
Cottage vacation rentals in Cumberland
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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.

Hawks Nest Stay
Welcome to the Hawks Nest! Nestled in the beautiful Laurel Highlands ,Confluence, PA, "where rivers meet mountains", this new retreat offers a perfect blend of rustic charm & modern amenities! An ideal getaway for outdoor enthusiasts & -Attractions: Confluence/GAP Bike trail-4.7 Miles, Youghiogheny River Lake-4.7 miles, Marina-7.8 miles, Mount Davis-15 miles, Ohiopyle State Park-15miles, Fallingwater-9.6 miles, Seven Springs Resort-20 miles, Laurel Caverns & Deep Creek Lake, MD-32 miles.

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.

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.

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**

Pet friendly-Cottage in the Woods
Tucked conveniently between Swallow Falls State Park and Deep Creek Lake, this recently renovated 2 bd cottage has everything you need for a weekend getaway or a much needed week(s) long vacation! Inside you will find a completely stocked kitchen, open living/dining area, full size bathroom, 2 bedrooms and a cozy nook with sleeper sofa and desk. Relax and unwind in the spacious backyard or charming balcony. *pets stay free

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.
Popular amenities for Cumberland cottage rentals
Cottage rentals with a hot tub

Cozy getaway w/ Theater, Hot Tub, and Scenic Views

House, 2 Bedrooms, 2 queen sofa bed

Sunset View: Lakefront Pet-Friendly | Dock

Potomac River Retreat

Scenic Deep Creek Getaway Cabin- RICKY'S RETREAT

Dock Holiday-Lake access with a boat slip

2BR Spacious House w/private hot tub

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

Making Memories at the Lake

Game room| W/D| Fire pit| Full Kitchen| BBQ| Walk!

Sky Valley Lake access home/Quiet Cozy

Quaint 3BR Dog Friendly | WoodStove | Deck

Quiet Cottage in the Woods

Deep Creek Lake Cozy Cottage (Dog Friendly)

Woodsy-Fire Pit-Scenic-Wraparound Deck-Play Room

Modern 3BR country farmhouse
Private cottage rentals

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

Brookside Cottage

Cozy Cottage in the heart of Berkeley Springs WV

The Cottage on the Hill

The River House

Hidden Hill - Cozy Downtown Cottage with Hot Tub!!

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

Pet friendly-Cottage in the Woods
Quick stats about cottage rentals in Cumberland

Nightly prices starting at
Cumberland vacation rentals start at ﺩ.ﺇ588 per night before taxes and fees

Verified guest reviews
Over 260 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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- Fallingwater
- Seven Springs Mountain Resort
- Wisp Resort
- Ohiopyle State Park
- Cacapon Resort State Park
- Berkeley Springs State Park
- Whitetail Resort
- Shawnee State Park
- Laurel Mountain Ski Resort
- Blue Knob All Seasons Resort
- Lodestone Golf Course
- Winter Experiences at The Peak
- JayDee's Family Fun Center
- Clear Shade Creek
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- West Whitehill Winery