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

Cumberland Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Cumberland vacation rentals

Cabin D

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 ￥9,211
￥14,105 total
includes taxes & fees
Jun 30 - Jul 1
Abrams Creek Center
Terrace/patio

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, (58 reviews)
"Place was clean and comfortable."
United States
Marc R.
The price is ￥19,409
￥28,289 total
includes taxes & fees
Jun 30 - Jul 1
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /
Exterior

Private cabin with two full beds. ADA accessible.

Private cabin with two full beds. ADA accessible.
Flintstone
10.0 out of 10, Exceptional, (7 reviews)
"This cabin has all the necessities, is in a great location and is clean and well maintained. Absolutely perfect for a couple and close to lots of outdoor activities! Will absolutely stay here in the future."
United States
Leah I.
The price is ￥19,732
￥27,403 total
includes taxes & fees
Jun 28 - Jun 29
Private cabin with two full beds. ADA accessible.
Fridge, microwave, oven, stovetop

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 ￥17,630
￥30,860 total
includes taxes & fees
Jul 14 - Jul 15
Oldtown Guesthouse
Terrace/patio

“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 ￥18,600
￥37,132 total
includes taxes & fees
Jul 1 - Jul 2
“Moonbeam” (Airstream)
Interior

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, (115 reviews)
"We had a very relaxing stay! Loved the hot tub and the fireplace!"
United States
Jeanelle B.
The price is ￥31,539
￥52,226 total
includes taxes & fees
Jul 23 - Jul 24
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Interior

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 ￥19,651
￥33,517 total
includes taxes & fees
Jun 28 - Jun 29
Loft two story with first floor workout room, WIFI, complete cottage to yourself
Property grounds

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, (38 reviews)
"House was very clean and comfortable, and very convenient to downtown Cumberland. "
United States
Larry M.
The price is ￥19,409
￥30,860 total
includes taxes & fees
Jul 25 - Jul 26
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Pool

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 ￥10,044
￥18,362 total
includes taxes & fees
Jul 1 - Jul 2
BIG D's POND & North Branch of the Potomac river Camping.
Dining

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 ￥29,922
￥36,175 total
includes taxes & fees
Jun 28 - Jun 29
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
Property grounds

Deer Pass – Luxury Glamping Yurt Near Deep CreekMd

Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
Oakland
10.0 out of 10, Exceptional, (10 reviews)
"Great getaway"
United States
Holly M.
The price is ￥17,796
￥38,235 total
includes taxes & fees
Jul 14 - Jul 15
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
Terrace/patio

Charming 4BR Home - HOT TUB - Oakland

Charming 4BR Home - HOT TUB - Oakland
Oakland
10.0 out of 10, Exceptional, (14 reviews)
"This is the second year we have stayed at this property; it is terrific."
United States
Chris P.
The price is ￥21,592
￥85,804 total
includes taxes & fees
Jun 29 - Jun 30
Charming 4BR Home - HOT TUB - Oakland
Exterior detail

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 ￥18,600
￥36,961 total
includes taxes & fees
Jun 28 - Jun 29
5 minute walk to downtown. Cozy family sized home with everything you need.
Interior

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 ￥24,099
￥43,890 total
includes taxes & fees
Jun 29 - Jun 30
Private Home in Garrett County, surrounded by trees, fields and farmland.
Marina

Rustic 3BR Farmhouse - Fire Pit- Oakland

Rustic 3BR Farmhouse - Fire Pit- Oakland
Oakland
The price is ￥20,510
￥66,140 total
includes taxes & fees
Jul 10 - Jul 11
Rustic 3BR Farmhouse - Fire Pit- Oakland
TV

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, (17 reviews)
"Lovely place! "
United States
Courtney N.
The price is ￥21,447
￥27,879 total
includes taxes & fees
Jun 28 - Jun 29
Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!
Terrace/patio

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 ￥46,258
￥75,478 total
includes taxes & fees
Jun 29 - Jun 30
Mountainside Cabin 53-Hot Tub, Dog Friendly
Fridge, microwave, oven, stovetop

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 ￥21,626
￥28,083 total
includes taxes & fees
Jun 29 - Jun 30
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
Terrace/patio

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 ￥34,936
￥60,856 total
includes taxes & fees
Jul 2 - Jul 3
Mountainside Cabin 51R-Dog Friendly
Interior

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 ￥22,644
￥27,432 total
includes taxes & fees
Jul 5 - Jul 6
The Suite On Smallwood
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

Best Western Braddock Inn

Best Western Braddock Inn

8/10 Good
"The room was clean. The breakfast was very nice. The only thing I had an issue with was the telephone had static so badly you couldn't even hear the other person on the other line much less get a hold of anybody at the front desk for help. The TV was not accessible to YouTube or Netflix cuz it says it was not available. Other than that the stay was very pleasant"
Evelyn 1-night trip
Posted 17 hours ago
Best Western Braddock Inn

Find out more about Cumberland

Search for holiday rentals in Cumberland on Expedia! You can easily find your home rentals, villas, holiday apartments in Cumberland using one of the methods below:

  • View our selection of featured holiday rentals in Cumberland
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Look no further and take a look at our great range of rental properties in Cumberland!

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?

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi: Visitors like this Cumberland vacation home rental. It is equipped with a barbecue grill, 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 Awesome New Property/ CANAL RIVER RETREAT 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 11 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 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 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.