A river flowing through a town with a bridge and a large building with a sign.

Cumberland Vacation Rentals

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Our top choices for Cumberland vacation rentals

1. 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 CA $216
CA $275 total
includes taxes & fees
Aug 14 - Aug 15
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

2. The Suite On Smallwood

The Suite On Smallwood
Cumberland
9.8 out of 10, Exceptional, (6 reviews)
"Perfect accommodation for our party. Great coffee bar and television selection. Very clean."
United States
Thomas
The price is CA $223
CA $300 total
includes taxes & fees
Aug 16 - Aug 17
The Suite On Smallwood

3. 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, (59 reviews)
"Host was very polite and helpful!"
United States
Quintin
The price is CA $167
CA $243 total
includes taxes & fees
Aug 15 - Aug 16
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

4. Abrams Creek Center

Abrams Creek Center
2.0 star property
Elk Garden
7.6 out of 10, Good, (48 reviews)
"Did not stay no bath house just a porta john"
United States
Bill
The price is CA $87
CA $130 total
includes taxes & fees
Aug 17 - Aug 18
Abrams Creek Center

5. 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, (46 reviews)
"House was very clean and comfortable, and very convenient to downtown Cumberland. "
United States
Larry M.
The price is CA $167
CA $266 total
includes taxes & fees
Aug 21 - Aug 22
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

6. Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful property and house. Very clean and comfortable."
United States
Don B.
The price is CA $167
CA $282 total
includes taxes & fees
Aug 30 - Aug 31
Oldtown Guesthouse

7. 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, (119 reviews)
"We had a very relaxing stay! Loved the hot tub and the fireplace!"
United States
Jeanelle B.
The price is CA $258
CA $446 total
includes taxes & fees
Aug 17 - Aug 18
Secluded, romantic cabin with hot tub on 12 acres of woodland.

8. 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, (32 reviews)
"Great location. Lots of space. Easy parking."
United States
Mary
The price is CA $160
CA $320 total
includes taxes & fees
Aug 17 - Aug 18
5 minute walk to downtown. Cozy family sized home with everything you need.

9. 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 CA $170
CA $234 total
includes taxes & fees
Aug 16 - Aug 17
Private cabin with two double beds (sleep 4)

10. Mountain Maryland Adventures Await

Mountain Maryland Adventures Await
3.5 star property
McHenry
Mountain Maryland Adventures Await

11. 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, (41 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 CA $169
CA $286 total
includes taxes & fees
Aug 17 - Aug 18
Loft two story with first floor workout room, WIFI, complete cottage to yourself

12. 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 CA $295
CA $512 total
includes taxes & fees
Sep 6 - Sep 7
Mountainside Cabin 51R-Dog Friendly

13. 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 CA $258
CA $307 total
includes taxes & fees
Aug 19 - Aug 20
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.

14. 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 CA $348
CA $582 total
includes taxes & fees
Sep 6 - Sep 7
Mountainside Cabin 41-Hot Tub, Pet Friendly

15. Mountainside Loft Cabin 45L-King Bed, Queen Bed, Loft

Mountainside Loft Cabin 45L-King Bed, Queen Bed, Loft
McHenry
The price is CA $409
CA $795 total
includes taxes & fees
Aug 16 - Aug 17
Mountainside Loft Cabin 45L-King Bed, Queen Bed, Loft

16. Mountainside Cabin 42-Hot Tub, Dog Friendly

Mountainside Cabin 42-Hot Tub, Dog Friendly
McHenry
The price is CA $377
CA $617 total
includes taxes & fees
Aug 24 - Aug 25
Mountainside Cabin 42-Hot Tub, Dog Friendly

17. Lakefront Cabin Suite 4-Hot Tub, Full Kitchen

Lakefront Cabin Suite 4-Hot Tub, Full Kitchen
McHenry
9.6 out of 10, Exceptional, (4 reviews)
"This cabin had everything that we needed for our short stay. The location is great, just steps to see the lake. The hot tub was clean and mostly private. The check-in process was easy and the staff were very friendly. We will definitely stay there again."
United States
Anonymous traveller
The price is CA $434
CA $694 total
includes taxes & fees
Sep 6 - Sep 7
Lakefront Cabin Suite 4-Hot Tub, Full Kitchen

18. Grandview Cabin Suite 24-Hot Tub

Grandview Cabin Suite 24-Hot Tub
McHenry
10.0 out of 10, Exceptional, (3 reviews)
"Great location for the fireworks"
United States
Donna B.
The price is CA $400
CA $648 total
includes taxes & fees
Aug 16 - Aug 17
Grandview Cabin Suite 24-Hot Tub

19. Knit Inn..

Knit Inn..
Frostburg
9.6 out of 10, Exceptional, (8 reviews)
"Great location! The host was very nice and easy to get a hold of for questions. Would definitely stay here every trip to Frostburg!"
United States
Lori F.
The price is CA $557
CA $834 total
includes taxes & fees
Aug 31 - Sep 1
Knit Inn..

20. 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, (54 reviews)
"Awesome house. And great location "
United States
Richard M.
The price is CA $187
CA $350 total
includes taxes & fees
Aug 21 - Aug 22
Private Home in Garrett County, surrounded by trees, fields and farmland.
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cumberland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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. Some other homes for rent in Cumberland include Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi and Make memories: Mountain view Grand 6BR 3BA LaVale Home, 15 min to Rocky Gap.

How many vacation rentals will I find in Cumberland?

With 10 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 Lake Habeeb, 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.