Holiday rentals in Allegany County

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Top-rated holiday rentals in Allegany County

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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, 277 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
A dining set is arranged on a wooden deck overlooking a scenic mountain landscape. The table is set with plates and glasses, while a long centerpiece with flickering flames adds warmth to the setting. The distant view features rolling hills and a winding river, with a colorful sunset in the background.
Cabin in Great Cacapon
4.97 out of 5 average rating, 115 reviews

Hot tub, Playground, Fire pit, View and Game room

Escape to our cozy 3-bedroom, 3.5-bathroom cabin located on a serene mountain. With a game room featuring arcade games, a racing simulator, and foosball table, stunning sunsets, and space for up to 8 guests, it's the perfect spot for family or friends gatherings. Just 2 hours from the DC metro area, this secluded retreat offers a unique view in Northeast. You'll love the two working spaces, EV charger, treadmill, and now, the added luxury of a hot tub. Unplug and unwind in this mountain haven.

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
4.94 out of 5 average rating, 109 reviews

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.

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, 548 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.

Top guest favourite
A charming two-story house is surrounded by well-tended gardens, featuring a gravel driveway leading up to the front porch. The exterior is painted in a soft gray hue, complemented by large windows that offer opportunities for natural light.
Home in Frostburg
4.94 out of 5 average rating, 234 reviews

Country Home Near Main St. & Trail

Welcome to this charming and cozy home sitting at the highest point in Frostburg. Incredible mountain and forest views from the upstairs windows, lots of old house details and including two staircases and a sleeping porch. There are hardwood floors throughout. Lots of space to relax. Two full baths, one with shower and one with tub/shower. Gas range and fully stocked kitchen. Smart TV's in two bedrooms, and in the main living room. Strong Wifi, and a washer and dryer in the basement.

Top guest favourite
A cozy living area features a dark sectional couch complemented by a patterned area rug. A small table is positioned beside the couch, and a television rests on a wooden console, creating a comfortable space for relaxation.
Flat in Frostburg
4.9 out of 5 average rating, 193 reviews

The GreyLoo

Cozy, clean and friendly downstairs apartment. Stocked with all the things you need for a short stay as well as the long haul. Close to the Great Allegheny Passage, Main Street Frostburg, Frostburg State University, the Frostburg Pool, and many other locations. Located 33 mi from Wisp Resort/Deep Creek Lake and 18 mi from Rocky Gap Casino Resort. Just a few miles from I68. Enjoy this cozy place and bring your furry friends. Lots of nearby hiking, biking, and outdoor adventures.

Top guest favourite
A wooden cabin is nestled among tall trees, featuring a dark exterior and a metal roof. A wraparound deck provides an elevated view of the surrounding forest, with large windows allowing natural light to fill the interior.
Cabin in Paw Paw
4.96 out of 5 average rating, 261 reviews

Easygoing

Tired of the chaos and need a place to unwind and relax ? We have the perfect place for you! A quaint, quiet cabin to let you clear your mind and spirit after a day of hiking, biking or kayaking since we are only five miles from both the Paw Paw tunnel and the Potomac river. The cabin is equipped with electric, heating, stove top, microwave, large deck, hammock chairs, horseshoe pit, 2 double size futons with room to spare, indoor toilet but BEST of all is showering outside!

Superhost
The cabin features a warm wooden facade and a spacious front porch with rocking chairs, providing an inviting outdoor space. Sunlight filters through the trees, illuminating the surroundings, while the raised deck offers a view of the natural landscape.
Cabin in Fort Ashby
4.83 out of 5 average rating, 143 reviews

Hilltop Cabin Retreat - Secluded & cozy - Wi-Fi!

The Sonny Side Hilltop 10-acre Cabin is the perfect secluded getaway to unwind and enjoy nature. Spend quality time with friends/family, explore the outdoors, ATV trails, or hunt with appropriate tags - contact for more details. My father (Sonny) built this cabin in 2004 with his own two hands. It was his primary residence until passing from cancer at my sister's home in Maryland in 2019. We would like to share this lovely cabin with guests to help offset costs. Please Enjoy!

Top guest favourite
The cottage is nestled among vibrant autumn foliage along the riverfront. A rock cliff rises behind it, while a winding path leads to the house, which is surrounded by a mix of colorful trees. The serene river can be seen nearby.
Cottage in Green Spring
4.98 out of 5 average rating, 112 reviews

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.

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
4.91 out of 5 average rating, 141 reviews

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.

Guest favourite
Home in Frostburg
4.86 out of 5 average rating, 332 reviews

Allegany Connection

NOTICE: extra santizing of hand touching areas in place for your protection. This eclectic 2-story duplex, late 18th century structure has both old and new charm. Single BR & bath upstairs; LR and Kit downstairs. Only 1 block from Main St. restaurants & unique shops. All are welcomed. Please bring your own infant bed. Sorry no pets. Free reserved parking for 1 vehicle & fast Wi-Fi. Instant booking is on. ABSOLUTELY NO SMOKING, or any kind is permitted inside our home.

Top guest favourite
Cabin in Great Cacapon
4.94 out of 5 average rating, 249 reviews

Walk in the clouds Cabin

Amazing veiws! This cozy cabin over looks the Potomac river valley and Greenridge state forest. You can see mountain ranges from 3 different states. Enjoy the wilderness of West Virginia with only a short drive from, D.C. and Baltimore. Just 13 miles from Berkeley springs and famous PawPaw tunnel. Perfect couple getaway. Have a bigger family? Check out our sister cabin "Hummingbird Ridge" right down the road or book both. We look forward to having you on the mountain!

Popular amenities for Allegany County holiday rentals