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, (87)
"The cabin in the woods was an absolutely stunning, quiet, romantic retreat. "
The price is NZ$567
includes taxes & fees
9 Apr - 10 Apr
Secluded, romantic cabin with hot tub on 12 acres of woodland.

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

9.8 out of 10, Exceptional, (9)
"This property was perfect for a low-key one-night stay with a small group of adults. We were easily able to walk downtown for dinner and the house was comfortable and well-furnished to hang out and get a good night's sleep. The backyard is also very nice - I just wish it hadn't been raining! Some of the bedroom and bathroom doors don't latch all the way, but that was not a problem for us."
The price is NZ$434
includes taxes & fees
30 Mar - 31 Mar
Full home near C&O & Polar Express! Perfect for bikers or families!

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

10.0 out of 10, Exceptional, (4)
"Nice clean well kept cottage. "
The price is NZ$333
includes taxes & fees
31 Mar - 1 Apr
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

Awesome New Property/ CANAL RIVER RETREAT

9.8 out of 10, Exceptional, (106)
"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

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

10.0 out of 10, Exceptional, (36)
"The aesthetic is so relaxing! We spent the weekend in just absolutely enjoying the snow and the space. "
The price is NZ$351
includes taxes & fees
1 Apr - 2 Apr
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

BIG D's POND & North Branch of the Potomac river Camping.

10.0 out of 10, Exceptional, (3)
"Wonderful host! Beautiful campsite! Clean Port-a-potty, with 2-ply toilet tissue! Awning over a picnic table for a nice dinner, there's a grill, fire ring, wood supplied and chairs. We camped at "Big D's Pond", one of his two camping sites. The only drawback is that there's no place to wash/clean up. "Hippie baths" All in all, you will not be disappointed!"
The price is NZ$211
includes taxes & fees
30 Mar - 31 Mar
BIG D's POND & North Branch of the Potomac river Camping.

LAKEFRONT,HOT TUB,KAYAKS Cozy CABIN Romantic Getaway-OWLS NEST, Deep Creek Lake

10.0 out of 10, Exceptional, (332)
"Overall good "
LAKEFRONT,HOT TUB,KAYAKS Cozy CABIN Romantic Getaway-OWLS NEST, Deep Creek Lake

Abrams Creek Center

2.0 star property
7.8 out of 10, Good, (37)
"Convenient to lots of activities secluded. "
The price is NZ$145
includes taxes & fees
15 Apr - 16 Apr
Abrams Creek Center

FletchersCove-DeepCreekLake-PrivateDock-HotTub

9.8 out of 10, Exceptional, (32)
"Perfect cozy house, had everything we needed! "
FletchersCove-DeepCreekLake-PrivateDock-HotTub

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

8.6 out of 10, Excellent, (43)
"We had a great time, the location was great and the place was clean"
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

Lazy Bear Cabin a Private Vacation Home

10.0 out of 10, Exceptional, (64)
"We had so much fun here. The game room was a blast. Will definitely be coming back. "
Lazy Bear Cabin a Private Vacation Home

Lakefront Home with Dock, Firepit & Views - Dogs OK, Close to the State Park

8.2 out of 10, Very good, (52)
"Loved it will be back!"
Lakefront Home with Dock, Firepit & Views - Dogs OK, Close to the State Park

Private cabin with outdoor dining and fireplace

9.6 out of 10, Exceptional, (37)
"Views are amazing. Cabin is cozy and comfortable. Unfortunately the hot tub was not clean. Didn't want to bother anyone with the weather we were having. Would have been nice if we could have used it, but overall would definitely stay here again. Very close to just about anything you would want to do or need."
Private cabin with outdoor dining and fireplace

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

7.8 out of 10, Good, (17)
"Nice spot. A little loud with the highway and would have liked to have been able to use hottub but it didnt look clean. Otherwise great spot, super convenient for popping around the lake area."
Modern house on the lake with private dock, hot tub, air hockey & central AC

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

8.6 out of 10, Excellent, (50)
"The inside of the house was very clean and very tastefully decorated. The view was out of this world! The one thing that we would like to note, is that prior guests left large dog poop on the balcony that was not cleaned up by the staff. In addition, there was a bag of dog poop left in front of the home. Everything else was excellent and we still appreciate it being dog-friendly."
Dog-friendly house on the lake, central AC, & EV charger

New: Lakefront Luxury Home with Private Indoor Heated Pool!

9.8 out of 10, Exceptional, (8)
"Perfect place for a large group in close proximity to all the amenities the Deep Creek Lake region has to offer. Would rent again in a heartbeat. "
New: Lakefront Luxury Home with Private Indoor Heated Pool!

Deep Creek Mountain Retreat | House in McHenry with sweeping views

9.8 out of 10, Exceptional, (16)
"Plenty of space for all 10 of us! Thanks for letting us bring our furbabies! The air hockey and foosball were added treats!"
Deep Creek Mountain Retreat | House in McHenry with sweeping views

Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village

10.0 out of 10, Exceptional, (429)
"My expectations were exceeded. This cabin lives up to Deep Creek reputation; offering the most sought after amenities. The property was well-stocked with what you’d need daily. It was like staying a cabin from Animal Crossing, IYKYK."
Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village

Hot tub, fire pit, lakefront, dock, pet friendly and more!

7.4 out of 10, Good, (9)
"We had such a wonderful stay. The property was clean and decorated so cute. The management company was highly responsive to our every need. I would highly recommend! "
Hot tub, fire pit, lakefront, dock, pet friendly and more!

Stunning Luxury Home! Direct Ski Access and Hot Tub

10.0 out of 10, Exceptional, (11)
"Declan was great at communicating with me from the time that I booked until we arrived and during our entire stay. He was responsive and quick to get us answers about questions! We would gladly book with him again!"
Stunning Luxury Home! Direct Ski Access and Hot Tub
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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Other types of properties in Cumberland you may be interested in

Rocky Gap Casino & Resort

3.0 star property
8.8 out of 10, Excellent, (1222)
"Some Staff members look down a hispanic people"
The price is NZ$238
includes taxes & fees
30 Mar - 31 Mar
Rocky Gap Casino & Resort

Best Western Braddock Inn

2.5 star property
7.8 out of 10, Good, (1126)
"In the middle of renovation.... but what they have done is perfect!"
The price is NZ$154
includes taxes & fees
9 Apr - 10 Apr
Best Western Braddock Inn

Ramada by Wyndham Cumberland Downtown

3.0 star property
7.0 out of 10, Good, (1074)
"The staff are very nice and helpful. The facility has areas that are dated and need updating. Despite this, I slept comfortably"
The price is NZ$154
includes taxes & fees
9 Apr - 10 Apr
Ramada by Wyndham Cumberland Downtown
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.

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 has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Some other homes for rent in Cumberland include Full home near C&O & Polar Express! Perfect for bikers or families! and Awesome New Property/ CANAL RIVER RETREAT .

How many holiday rentals will I find in Cumberland?

With 7 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.