Aerial view of Cumberland Maryland in Allegany County along the Potomac river

Cumberland Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cumberland holiday rentals

Abrams Creek Center

Abrams Creek Center
2.0 star property
Elk Garden
7.4 out of 10, Good, (47 reviews)
"Did not stay no bath house just a porta john"
United States
Bill
The price is NZ$152
includes taxes & fees
23 June - 24 June
Abrams Creek Center

Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /
Cumberland
10.0 out of 10, Exceptional, (57 reviews)
"Place was clean and comfortable."
United States
Marc R.
The price is NZ$305
includes taxes & fees
23 June - 24 June
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (33 reviews)
"This was a wonderful place clean, private, spacious and convenient will definitely recomend"
United States
Karen C.
The price is NZ$331
includes taxes & fees
7 July - 8 July
Oldtown Guesthouse

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, (40 reviews)
"Everything was lovely! The loft was stocked with everything we needed, it was spotlessly clean, and very comfortable."
United States
Leanna B.
The price is NZ$357
includes taxes & fees
23 June - 24 June
Loft two story with first floor workout room, WIFI, complete cottage to yourself

Private cabin with two double beds (sleep 4)

Private cabin with two double beds (sleep 4)
Flintstone
10.0 out of 10, Exceptional, (6 reviews)
"Weve stayed here before, enroute to visit family in Maryland. The cabins are very amply large, with modern ammenities. The beds were comfy, eating area was clean and spacious, with even a well thought out large front porch, with a rocking chair to enjoy the serenity of the distant mountains. We'll be back!"
Canada
Karl
The price is NZ$293
includes taxes & fees
23 June - 24 June
Private cabin with two double beds (sleep 4)

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

Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
Grantsville
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay!! Very clean and extremely close to local attractions. "
United States
Mitchum
The price is NZ$384
includes taxes & fees
23 June - 24 June
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.

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, (114 reviews)
"We had a very relaxing stay! Loved the hot tub and the fireplace!"
United States
Jeanelle B.
The price is NZ$576
includes taxes & fees
6 July - 7 July
Secluded, romantic cabin with hot tub on 12 acres of woodland.

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, (36 reviews)
"House was very clean and comfortable, and very convenient to downtown Cumberland. "
United States
Larry M.
The price is NZ$336
includes taxes & fees
25 June - 26 June
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

The Lodge at Wisp Resort

The Lodge at Wisp Resort
2.0 star property
McHenry
5.0 out of 10, (6 reviews)
"The room was comfortable however, our room was not ready for check-in at 3 PM and we were not able to get into our room until close to 7 PM. The staff did not keep us updated and told us they had no idea when our room would be ready. The property itself feels dated and has a dirty feeling to it. The staff were not overly friendly or entirely helpful when it came to check in or finding our rooms or getting dinner. We will likely not stay again at the resort as a result of our experience."
United States
Robert
The price is NZ$443
includes taxes & fees
26 June - 27 June
The Lodge at Wisp Resort

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, (49 reviews)
"Such a great place!! Very peaceful, nice amenities, stocked kitchen. Much bigger than expected. I would definitely stay there again and tell others who are headed that way!!"
United States
Aidan43 C.
The price is NZ$466
includes taxes & fees
23 June - 24 June
Private Home in Garrett County, surrounded by trees, fields and farmland.

The Suite On Smallwood

The Suite On Smallwood
Cumberland
9.6 out of 10, Exceptional, (4 reviews)
"Perfect accommodation for our party. Great coffee bar and television selection. Very clean."
United States
Thomas
The price is NZ$270
includes taxes & fees
5 July - 6 July
The Suite On Smallwood

BIG D's POND & North Branch of the Potomac river Camping.

BIG D's POND & North Branch of the Potomac river Camping.
Cumberland
10.0 out of 10, Exceptional, (3 reviews)
"Big D'S Pond is beautiful and the owner, is very kind and helpful. We had an amazing time!"
United States
Mary G.
The price is NZ$198
includes taxes & fees
25 June - 26 June
BIG D's POND & North Branch of the Potomac river Camping.

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, (31 reviews)
"Great location. Lots of space. Easy parking."
United States
Mary
The price is NZ$400
includes taxes & fees
23 June - 24 June
5 minute walk to downtown. Cozy family sized home with everything you need.

“Moonbeam” (Airstream)

“Moonbeam” (Airstream)
Oakland
10.0 out of 10, Exceptional, (3 reviews)
"Moonbeam was nice and outdoor space was awesome. We walked the trail and had dinner in Deep Creek.. Highly recommend "
United States
Scott H.
The price is NZ$400
includes taxes & fees
23 June - 24 June
“Moonbeam” (Airstream)

Deer Pass – Luxury Glamping Yurt Near Deep CreekMd

Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
Oakland
10.0 out of 10, Exceptional, (9 reviews)
"Great getaway"
United States
Holly M.
The price is NZ$404
includes taxes & fees
7 July - 8 July
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd

Mountainside Cabin 53-Hot Tub, Dog Friendly

Mountainside Cabin 53-Hot Tub, Dog Friendly
McHenry
10.0 out of 10, Exceptional, (3 reviews)
"Very nice clean private quite staff very helpfu near restaurants and shopping grounds are well kept "
United States
Thomas
The price is NZ$797
includes taxes & fees
23 June - 24 June
Mountainside Cabin 53-Hot Tub, Dog Friendly

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 NZ$635
includes taxes & fees
2 July - 3 July
Mountainside Cabin 51R-Dog Friendly

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, (8 reviews)
"Easy walk into town and the train station."
United States
Kathy M.
The price is NZ$303
includes taxes & fees
25 June - 26 June
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!

Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!
Cumberland
9.8 out of 10, Exceptional, (16 reviews)
"Lovely place! "
United States
Courtney N.
The price is NZ$300
includes taxes & fees
24 June - 25 June
Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!

Rustic 3BR Farmhouse - Fire Pit- Oakland

Rustic 3BR Farmhouse - Fire Pit- Oakland
Oakland
Rustic 3BR Farmhouse - Fire Pit- Oakland
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.
Save an average of 15% on thousands of hotels when you're signed in

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, 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 NZ$152 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?

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi: This highly rated holiday home rental in Cumberland is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave. Some other homes for rent in Cumberland include Make memories: Mountain view Grand 6BR 3BA LaVale Home, 15 min to Rocky Gap and Awesome New Property/ CANAL RIVER RETREAT .

How many holiday rentals will I find in Cumberland?

With 11 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 Canal Place, or simply take in cultural attractions like Allegany Museum and Windsor Hall. 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.