Cumberland Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Cumberland vacation rentals

Cabin D
Abrams Creek Center

Cabin in Elk Garden

Abrams Creek Center
2.0 star property
7.6 out of 10, Good, (45 reviews)
"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
$73 nightly
The price is $82
Jan 20 - Jan 21
Total with taxes and fees
Abrams Creek Center
Property grounds
Private cabin with two double beds (sleep 4)

Chalet in Flintstone

Private cabin with two double beds (sleep 4)
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.
$159 nightly
The price is $160
Jan 18 - Jan 19
Total with taxes and fees
Private cabin with two double beds (sleep 4)
Interior
Loft two story with first floor workout room, WIFI, complete cottage to yourself

Cottage in Grantsville

Loft two story with first floor workout room, WIFI, complete cottage to yourself
9.8 out of 10, Exceptional, (37 reviews)
"The clean and comfortable looking cabins "
United States
Torrance
$196 nightly
The price is $207
Jan 14 - Jan 15
Total with taxes and fees
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.

Cottage in Grantsville

Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
2.0 star property
$168 nightly
The price is $178
Jan 14 - Jan 15
Total with taxes and fees
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
Fridge, microwave, oven, stovetop
Oldtown Guesthouse

Vacation Home in Oldtown

Oldtown Guesthouse
10.0 out of 10, Exceptional, (30 reviews)
"Very clean, host was responsive, cute, small house"
United States
Wayne F.
$170 nightly
The price is $180
Jan 14 - Jan 15
Total with taxes and fees
Oldtown Guesthouse
Property grounds
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

Vacation Home in Cumberland

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
9.8 out of 10, Exceptional, (33 reviews)
"We had a nice relaxing stay at this lovely cottage. It was convenient to downtown and very clean."
United States
Reni J.
$182 nightly
The price is $193
Feb 8 - Feb 9
Total with taxes and fees
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.

Cottage in Grantsville

Private Home in Garrett County, surrounded by trees, fields and farmland.
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.
$268 nightly
The price is $284
Jan 15 - Jan 16
Total with taxes and fees
Private Home in Garrett County, surrounded by trees, fields and farmland.
Interior
Secluded, romantic cabin with hot tub on 12 acres of woodland.

Cabin in Cumberland

Secluded, romantic cabin with hot tub on 12 acres of woodland.
10.0 out of 10, Exceptional, (106 reviews)
"Perfect place to relax and enjoy the peace and quiet!"
United States
Melinda S.
$284 nightly
The price is $321
Jan 19 - Jan 20
Total with taxes and fees
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!

Vacation Home in Swanton

Winter Wonderland! Near Wisp! Hot tub & Fire pit! Great Location!
10.0 out of 10, Exceptional, (22 reviews)
"Excellent home in great location and host! Thank you!!"
United States
sharon d.
$451 nightly
The price is $478
Jan 26 - Jan 27
Total with taxes and fees
Winter Wonderland! Near Wisp! Hot tub & Fire pit! Great Location!
Exterior
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

Cabin in Oakland

New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
2.0 star property
10.0 out of 10, Exceptional, (13 reviews)
"Great spot for a team retreat!"
United States
Garrett H.
$637 nightly
The price is $720
Jan 14 - Jan 15
Total with taxes and fees
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Smart TV, fireplace, video-game console, DVD player
HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee

Cabin in Oakland

HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee
10.0 out of 10, Exceptional, (35 reviews)
"Great property, loved our stay here! We will definitely stay here again! "
United States
Shawnnelle H.
$559 nightly
The price is $590
Jan 15 - Jan 16
Total with taxes and fees
HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee
Fridge, microwave, oven, stovetop
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

Apartment in Cumberland

Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
10.0 out of 10, Exceptional, (7 reviews)
"Easy walk into town and the train station."
United States
Kathy M.
$151 nightly
The price is $160
Jan 14 - Jan 15
Total with taxes and fees
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
Golf
The Lodge at Wisp Resort

