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Vacation rentals in Cumberland

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Top-rated vacation rentals in Cumberland

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

Efficiency Flat in Historic Distric
Private room · 2 guests · 1 bed · 1 private bath

Efficiency Flat in Historic DistricRelax in your suite with a private secure entrance located in Cumberland’s Historic District. You can safely park your car and walk to many of Cumberlands amenities. 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.

HISTORIC DOWNTOWN Cozy-Modern Apt
PETS WELCOME!
SUPERHOST
Entire rental unit · 4 guests · 1 bed · 1 bath

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. A second like apartment can be booked for larger groups. UNFORTUNATELY AT THIS TIME, WE ARE UNABLE TO ACCOMMODATE EARLY CHECK-INS DUE TO COVID. THERE HAS TO BE ENOUGH TIME IN-BETWEEN GUEST TO DEEP CLEAN, DISINFECT AND AIR OUT THE SPACE.

The D&D B&B (Basement Suite)
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bath

The D&D B&B (Basement Suite)Beautiful and quiet neighborhood. Only a 5 minute walk to the GAP trail. Once you are on the GAP, it is only another 7 minute walk to downtown and C&O. Easy access for bikers and hikers if you do not mind the uphill. (FYI, the 1/4 mile walk is a steep uphill form the GAP trail to the house)

Vacation rentals for every style

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Popular amenities for Cumberland vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Cumberland

  1. Entire rental unit
  2. La Vale
Private apartment in Western Maryland
SUPERHOST
  1. Entire guest suite
  2. La Vale
"Mavi Ev Getaway" Near GAP Trail
SUPERHOST
  1. Entire cottage
  2. La Vale
CUTE COTTAGE at Mavi Ev
  1. Entire residential home
  2. La Vale
Adorable, mid-century home. Single level, pets ok.
SUPERHOST
  1. Entire bungalow
  2. Cumberland
The Cottage on the Hill
  1. Entire residential home
  2. Cumberland
The Cumberland Trail House - Near GAP/C&O Canal
SUPERHOST
  1. Private room
  2. Cumberland
The Columbia Bruce Room in the 1840 Bruce House
SUPERHOST
  1. Entire townhouse
  2. Ridgeley
The Historic Alan Frederick Building
SUPERHOST
  1. Entire rental unit
  2. Cumberland
The Dove's Nest - - no cleaning fees
  1. Entire residential home
  2. Cumberland
Beautiful historic 4 bedroom house.
SUPERHOST
  1. Entire residential home
  2. Cumberland
Cumberland Street House -GAP trail perfection!
  1. Entire residential home
  2. Cumberland
Spacious home, walkable, fenced yard, pets welcome

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