Cumberland Holiday Rentals

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Holiday Rentals in Cumberland

Abrams Creek Center
2.0 star property
7.4 out of 10, Good, (43)
"It was a rustic cabin, it had power, microwave, a good size fridge. Easy to get to, could park right out front. Had use of our own port-a-potty. Walking distance to the creek. Kids loved playing it in. Dog friendly. Owner was very friendly. We happen to come during out of normal hot temps… but at night still very comfortable. WiFi is only at the main house and had bring being our own bedding, that was unclear on this site… but on the main website it’s much more clear. Thanks again! If I ever...
United States
Jennifer
The price is NZ$133
includes taxes & fees
28 Oct - 29 Oct
Abrams Creek Center
Private cabin with two double beds (sleep 4)
10.0 out of 10, Exceptional, (5)
"Only problem was coffee maker"
United States
Donna
The price is NZ$276
includes taxes & fees
26 Oct - 27 Oct
Private cabin with two double beds (sleep 4)
Couples Retreat: The HayLoft- Rustic Escape For 2
10.0 out of 10, Exceptional, (5)
"Peggy was wonderful and the hayloft was great! "
United States
Cecilia C.
The price is NZ$412
includes taxes & fees
26 Oct - 27 Oct
Couples Retreat: The HayLoft- Rustic Escape For 2
Oldtown Guesthouse
10.0 out of 10, Exceptional, (25)
"Absolutely loved this little guesthouse. It was Elian’s yet simple"
United States
Elizabeth
The price is NZ$314
includes taxes & fees
29 Oct - 30 Oct
Oldtown Guesthouse
Loft two story with first floor workout room, WIFI, complete cottage to yourself
9.8 out of 10, Exceptional, (37)
"The clean and comfortable looking cabins "
United States
Torrance
The price is NZ$357
includes taxes & fees
26 Oct - 27 Oct
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
9.8 out of 10, Exceptional, (29)
"A perfect, quiet and cozy place. The house is very clean and easy for an older couple like us. We only stayed overnight, but we will definitely stay here again if we are back in the Cumberland area."
United States
Carol
The price is NZ$310
includes taxes & fees
26 Oct - 27 Oct
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
10.0 out of 10, Exceptional, (8)
"We had an awesome stay here! The yurt was absolutely beautiful, and the location was perfect. We would 100% stay again"
United States
Tyler S.
The price is NZ$412
includes taxes & fees
11 Nov - 12 Nov
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
“Moonbeam” (Airstream)
10.0 out of 10, Exceptional, (3)
"Moonbeam was nice and outdoor space was awesome. We walked the trail and had dinner in Deep Creek.. Highly recommend "
United States
Scott H.
The price is NZ$390
includes taxes & fees
2 Nov - 3 Nov
“Moonbeam” (Airstream)
Full home near C&O! Perfect for bikers or families!
9.6 out of 10, Exceptional, (18)
"Super clean. Love the neighborhood and older houses. "
United States
John
The price is NZ$408
includes taxes & fees
27 Oct - 28 Oct
Full home near C&O! Perfect for bikers or families!
Secluded, romantic cabin with hot tub on 12 acres of woodland.
10.0 out of 10, Exceptional, (103)
"Very clean, nicely appointed, good quality."
United States
Yisrael D.
The price is NZ$577
includes taxes & fees
10 Nov - 11 Nov
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Chalet in the Orchard;Romance, Luxury, Relaxation -Movie theater, Sauna, Hot tub
10.0 out of 10, Exceptional, (3)
"We loved the tranquility we experienced during our stay. They offered amazing amenities and it was beautifully furnished. We especially loved the theater room! We will definitely be staying here again. "
United States
Julia S.
The price is NZ$550
includes taxes & fees
17 Nov - 18 Nov
Chalet in the Orchard;Romance, Luxury, Relaxation -Movie theater, Sauna, Hot tub
Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!
10.0 out of 10, Exceptional, (32)
"We LOVED the house! Clean, cozy, great little town. Couldn’t ask for better hosts!"
United States
Jennifer L.
The price is NZ$1,372
includes taxes & fees
31 Oct - 1 Nov
Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!
Private Home in Garrett County, surrounded by trees, fields and farmland.
10.0 out of 10, Exceptional, (40)
"We enjoyed our overnight stay here! It’s was clean, plenty of space, cows, creek, and a beautiful starry sky!"
United States
Michelle V.
The price is NZ$473
includes taxes & fees
26 Oct - 27 Oct
Private Home in Garrett County, surrounded by trees, fields and farmland.
Wonderful camping experience in friendsville md
10.0 out of 10, Exceptional, (1)
"What a wonderful place to get away courtesy of these folks. Undoubtedly the best camper you could ever rent near Friendsville. It was like the best night ever here you guys. "
United States
Nick C.
The price is NZ$222
includes taxes & fees
31 Oct - 1 Nov
Wonderful camping experience in friendsville md
BIG D's POND & North Branch of the Potomac river Camping.
10.0 out of 10, Exceptional, (3)
"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 NZ$198
includes taxes & fees
26 Oct - 27 Oct
BIG D's POND & North Branch of the Potomac river Camping.
Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!
10.0 out of 10, Exceptional, (20)
"Our family had a great stay at Denise and Greg’s property. We will be back!"
United States
Jen S.
The price is NZ$890
includes taxes & fees
27 Oct - 28 Oct
Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!
The Overlook; A Romantic Treehouse for Two
2.0 star property
10.0 out of 10, Exceptional, (3)
"Amazing Cabin. Beautiful view"
United States
Andrew G.
The Overlook; A Romantic Treehouse for Two
5 minute walk to downtown. Cozy family sized home with everything you need.
9.6 out of 10, Exceptional, (25)
"The property was hard to find but very easy to communicate with the property manager and everything is as-pictured"
United States
Maurita O.
The price is NZ$309
includes taxes & fees
3 Nov - 4 Nov
5 minute walk to downtown. Cozy family sized home with everything you need.
Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!
10.0 out of 10, Exceptional, (17)
"We rented "
United States
Rick J.
Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!
Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!
9.8 out of 10, Exceptional, (10)
"Cozy and great location for getting to the bike trail and around town."
United States
havala m.
The price is NZ$261
includes taxes & fees
26 Oct - 27 Oct
Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet 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 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 NZ$133 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?

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 NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap and Full home near C&O! Perfect for bikers or families!.

How many holiday rentals will I find in Cumberland?

With 10 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 Chesapeake and Ohio Canal, 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.