Cumberland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Cumberland vacation rentals

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 ¥19,172
¥26,589 total
includes taxes & fees
Nov 21 - Nov 22
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

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, (57 reviews)
"comfortable cottage. In between most activity areas."
United States
WILSON
The price is ¥19,172
¥29,298 total
includes taxes & fees
Nov 23 - Nov 24
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

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 ¥24,745
¥30,241 total
includes taxes & fees
Nov 14 - Nov 15
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

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 ¥24,541
¥30,010 total
includes taxes & fees
Nov 14 - Nov 15
Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!

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 ¥12,798
¥19,833 total
includes taxes & fees
Nov 14 - Nov 15
BIG D's POND & North Branch of the Potomac river Camping.

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 ¥22,368
¥30,992 total
includes taxes & fees
Nov 21 - Nov 22
The Suite On Smallwood

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

Mountain-View Condo w/ Patio & Free Parking
Cumberland
The price is ¥12,631
¥31,044 total
includes taxes & fees
Nov 16 - Nov 17
Mountain-View Condo w/ Patio & Free Parking

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 ¥9,529
¥14,418 total
includes taxes & fees
Nov 18 - Nov 19
Abrams Creek Center

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 ¥29,597
¥47,105 total
includes taxes & fees
Nov 16 - Nov 17
Secluded, romantic cabin with hot tub on 12 acres of woodland.

10. Mid-Century Ranch & Fire Pit, Cumberland

Mid-Century Ranch & Fire Pit, Cumberland
Cresaptown, MD
The price is ¥17,613
¥47,290 total
includes taxes & fees
Dec 1 - Dec 2
Mid-Century Ranch & Fire Pit, Cumberland

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 ¥24,895
¥37,744 total
includes taxes & fees
Dec 7 - Dec 8
Peaceful and relaxing three bedroom home with hot tub, right beside I-68

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 ¥19,172
¥35,727 total
includes taxes & fees
Nov 22 - Nov 23
5 minute walk to downtown. Cozy family sized home with everything you need.

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 ¥17,894
¥23,947 total
includes taxes & fees
Nov 15 - Nov 16
1/2 of a double cabin with one king sized bed (sleeps 2)

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 ¥19,986
¥32,541 total
includes taxes & fees
Nov 16 - Nov 17
Oldtown Guesthouse

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 ¥28,924
¥31,845 total
includes taxes & fees
Nov 16 - Nov 17
Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale

16. Private, clean mountain home near Rocky Gap!

Private, clean mountain home near Rocky Gap!
Cumberland
9.4 out of 10, Exceptional, (19 reviews)
"Clean and comfy cabin. Great wi-fi and everything we needed in the kitchen and bathrooms!"
United States
Alisa S.
The price is ¥31,155
¥57,750 total
includes taxes & fees
Nov 23 - Nov 24
Private, clean mountain home near Rocky Gap!

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 ¥36,795
¥43,105 total
includes taxes & fees
Nov 23 - Nov 24
The Lodge at Wisp Resort

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 ¥21,425
¥38,461 total
includes taxes & fees
Nov 17 - Nov 18
Private Home in Garrett County, surrounded by trees, fields and farmland.

19. Romantic Riverside Getaway! Riverview Hot Tub!

Romantic Riverside Getaway! Riverview Hot Tub!
Grantsville
The price is ¥29,628
¥60,749 total
includes taxes & fees
Nov 16 - Nov 17
Romantic Riverside Getaway! Riverview Hot Tub!

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 ¥73,494
¥102,968 total
includes taxes & fees
Nov 23 - Nov 24
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.

Find vacation rentals that suit your style

Top Cumberland Hotel Reviews

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 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.