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

Cumberland Holiday Rentals

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Our top choices for Cumberland holiday rentals

Abrams Creek Center

Abrams Creek Center
2.0 star property
Elk Garden
7.4 out of 10, Good, (47 reviews)
"Did not stay no bath house just a porta john"
United States
Bill
The price is AU$129
includes taxes & fees
27 July - 28 July
Abrams Creek Center

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 AU$245
includes taxes & fees
14 July - 15 July
Private cabin with two double beds (sleep 4)

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (33 reviews)
"This was a wonderful place clean, private, spacious and convenient will definitely recomend"
United States
Karen C.
The price is AU$292
includes taxes & fees
14 July - 15 July
Oldtown Guesthouse

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, (40 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 AU$300
includes taxes & fees
15 July - 16 July
Loft two story with first floor workout room, WIFI, complete cottage to yourself

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, (58 reviews)
"Place was clean and comfortable."
United States
Marc R.
The price is AU$254
includes taxes & fees
17 July - 18 July
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

The Suite On Smallwood

The Suite On Smallwood
Cumberland
9.6 out of 10, Exceptional, (4 reviews)
"Perfect accommodation for our party. Great coffee bar and television selection. Very clean."
United States
Thomas
The price is AU$247
includes taxes & fees
12 July - 13 July
The Suite On Smallwood

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, (39 reviews)
"House was very clean and comfortable, and very convenient to downtown Cumberland. "
United States
Larry M.
The price is AU$277
includes taxes & fees
16 July - 17 July
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

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 AU$324
includes taxes & fees
13 July - 14 July
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.

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, (116 reviews)
"We had a very relaxing stay! Loved the hot tub and the fireplace!"
United States
Jeanelle B.
The price is AU$468
includes taxes & fees
3 Aug - 4 Aug
Secluded, romantic cabin with hot tub on 12 acres of woodland.

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, (51 reviews)
The price is AU$386
includes taxes & fees
19 July - 20 July
Private Home in Garrett County, surrounded by trees, fields and farmland.

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, (31 reviews)
"Great location. Lots of space. Easy parking."
United States
Mary
The price is AU$335
includes taxes & fees
16 July - 17 July
5 minute walk to downtown. Cozy family sized home with everything you need.

Charming 3BR Cabin - MOUNTAIN VIEW - McHenry

Charming 3BR Cabin - MOUNTAIN VIEW - McHenry
McHenry
9.6 out of 10, Exceptional, (44 reviews)
"House was extremely clean and the overall experience was very professionally managed. "
United States
James E.
The price is AU$676
includes taxes & fees
19 July - 20 July
Charming 3BR Cabin - MOUNTAIN VIEW - McHenry

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 AU$166
includes taxes & fees
18 July - 19 July
BIG D's POND & North Branch of the Potomac river Camping.

Deer Pass – Luxury Glamping Yurt Near Deep CreekMd

Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
Oakland
10.0 out of 10, Exceptional, (10 reviews)
"Great getaway"
United States
Holly M.
The price is AU$354
includes taxes & fees
13 July - 14 July
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd

All about the view

All about the view
McHenry
10.0 out of 10, Exceptional, (13 reviews)
"The location is awesome."
United States
Dale S.
The price is AU$571
includes taxes & fees
13 July - 14 July
All about the view

Rustic 4BR Cabin - HOT TUB - McHenry

Rustic 4BR Cabin - HOT TUB - McHenry
McHenry
9.8 out of 10, Exceptional, (60 reviews)
The price is AU$860
includes taxes & fees
9 Aug - 10 Aug
Rustic 4BR Cabin - HOT TUB - McHenry

Charming 3BR Cabin - POND VIEW - McHenry

Charming 3BR Cabin - POND VIEW - McHenry
McHenry
9.6 out of 10, Exceptional, (23 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 AU$804
includes taxes & fees
26 July - 27 July
Charming 3BR Cabin - POND VIEW - McHenry

Mountainside Cabin 53-Hot Tub, Dog Friendly

Mountainside Cabin 53-Hot Tub, Dog Friendly
McHenry
10.0 out of 10, Exceptional, (4 reviews)
"Very nice clean private quite staff very helpfu near restaurants and shopping grounds are well kept "
United States
Thomas
The price is AU$655
includes taxes & fees
23 July - 24 July
Mountainside Cabin 53-Hot Tub, Dog Friendly

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 AU$296
includes taxes & fees
15 July - 16 July
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

Mountainside Cabin 51R-Dog Friendly

Mountainside Cabin 51R-Dog Friendly
McHenry
10.0 out of 10, Exceptional, (4 reviews)
"Very responsive to any questions we had."
United States
Jerron H.
The price is AU$562
includes taxes & fees
23 July - 24 July
Mountainside Cabin 51R-Dog Friendly
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

Find out more about Cumberland

Everything you need to know about Cumberland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cumberland holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cumberland holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cumberland holiday rentals we have selected for you start as low as AU$129 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cumberland rentals

At Expedia, we put the best Cumberland holiday 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 holiday.

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 holiday rentals in Cumberland?

Yes, there are holiday rentals in Cumberland close to Western Maryland Scenic Railroad, or you can select a more 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 are some of the best holiday rentals that Cumberland has to offer?

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi: This highly rated holiday home rental in Cumberland is equipped with a BBQ, 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 Awesome New Property/ CANAL RIVER RETREAT and Make memories: Mountain view Grand 6BR 3BA LaVale Home, 15 min to Rocky Gap.

How many holiday rentals will I find in Cumberland?

With 11 Expedia holiday rentals, you're guaranteed 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 holiday rental in Cumberland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cumberland. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for small groups.