
Holiday rentals in Allegany County
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Top-rated holiday rentals in Allegany County
Guests agree: these stays are highly rated for location, cleanliness and more.

Oldtown Guesthouse
This two bedroom house is situated on a 1.3 acre lot, located right off Maryland 51. Whether you're just passing through or in the area to explore local attractions, this is a great resting spot. The Paw Paw tunnel, historic downtown Cumberland, C&O canal towpath, and more are all located within 15 miles. There’s hiking, biking, canoeing, and fishing options within a few miles of the house or stay at the house and enjoy a quiet getaway. There’s a few books, games and a roku tv for your use.

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.

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.

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!

The Hidden Tree
Nestled in the heart of Cumberland. Our cozy home offers a perfect blend of comfort and convenience for your stay. Whether you're here for business or leisure, we've got you covered! Conveniently located near UPMC Hospital, Planet fitness, Downtown Cumberland, Rocky Gap Casino and much more! Explore the vibrant neighborhood or venture out to discover the hidden gems of Cumberland. Book your stay at “The Hidden Tree” today and make unforgettable memories.

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.

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.

The River House Gem
OUR RIVER HOUSE This is one of the best kept secrets in Mineral County. It is located on Old Airport Road in an older neighborhood, but don’t let that deter you. Our 1 bedroom, 1 full, 1 half bath fully furnished river house cabin has all sorts of amenities to make your stay enjoyable. Our house sets on about 1 acre of a park like setting on the Potomac River.

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.

Piney Mtn House - Cozy 2BR Stay near Frostburg
Tucked into the mountains just outside Frostburg, this stylish renovated bungalow offers a quiet, cozy place to unwind. Enjoy a private yard, covered porch, and patio with fireplace—perfect for slow mornings and relaxed evenings. Thoughtfully designed for comfort, it’s an easy home base for exploring, hiking, visiting, or simply settling in.

Tara's Cottage
We are situated amidst a beautiful 100 acre Draft horse and longhorn cattle ranch 2200 feet above sea level atop Warrior Mountain in Oldtown, MD with majestic mountain views of 4 adjoining states, PA, MD, WV & VA. We are located 12 miles east of Historic Cumberland Maryland, halfway between Flintstone & historic Oldtown, MD.
Popular amenities for Allegany County holiday rentals
Other great holiday rentals in Allegany County

CJ’s Escape Great location & just like home

Trofton Solace - River View

Historic Eden Ranch, built 1837

Modern Mountain Cabin w/hot tub!

The Whistle Stop in Cumberland, Maryland

A Humble Abode - Pets, Wifi, Fire Pit, Deck, Grill

Private Couples Retreat | Hot Tub, Sauna & Views

Hilltop Cabin Retreat - Secluded & cozy - Wi-Fi!
Destinations to explore
- Rentals with outdoor seating Allegany County
- Family-friendly rentals Allegany County
- Rentals with a hot tub Allegany County
- Rentals with a washing machine and dryer Allegany County
- Flat rentals Allegany County
- Rentals with a firepit Allegany County
- Rentals with a fireplace Allegany County
- Pet-friendly rentals Allegany County
- Cabin rentals Allegany County
- Rentals with a patio Allegany County
- Fallingwater
- Wisp Resort
- Seven Springs Mountain Resort
- Ohiopyle State Park
- Berkeley Springs State Park
- Cowans Gap State Park
- Cacapon Resort State Park
- Rock Gap State Park
- Whitetail Resort
- Deep Creek Lake State Park
- Swallow Falls State Park
- Hollywood Casino At Charles Town Races
- Blue Knob All Seasons Resort
- Laurel Hill State Park
- Green Ridge State Forest
- Antietam National Battlefield
- Laurel Ridge State Park
- Old Town Winchester Walking Mall
- Museum of the Shenandoah Valley
- Shawnee State Park
- Laurel Mountain Ski Resort
- Lodestone Golf Course
- Dinosaur Land
- Western Maryland Scenic Railroad





