Cumberland Holiday Rentals

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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$144
includes taxes & fees
13 May - 14 May
Abrams Creek Center

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, (39 reviews)
"A great place to stay near many state parks! Really enjoyed our stay and hope to return soon!"
United States
Victoria F.
The price is NZ$344
includes taxes & fees
14 May - 15 May
Loft two story with first floor workout room, WIFI, complete cottage to yourself

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, (55 reviews)
"Had everything we needed. Was a great place!"
United States
Rebecca A.
The price is NZ$296
includes taxes & fees
6 May - 7 May
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

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 NZ$268
includes taxes & fees
3 May - 4 May
Private cabin with two double beds (sleep 4)

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)
"House was clean and neat. Quite neighborhood "
United States
Roxana F.
The price is NZ$302
includes taxes & fees
13 May - 14 May
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, (47 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 NZ$452
includes taxes & fees
3 May - 4 May
Private Home in Garrett County, surrounded by trees, fields and farmland.

Oversized Hot Tub • Fire Pit • Mountain Cabin Getaway • Near Deep Creek

Oversized Hot Tub • Fire Pit • Mountain Cabin Getaway • Near Deep Creek
Accident
10.0 out of 10, Exceptional, (12 reviews)
"Amazing place ! "
United States
Natalie B.
The price is NZ$679
includes taxes & fees
4 May - 5 May
Oversized Hot Tub • Fire Pit • Mountain Cabin Getaway • Near Deep Creek

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, (110 reviews)
"We had an excellent stay! The home was clean, comfortable and exactly as described. We would stay here again and recommend it. "
United States
Lisa S.
The price is NZ$539
includes taxes & fees
4 May - 5 May
Secluded, romantic cabin with hot tub on 12 acres of woodland.

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, (4 reviews)
"Great place to stay!! Very clean and extremely close to local attractions. "
United States
Mitchum
The price is NZ$368
includes taxes & fees
10 May - 11 May
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (31 reviews)
"This was a wonderful place clean, private, spacious and convenient will definitely recomend"
United States
Karen C.
The price is NZ$319
includes taxes & fees
27 May - 28 May
Oldtown Guesthouse

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.
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.
Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet 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, (218 reviews)
"The hosts are amazing. This is great spot, we shall be back in summer. The best hosts we have had in deep creek lake area. "
United States
Sid D.
The price is NZ$733
includes taxes & fees
13 May - 14 May
Minutes from Deep Creek Lake, Located on 24-acre farm with private 1-acre lake

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, (29 reviews)
"Cozy and charming. Great location. Would certainly book again. "
United States
Dennis F.
The price is NZ$383
includes taxes & fees
10 May - 11 May
5 minute walk to downtown. Cozy family sized home with everything you need.

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$398
includes taxes & fees
5 May - 6 May
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd

Spring Beauty! Hot tub & Fire pit! Great Location! Walk to the Lake!

Spring Beauty! Hot tub & Fire pit! Great Location! Walk to the Lake!
Swanton
10.0 out of 10, Exceptional, (23 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 NZ$879
includes taxes & fees
4 May - 5 May
Spring Beauty! Hot tub & Fire pit! Great Location! Walk to the Lake!

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 NZ$676
includes taxes & fees
3 May - 4 May
Mountainside Cabin 40R-Hot Tub, Dog Friendly

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, (24 reviews)
"A peaceful and pretty place to stay at."
United States
Selena
The price is NZ$1,172
includes taxes & fees
6 May - 7 May
Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!

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$638
includes taxes & fees
14 May - 15 May
Mountainside Cabin 51R-Dog Friendly

All about the view

All about the view
McHenry
10.0 out of 10, Exceptional, (13 reviews)
"Excellent location and property. Would definitely stay again."
United States
Dale S.
The price is NZ$632
includes taxes & fees
21 May - 22 May
All about the view
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, 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$144 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. Some other homes for rent in Cumberland include Make memories: Mountain view Grand 6BR 3BA LaVale Home, 15 min to Rocky Gap and Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi.

How many holiday rentals will I find in Cumberland?

With 8 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 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.