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Cumberland Holiday Rentals

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Check prices for these dates

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Cumberland holiday rentals

Room
Abrams Creek Center

Cabin in Elk Garden

Abrams Creek Center
2.0 star property
7.6 out of 10, Good, (45)
"We DID NOT SEE THOS PHOTO BEFORE RENTING!! There was no water/air conditioning or refrigerator?!? This was not the photo of the cabin I renter either!! We were supposed to have a cabin with enough room for 8 to sleep"
United States
Samantha
The price is S$96
includes taxes & fees
29 Dec - 30 Dec
Abrams Creek Center
Interior
Parsons Semper Fi Cabin w/ Fire Pit!

Cottage in Parsons

Parsons Semper Fi Cabin w/ Fire Pit!
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is S$292
includes taxes & fees
2 Jan - 3 Jan, 2026
Parsons Semper Fi Cabin w/ Fire Pit!
Exterior
2-Bedroom cabin Hot tub Fireplace PS5

Cabin in The Woods

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
9.4 out of 10, Exceptional, (3)
"Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. "
United States
Chris
The price is S$358
includes taxes & fees
8 Jan - 9 Jan, 2026
2-Bedroom cabin Hot tub Fireplace PS5
2 bedrooms, laptop workspace, iron/ironing board, free WiFi
Mountain Koru Near Trails & Town 2 Bedroom Cabin

Cabin in Thomas

Mountain Koru Near Trails & Town 2 Bedroom Cabin
3.0 star property
10.0 out of 10, Exceptional, (1)
"Loved the cabin! My only complaint was that the upstairs bed got hot during the night making my daughter uncomfortable. We put the fan up there the second night but it didn’t seem to help. She slept on the loveseat. Everything else we loved! "
United States
M CHRISTI
The price is S$520
includes taxes & fees
12 Jan - 13 Jan, 2026
Mountain Koru Near Trails & Town 2 Bedroom Cabin
Private kitchen
Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home

Holiday Home in Timberline

Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home
3.0 star property
The price is S$957
includes taxes & fees
5 Jan - 6 Jan, 2026
Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home
Interior
Cozy Anchors Away Cabin Hideaway w/ Fire Pit!

Cottage in Parsons

Cozy Anchors Away Cabin Hideaway w/ Fire Pit!
2.0 star property
The price is S$292
includes taxes & fees
2 Jan - 3 Jan, 2026
Cozy Anchors Away Cabin Hideaway w/ Fire Pit!
Interior
Parsons Cabin w/ Fire Pit & River Access!

Cottage in Parsons

Parsons Cabin w/ Fire Pit & River Access!
2.0 star property
The price is S$292
includes taxes & fees
25 Jan - 26 Jan, 2026
Parsons Cabin w/ Fire Pit & River Access!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cumberland Hotel Reviews

Hampton Inn Cumberland

Hampton Inn Cumberland

10/10 Excellent
"Everything was great would stay again. Road the Polar Express and had a fabulous time"
Ryan 1-night trip
Posted 5 days ago
Hampton Inn Cumberland

Frequently asked questions

Can I find holiday rentals in Cumberland?

Yes, there are holiday rentals in Cumberland close to Western Maryland Scenic Railroad, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the mountain landscape and riverfront in Cumberland. Make sure you have time to check out the casinos and churches during your trip.

How many holiday rentals will I find in Cumberland?

With 10 Expedia holiday rentals, you're guaranteed to find just the right place for your Cumberland stay.

What’s there to see and do in Cumberland?

Enjoy the outdoors at Lake Habeeb Beaches and Chesapeake and Ohio Canal, or simply take in cultural attractions like Windsor Hall and Allegany Museum. Downtown Cumberland Historic District and Western Maryland Scenic Railroad are other places to visit while you're in town.

What’s a holiday rental in Cumberland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cumberland. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for small groups.