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Holiday Rentals in Cumberland

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Our top choices for Cumberland holiday rentals

Abrams Creek Center

Abrams Creek Center
2.0 star property
Elk Garden
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 €70
includes taxes & fees
14 Jan - 15 Jan
Abrams Creek Center

Private cabin with two double beds (sleep 4)

Private cabin with two double beds (sleep 4)
Flintstone
10.0 out of 10, Exceptional, (5)
"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 €132
includes taxes & fees
8 Jan - 9 Jan
Private cabin with two double beds (sleep 4)

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)
"The clean and comfortable looking cabins "
United States
Torrance
The price is €179
includes taxes & fees
20 Jan - 21 Jan
Loft two story with first floor workout room, WIFI, complete cottage to yourself

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

Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
2.0 star property
Grantsville
The price is €156
includes taxes & fees
20 Jan - 21 Jan
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (30)
"Very clean, host was responsive, cute, small house"
United States
Wayne F.
Oldtown Guesthouse

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, (33)
"We had a nice relaxing stay at this lovely cottage. It was convenient to downtown and very clean."
United States
Reni J.
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

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, (42)
"We thoroughly enjoyed our stay. The location is wonderful and the accommodations are very comfortable. Highly recommend!"
United States
Carl G.
The price is €249
includes taxes & fees
8 Jan - 9 Jan
Private Home in Garrett County, surrounded by trees, fields and farmland.

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

Secluded 3bd house minutes from the Wisp & the Lake- kid & pet friendly
2.0 star property
McHenry
10.0 out of 10, Exceptional, (2)
"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.
Secluded 3bd house minutes from the Wisp & the Lake- kid & pet friendly

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, (106)
"Perfect place to relax and enjoy the peace and quiet!"
United States
Melinda S.
The price is €279
includes taxes & fees
12 Jan - 13 Jan
Secluded, romantic cabin with hot tub on 12 acres of woodland.

Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!

Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!
Swanton
10.0 out of 10, Exceptional, (22)
"Excellent home in great location and host! Thank you!!"
United States
sharon d.
The price is €428
includes taxes & fees
11 Jan - 12 Jan
Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!

The Lodge at Wisp Resort

The Lodge at Wisp Resort
2.0 star property
McHenry
7.2 out of 10, Good, (9)
"Great time"
United States
Donnie
The price is €380
includes taxes & fees
8 Jan - 9 Jan
The Lodge at Wisp Resort

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!
2.0 star property
Oakland
10.0 out of 10, Exceptional, (13)
"The stay was great! Everyone loved the location and all the amenities provided! It was a great get away for all of our friends to get together and hangout! "
United States
Becca V.
The price is €645
includes taxes & fees
12 Jan - 13 Jan
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

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)
"The property was exactly as described. The location was perfect for walking around safely to restaurants, and the communication with the property owner was excellent!"
United States
Evelyn W.
The price is €151
includes taxes & fees
8 Jan - 9 Jan
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

Mountainside Cabin 40R-Hot Tub, Dog Friendly

Mountainside Cabin 40R-Hot Tub, Dog Friendly
McHenry
10.0 out of 10, Exceptional, (2)
"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 €331
includes taxes & fees
8 Jan - 9 Jan
Mountainside Cabin 40R-Hot Tub, Dog Friendly

Mountainside Cabin 51R-Dog Friendly

Mountainside Cabin 51R-Dog Friendly
McHenry
10.0 out of 10, Exceptional, (3)
"This property was simply amazing. The cabin was beautiful. Smelled amazing… The bed was the most comfortable we had ever slept in at a get away. The Mountain View was stunning. Highly recommend. Can’t say enough good. "
United States
Michael S.
The price is €317
includes taxes & fees
8 Jan - 9 Jan
Mountainside Cabin 51R-Dog Friendly

Minutes from Deep Creek Lake, Located on 24-acre farm with private 1-acre lake

Minutes from Deep Creek Lake, Located on 24-acre farm with private 1-acre lake
Accident
10.0 out of 10, Exceptional, (217)
"Family friendly "
United States
Henok
The price is €370
includes taxes & fees
20 Jan - 21 Jan
Minutes from Deep Creek Lake, Located on 24-acre farm with private 1-acre lake

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, (19)
"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.
Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!

In the heart of Deep Creek Lake! - "Shamrock Inn"

In the heart of Deep Creek Lake! - "Shamrock Inn"
Mountainside
9.6 out of 10, Exceptional, (5)
"Place was absolutely gorgeous host was very accommodating. Can't say enough good things about it"
United States
Michael M.
The price is €406
includes taxes & fees
8 Jan - 9 Jan
In the heart of Deep Creek Lake! - "Shamrock Inn"

HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee

HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee
Oakland
10.0 out of 10, Exceptional, (35)
"Great property, loved our stay here! We will definitely stay here again! "
United States
Shawnnelle H.
The price is €526
includes taxes & fees
15 Jan - 16 Jan
HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee

5 minute walk to downtown. Cozy family sized home with everything you need.

5 minute walk to downtown. Cozy family sized home with everything you need.
Frostburg
9.4 out of 10, Exceptional, (27)
"Cozy and charming. Great location. Would certainly book again. "
United States
Dennis F.
The price is €200
includes taxes & fees
15 Jan - 16 Jan
5 minute walk to downtown. Cozy family sized home with everything you need.
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

Find out more about Cumberland

Everything you need to know about Cumberland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cumberland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cumberland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cumberland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cumberland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cumberland holiday rentals we have selected for you start as low as €70 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cumberland rentals

At Expedia, we put the best Cumberland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cumberland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cumberland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cumberland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 9 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.