Aparthotel in McHenry

The Lodge at Wisp Resort
2.0 star property
7.2 out of 10, Good, (9 reviews)
"Great time"
United States
Donnie
$255 nightly
The price is $291
Jan 28 - Jan 29
Total with taxes and fees
The Lodge at Wisp Resort
Terrace/patio
Mountainside Cabin 51R-Dog Friendly

Cabin in McHenry

Mountainside Cabin 51R-Dog Friendly
10.0 out of 10, Exceptional, (3 reviews)
"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.
$341 nightly
The price is $361
Jan 14 - Jan 15
Total with taxes and fees
Mountainside Cabin 51R-Dog Friendly
View from property
Minutes from Deep Creek Lake, Located on 24-acre farm with private 1-acre lake

Cabin in Accident

Minutes from Deep Creek Lake, Located on 24-acre farm with private 1-acre lake
10.0 out of 10, Exceptional, (217 reviews)
"Family friendly "
United States
Henok
$375 nightly
The price is $423
Jan 14 - Jan 15
Total with taxes and fees
Minutes from Deep Creek Lake, Located on 24-acre farm with private 1-acre lake
Property grounds
Mountainside Cabin 40R-Hot Tub, Dog Friendly

Cabin in McHenry

Mountainside Cabin 40R-Hot Tub, Dog Friendly
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.
$357 nightly
The price is $378
Jan 14 - Jan 15
Total with taxes and fees
Mountainside Cabin 40R-Hot Tub, Dog Friendly
Interior
Historic Mountain Retreat: Breathtaking views, pet friendly, trampoline/playroom

Vacation Home in Cumberland

Historic Mountain Retreat: Breathtaking views, pet friendly, trampoline/playroom
8.8 out of 10, Excellent, (3 reviews)
"Wonder place - super convenient to downtown and the interstates. Host was super responsive!"
United States
scott w.
$339 nightly
The price is $359
Jan 14 - Jan 15
Total with taxes and fees
Historic Mountain Retreat: Breathtaking views, pet friendly, trampoline/playroom
Terrace/patio
Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!

Cabin in Oakland

Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!
10.0 out of 10, Exceptional, (20 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.
$655 nightly
The price is $694
Jan 22 - Jan 23
Total with taxes and fees
Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!
Smart TV, fireplace, DVD player, books
The winter is coming !!!

Cabin in Oakland

The winter is coming !!!
9.8 out of 10, Exceptional, (50 reviews)
"Very easy to check in and out! Thank you! "
United States
Edward
$411 nightly
The price is $436
Jan 14 - Jan 15
Total with taxes and fees
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

Vacation Home in McHenry

Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access
10.0 out of 10, Exceptional, (6 reviews)
"Great neighborhood and large home. Clean and well stocked. "
United States
Kim C.
$721 nightly
The price is $764
Jan 14 - Jan 15
Total with taxes and fees
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

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

10/10 Excellent
"We’ve stayed at Rocky Gap many times. This time was great as usual. The casino is always fun and there are plenty of slots and table games. The dining options are all good and the room is clean and bright. We even used the spa to get a massage which was relaxing. "
Courtney 1-night trip
Posted 1 day ago
Rocky Gap Casino & Resort

Price trends for vacation rentals in Cumberland

Less expensive
More expensive
This month
Next month
November
June
$599
$636
Month
Price
January
$599
February
$636
March
$659
April
$671
May
$639
June
$713
July
$609
August
$696
September
$703
October
$411
November
$389
December
$391
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Cumberland. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Cumberland

Everything you need to know about Cumberland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cumberland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cumberland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $82 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cumberland rentals

At Expedia, we put the best Cumberland vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Cumberland?

Yes, there are vacation rentals in Cumberland close to Western Maryland Scenic Railroad, or you can go with a 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's the top vacation rental in Cumberland?

Awesome New Property/ CANAL RIVER RETREAT : Visitors like this Cumberland vacation home rental. It is located on a lake and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Our travelers also rate Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi as a favorite home for rent in Cumberland.

How many vacation rentals will I find in Cumberland?

With 9 Expedia vacation rentals, you're sure 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 vacation rental in Cumberland like?

Vacation rentals are private properties you can book for several days or longer in Cumberland. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for small groups.