Cumberland Vacation Rentals

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Sep 24 - Sep 25
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Oct 3 - Oct 5

Vacation Rentals in Cumberland

Our top choices for Cumberland vacation rentals

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Fridge, microwave, oven, stovetop

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

9.8 out of 10, Exceptional, (21)
"Great, cozy little place. Nice little get-away. Host communicated well and was not overbearing. We enjoyed ourselves. "
The price is ￥15,942
￥26,287 total
includes taxes & fees
Sep 30 - Oct 1
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Full home near C&O! Perfect for bikers or families!
Fridge, microwave, oven, stovetop

Full home near C&O! Perfect for bikers or families!

9.6 out of 10, Exceptional, (15)
"This stay was perfect for the beginning of our GAP Trail ride! "
The price is ￥19,927
￥34,109 total
includes taxes & fees
Sep 25 - Sep 26
Full home near C&O! Perfect for bikers or families!
BIG D's POND & North Branch of the Potomac river Camping.
Pool

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

10.0 out of 10, Exceptional, (3)
"Big D'S Pond is beautiful and the owner, is very kind and helpful. We had an amazing time!"
The price is ￥9,167
￥16,759 total
includes taxes & fees
Sep 26 - Sep 27
BIG D's POND & North Branch of the Potomac river Camping.
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Smart TV, fireplace, DVD player, books

Secluded, romantic cabin with hot tub on 12 acres of woodland.

10.0 out of 10, Exceptional, (101)
"What a lovely place for a getaway! Secluded, beautifully decorated. We enjoyed the hot tub and the deck. "
The price is ￥33,973
￥54,372 total
includes taxes & fees
Oct 20 - Oct 21
Secluded, romantic cabin with hot tub on 12 acres of woodland.
NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap
Exterior detail

NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap

10.0 out of 10, Exceptional, (1)
"Absolutely wonderful! Historic home with lots of charm in a great location. The house was very clean and well appointed. The owner was great to deal with and they even had extra tissues sent from Amazon knowing we were in town for a funeral! Will definitely stay here again! "
NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap
1 Mi to Dtwn Cumberland: Historic Apt w/ Patio!
Apartment (1 Bedroom) | Interior

1 Mi to Dtwn Cumberland: Historic Apt w/ Patio!

3.0 star property
1 Mi to Dtwn Cumberland: Historic Apt w/ Patio!
Awesome New Property/ CANAL RIVER RETREAT
Lake

Awesome New Property/ CANAL RIVER RETREAT

9.8 out of 10, Exceptional, (116)
"Easy access to trails. Quiet spot just ouside Cumberland. "
Awesome New Property/ CANAL RIVER RETREAT
Abrams Creek Center
Cabin B | 2 bedrooms

Abrams Creek Center

2.0 star property
7.6 out of 10, Good, (42)
"Convenient to lots of activities secluded. "
The price is ￥6,658
￥10,917 total
includes taxes & fees
Oct 2 - Oct 3
Abrams Creek Center
The Lodge at Wisp Resort
Studio | Minibar, individually decorated, individually furnished

The Lodge at Wisp Resort

2.0 star property
7.2 out of 10, Good, (9)
"This was Labor Day Weekend, so the activities were all of of the property except for a Dog Day for the Humane society., with country music. Over all very quiet"
The price is ￥31,875
￥42,779 total
includes taxes & fees
Oct 1 - Oct 2
The Lodge at Wisp Resort
Luxury Lakefront 5BR - Hot Tub + Dock + Firepit - 3 Master Suites - Near Wisp
Terrace/patio

Luxury Lakefront 5BR - Hot Tub + Dock + Firepit - 3 Master Suites - Near Wisp

9.8 out of 10, Exceptional, (171)
"House was wonderful for a weekend getaway. Kathleen was very prompt with responding to questions and the house was very clean! "
Luxury Lakefront 5BR - Hot Tub + Dock + Firepit - 3 Master Suites - Near Wisp
LAKEFRONT Cabin: Hot Tub, Kayaks, Private Dock & Gardens - OWLS NEST Deep Creek
Property grounds

