Cumberland Vacation Rentals from $91: Search Short-Term Rentals

A calm river with dense trees on both sides, a clear sky, and a pathway along the riverbank.

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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 /

Cumberland

Quintin

$157 nightly

Nov 13 - Nov 14

Total with taxes and fees

A staircase with carpeted steps, a white door, and a wall-mounted bulletin board.

2. The Suite On Smallwood

Cumberland

Joseph S.

$183 nightly

Nov 17 - Nov 18

Total with taxes and fees

A kitchen with wooden cabinets, a refrigerator, a sink, and a glass-top island with a stool.

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

Cumberland

Kathy M.

$167 nightly

Nov 13 - Nov 14

Total with taxes and fees

A garden with a variety of flowers and plants, a wooden structure, and a white fence.

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

Cumberland

WILSON

$173 nightly

Nov 13 - Nov 14

Total with taxes and fees

A blue door with the number 137, a wreath, and a mailbox.

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

Cumberland

Courtney N.

$166 nightly

Nov 13 - Nov 14

Total with taxes and fees

A serene pond with a wooden dock and chairs, surrounded by lush greenery and trees.

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

Cumberland

Mary G.

$117 nightly

Nov 13 - Nov 14

Total with taxes and fees

A modern interior with a dining area, kitchen, and a red-framed sliding door.

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

Cumberland

$207 nightly

Nov 16 - Nov 17

Total with taxes and fees

A sunroom with large windows, a ceiling fan, and a table with chairs.

8. Mid-Century Ranch & Fire Pit, Cumberland

Cresaptown, MD

$279 nightly

Dec 1 - Dec 2

Total with taxes and fees

A wooden cabin with a porch, a green door, and a window.

9. 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.

$149 nightly

Nov 15 - Nov 16

Total with taxes and fees

A deck with a white railing, a table, and a view of a forested landscape.

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

La Vale

"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."

TRINA P.

$188 nightly

Nov 16 - Nov 17

Total with taxes and fees

A small cabin with a porch, surrounded by a forest.

11. Abrams Creek Center

Elk Garden

Bill

$82 nightly

Nov 18 - Nov 19

Total with taxes and fees

A kitchen with white tiled backsplash, wooden shelves holding glassware, and a coffee maker on the counter.

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

Cumberland

John V.

$259 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern kitchen with stainless steel appliances, white cabinetry, and a window with a view of the outdoors.

13. Oldtown Guesthouse

Oldtown

Stephanie R.

$192 nightly

Nov 16 - Nov 17

Total with taxes and fees

A wooden deck with a hot tub, a table, and benches.

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

La Vale

$223 nightly

Dec 7 - Dec 8

Total with taxes and fees

A single-story house with a covered porch and a chimney, surrounded by trees and a view of a forested hill.

15. Private, clean mountain home near Rocky Gap!

Cumberland

Alisa S.

$339 nightly

Nov 15 - Nov 16

Total with taxes and fees

A two-story building with a green exterior, a black front door, and a small balcony with a metal railing.

16. 5 minute walk to downtown. Cozy family sized home with everything you need.

Frostburg

Sofia

$200 nightly

Nov 13 - Nov 14

Total with taxes and fees

A modern kitchen with a white island, black chairs, and a view of the outdoors.

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

Grantsville

Mitchum

$221 nightly

Nov 15 - Nov 16

Total with taxes and fees

A room with a long wooden desk, four chairs, a woven rug, a ceiling fan, and a mural of flowers on the wall.

18. Knit Inn..

Frostburg

Lori F.

$608 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden interior with a spiral staircase, a kitchen area, and a dining space.

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

Grantsville

Carolin M.

$227 nightly

Nov 16 - Nov 17

Total with taxes and fees

A spacious living area with a stone fireplace, wooden beams, a staircase, and a view of a lake.

20. Suites at Silver Tree: A212 One Bedroom Standard View

Oakland

Erin C.

$259 nightly

Nov 13 - Nov 14

Total with taxes and fees

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Top Cumberland Hotel Reviews

A cozy living room with a stone fireplace, leather sofas, and a large window with a view of trees.

Paddler's Lane Retreat

Confluence

10/10 Excellent

Mythily

A porch with hanging flower baskets and potted plants.

The Garrett Inn

Oakland

10/10 Excellent

A hotel room with a bed, a sitting area, a large bathtub, and a vanity with a mirror.

Comfort Inn & Suites LaVale - Cumberland

Cumberland

10/10 Excellent

Joel

A kitchen with wooden cabinets, stainless steel appliances, a central island with stools, and hanging pots.

Allegheny Trail House

Frostburg

10/10 Excellent

Sofia

A Sleep Inn & Suites hotel with a prominent tower sign, a covered entrance, and a parking lot.

Sleep Inn & Suites Cumberland - LaVale

Cumberland

10/10 Excellent

Daniel

A modern building with a stone facade, large glass entrance, and a covered outdoor area.

Hampton Inn Frostburg

Frostburg

10/10 Excellent

P Alex

The Casselman Inn

Grantsville

10/10 Excellent

TrinaF

A house with a sign that reads "RIVER HOUSE" and a staircase leading to the entrance.

River House Lodge

Rowlesburg

10/10 Excellent

Lovely place to stay if you prefer unique experiences and not the chain hotels that all look and feel alike. This is a very nicely restored historical building, full of fascinating details. We got a very nice room, where the only negative point could be the bathroom door that didn't want to stay closed. There was no TV in the room, which was big plus in our eyes. Be prepared for trains passing the town (and making some noise). However, it's part of this historical place. If you rely on local...

Indrek

A cozy cabin interior with a stone fireplace, wooden dining table, leather sofa, and a television mounted on the wall.

The Lodges at Sunset Village

McHenry

10/10 Excellent

Anonymous traveler

A hotel with a glass-enclosed patio area featuring outdoor seating and a fire feature.

Rocky Gap Casino & Resort

Cumberland

10/10 Excellent

My husband and I stayed 2 nights. We came in by Amtrak on Friday and lft Sunday however we found out there is no transporation on Sunday. We called the front desk to ask if they knew of any way to get us back to Amtrak. Candi who works the front desk tried to find us trasportation however none was available. Candi after completeing her shift waited for us in the hotel lobby to let us know she would be taking us to Amtrak. We look forward to returning however we will pick another day other...

Jacqueline

A two-story brick building with a balcony and columns, featuring multiple flags and outdoor seating.

The Country Inn of Berkeley Springs

Berkeley Springs

10/10 Excellent

Anonymous traveler

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 $91 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.

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.

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Things to do in Cumberland
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