Cumberland Holiday Rentals

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Holiday Rentals in Cumberland

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

10.0 out of 10, Exceptional, (97)
"The cabin in the woods was an absolutely stunning, quiet, romantic retreat. "
The price is NZ$528
includes taxes & fees
14 July - 15 July
Secluded, romantic cabin with hot tub on 12 acres of woodland.

Awesome New Property/ CANAL RIVER RETREAT

9.8 out of 10, Exceptional, (108)
"Absolutely beautiful and the hospitality was amazing also. Thank you for sharing the beautiful place with the world. It’s so peaceful and relaxing. Everything was perfect and cozy. "
Awesome New Property/ CANAL RIVER RETREAT

Full home near C&O! Perfect for bikers or families!

10.0 out of 10, Exceptional, (11)
"We were very impressed with this location. It is in a beautiful section of town and close to town. It was everything we could ask for for our family of 5."
The price is NZ$386
includes taxes & fees
13 July - 14 July
Full home near C&O! Perfect for bikers or families!

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!"
The price is NZ$188
includes taxes & fees
25 July - 26 July
BIG D's POND & North Branch of the Potomac river Camping.

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

9.8 out of 10, Exceptional, (12)
"Nice clean well kept cottage. "
The price is NZ$295
includes taxes & fees
14 July - 15 July
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

Well kept, clean, one bedroom guest suite in charming Cumberland MD

The price is NZ$163
includes taxes & fees
14 July - 15 July
Well kept, clean, one bedroom guest suite in charming Cumberland MD

Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

10.0 out of 10, Exceptional, (42)
"Great stay, clean and pleasant."
The price is NZ$312
includes taxes & fees
25 July - 26 July
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

Downtown Rustic Refuge - Explore the city from this Adventure Base!

10.0 out of 10, Exceptional, (3)
"The property was exactly as described. The location was perfect for walking around safely to restaurants, and the communication with the property owner was excellent!"
The price is NZ$226
includes taxes & fees
4 Aug - 5 Aug
Downtown Rustic Refuge - Explore the city from this Adventure Base!

Abrams Creek Center

2.0 star property
7.8 out of 10, Good, (38)
"Convenient to lots of activities secluded. "
The price is NZ$124
includes taxes & fees
16 July - 17 July
Abrams Creek Center

LAKEFRONT,HOT TUB,KAYAKS,Cozy CABIN, Private Dock,Gardens, OWLS NEST, Deep Creek

10.0 out of 10, Exceptional, (350)
"Great place, lots of activities on site and the caretakers even provided a nice welcome package."
LAKEFRONT,HOT TUB,KAYAKS,Cozy CABIN, Private Dock,Gardens, OWLS NEST, Deep Creek

The Pea Pod - Deep Creek Lake

10.0 out of 10, Exceptional, (30)
"Property is just as listed. Have atayed here multiple times and as always its a great place to stay. "
The Pea Pod - Deep Creek Lake

FletchersCove-DeepCreekLake-PrivateDock-HotTub

9.8 out of 10, Exceptional, (40)
"Perfect cozy house, had everything we needed! "
FletchersCove-DeepCreekLake-PrivateDock-HotTub

Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

9.8 out of 10, Exceptional, (10)
"This was perfect for our family’s ski weekend at Wisp with our teens. We loved the hot tub, fireplace, and close proximity to restaurants. We’ll come back again!"
Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

Brand NEW Build! Five Master Suites~Bunk Room~INDOOR POOL, Game ROOM & Hot Tub!

9.0 out of 10, Wonderful, (8)
"Great location filled with amenities galore."
Brand NEW Build! Five Master Suites~Bunk Room~INDOOR POOL, Game ROOM & Hot Tub!

New rental-Charming 3 bedroom with lake & mountain views/access and indoor pool!

New rental-Charming 3 bedroom with lake & mountain views/access and indoor pool!

Modern house on the lake with private dock, hot tub, air hockey & central AC

8.0 out of 10, Very good, (21)
"Other than a hell of a lot of mosquitos being inside the home everything else was perfect after about an hour or 2 they were gone or maybe after a few drinks but I will be booking again the home was amazing"
Modern house on the lake with private dock, hot tub, air hockey & central AC

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

10.0 out of 10, Exceptional, (23)
"We had such a nice stay at the tiny house! The inside was adorable and the location is perfect. The views were beautiful and there were lots of hiking trails and delicious food nearby. We definitely plan to come back for another stay soon!"
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

Dog-friendly house on the lake, central AC, & EV charger

8.4 out of 10, Very good, (55)
"This was my first time staying with VRBO. It was a million dollar view. There were just a few minor things that were mentioned before on other reviews that were not taken care of such as the hole in the master bedroom door, the smell of sewage in the kitchen the garbage disposal area, and also the stairs down to the dock area didn't seem too stable. I would have liked to have seen the fountain on but I do realize it's earlier in the year. The owners may want to change the curtains because not...
Dog-friendly house on the lake, central AC, & EV charger

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

10.0 out of 10, Exceptional, (31)
"Very clean, very comfortable. Was so nice to be out of town and away from people 100% loved this place!"
The price is NZ$462
includes taxes & fees
20 July - 21 July
Private Home in Garrett County, surrounded by trees, fields and farmland.

Bright condo with Deep Creek Lake views, wood fireplace

8.2 out of 10, Very good, (79)
"The property was clean, comfortable and well stocked."
Bright condo with Deep Creek Lake views, wood fireplace
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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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 Full home near C&O! Perfect for bikers or families! 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 Lake Habeeb, 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.