
Cottage holiday rentals in Cumberland
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Top-rated cottage rentals in Cumberland
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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...

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.

The Cottage on the Hill
Nestled against a hillside, at the end of a small city lane, sits a charming private retreat. Park in one of your reserved spaces and step down to a unique retreat high above the city to enjoy a vintage cottage with modern amenities. Walk to Historic Cumberland, enjoy local and regional attractions, or stay in and grill, build a fire, or play pool, poker, board or yard games. Well appointed, fully equipped, and with a beautiful view, come relax and enjoy this one of a kind location.

Mountain Oasis Cottage
Our Cottage is located at the base of a mountain on a dead end road it is very tranquil with a lot of deer that feed in the back yard. We are 15 minutes from the city of Cumberland Maryland where the “Western Maryland Bike Trail” is located and 30 minutes from historic Bedford, PA. The Cottage has two bedrooms that each feature queen size beds, one living room with a pull out queen size sofa bed, and a sitting room with a full size pull out sofa bed. Heated and cooled w/ mini splits.

No Cleaning Fee • Modern Home in central location!
WINTER TRAVELERS Situated on one of the higher hilltops of the Laurel Mountains, this retreat offers convenient access to winter activities. Indoor and outdoor ski/snowboard racks, boot and glove warmers, plus winter essentials. 4x4 recommended in winter. Less than 15 miles from Seven Springs and Ohiopyle, making it simple to enjoy the best of the Laurel Highlands. Nearby attractions: • Ohiopyle, 13 mi • Seven Springs, 9 mi • Hidden Valley, 14 mi • Laurel Ridge XC Ski Center, 3.4

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.

Deep Creek Lake Cozy Cottage (Dog Friendly)
Bright, light, newly renovated lake cottage situated on a wooded lot, with cozy fireplace, large deck areas-front and back (with gas firepit), and 3 bedrooms with french doors that open to outdoor space. Community lakefront with private lake frontage just a short walk away. Enjoy swimming and water sports from the dock and lakefront area, snow skiing, sledding, tubing and snowboarding at Wisp Resort, hiking, Swallow Falls State Park and Deep Creek Lake State Park.

Cheerful cottage 2 minutes from Deep Creek Lake
Just the right size and location for enjoying all Deep Creek Lake has to offer- including scenic hikes on many nearby trails, skiing at Wisp, or just enjoying time on the lake amongst bustling lake life. Then retreat back to our quaint cottage and enjoy time together. You will love our place because of its coziness, location, cleanliness, affordability and perfect size for a single family stay. *bathroom is in the bedroom *we have parking for a boat*

Cozy Cottage in the heart of Berkeley Springs WV
Welcome to Elizabeth Cottage in honor of our Queen HRH Elizabeth II. Our spacious 3 bedroom cottage will make you feel right at home in the historic town of Berkeley springs! We welcome all pets and have a fully fenced in yard and screened in porch for them to enjoy! We are walking distance from our small town shops, and restaurants! >British Cottage Style >55" TV w/ roku streambar >Xfiniti Wifi >Hot tub, Fire pit, Grill **Low Cleaning Fee**

Emma's Stone Cottage
Relax and unwind in the privacy of this wonderful stone cottage, which sits on 15 acres. In addition, it is located only 2.5 miles from I-81 and approx 10 miles from Winchester Medical Center, Old Town Winchester, Shenandoah University and much more. Our cottage has everything you need for a peaceful and enjoyable stay including full kitchen, central air, water softener, HD smart televisions, Wifi, outdoor firepit and more.

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) Come step into nature and nurture your spirit at our riverfront haven.

*Deep Retreat* Fenced Dog Yard-Hot Tub-Fire Pit
Deep Retreat Cottage is 10 minutes from Wisp resort and most Lake activities! Boat Slip, Fire Place, Hot tub, fire pit, wifi and Streaming smart hdtv's. Awesome outdoor area with corn hole and horse shoes. The Cottage is Comfy, Cozy and ready for your Deep Creek Lake getaway. 2 Bedroom, 2 bath with loft sleeps 8 adults comfortably with amenities including Fire Place, Hot Tub, Fire Pit, WIFI and Gas and Charcoal Grills.
Popular amenities for cottage rentals in Cumberland
Cottage rentals with a hot tub

Wide Open Spaces - 4 Bedroom Cottage

Potomac River Retreat

2BR Spacious House w/private hot tub

Changes in Altitude - 4 Bedroom Cottage

Sunset View: Lakefront Pet-Friendly | Dock

Just Chillin' - 4 Bedroom Cottage

Almost Heaven - 4 Bedroom Cottage

Vital Idyll - 4 Bedroom Accessible Cottage
Pet-friendly cottage rentals

Margaret’s Meadow

Sky Valley Lake access home/Quiet Cozy

Quaint 3BR Dog Friendly | WoodStove | Deck

Quiet Cottage in the Woods

Country farmhouse with 50 acres and private pond

Secluded Mountain Top Retreat | Stunning Views

Hawks Nest Stay

Modern 3BR Farmhouse in the Country
Private cottage rentals

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

Cozy Cottage in the heart of Berkeley Springs WV

The Cottage on the Hill

The River House

The 3R's River, Relaxation, Retreat + hot tub

Hidden Hill - Cozy Downtown Cottage with Hot Tub!!

COZY+SEXY Private Country Escape! HOT TUB & Views~

Mountain Oasis Cottage
Quick stats about cottage rentals in Cumberland

Nightly prices starting at
Cumberland holiday rentals start at € 135 per night before taxes and fees

Verified guest reviews
Over 270 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cumberland rentals

5 Average rating
Cumberland stays are highly rated by guests – averaging 5 out of 5!
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- Cottage rentals Maryland
- Cottage rentals United States
- Wisp Resort
- Seven Springs Mountain Resort
- Fallingwater
- Whitetail Resort
- Ohiopyle State Park
- Berkeley Springs State Park
- Cacapon Resort State Park
- Blue Knob All Seasons Resort
- Green Ridge State Forest
- Rock Gap State Park
- Deep Creek Lake State Park
- Museum of the Shenandoah Valley
- Old Town Winchester Walking Mall
- Swallow Falls State Park
- Laurel Hill State Park
- Fort Ligonier
- Fort Necessity National Battlefield
- Laurel Ridge State Park




