Holiday rentals in Allegany County

Cozy Country Charm – Mins to Cumberland & Trails

Escape to cozy country charm just minutes from Cumberland. Perfect for bikers, hikers, and outdoor lovers, with easy access to the Great Allegheny Passage, C&O Canal Towpath, and the Potomac River. Relax in a peaceful setting after a day of adventure, with all the comforts of home and a quiet place to unwind. Minutes to the Great Allegheny Passage (biking & hiking) Easy access to C&O Canal Towpath Mins to downtown Cumberland (restaurants, shops, history) Nearby river access (kayaking & fishing)

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.

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.

Martha’s Cabin

Mountain Maryland's private cabin retreat is a completely renovated 1 bedroom, 1 bathroom getaway perfect for up to two guests. The peaceful wooded surroundings with walking paths to the property's creek will bring you relaxation and peace. Only minutes from Frostburg's small town attractions, Frostburg State University campus, downtown entertainment, shopping, local area hiking trails and state parks! Martha's Cabin is a perfectly tucked away yet with everything you need nearby.

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!

West Virginia's only Airbnb Luxe Property

IG @montevistawv Luxury Getaway Professionally Designed for STR 🏔️Massive Panoramic 3 State View 🏌️‍♂️Golf Ball Driving Range 🏀 Pickleball, Basketball, Volleyball & Tennis 🎮 PlayStation 5 Mini Disc ♨️ 6-Person Hot Tub 🔊Sonos Sound Throughout 🔋Level 2 EV Charger 🥾 Hiking Trail on site 🌳 33 private acres, no quiet hours 🔥 Massive Firepit + Grill & Pizza Oven 🛋️ Cozy Gas Fireplace 🌐 Fast WiFi & Three 65" Smart Tvs 🛏️ 3 King Beds & Twin Bunk Bed 💼 Dedicated Work Area

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.

Trofton Solace - River View

Trofton Solace is nestled in the Appalachian Mountains, overlooking the winding Cacapon River that carves through them. We designed a space that feels warm and inviting and embraces the stunning view of the river. We invite you to slow down and bask in the sunlight on your expansive, private deck while taking in the view or explore your wild side and connect with nature on the river, all while enjoying the comforts of wifi and fully kitted self-catering cabin.

New Listing! Riverfront Home w/ Hot Tub & Fire Pit

Escape to Riverfront Retreat, a thoughtfully designed cabin on the peaceful Cacapon River, just 15 minutes from Berkeley Springs. Relax on the screened porch, soak in the hot tub, gather around the fire pit, unwind in the hammocks, or enjoy your private riverfront. Inside, you'll find cozy interiors, premium linens, a fully stocked kitchen, and fast Wi-Fi. A peaceful escape designed for slowing down, reconnecting, and making lasting memories.

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.

Corner Tavern-Braddock Suite

Nestled above Corner Tavern & Cafe in historic downtown, this modern apartment supplies you with all the comforts of home. Our location provides all the benefits of a night out of town, located in historic downtown, above a tavern & cafe, you'll find food, drink & maybe even music in a few short steps from your apartment. We are long time co-hosts that have officially taken over hosting. This location has a 4.8 star average review.

Modern Mountaintop Cabin with a gorgeous view

A modern mountain getaway with stunning views. Located on 8.5 acres and just two hours from DC, Baltimore and Pittsburgh, this makes the perfect spot for a relaxing weekend, a comfy remote work week, or an engagement! Berkeley Springs, the C&O Trail along the Potomac river, Green Ridge State Forest, and Cacapon Resort State Park are nearby.