Cumberland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Cumberland vacation rentals

A covered patio with a table and chairs, a hanging basket, and a satellite dish.

1. 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, (67 reviews)
"Host was very polite and helpful!"
United States
Quintin
The price is CA $171
CA $239 total
includes taxes & fees
Nov 19 - Nov 20
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /
A garden with a variety of flowers and plants, a wooden structure, and a white fence.

2. 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, (58 reviews)
"comfortable cottage. In between most activity areas."
United States
WILSON
The price is CA $171
CA $260 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
A blue door with the number 137, a wreath, and a mailbox.

3. 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, (11 reviews)
"Easy walk into town and the train station."
United States
Kathy M.
The price is CA $221
CA $270 total
includes taxes & fees
Nov 19 - Nov 20
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
A blue door with the number 137, a wreath, and a mailbox.

4. 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, (19 reviews)
"Lovely place! "
United States
Courtney N.
The price is CA $219
CA $268 total
includes taxes & fees
Nov 19 - Nov 20
Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!
A serene pond with a wooden dock and chairs, surrounded by lush greenery and trees.

5. 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, (4 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 CA $114
CA $177 total
includes taxes & fees
Nov 18 - Nov 19
BIG D's POND & North Branch of the Potomac river Camping.
A modern kitchen with white cabinets, a granite countertop, a built-in microwave, and a coffee maker.

6. The Suite On Smallwood

The Suite On Smallwood
Cumberland
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful place at a great price within walking distance of downtown."
United States
Joseph S.
The price is CA $200
CA $276 total
includes taxes & fees
Nov 18 - Nov 19
The Suite On Smallwood
A patio with a table and chairs, a patterned rug, and a small shed in a garden setting.

7. Mountain-View Condo w/ Patio & Free Parking

Mountain-View Condo w/ Patio & Free Parking
Cumberland
The price is CA $113
CA $277 total
includes taxes & fees
Nov 16 - Nov 17
Mountain-View Condo w/ Patio & Free Parking
A wooden deck with a chair, overlooking a forested area with tall trees and a fallen log.

8. 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 $85
CA $129 total
includes taxes & fees
Nov 18 - Nov 19
Abrams Creek Center
A wooden deck with two lounge chairs and a metal railing, surrounded by lush greenery.

9. 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, (127 reviews)
"Awesome home! Cabin was clean, comfortable, relaxing, everything we wanted. Add in a beautiful private deck with huge hot tub and an incredible bath tub with amazing shower, we could not have asked for more."
United States
John V.
The price is CA $264
CA $440 total
includes taxes & fees
Nov 19 - Nov 20
Secluded, romantic cabin with hot tub on 12 acres of woodland.
A sunroom with large windows, a ceiling fan, and a table with chairs.

10. Mid-Century Ranch & Fire Pit, Cumberland

Mid-Century Ranch & Fire Pit, Cumberland
Cresaptown, MD
The price is CA $160
CA $428 total
includes taxes & fees
Dec 1 - Dec 2
Mid-Century Ranch & Fire Pit, Cumberland
A wooden deck with a hot tub, a table, and benches.

11. Peaceful and relaxing three bedroom home with hot tub, right beside I-68

Peaceful and relaxing three bedroom home with hot tub, right beside I-68
La Vale
The price is CA $222
CA $337 total
includes taxes & fees
Dec 7 - Dec 8
Peaceful and relaxing three bedroom home with hot tub, right beside I-68
A covered outdoor seating area with stone flooring and a pergola with climbing plants.

12. 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
9.6 out of 10, Exceptional, (37 reviews)
"Great place to stay when visiting Frostburg"
United States
Sofia
The price is CA $171
CA $325 total
includes taxes & fees
Nov 22 - Nov 23
5 minute walk to downtown. Cozy family sized home with everything you need.
A wooden cabin with a porch, a green door, and a window.

