Cumberland Holiday Rentals

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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Cumberland holiday rentals

Room

Abrams Creek Center

Abrams Creek Center
2.0 star property
Elk Garden
7.6 out of 10, Good, (45 reviews)
"Convenient to lots of activities secluded. "
United States
Anonymous traveller
The price is HK$364
HK$591 total
includes taxes & fees
4 Feb - 5 Feb
Abrams Creek Center
Property grounds

Private cabin with two double beds (sleep 4)

Private cabin with two double beds (sleep 4)
Flintstone
10.0 out of 10, Exceptional, (5 reviews)
"Cozy, beautiful, pretty new and well-maintained cabins. Very inviting outdoor seating area with fire pit and grill on the grounds. There is a (very small) grocery store within walking distance. Highly recommend the short drive to Zumbrun Overlook to watch the sunset - it's unforgettable! The cabins are located in a quiet and very small town (although you can hear the highway traffic in the distance). Nice drive to Little Orleans (to get on the C&O Canal towpath). The host was super responsive....
United States
W L.
The price is HK$803
HK$1,164 total
includes taxes & fees
25 Jan - 26 Jan
Private cabin with two double beds (sleep 4)
Fridge, microwave, oven, stovetop

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (30 reviews)
"Very clean, host was responsive, cute, small house"
United States
Wayne F.
The price is HK$780
HK$1,405 total
includes taxes & fees
4 Feb - 5 Feb
Oldtown Guesthouse
Interior

Loft two story with first floor workout room, WIFI, complete cottage to yourself

Loft two story with first floor workout room, WIFI, complete cottage to yourself
Grantsville
9.8 out of 10, Exceptional, (37 reviews)
"The clean and comfortable looking cabins "
United States
Torrance
The price is HK$947
HK$1,583 total
includes taxes & fees
27 Jan - 28 Jan
Loft two story with first floor workout room, WIFI, complete cottage to yourself
Dining

Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.

Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
Grantsville
The price is HK$1,154
HK$1,388 total
includes taxes & fees
27 Jan - 28 Jan
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
Property grounds

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Cumberland
9.8 out of 10, Exceptional, (34 reviews)
"This house was very clean and had everything we needed. We especially enjoyed the large deck and the beautiful mountain view."
United States
Anita A.
The price is HK$936
HK$1,504 total
includes taxes & fees
8 Feb - 9 Feb
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Interior

Private Home in Garrett County, surrounded by trees, fields and farmland.

Private Home in Garrett County, surrounded by trees, fields and farmland.
Grantsville
10.0 out of 10, Exceptional, (43 reviews)
"We thoroughly enjoyed our stay. The location is wonderful and the accommodations are very comfortable. Highly recommend!"
United States
Carl G.
The price is HK$1,240
HK$2,215 total
includes taxes & fees
24 Jan - 25 Jan
Private Home in Garrett County, surrounded by trees, fields and farmland.
Interior

Secluded, romantic cabin with hot tub on 12 acres of woodland.

Secluded, romantic cabin with hot tub on 12 acres of woodland.
Cumberland
10.0 out of 10, Exceptional, (108 reviews)
"Perfect place to relax and enjoy the peace and quiet!"
United States
Melinda S.
The price is HK$1,444
HK$2,489 total
includes taxes & fees
26 Jan - 27 Jan
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Smart TV, fireplace, books, computer monitors

Winter Wonderland! Near Wisp! Hot tub & Fire pit! Great Location!

Winter Wonderland! Near Wisp! Hot tub & Fire pit! Great Location!
Swanton
10.0 out of 10, Exceptional, (22 reviews)
"Very neatly kept house….beautiful and cozy place to spend the vacation…Amazing property and amazing host. "
United States
Harsh S.
The price is HK$842
HK$3,736 total
includes taxes & fees
26 Jan - 27 Jan
Winter Wonderland! Near Wisp! Hot tub & Fire pit! Great Location!
Terrace/patio

Mountainside Cabin 51R-Dog Friendly

Mountainside Cabin 51R-Dog Friendly
McHenry
10.0 out of 10, Exceptional, (4 reviews)
"Very responsive to any questions we had."
United States
Jerron H.
The price is HK$1,739
HK$2,818 total
includes taxes & fees
1 Feb - 2 Feb
Mountainside Cabin 51R-Dog Friendly
Exterior

New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Oakland
10.0 out of 10, Exceptional, (13 reviews)
"Great spot for a team retreat!"
United States
Garrett H.
The price is HK$1,770
HK$5,740 total
includes taxes & fees
9 Feb - 10 Feb
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Interior

Full home near C&O! Perfect for bikers or families!

