Airbnb your place

House holiday rentals in Cumberland

Find and book unique houses on Airbnb

Quick stats about house rentals in Cumberland

  • Total holiday rentals

    Explore 50 holiday rentals in Cumberland

  • Nightly prices starting at

    Cumberland holiday rentals start at £23 per night before taxes and fees

  • Verified guest reviews

    Over 3,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Cumberland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cumberland rentals

  • 4.9 Average rating

    Cumberland stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated house rentals in Cumberland

Guests agree: these houses are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
A historic home is framed by lush greenery and vibrant red trees. The front features a welcoming porch with ample steps leading up to the entrance, while architectural details highlight the charm of the period. Windows add character to the inviting façade.
Home in Cumberland

Rails and Trails Retreat ~ historic home w. yard

Spacious, beautifully restored historic home in a prime Cumberland location perfect for families, couples, and groups exploring Western Maryland. Just 100 feet from the GAP and C&O Canal trails, and an easy walk to downtown historic Cumberland with restaurants, cafés, shops, and the train station. The home blends historic charm with modern comfort, offering generous living space across three levels, a fully equipped kitchen, and a large private backyard - a peaceful retreat after a full day out.

4.94 out of 5 average rating, 172 reviews
Top guest favourite
A Cape Cod style cottage is depicted, featuring a porch with a sloped roof and a welcoming entrance. The surrounding yard is green, bordered by neatly trimmed shrubs. In the background, rolling hills are visible, providing a natural setting.
Home in Cumberland

Jacob's Cottage

Free WI-FI now available. Our place is good for couples, solo adventurers, business travelers and families (with kids). The Cottage is a quaint, Cape Cod style house built in 1950. It sits high on a hill in the heart of Maryland's Appalachian Mountains in Allegany County. It is surrounded by views of Wills Mountain and Shrivers Ridge. The Cottage sits amongst a 660 acre family managed forest. Visitors have spotted deer, turkey, rabbits, squirrels, black bear and a multitude of song birds.

4.93 out of 5 average rating, 298 reviews
Top guest favourite
The ranch house is highlighted by a vibrant red roof, set against a backdrop of lush greenery. Large windows provide ample natural light, and a spacious patio with seating areas invites relaxation. The surrounding lawn is well-manicured, enhancing the property’s peaceful setting.
Home in Hyndman

Wills Mountain Ranch

Lovely, private home overlooking our beautiful valley with breathtaking views of Wills Mountain. It is the perfect setting for a family retreat/reunion. The ranch house has a red roof in the pictures. My husband & I live in the 3 story. We have a in-ground pool on property (heated from Mid-May to early September), a gas grill, and fire pit on the large scenic patio for your enjoyment. The large windows & patio offer a spectacular view of Wills Mt. The ranch house offers a quiet getaway retreat.

4.98 out of 5 average rating, 174 reviews
Top guest favourite
Home in Cumberland

NEW LISTING-"Cumberland Cottage"-charming,quaint

Relax in this charming, renovated rancher in a peaceful setting. Located outside of the city limits but convenient to attractions and dining. This home is comfy with all the amenities you have in your own home. Outside area for your children to play or for you to relax on the back porch. Cumberland is in easy driving distance to PA and WV. Enjoy cooking together and dining or playing games in the dining room, then relaxing in the living area. Renovated but still keeping the charm of a rancher.

4.99 out of 5 average rating, 163 reviews
Top guest favourite
The exterior of the home is portrayed against a colorful sunset, with a spacious lawn framed by trees. A seating area with chairs is visible near the porch, while a gravel pathway leads to the inviting entrance of the house.
Home in Grantsville

Riverside Cabin! Riverfront Sauna! Theater Room!

