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Vacation rentals in Allegany County

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Top-rated vacation rentals in Allegany County

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

Guest favorite
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.
Dec 23 – 30
$90 per night
Superhost
Apartment in Cumberland
HISTORIC DOWNTOWN Cozy-Modern Apt PETS WELCOME!
Quaint and comfy one bedroom apartment located just one block from historic downtown cumberland. It is in a safe and quiet neighborhood. The Cumberland Theatre & Western Maryland Scenic Railroad, the C&O Canal and GAP Trail are just around the corner. We are pet friendly (one-time per pet fee applies, billed after booking) but we do a deep clean after each guest, you’d never know that pets have ever been hosted. AT THIS TIME, WE ARE UNABLE TO ACCOMMODATE EARLY CHECK-IN/OUT DUE TO COVID.
Jun 4 – 11
$78 per night
Guest favorite
Apartment in Cumberland
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.
Jun 7 – 14
$86 per night

Popular amenities for Allegany County vacation rentals

Other great vacation rentals in Allegany County

Guest favorite
Cabin in Great Cacapon
Cacapon River Cabin
Dec 18 – 25
$92 per night
Guest favorite
Home in Cumberland
Charming 1907 Home in Historic Downtown Cumberland
Apr 4 – 11
$95 per night
Guest favorite
Home in Cumberland
Cumberland Street House -GAP trail perfection!
Dec 25 – Jan 1
$119 per night
Guest favorite
Home in Cumberland
Braddock House
Sep 3 – 10
$102 per night
Superhost
Cabin in Great Cacapon
Modern Mountaintop Cabin with a gorgeous view
May 12 – 19
$182 per night
Guest favorite
Apartment in Oldtown
Sierra Farmstead - Guest House
May 31 – Jun 7
$106 per night
Guest favorite
Cottage in Green Spring
The River House
Jun 23 – 30
$121 per night
Guest favorite
Cabin in Berkeley Springs
Monte Vista-Luxury~Golf~EV Charger~WI-FI~Views!
Nov 15 – 22
$450 per night
Guest favorite
Condo in Oldtown
Tara's Cottage
Jul 10 – 17
$88 per night
Guest favorite
Cabin in Springfield
Rustic Lakeside Retreat: Private 3 Bedroom Cabin
Apr 26 – May 3
$126 per night
Guest favorite
Home in Cumberland
Charming Home Near Downtown
Sep 12 – 19
$106 per night
Guest favorite
Farm stay in Ellerslie
Historic Eden Ranch, built 1837
Jun 21 – 28
$103 per night

Destinations to explore