Cumberland Vacation Rentals from $87: Search Short-Term Rentals

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Our top choices for Cumberland vacation rentals

1. Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

Cumberland

Quintin

$165 nightly

Sep 19 - Sep 20

Total with taxes and fees

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

Cumberland

Toni R.

$174 nightly

Sep 21 - Sep 22

Total with taxes and fees

3. The Suite On Smallwood

Cumberland

Thomas

$194 nightly

Sep 26 - Sep 27

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

4. Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

Cumberland

Kathy M.

$168 nightly

Sep 20 - Sep 21

Total with taxes and fees

5. Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!

Cumberland

Courtney N.

$163 nightly

Sep 21 - Sep 22

Total with taxes and fees

6. 5 minute walk to downtown. Cozy family sized home with everything you need.

Frostburg

Molly M.

$200 nightly

Sep 18 - Sep 19

Total with taxes and fees

7. Abrams Creek Center

Elk Garden

Bill

$78 nightly

Sep 24 - Sep 25

Total with taxes and fees

8. Oldtown Guesthouse

Oldtown

Don B.

$190 nightly

Sep 22 - Sep 23

Total with taxes and fees

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

Cumberland

Steven H.

$271 nightly

Sep 21 - Sep 22

Total with taxes and fees

10. Private cabin with two full beds. ADA accessible.

Flintstone

Leah I.

$149 nightly

Sep 20 - Sep 21

Total with taxes and fees

11. Loft two story with first floor workout room, WIFI, complete cottage to yourself

Grantsville

$194 nightly

Sep 20 - Sep 21

Total with taxes and fees

12. Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.

Grantsville

Mitchum

$201 nightly

Sep 27 - Sep 28

Total with taxes and fees

13. Private Home in Garrett County, surrounded by trees, fields and farmland.

Grantsville

Richard M.

$239 nightly

Oct 4 - Oct 5

Total with taxes and fees

14. Private cabin with two double beds (sleep 4)

Flintstone

Karl

$149 nightly

Sep 20 - Sep 21

Total with taxes and fees

15. 1/2 of a double cabin with one king sized bed (sleeps 2)

Flintstone

"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...

LaRon G.

$157 nightly

Sep 22 - Sep 23

Total with taxes and fees

16. Private cabin with two double beds (sleeps 4)

Flintstone

Amy R.

$149 nightly

Sep 20 - Sep 21

Total with taxes and fees

17. Private Pond Access! Covered Hot Tub with TV!

Accident

$390 nightly

Sep 21 - Sep 22

Total with taxes and fees

18. 1/2 double cabin with king bed and single child sized pull-out sleep sofa (sleeps 2 adults & 1 child

Flintstone

Drew S.

$149 nightly

Sep 20 - Sep 21

Total with taxes and fees

19. The winter is coming !!!

Oakland

Brandi

$411 nightly

Sep 27 - Sep 28

Total with taxes and fees

20. All about the view

McHenry

Dale S.

$328 nightly

Sep 20 - Sep 21

Total with taxes and fees

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Top Cumberland Hotel Reviews

Fairfield Inn & Suites by Marriott Cumberland

10/10 Excellent

"Great place to stay when riding the GAP or C&O."

LaVale Inn Cumberland Area

8/10 Good

"The room and bathroom were clean so were the sheets and blankets. The safety latch was broken not sure why? On the other hand, the AC/Heat controls shuts off less than a minute after it was turned on. The manager Chris was nice and friendly. Overall, I’d recommend the hotel for its great location, cleanliness and quiet."

Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

10/10 Excellent

"Great location if driving to Cumberland. Less than 1.5 miles from center of town where there are the GAP and C&O bike paths. Responsive host with easy street parking and bike storage available on site. We easily rented bikes from town center. Modern decor with real plants and some unique art. Bathroom has plenty of towels. Minor things such as one bedroom closet door won’t stay shut and door to attic being unlocked. Overall comfortable and roomy stay with full kitchen. Very cute private outdoor patio space for the stay."

Awesome New Property/ CANAL RIVER RETREAT

10/10 Excellent

"This was a beautiful home. And a beautiful scenery and very private. We really enjoyed our stay and hope to stay there again in the future when we come back home for a visit. The house was clean and very cozy. Plenty of room. The Potomac River right outback was some good fishing."

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Cumberland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $87 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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Things to do 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?

Make memories: Mountain view Grand 6BR 3BA LaVale Home, 15 min to Rocky Gap: Visitors like this Cumberland vacation home rental. It offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. Some other homes for rent in Cumberland include Awesome New Property/ CANAL RIVER RETREAT and Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi.

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.

Cumberland Vacation Rentals

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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 /

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

3. The Suite On Smallwood

4. Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

5. Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!

6. 5 minute walk to downtown. Cozy family sized home with everything you need.

7. Abrams Creek Center

8. Oldtown Guesthouse

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

10. Private cabin with two full beds. ADA accessible.

11. Loft two story with first floor workout room, WIFI, complete cottage to yourself

12. Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.

13. Private Home in Garrett County, surrounded by trees, fields and farmland.

14. Private cabin with two double beds (sleep 4)

15. 1/2 of a double cabin with one king sized bed (sleeps 2)

16. Private cabin with two double beds (sleeps 4)

17. Private Pond Access! Covered Hot Tub with TV!

18. 1/2 double cabin with king bed and single child sized pull-out sleep sofa (sleeps 2 adults & 1 child

19. The winter is coming !!!

20. All about the view

Find vacation rentals that suit your style

Top Cumberland Hotel Reviews

Fairfield Inn & Suites by Marriott Cumberland

Find out more about Cumberland

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