The charm of this Riverside Retreat nestled on the banks of the Casselman River welcomes you the moment you arrive… Just 25 minutes from Deep Creek Lake! Blending classic character with modern comfort. Furnished with modern sofas, designer decor, and plush hybrid beds! Amenity Highlights- ➡️ High End Breville Espresso machine ➡️ Theater Room ➡️ 75 inch tv in the great room ➡️ Massive wood burning fireplace ➡️ Sunken hot tub overlooking the river ➡️ Barrel Sauna NOTE- $150 pet fee PER PET

4.97 out of 5 average rating, 102 reviews
Guest favourite
A glimpse of the Woodland Getaway is presented, featuring a well-maintained exterior with lush greenery surrounding the entrance. The house displays white siding, black shutters, and a sloped driveway leading up to its welcoming facade, emphasizing its quiet, secluded setting.
Home in Corriganville

The Woodland Getaway

The beautiful Woodland Getaway is tucked away from everyday hustle and bustle. Stretch out on a lounge chair & watch the wildlife on the elevated screened in porch surrounded on three sides by trees. Sit on the ground level back deck at dusk & wait for the deer to arrive. Secluded and private the Woodland Getaway is the perfect spot for rest and relaxation. Come enjoy the view of wildlife and sunsets through our beautiful bay windows and enjoy the quietness and serenity of mother nature.

4.91 out of 5 average rating, 110 reviews
Top guest favourite
The exterior entryway features a set of stairs leading to a porch with white railing and overhead lighting. A small bush is visible beside the stairs, and the brick façade of the home provides a warm appearance, enhanced by the nighttime ambiance.
Home in Cumberland

Great Location, Spacious, Comfy 2 bdrm 3 bed home

This home is centrally located near all things fun and exciting to do in Cumberland. Situated in a quiet residential neighborhood in the Western Maryland mountains. Minutes from historic downtown, the Potomac River, Rocky Gap State Park, Pennsylvania, the University of Pittsburg Medical Center, the C &O canal and much more. This home features 3 queen beds, 2 bedrooms both with 55" TV's and blackout curtains, a large separate dining room, a spacious kitchen, and living room with a 65" TV.

4.95 out of 5 average rating, 115 reviews
Guest favourite
A wooden sauna, designed in an oval shape, is situated on a wooden deck. Adjacent hot tubs are visible, while a grill rests nearby. The background shows a house and greenery, with sunlight illuminating the area.
Home in Cumberland

The Dacha. Rebirth sauna experience

After a year of a complete renovation of the house, we invite you to visit a 122-year-old house that fully meets modern housing standards. We installed an advanced smart home system that controls lights, blinds, heating, and air conditioning and even helps you rate your sleep quality and listen your favorite music. For your culinary masterpieces, there is a full kitchen with all the necessary equipment and a basic set of spices. Please, absolutely No smoking on the property, and No pets

4.91 out of 5 average rating, 115 reviews
Guest favourite
A two-story house is set amidst lush greenery, featuring a covered front porch with white railings. The stone pathway leads to the entrance, while large trees provide ample shade. The exterior is painted in light colors, complementing the natural surroundings.
Home in Frostburg

Lucky Lee Street

Welcome to Lucky Lee! This 3-bedroom 2 bath home is centrally located and within walking distance to local restaurants, bars, and activities along main street. The house has historic charm, just like the city of Frostburg, as the house was built in 1874. It is within walking distance to the Great Allegany Passage trail for hiking and biking, about 45 minutes from Deep Creek Lake to swim, boat and ski and 20 minutes from Rocky Gap Casino and Resort. Close to Frostburg State University.

4.82 out of 5 average rating, 100 reviews
Guest favourite
A vibrant red window frame complements the natural light streaming through diamond-shaped panes. A potted plant sits on a wooden shelf beneath the window, alongside wooden signs that read 'WELCOME' and 'Make Some Memories.' A bicycle-themed artwork is displayed nearby.
Home in Cumberland

Cumberland Street House -GAP trail perfection!

Cyclists dream come true! The Cumberland Street House is less than a quarter mile from the Great Allegheny Passage - perfect for large groups! All of Cumberland's charm within walking distance. Downtown restaurants and shops only a half a mile away. Historic district, Cumberland Theatre & Western Maryland Scenic Railroad are just around the corner. Bikes can easily be stowed in the back room off the kitchen. Easy parking, and fenced-in yard is great for kids and pooches.

4.89 out of 5 average rating, 606 reviews
Guest favourite
A charming outdoor seating area features two intricately designed white wicker chairs with floral cushions and a small table. Soft string lights enhance the space, while a lush green view is visible in the background through the open area.
Home in Cumberland

Queen City Quarters- cozy, historic, 1920s home

Stay in a quiet setting as you explore Cumberland, MD. Enjoy a day trip on the nearby, scenic, steam train. Bike the Gap and C&O trail, minutes away. Explore the restored historic downtown with shopping and restaurants. This space is not suitable for small children or those with mobility concerns. No large groups or parties. Bedroom doors are louvered doors. See pictures. Research city and area if you are unfamiliar with economic conditions. We have a bike rack for 3 bikes.

