Holiday Rentals in Cumberland

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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 €84
includes taxes & fees
25 May - 26 May
Abrams Creek Center

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, (39 reviews)
"A great place to stay near many state parks! Really enjoyed our stay and hope to return soon!"
United States
Victoria F.
The price is €181
includes taxes & fees
25 May - 26 May
Loft two story with first floor workout room, WIFI, complete cottage to yourself

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, (34 reviews)
"House was clean and neat. Quite neighborhood "
United States
Roxana F.
The price is €168
includes taxes & fees
25 May - 26 May
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

Private cabin with two full beds. ADA accessible.

Private cabin with two full beds. ADA accessible.
Flintstone
10.0 out of 10, Exceptional, (7 reviews)
"This cabin has all the necessities, is in a great location and is clean and well maintained. Absolutely perfect for a couple and close to lots of outdoor activities! Will absolutely stay here in the future."
United States
Leah I.
The price is €140
includes taxes & fees
27 May - 28 May
Private cabin with two full beds. ADA accessible.

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (32 reviews)
"This was a wonderful place clean, private, spacious and convenient will definitely recomend"
United States
Karen C.
The price is €159
includes taxes & fees
31 May - 1 Jun
Oldtown Guesthouse

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, (56 reviews)
"Had everything we needed. Was a great place!"
United States
Rebecca A.
The price is €154
includes taxes & fees
28 May - 29 May
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

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, (113 reviews)
"We had an excellent stay! The home was clean, comfortable and exactly as described. We would stay here again and recommend it. "
United States
Lisa S.
The price is €279
includes taxes & fees
25 May - 26 May
Secluded, romantic cabin with hot tub on 12 acres of woodland.

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, (4 reviews)
"Great place to stay!! Very clean and extremely close to local attractions. "
United States
Mitchum
The price is €194
includes taxes & fees
26 May - 27 May
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.

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, (47 reviews)
"Such a great place!! Very peaceful, nice amenities, stocked kitchen. Much bigger than expected. I would definitely stay there again and tell others who are headed that way!!"
United States
Aidan43 C.
The price is €234
includes taxes & fees
31 May - 1 Jun
Private Home in Garrett County, surrounded by trees, fields and farmland.

Spring Beauty! Hot tub & Fire pit! Great Location! Walk to the Lake!

Spring Beauty! Hot tub & Fire pit! Great Location! Walk to the Lake!
Swanton
10.0 out of 10, Exceptional, (23 reviews)
"Very neatly kept house….beautiful and cozy place to spend the vacation…Amazing property and amazing host. "
United States
Harsh S.
The price is €444
includes taxes & fees
25 May - 26 May
Spring Beauty! Hot tub & Fire pit! Great Location! Walk to the Lake!

Deer Pass – Luxury Glamping Yurt Near Deep CreekMd

Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
Oakland
10.0 out of 10, Exceptional, (9 reviews)
"Great getaway"
United States
Holly M.
The price is €207
includes taxes & fees
28 May - 29 May
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd

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, (30 reviews)
"Great location. Lots of space. Easy parking."
United States
Mary
The price is €199
includes taxes & fees
3 Jun - 4 Jun
5 minute walk to downtown. Cozy family sized home with everything you need.

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, (16 reviews)
"Lovely place! "
United States
Courtney N.
The price is €154
includes taxes & fees
3 Jun - 4 Jun
Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet 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 €160
includes taxes & fees
3 Jun - 4 Jun
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

That Special Place

That Special Place
Oakland
10.0 out of 10, Exceptional, (31 reviews)
"Had a great time. House was great."
United States
Russell J.
The price is €356
includes taxes & fees
25 May - 26 May
That Special Place

Mountainside Cabin 53-Hot Tub, Dog Friendly

Mountainside Cabin 53-Hot Tub, Dog Friendly
McHenry
10.0 out of 10, Exceptional, (3 reviews)
"Very nice clean private quite staff very helpfu near restaurants and shopping grounds are well kept "
United States
Thomas
Mountainside Cabin 53-Hot Tub, Dog Friendly

All about the view

All about the view
McHenry
10.0 out of 10, Exceptional, (13 reviews)
"Excellent location and property. Would definitely stay again."
United States
Dale S.
The price is €402
includes taxes & fees
25 May - 26 May
All about the view

“Moonbeam” (Airstream)

“Moonbeam” (Airstream)
Oakland
10.0 out of 10, Exceptional, (3 reviews)
"Moonbeam was nice and outdoor space was awesome. We walked the trail and had dinner in Deep Creek.. Highly recommend "
United States
Scott H.
“Moonbeam” (Airstream)

In the heart of Deep Creek Lake! - "Shamrock Inn"

In the heart of Deep Creek Lake! - "Shamrock Inn"
Mountainside
9.6 out of 10, Exceptional, (5 reviews)
"Place was absolutely gorgeous host was very accommodating. Can't say enough good things about it"
United States
Michael M.
The price is €436
includes taxes & fees
27 May - 28 May
In the heart of Deep Creek Lake! - "Shamrock Inn"

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 €352
includes taxes & fees
3 Jun - 4 Jun
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, apart-hotels, 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 favorite 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 depends 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 €84 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 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?

Awesome New Property/ CANAL RIVER RETREAT : This highly rated holiday home rental in Cumberland is located on a lake, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. Some other homes for rent in Cumberland include Make memories: Mountain view Grand 6BR 3BA LaVale Home, 15 min to Rocky Gap and Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi.

How many holiday rentals will I find in Cumberland?

With 8 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 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 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.