Cumberland, MD Vacation Rental
A mid-century house in Cresaptown, about 15 minutes from Mile 0 of the Great Allegheny Passage.
A renovated mid-century ranch on a wide lawn just outside Cumberland: a screened porch, a stone fire pit, a propane grill and a quiet street. Close enough to the GAP and the C&O Canal towpath to ride in the morning, far enough out to hear nothing at night.
Check dates & book directDirect booking is open for stays from November 5, 2026, through the winter.
What's close, this winter
Mile 0 of the Great Allegheny Passage
The GAP starts under the arch at Canal Place in downtown Cumberland and runs 150 miles to Pittsburgh. It's about 15 minutes from the house by car.
Source: Great Allegheny Passage ConservancyThe end of the C&O Canal towpath
Cumberland is mile 184.5 of the C&O Canal towpath, the far end of a route that starts in Georgetown, Washington, DC.
Source: National Park Service, C&O CanalThe Polar Express, from Canal Place
The Western Maryland Scenic Railroad runs The Polar Express train ride from 13 Canal Street, November 20 to December 24, 2026.
Source: Western Maryland Scenic RailroadWinter riding depends on the weather, and we won't pretend otherwise. Check conditions before you load the bikes; the porch and the fire pit are there either way.
The house
Exact totals for your dates, and our best rate, when you book direct.
