A river flowing through a town with a bridge and a large building with a sign.

Cumberland Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Cumberland vacation rentals

Pool

1. 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, (3 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 $87
CA $158 total
includes taxes & fees
Aug 10 - Aug 11
BIG D's POND & North Branch of the Potomac river Camping.
Terrace/patio

2. 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, (59 reviews)
"Host was very polite and helpful!"
United States
Quintin
The price is CA $167
CA $244 total
includes taxes & fees
Aug 9 - Aug 10
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /
Coffee/tea maker, fridge, microwave, oven

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, (8 reviews)
"Easy walk into town and the train station."
United States
Kathy M.
The price is CA $216
CA $276 total
includes taxes & fees
Aug 9 - Aug 10
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
Property grounds

4. 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, (45 reviews)
"House was very clean and comfortable, and very convenient to downtown Cumberland. "
United States
Larry M.
The price is CA $167
CA $269 total
includes taxes & fees
Aug 17 - Aug 18
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Interior

5. The Suite On Smallwood

The Suite On Smallwood
Cumberland
9.8 out of 10, Exceptional, (6 reviews)
"Perfect accommodation for our party. Great coffee bar and television selection. Very clean."
United States
Thomas
The price is CA $223
CA $300 total
includes taxes & fees
Aug 9 - Aug 10
The Suite On Smallwood
Coffee/tea maker, fridge, microwave, oven

6. Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (34 reviews)
"Beautiful property and house. Very clean and comfortable."
United States
Don B.
The price is CA $167
CA $285 total
includes taxes & fees
Aug 11 - Aug 12
Oldtown Guesthouse
Cabin D

7. 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 $87
CA $130 total
includes taxes & fees
Aug 17 - Aug 18
Abrams Creek Center
Property grounds

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

Private cabin with two double beds (sleep 4)
Flintstone
10.0 out of 10, Exceptional, (6 reviews)
"Weve stayed here before, enroute to visit family in Maryland. The cabins are very amply large, with modern ammenities. The beds were comfy, eating area was clean and spacious, with even a well thought out large front porch, with a rocking chair to enjoy the serenity of the distant mountains. We'll be back!"
Canada
Karl
The price is CA $170
CA $235 total
includes taxes & fees
Aug 12 - Aug 13
Private cabin with two double beds (sleep 4)
Interior

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, (119 reviews)
"We had a very relaxing stay! Loved the hot tub and the fireplace!"
United States
Jeanelle B.
The price is CA $258
CA $451 total
includes taxes & fees
Aug 11 - Aug 12
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Exterior detail

10. 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
9.4 out of 10, Exceptional, (32 reviews)
"Great location. Lots of space. Easy parking."
United States
Mary
The price is CA $160
CA $320 total
includes taxes & fees
Aug 11 - Aug 12
5 minute walk to downtown. Cozy family sized home with everything you need.
Interior

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

Loft two story with first floor workout room, WIFI, complete cottage to yourself
Grantsville
9.8 out of 10, Exceptional, (41 reviews)
"Everything was lovely! The loft was stocked with everything we needed, it was spotlessly clean, and very comfortable."
United States
Leanna B.
The price is CA $169
CA $286 total
includes taxes & fees
Aug 10 - Aug 11
Loft two story with first floor workout room, WIFI, complete cottage to yourself
Dining

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

Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
Grantsville
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay!! Very clean and extremely close to local attractions. "
United States
Mitchum
The price is CA $258
CA $310 total
includes taxes & fees
Aug 11 - Aug 12
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
Interior

13. 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, (54 reviews)
"Awesome house. And great location "
United States
Richard M.
The price is CA $187
CA $350 total
includes taxes & fees
Aug 21 - Aug 22
Private Home in Garrett County, surrounded by trees, fields and farmland.
Property grounds

14. Rustic 3BR Cabin - HOT TUB - McHenry

Rustic 3BR Cabin - HOT TUB - McHenry
McHenry
9.8 out of 10, Exceptional, (61 reviews)
"Great place and comfortable beds. We would definitely book again!"
United States
Ashley C.
The price is CA $250
CA $815 total
includes taxes & fees
Aug 9 - Aug 10
Rustic 3BR Cabin - HOT TUB - McHenry
Terrace/patio

15. Charming 3BR Cabin - POND VIEW - McHenry

Charming 3BR Cabin - POND VIEW - McHenry
McHenry
9.6 out of 10, Exceptional, (24 reviews)
"Nice property and quiet location close to attractions and necessities. Great family getaway with games and activities for all "
United States
Dervin D.
The price is CA $214
CA $755 total
includes taxes & fees
Aug 9 - Aug 10
Charming 3BR Cabin - POND VIEW - McHenry
TV, fireplace

16. Rustic 3BR Cabin - HOT TUB - Oakland

Rustic 3BR Cabin - HOT TUB - Oakland
Paradise Point
The price is CA $156
CA $675 total
includes taxes & fees
Aug 9 - Aug 10
Rustic 3BR Cabin - HOT TUB - Oakland
Interior

17. NEW! The Lodge at Wisp-1 BDRM King Sleeps 4

NEW! The Lodge at Wisp-1 BDRM King Sleeps 4
McHenry
The price is CA $363
CA $502 total
includes taxes & fees
Aug 10 - Aug 11
NEW! The Lodge at Wisp-1 BDRM King Sleeps 4
Outdoor spa tub

18. Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres

Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres
Keyser
10.0 out of 10, Exceptional, (1 review)
"My wife and I had a great stay at this property, we would happily visit again!"
United States
Cole D.
The price is CA $307
CA $550 total
includes taxes & fees
Aug 13 - Aug 14
Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres
Terrace/patio

19. “Moonbeam” (Airstream)

“Moonbeam” (Airstream)
Oakland
10.0 out of 10, Exceptional, (4 reviews)
"We had an amazing time at Moonbeam! The airstream was very clean, and we enjoyed making a small fire!"
United States
Melanie
The price is CA $168
CA $330 total
includes taxes & fees
Aug 13 - Aug 14
“Moonbeam” (Airstream)
Smart TV, fireplace, video-game console, DVD player

20. HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee

HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee
Oakland
10.0 out of 10, Exceptional, (41 reviews)
"The property and house were very inviting beautiful loved the area The house was very clean and the host was wonderful "
United States
Tessie R.
The price is CA $345
CA $927 total
includes taxes & fees
Aug 9 - Aug 10
HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee
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

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

10/10 Excellent
"We stayed second year in a row and loved the cottage. Everything was comfortable, plenty of room and very peaceful."
Julie L. 5-night trip
Posted 11 hours ago
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

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 $130 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?

Awesome New Property/ CANAL RIVER RETREAT : Visitors like this Cumberland vacation home rental. It is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Cumberland include Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi 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 Canal Place and Lake Habeeb Beaches, 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.