4.91 out of 5 average rating, 165 reviews
Top guest favourite
A single-story house is depicted surrounded by lush green trees, set against a backdrop of rolling hills. The exterior features a metal roof and a front porch, with a driveway leading to a garage. A spacious yard is visible, providing a serene countryside setting.
Home in Artemas

Rines' Country Getaway

county setting, rolling hills, quite, great place to get away from hi tech.Beautiful sunrises and sunsets. Fresh air. Take a long walk in the country side. Great front and back yard, Maybe able to catch glimpse of local wildlife or local farmers working the fields. Located 20 to 30 minutes from Everett,PA to the north, Cumberland, MD to the west, Hancock,MD to the east and the Potomac River to the South. 10 minutes from Interstate 68.

4.98 out of 5 average rating, 167 reviews

Popular amenities for house rentals in Cumberland

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
Home in Bath (Berkeley Springs)

Haven Home - wifi, deck, grill, pool access, hike

4.85 out of 5 average rating, 46 reviews
Guest favourite
The cabin features a green exterior with a distinctive gabled roof and wooden accents. Two yellow chairs are placed on a small wooden deck at the entrance, surrounded by lush greenery and gravel pathways, enhancing the natural woodland setting.
Home in Bath (Berkeley Springs)

Cabin w/King Bed, Hot Tub

4.86 out of 5 average rating, 73 reviews
Top guest favourite
Home in Bath (Berkeley Springs)

Wooded Nest, Cozy 3BR Chalet Near Spas & Hiking

4.95 out of 5 average rating, 20 reviews
Superhost
Home in Bath (Berkeley Springs)

Cozy Mountain Cabin · Arcade, Hot Tub & Fire Pit

5.0 out of 5 average rating, 3 reviews
Guest favourite
A spacious living area is shown, featuring two sofas and an armchair arranged around a circular coffee table. Large windows allow natural light to fill the room, while a stone fireplace adds a rustic touch. The adjacent dining area is visible in the background.
Home in Bath (Berkeley Springs)

Spacious Lodge Perfect for Year Round Getaway

4.96 out of 5 average rating, 80 reviews
Top guest favourite
Home in Bath (Berkeley Springs)

Forest Spa Retreat | Hot Tub, Sauna, Hike, Relax

5.0 out of 5 average rating, 26 reviews
Guest favourite
The exterior of the home displays a charming log cabin design with a stone foundation, surrounded by trees. A covered front porch features a railing, while two chairs are positioned for relaxation. A gravel driveway leads to the entrance below, maintaining a blend of natural elements.
Home in Swanton

DCL Cabin Updated Baths, DOCK SLIP & Fire Pit

4.88 out of 5 average rating, 78 reviews
Home in Bath (Berkeley Springs)

Secluded Mtn View Cabin | Hot Tub + Sauna + Arcade

5.0 out of 5 average rating, 4 reviews

Weekly house rentals

Guest favourite
The modern cabin is set on a serene hillside, featuring a spacious deck with a hot tub and fire pit. Large glass windows offer mountain views, while the soft evening light casts a warm glow over the outdoor space, surrounded by lush greenery.
Home in Augusta

Hart's Overlook | Hot Tub, Stunning Mtn Views+Pond

4.91 out of 5 average rating, 170 reviews
Top guest favourite
The exterior of a single-family house is shown, featuring a light gray facade and a welcoming yellow front door. An American flag flutters above the steps, which are bordered by colorful flower pots. A well-maintained lawn complements the inviting entrance.
Home in Meyersdale

Our House on the GAP Bike Trail

4.91 out of 5 average rating, 277 reviews
Top guest favourite
A spacious cottage is framed by a lush green lawn and manicured flower beds. The porch features comfortable seating, inviting relaxation under a covered area. Large windows allow natural light to flow into the interior while the overall design reflects a blend of modern and rustic charm.
Home in Springs

Sunrise Cottage

5.0 out of 5 average rating, 105 reviews
Top guest favourite
A serene exterior view of Everlong showcases the inviting front deck surrounded by lush greenery. The wooden railing and steps lead to a comfortably designed patio space, framed by trees that highlight the home's natural setting.
Home in Bath (Berkeley Springs)