Full home near C&O! Perfect for bikers or families!
Cumberland
9.6 out of 10, Exceptional, (21 reviews)
"Nice place, and perfect stopover for cycling on the C&O. "
United States
Jay S.
The price is HK$1,053
HK$1,818 total
includes taxes & fees
1 Feb - 2 Feb
Full home near C&O! Perfect for bikers or families!
Fridge, microwave, oven, stovetop

Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
Cumberland
10.0 out of 10, Exceptional, (7 reviews)
"Easy walk into town and the train station."
United States
Kathy M.
The price is HK$1,105
HK$1,336 total
includes taxes & fees
1 Feb - 2 Feb
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
Property grounds

Mountainside Cabin 40R-Hot Tub, Dog Friendly

Mountainside Cabin 40R-Hot Tub, Dog Friendly
McHenry
10.0 out of 10, Exceptional, (2 reviews)
"This was our first stay. The cabin was clean and comfortable. The Hostess checked on us and was very kind. We had a very relaxing weekend and are hoping to stay again soon! "
United States
Dawn Michele P.
The price is HK$1,879
HK$2,951 total
includes taxes & fees
25 Jan - 26 Jan
Mountainside Cabin 40R-Hot Tub, Dog Friendly
Terrace/patio

Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!

Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!
Oakland
10.0 out of 10, Exceptional, (21 reviews)
"We had an incredible time at the cabin and we're hoping to come back in the future. The house is BEAUTIFUL, the beds are comfortable, it's in a nice location, and the fire pit and hot tub were great as well. "
United States
Madeline C.
The price is HK$1,598
HK$5,661 total
includes taxes & fees
19 Feb - 20 Feb
Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!
Golf

The Lodge at Wisp Resort

The Lodge at Wisp Resort
2.0 star property
McHenry
7.2 out of 10, Good, (9 reviews)
"Great time"
United States
Donnie
The price is HK$1,542
HK$2,239 total
includes taxes & fees
11 Feb - 12 Feb
The Lodge at Wisp Resort
Exterior detail

Secluded 3bd house minutes from the Wisp & the Lake- kid & pet friendly

Secluded 3bd house minutes from the Wisp & the Lake- kid & pet friendly
McHenry
10.0 out of 10, Exceptional, (3 reviews)
"A well appointed house in a great location - you have some privacy but ear enough deep creek. We will be back! Very family friendly in the details."
United States
Gary M.
The price is HK$1,621
HK$4,088 total
includes taxes & fees
26 Jan - 27 Jan
Secluded 3bd house minutes from the Wisp & the Lake- kid & pet friendly
Interior

Mountainside Cabin 41-Hot Tub, Pet Friendly

Mountainside Cabin 41-Hot Tub, Pet Friendly
McHenry
10.0 out of 10, Exceptional, (1 review)
"Very clean, well organized check-in/out process, great location"
United States
Marissa F.
The price is HK$2,051
HK$3,174 total
includes taxes & fees
27 Jan - 28 Jan
Mountainside Cabin 41-Hot Tub, Pet Friendly
Smart TV, fireplace, DVD player, books

The winter is coming !!!

The winter is coming !!!
Oakland
9.8 out of 10, Exceptional, (51 reviews)
"Very easy to check in and out! Thank you! "
United States
Edward
The price is HK$1,396
HK$3,422 total
includes taxes & fees
26 Jan - 27 Jan
The winter is coming !!!
Smart TV, fireplace

Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access

Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access
McHenry
10.0 out of 10, Exceptional, (6 reviews)
"Great neighborhood and large home. Clean and well stocked. "
United States
Kim C.
The price is HK$1,312
HK$6,003 total
includes taxes & fees
26 Jan - 27 Jan
Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake 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

Secluded, romantic cabin with hot tub on 12 acres of woodland.

Secluded, romantic cabin with hot tub on 12 acres of woodland.

10/10 Excellent
"Was absolutely beautiful and looked exactly like the pictures. Everything was comfy and cozy! Only issue is that we ran out of hot water quite fast which made using the tub a bit harder, but it was still a wonderful time!!"
Alyssa H. 2-night trip
Posted 1 day ago
Secluded, romantic cabin with hot tub on 12 acres of woodland.

Find out more about Cumberland

Search for holiday rentals in Cumberland on Expedia! You can easily find your home rentals, villas, holiday apartments in Cumberland using one of the methods below:

  • View our selection of featured holiday rentals in Cumberland
  • Use the map to find apartments and other holiday homes in the Cumberland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cumberland while they last

Look no further and take a look at our great range of rental properties in 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.

What are some of the best holiday rentals that Cumberland has to offer?

Awesome New Property/ CANAL RIVER RETREAT : This highly rated holiday home rental in Cumberland is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Our travellers also rate Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi as a favourite home for rent in Cumberland.

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.