13. 1/2 of a double cabin with one king sized bed (sleeps 2)

1/2 of a double cabin with one king sized bed (sleeps 2)
Flintstone
10.0 out of 10, Exceptional, (1 review)
"If you’re looking for a quiet peaceful cabin to just go get lost in the world of your significant other, this is the place to go! They’re far enough from the everyday life but still close enough to enjoy all the beauty of their charming city!! The food is to die for and definitely a reason for us to return!! Nothing bad to say at all except they need larger hot water tanks bc when I’m enjoying my wife that includes sharing a shower that we would have preferred not to be rushed out of!! Otherwise...
United States
LaRon G.
The price is CA $160
CA $214 total
includes taxes & fees
Nov 16 - Nov 17
1/2 of a double cabin with one king sized bed (sleeps 2)
A spacious room with wooden flooring, a dining area with a table and chairs, and a kitchen area with cabinets and a countertop.

14. Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (37 reviews)
"Wonderful property, comfy and perfect for a getaway. Definitely need to come back."
United States
Stephanie R.
The price is CA $178
CA $290 total
includes taxes & fees
Nov 16 - Nov 17
Oldtown Guesthouse
A deck with a white railing, a table, and a view of a forested landscape.

15. Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale

Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale
La Vale
9.0 out of 10, Wonderful, (11 reviews)
"The host was very responsive and accessible. The house is freshly updated and uncluttered. The beds and pillows are comfortable. The view is lovely. The showers are small but manageable and there is no washing machine or dryer at this property. Overall it is a nice place and met our need for sleeping and making breakfast. We will very likely stay here again when we are in the area visiting family."
United States
TRINA P.
The price is CA $258
CA $284 total
includes taxes & fees
Nov 16 - Nov 17
Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale
A residential area with a house partially obscured by trees, a winding driveway, and a grassy lawn.

16. Private, clean mountain home near Rocky Gap!

Private, clean mountain home near Rocky Gap!
Cumberland
9.8 out of 10, Exceptional, (18 reviews)
"Clean and comfy cabin. Great wi-fi and everything we needed in the kitchen and bathrooms!"
United States
Alisa S.
The price is CA $278
CA $517 total
includes taxes & fees
Nov 18 - Nov 19
Private, clean mountain home near Rocky Gap!
A spacious lounge area with comfortable seating, a fireplace, and large windows providing natural light.

17. The Lodge at Wisp Resort

The Lodge at Wisp Resort
2.0 star property
McHenry
6.6 out of 10, (11 reviews)
"Went for July 4th everything so close by and easy to access"
United States
Thein
The price is CA $328
CA $384 total
includes taxes & fees
Nov 19 - Nov 20
The Lodge at Wisp Resort
A wooden interior with a spiral staircase, a kitchen area, and a dining space.

18. 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, (63 reviews)
"We have stayed here 3 times and would highly recommend it. It is a great place for our family to be together."
United States
Carolin M.
The price is CA $191
CA $343 total
includes taxes & fees
Nov 14 - Nov 15
Private Home in Garrett County, surrounded by trees, fields and farmland.
A wooden deck leading to a barrel sauna with a modern house in the background.

19. Romantic Riverside Getaway! Riverview Hot Tub!

Romantic Riverside Getaway! Riverview Hot Tub!
Grantsville
The price is CA $264
CA $543 total
includes taxes & fees
Dec 8 - Dec 9
Romantic Riverside Getaway! Riverview Hot Tub!
A dining area with a long wooden table, chairs, a patterned rug, and a floral mural on the wall.

20. 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 $646
CA $909 total
includes taxes & fees
Nov 27 - Nov 28
Knit Inn..
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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Find vacation rentals that suit your style

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Top Cumberland Hotel Reviews

Two people sitting on wooden chairs by a campfire, with a river and forest in the background.
Paddler's Lane Retreat

Paddler's Lane Retreat

Paddler's Lane Retreat
Confluence

10/10 Excellent

Beautifully situated and appointed. The owners went out of their way to make the stay pleasant
Canada
George
Reviewed May 14, 2023
Paddler's Lane Retreat

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cumberland vacation rentals we have selected for you start as low as CA $85 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 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.

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 The Dacha. Cumberland vacation 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.