Everlong ~ Pet-friendly Retreat on 2 Wooded Acres

4.99 out of 5 average rating, 143 reviews
Top guest favourite
The exterior of a three-story house is showcased, featuring a light gray color and a sloped roof. Large windows allow for natural light, while a deck extends from the second level. The yard is grassy, providing open space with trees in the background.
Home in Swanton

Bev's House at Sunny Meadows

4.96 out of 5 average rating, 319 reviews
Guest favourite
The A-frame lodge features a distinctive shape with a steeply pitched roof and large front windows. A welcoming green door is framed by wooden steps, leading to a spacious deck. Surrounding greenery offers a peaceful, natural setting.
Home in Bath (Berkeley Springs)

Berkeley Springs Jungle Lodge w/ private stream

4.92 out of 5 average rating, 131 reviews
Top guest favourite
A stone fireplace rises from the floor to the ceiling, flanked by two large windows adorned with sheer curtains. A simple wooden coffee table rests on a light-colored area rug, while a flat-screen TV is positioned nearby on a wooden stand, creating a cozy living space.
Home in Bath (Berkeley Springs)

Our Shangri La

4.99 out of 5 average rating, 168 reviews
Top guest favourite
A gravel driveway leads to a modern house with large windows, surrounded by lush greenery. Black Adirondack chairs are arranged in a semicircle facing a stunning sunset over the distant mountains and a winding river below.
Home in Bath (Berkeley Springs)

+ the Lodge+ @CPP -View- Hot Tub- Dog Friendly

4.99 out of 5 average rating, 175 reviews

Private house rentals

Top guest favourite
Home in Cumberland

Lock#7Four

5.0 out of 5 average rating, 26 reviews
Top guest favourite
A well-appointed living area features a plush sofa with blue accent pillows and a dark coffee table. A round dining table is visible, accompanied by chairs, while a modern kitchen with bar seating can be seen in the background. Natural light flows through large windows.
Home in La Vale

CJ’s Escape Great location & just like home

5.0 out of 5 average rating, 58 reviews
Superhost
Home in Cumberland

The Whistle Stop in Cumberland, Maryland

4.8 out of 5 average rating, 10 reviews
Guest favourite
A bulldog rests comfortably on a wooden porch. The dog is wearing a tactical vest featuring a bear patch. The legs are positioned at an angle, showcasing the relaxed posture. The colorful backdrop of the house can be seen, enhancing the serene setting.
Home in Cumberland

Laverne’s Lodge

4.84 out of 5 average rating, 74 reviews
Top guest favourite
A single-story home with a red metal roof is framed by well-maintained green lawns. Window awnings provide shade, while a concrete walkway leads to the front porch, offering access to the inviting entrance. Trees and landscaping are visible in the surrounding area.
Home in La Vale

616 Mountain Suite

4.96 out of 5 average rating, 55 reviews
Top guest favourite
A covered porch with wooden beams offers a welcoming seating area featuring white chairs and a multi-colored swing. Lush greenery and flower beds enhance the outdoor space, which is framed by well-maintained grass and a paved driveway.
Home in Cumberland

WiggerZen

5.0 out of 5 average rating, 86 reviews
Guest favourite
A living room area features soft, striped upholstery on a graciously curved sofa alongside a wooden armchair with a vibrant red cushion. An ornate coffee table holds fresh fruit. A decorative fireplace with candles and an artistic wall display adds an elegant touch to the space.
Home in Cumberland

The Cumberland Trail House - Near GAP/C&O Canal

4.76 out of 5 average rating, 76 reviews
Top guest favourite
The iconic 1907 home is surrounded by lush green lawns, featuring a detailed façade with multiple balconies and large stone columns. The hillside backdrop enhances the property’s historic charm, with a clear blue sky and fluffy clouds above.
Home in La Vale

Mountain view Grand 6BR in LaVale |15min Rocky Gap

5.0 out of 5 average rating, 36 reviews

When is the best time to visit Cumberland?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£94£94£95£94£102£91£98£100£98£102£98£98
Avg. temp-3°C-2°C2°C8°C13°C16°C18°C18°C15°C9°C4°C-1°C

Destinations to explore