating, 314 reviews
Last Rodeo Cottage
4.97 out of 5 average rating, 489 reviews
The Cottage at the Barb Farm
4.94 out of 5 average rating, 487 reviews
Snickers Gap Cottage
4.99 out of 5 average rating, 175 reviews
Modern, private cottage at Fairview Organic Farm
4.96 out of 5 average rating, 231 reviews
Carrot Top Cottage surrounded by National Park
4.94 out of 5 average rating, 424 reviews
Mountain View with pond/cottage in front royal VA
4.91 out of 5 average rating, 421 reviewsDestinations to explore
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- Seven Springs Mountain Resort
- Fallingwater
- Wisp Resort
- Timberline Mountain
- Ohiopyle State Park
- Idlewild & SoakZone
- Blackwater Falls State Park
- Tygart Lake
- Canaan Valley Resort & Conference Center
- Rock Gap State Park
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- Deep Creek Lake State Park
- Laurel Hill State Park
- Green Ridge State Forest
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- Fort Necessity National Battlefield
- Laurel Ridge State Park
- Linn Run State Park
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