Holiday rentals in Cumberland Valley Township

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Top-rated holiday rentals in Cumberland Valley Township

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Top guest favourite
A cozy living area features wooden paneling and a stone fireplace with an active flame. Two deer heads are mounted on the wall. A television is positioned above the fireplace, and small evergreen trees add a touch of nature to the space.
Guest house in Fairhope
4.97 out of 5 average rating, 155 reviews

Mountain View Acres Getaway

Enjoy nature in a beautiful peaceful setting with 100 acres of privately owned property. Breathtaking panoramic views spanning 45 miles in a tranquil natural spot with hiking trails throughout. Handicap accessible. Within a short drive of 2 major ski resorts, the Flight 93 Memorial and 2 wineries. Several restaurants and a brewery also within a 15 minute drive. The property includes an outside firepit that is a favorite place for guests to relax and enjoy the breathtaking views of the mountains.

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
4.93 out of 5 average rating, 272 reviews

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.

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
4.99 out of 5 average rating, 158 reviews

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.

Guest favourite
A charming single-story home features a brick exterior with a covered front porch and decorative circular window. A well-maintained driveway curves towards the house, surrounded by a landscaped yard with shrubs and a small flower bed. A mailbox stands in front for convenience.
Guest suite in Everett
4.88 out of 5 average rating, 139 reviews

Pennwood Retreat - Private Basement Bedroom & Bath

Spacious basement room in quiet neighborhood 1 mile to Walmart, grocery, gas station & fast food. We are 10 minutes to Omni Bedford Springs & downtown Bedford which includes Olde Bedford Brewing and Bella Terra Winery. There are hiking/biking trails nearby in addition to 5 golf courses and Rocky Gap Casino. We are also centrally located to 4 different ski resorts. Dining options include Union Hotel, Black Valley Provender, LIFeSTYLE’s, 10/09, Golden Eagle, Bad Boyz Bistro, & Jean Bonnet Tavern.

Top guest favourite
Home in Cumberland
5 out of 5 average rating, 124 reviews

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.

Guest favourite
A charming wooden cabin is featured, displaying a sloped roof and multiple windows. Two wooden adirondack chairs are placed on a small porch, inviting relaxation. A picnic table sits in the foreground, surrounded by a gravel area, with trees providing a natural setting.
Tiny home in Friedens
4.97 out of 5 average rating, 96 reviews

Log Cabin

The primary bedroom features a queen-size bed, while the secondary bedroom includes a full-size bed. The living area is equipped with a sleeper sofa for extra sleeping space, and the loft adds two twin mattresses for additional accommodations, ideal for kids. The cabin’s kitchen is equipped with everything you need, including an oven and refrigerator and microwave. Whether you're enjoying time indoors or exploring the outdoors, this cabin offers the perfect balance of comfort and adventure.

Top guest favourite
The cottage exterior features a light-colored facade complemented by dark trim. A flag gently waves in the breeze, and surrounding lush greenery contributes to the tranquil setting. A gravel pathway leads to the entrance, creating an inviting access point.
Cottage in Hyndman
4.99 out of 5 average rating, 116 reviews

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 and wildlife 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. We also have central air!!

Top guest favourite
Three chickens are perched on a rustic wooden fence. They are positioned against a backdrop of rolling hills, with lush green fields and distant vegetation visible under a soft, overcast sky.
Farm stay in Berlin
5 out of 5 average rating, 128 reviews

Delightful one-bedroom cabin on scenic farm

The Cabin at Dove Harbour Farm is a hidden gem in the Laurel Highlands! Stay at our fully furnished, modern rustic cabin with amenities suitable for a cozy getaway, any day of the week. The cabin offers a great "home base" to explore the beautiful Laurel Highlands, enjoy quiet relaxation at the farm, or travel to destinations along the 911 National Memorial Trail. The Mason Family is dedicated to providing a memorable lodging experience for our guests, and look forward to seeing you again!

Top guest favourite
A spacious bedroom is furnished with a wooden bed featuring a patterned quilt. Soft lighting is provided by two bedside lamps. A small window is dressed with a plant on the sill, allowing natural light to brighten the inviting space.
Flat in Cumberland
4.99 out of 5 average rating, 518 reviews

Steeple View Flat in Historic District

Relax in your first level flat. Entire private efficiency suite with a secure self check in. The entrance located along side of the main house in Cumberland’s Historic District. You can safely park your car and walk to many of Cumberlands amenities. If you’re biking, they can be stored inside. Canal Place has unique shops a winery and a bike rental facility. Cumberland theater is adjacent to the property, also Baltimore St. Promenade offers a delicious choice of indoor and outdoor dining.

Guest favourite
The exterior of a cozy cabin is depicted, featuring a light gray facade and a small entrance with stairs. Lush green grass surrounds the property, and a clear blue sky is visible, punctuated by a few trees in the background. Natural light casts gentle shadows across the landscape.
Cabin in Manns Choice
4.9 out of 5 average rating, 115 reviews

Horns Cabins - Allegheny Cabin by the roadside

This cabin has 1 queen bed, 1 single bed. Sleeps 3 but you could sleep 2 adults and 2 kids if you're ok with one child sleeping on the futon couch. You have access to our property for a nice walk, fishing or kayaking in the river, a relaxing campfire or just exploring the countryside. It is located towards the front of our campground by the road. There's a small efficiency kitchen. It's a short 4 mile drive to Shawnee Park, downtown Bedford shopping and several restaurants.

Top guest favourite
An open living space features high A-frame ceilings and large windows that fill the area with natural light. A cozy seating arrangement is complemented by a wooden table, while the adjacent kitchen area is equipped with dark cabinetry and modern appliances.
Guest house in Martinsburg
4.93 out of 5 average rating, 123 reviews

Cove Mountain Vista| BBQ| Spectacular Views |Relax

Welcome to Cove Mountain Vista! This lovely guesthouse is located just outside of Martinsburg PA! Perched on a mountainside with a breathtaking view of the valley! Two miles from altoona airport, book a direct flight from philadelphia and rent a car for the perfect weekend away! This is a stylish one bedroom guesthouse with everything you need! Located beside the main house but with your own private entrance, we respect our guest's privacy for every stay!

Top guest favourite
A cozy living room is presented with a leather sofa and a rustic coffee table. A traditional bookshelf filled with decor and framed photos is situated against a brick wall. A television is mounted above a brick fireplace, enhancing the gathering space.
Townhouse in Cumberland
4.94 out of 5 average rating, 181 reviews

The Shadoe on Greene

Just a stones-throw from everything Cumberland has to offer, The Shadoe on Greene is at the heart of it all. Literal steps from the Western Maryland Scenic Railroad, the Great Allegheny Passage trail & the Historic City Center, with a wide array of local shops and eateries. This unique property was built in the 1850's and has been lovingly restored to embrace it's history, as well as provide all of the modern amenities you'd expect.

Popular amenities for Cumberland Valley Township holiday rentals