LAKEFRONT Cabin: Hot Tub, Kayaks, Private Dock & Gardens - OWLS NEST Deep Creek

10.0 out of 10, Exceptional, (355)
"The property managers were very helpful and communicative, the space was super cute both inside and in the adorable decorated gardens, and we loved sitting on the dock and spending time in the hot tub. We will definitely be back for a longer stay!"
LAKEFRONT Cabin: Hot Tub, Kayaks, Private Dock & Gardens - OWLS NEST Deep Creek
Deep Creek Lake and Wisp just minutes away, includes pass to CARC (pool/gym)
Fridge, microwave, oven, stovetop

Deep Creek Lake and Wisp just minutes away, includes pass to CARC (pool/gym)

10.0 out of 10, Exceptional, (298)
"Beautiful house and property. The host was very responsive. We hope we will be back. "
Deep Creek Lake and Wisp just minutes away, includes pass to CARC (pool/gym)
New: Lakefront Luxury Home with Private Indoor Heated Pool!
Outdoor spa tub

New: Lakefront Luxury Home with Private Indoor Heated Pool!

9.4 out of 10, Exceptional, (13)
"Great house for a large group with lots to do!"
New: Lakefront Luxury Home with Private Indoor Heated Pool!
The Pea Pod - Deep Creek Lake
Terrace/patio

The Pea Pod - Deep Creek Lake

10.0 out of 10, Exceptional, (39)
"Property is just as listed. Have atayed here multiple times and as always its a great place to stay. "
The Pea Pod - Deep Creek Lake
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
Outdoor dining

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

8.2 out of 10, Very Good, (57)
"We had a great time, the location was great and the place was clean"
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi
TV, fireplace

Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi

8.0 out of 10, Very Good, (33)
"Was a very nice home to spend a weekend at"
Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi
Bright condo with Deep Creek Lake views, wood fireplace
Outdoor dining

Bright condo with Deep Creek Lake views, wood fireplace

8.0 out of 10, Very Good, (83)
"We stayed in the 6A condo last year and this one was even better. Omly complaint is that a lot of the plugs were loose and we couldn’t plug anything into them except a select few."
Bright condo with Deep Creek Lake views, wood fireplace
EverGreenGrove-Hemlock2BR/1 BA/Dog Friendly/Hottub
Terrace/patio

EverGreenGrove-Hemlock2BR/1 BA/Dog Friendly/Hottub

10.0 out of 10, Exceptional, (7)
"Loved the location of this beautiful cabin - while the weather wasn’t always ideal for outdoor activities during our time in Deep Creek, we enjoyed spending time in the cabin!"
EverGreenGrove-Hemlock2BR/1 BA/Dog Friendly/Hottub
Lakefront Home with Dock, Firepit & Views - Dogs OK, Close to the State Park
TV, fireplace, DVD player, books

Lakefront Home with Dock, Firepit & Views - Dogs OK, Close to the State Park

8.4 out of 10, Very Good, (59)
"Great spot on the lake, rustic vibes, awesome views. Wouldn’t change a thing!"
Lakefront Home with Dock, Firepit & Views - Dogs OK, Close to the State Park
FletchersCove-DeepCreekLake-PrivateDock-HotTub
Property grounds

FletchersCove-DeepCreekLake-PrivateDock-HotTub

9.8 out of 10, Exceptional, (47)
"We had a great time with her family. Everything was meticulous neat and clean, and the Property is right on the lakefront which made it beautiful would definitely consider coming back."
FletchersCove-DeepCreekLake-PrivateDock-HotTub
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

Cumberland Inn and Spa

Cumberland Inn and Spa

10/10 Excellent
"The inn was right off the highway and easy to find. You’ll want to park in the back of the property and the steps to enter are within feet of parking. The owner sent me a text with the door codes and explained how to find my key. I was in room 14 that had a double bed. It was for one night and I travel 100% for work so I’m always in hotels this stop was pleasant and relaxing. Room was clean and bathroom was as well. After I long work day and hours of driving I took a shower, ate, and crawled into bed. "
Brandy 1-night trip
Posted 5 days ago
Cumberland Inn and Spa

Find out more about Cumberland

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
  • Use the map to find apartments and other holiday homes in the Cumberland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cumberland while they last

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 Full home near C&O! Perfect for bikers or families! and NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min 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 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 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.