
Cottage vacation rentals in Cumberland
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Quick stats about cottage rentals in Cumberland

Nightly prices starting at
Cumberland vacation rentals start at ﺩ.ﺇ 624 per night before taxes and fees

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Over 280 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!
Top-rated cottage rentals in Cumberland
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Country farmhouse with 50 acres and private pond
Escape city life to this peaceful and relaxing country farmhouse on 50 hike able acres with spring fed pond for paddling, fishing and swimming. In the evenings, relax by the fire pit or on the deck while the kids catch fireflies, play games or watch a movie. You’ll feel a million miles from your hectic everyday life, yet it’s only 10-15 minutes to pick up groceries or head out for dinner at The Hen House or Cornucopia. Note: Hiking 50 acres not allowed during hunting season which starts 10/1.

Blue Skies Ahead: Charming 3 bdrm Cottage w/patio
Our charming 3-bedroom cottage has everything you need for your Berkeley Springs trip. The home comes with fast Wi-Fi and self check-in. It backs to woods for privacy and views of the local wildlife. Visit the quaint shops and medicinal springs at the Berkeley Springs State Park or book a massage! Our home boasts 1.5 baths, a full newly renovated kitchen and washer/dryer. It is within driving distance to several popular museums, hikes, and cafes. An ideal base to explore Berkeley Springs.

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.

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.

Avery Pines Cottage
Set apart on our five-acre property, this newly constructed cottage sits in a quiet location about 135 feet from the main house, with trees providing a natural privacy buffer (especially in the spring, summer, and early fall). Enjoy Wi-Fi, a queen bed, kitchenette, comfy living area, and a deck with woodland views. Safe, quiet, and scenic—just 20 minutes from historic downtown Winchester for shopping, dining, and local attractions—your ideal private retreat.

Cheerful 3 bedroom cottage with amazing views
If you are looking to get away and relax in a peaceful country setting, in the beautiful western Maryland mountains, this is the place for you. Hiking and scenic overlook close by. Locust Post Brewery with live entertainment and food just minutes away. Rocky Gap Casino and Golf resort just a short drive. Historic downtown Cumberland, MD, home of the Western MD Scenic Railroad, as well as shops and dining is approximately a 20 minute drive from the house.

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.

Lakefront Cottage with Spectacular Views
Lakefront cottage with tremendous views and private dock . Home is on a quiet lane with pedestrian friendly activity. This is an original lakefront cottage that has been completely updated. Swim or fish from the dock or shoreline, bring your own boat, or use the two sea kayaks provided. Well equipped kitchen. Quaint, updated cabin offers relaxing atmosphere, serene family environment. No large groups or partiers allowed.

* Sierra Farmstead *
Our cozy cottage is minutes from the C&O Canal Towpath, the Potomac River, and Warrior Mountain; 11 miles from Cumberland, MD, and 12 miles from the Pawpaw Tunnel. Enjoy kayaking, fishing, hiking, biking, or stay on the farm and relax by the fire with sunset mountain views. Inside, you’ll have high‑speed Wi‑Fi and a TV with Amazon Video, Netflix, Hulu, and more.

The 3R's River, Relaxation, Retreat + hot tub
Rustic river cabin on Cacapon River on stilts only 4 steps away from the river .Fishing ,kayaking, swimming, camp fires ,grilling and relaxing from riverside deck over looking the Cacapon River. Capon Bridge W.V is a little over a mile away with restaurants , shopping, artesian market and fresh market with local wines. Plus see the occasional American bald Eagle.
Popular amenities for Cumberland cottage rentals
Cottage rentals with a hot tub

Sunset View: Lakefront Pet-Friendly | Dock

Potomac River Retreat

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

Hidden Hill - Cozy Downtown Cottage with Hot Tub!!

River Front Retreat *HotTub-FirePit-Kayaks*
Pet-friendly cottage rentals

Sky Valley Lake access home/Quiet Cozy

Brookside Cottage

Country farmhouse with 50 acres and private pond

The River House

Hidden Hill - Cozy Downtown Cottage with Hot Tub!!

Sunset View: Lakefront Pet-Friendly | Dock

Mountain Oasis Cottage

Wooded Mountain Retreat near Creek
Private cottage rentals

The Hillside Hideaway

Brookside Cottage

The Cottage on the Hill

The River House

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

Hidden Hill - Cozy Downtown Cottage with Hot Tub!!

Avery Pines Cottage

Lakefront Cottage with Spectacular Views
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- Fallingwater
- Wisp Resort
- Seven Springs Mountain Resort
- Ohiopyle State Park
- Berkeley Springs State Park
- Rock Gap State Park
- Cacapon Resort State Park
- Whitetail Resort
- Deep Creek Lake State Park
- Swallow Falls State Park
- Laurel Hill State Park
- Blue Knob All Seasons Resort
- Green Ridge State Forest
- Fort Ligonier
- Fort Necessity National Battlefield
- Old Town Winchester Walking Mall
- Laurel Ridge State Park
- Museum of the Shenandoah Valley
- Laurel Mountain Ski Resort
- Shawnee State Park
- Lodestone Golf Course
- Linn Run State Park
- Western Maryland Scenic Railroad





