Cumberland Vacation Rentals

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Nov 8 - Nov 9
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Nov 21 - Nov 23

Vacation Rentals in Cumberland

Fridge, microwave, coffee/tea maker, dining tables
Private cabin with two double beds (sleep 4)

Private cabin with two double beds (sleep 4)

Flintstone
10.0 out of 10, Exceptional, (5)
"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 ￥17,130
￥24,220 total
includes taxes & fees
Nov 10 - Nov 11
Private cabin with two double beds (sleep 4)
Cabin B | 2 bedrooms
Abrams Creek Center

Abrams Creek Center

2.0 star property
Elk Garden
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 ￥8,471
￥13,072 total
includes taxes & fees
Dec 9 - Dec 10
Abrams Creek Center
Smart TV
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, (37)
"Great spot great vibe and very cozy"
United States
Deon S.
The price is ￥18,583
￥31,371 total
includes taxes & fees
Nov 9 - Nov 10
Loft two story with first floor workout room, WIFI, complete cottage to yourself
Fridge, microwave, oven, stovetop
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, (32)
"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 ￥16,519
￥27,238 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Fridge, microwave, oven, stovetop
Oldtown Guesthouse

Oldtown Guesthouse

Oldtown
10.0 out of 10, Exceptional, (27)
"Absolutely loved this little guesthouse. It was Elian’s yet simple"
United States
Elizabeth
The price is ￥15,295
￥27,562 total
includes taxes & fees
Nov 12 - Nov 13
Oldtown Guesthouse
Interior
Chalet in the Orchard;Romance, Luxury, Relaxation -Movie theater, Sauna, Hot tub

Chalet in the Orchard;Romance, Luxury, Relaxation -Movie theater, Sauna, Hot tub

Swanton
10.0 out of 10, Exceptional, (4)
"Amazing stay, beautiful home with everything you could ever ask for in a relaxing little getaway. Will definitely be booking again! "
Canada
Tabetha R.
Chalet in the Orchard;Romance, Luxury, Relaxation -Movie theater, Sauna, Hot tub
Smart TV, fireplace, DVD player, books
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, (103)
"What a lovely place for a getaway! Secluded, beautifully decorated. We enjoyed the hot tub and the deck. "
United States
Amanda S.
The price is ￥28,421
￥48,973 total
includes taxes & fees
Nov 10 - Nov 11
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Dining
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, (40)
"This home was perfect for our stay. We only had 4 staying but easily held 8. Clean, cute, quiet area, beautiful backdrop. Will definitely return as we visit family in the area. "
United States
Kathy D.
The price is ￥24,319
￥43,450 total
includes taxes & fees
Nov 15 - Nov 16
Private Home in Garrett County, surrounded by trees, fields and farmland.
WiFi, bed sheets
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd

Deer Pass – Luxury Glamping Yurt Near Deep CreekMd

Oakland
10.0 out of 10, Exceptional, (9)
"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 ￥16,825
￥36,149 total
includes taxes & fees
Nov 16 - Nov 17
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
Smart TV
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
9.6 out of 10, Exceptional, (26)
"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 ￥11,012
￥27,130 total
includes taxes & fees
Nov 9 - Nov 10
5 minute walk to downtown. Cozy family sized home with everything you need.
Exterior
Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.

Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.

Oakland
10.0 out of 10, Exceptional, (4)
"The hosts were very communicative when we had a couple of issues they resolved them immediately The place is actually very clean, although there were a couple of areas that needed improvement and we reported that to the host It's very spacious and we would come back again"
United States
Juliann D.
The price is ￥17,066
￥56,404 total
includes taxes & fees
Dec 3 - Dec 4
Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.
Property grounds
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

2.0 star property
Oakland
10.0 out of 10, Exceptional, (9)
"This place was everything you could want in a rental property. Clean, well-stocked/furnished, and excellent communication from the host. We would absolutely stay here again."
United States
Scott H.
The price is ￥32,884
￥110,188 total
includes taxes & fees
Nov 9 - Nov 10
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Fridge, microwave, oven, stovetop
Full home near C&O! Perfect for bikers or families!

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

Cumberland
9.6 out of 10, Exceptional, (19)
"Nice loxation to get to downtown "
United States
Mark W.
The price is ￥20,648
￥35,506 total
includes taxes & fees
Nov 11 - Nov 12
Full home near C&O! Perfect for bikers or families!
Iron/ironing board, WiFi, bed sheets
Mountainside Cabin 51R-Dog Friendly

Mountainside Cabin 51R-Dog Friendly

McHenry
10.0 out of 10, Exceptional, (3)
"Nice and clean cabin, with shared grill but no kitchen (just microwave and sink, no gas). Spacious and clean, a bit too close to the urban part and not so secluded/natural. But super easy to reach "
United States
Andrea P.
Mountainside Cabin 51R-Dog Friendly
Outdoor spa tub
Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!

Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!

Swanton
10.0 out of 10, Exceptional, (21)
"Old friends gathered together for our 2nd annual Fall vacation and 'un plugging' from the world. The house was everything you see in the picture and described. Beds were comfortable, kitchen fairly well equipped. BEST ever part - the wildlife! Deer in the front yard while we drank our tea and coffee on the porch. Really exceptional rental."
United States
Wendy D.
The price is ￥20,648
￥78,145 total
includes taxes & fees
Nov 11 - Nov 12
Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!
Smart TV, fireplace
The Overlook; A Romantic Treehouse for Two

The Overlook; A Romantic Treehouse for Two

2.0 star property
Swanton
9.6 out of 10, Exceptional, (4)
"Amazing Cabin. Beautiful view"
United States
Andrew G.
The price is ￥20,712
￥41,608 total
includes taxes & fees
Nov 20 - Nov 21
The Overlook; A Romantic Treehouse for Two
TV
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
10.0 out of 10, Exceptional, (11)
"Cozy and great location for getting to the bike trail and around town."
United States
havala m.
The price is ￥20,255
￥24,713 total
includes taxes & fees
Nov 9 - Nov 10
Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!
Outdoor spa tub
Mountainside Cabin 40R-Hot Tub, Dog Friendly

Mountainside Cabin 40R-Hot Tub, Dog Friendly

McHenry
10.0 out of 10, Exceptional, (2)
"This was our first stay. The cabin was clean and comfortable. The Hostess checked on us and was very kind. We had a very relaxing weekend and are hoping to stay again soon! "
United States
Dawn Michele P.
Mountainside Cabin 40R-Hot Tub, Dog Friendly
Terrace/patio
Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!

Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!

Oakland
10.0 out of 10, Exceptional, (17)
"Had a great time with friends during our fantasy football draft weekend, highly recommend this place!"
United States
Luke T.
The price is ￥30,437
￥109,274 total
includes taxes & fees
Nov 25 - Nov 26
Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!
Interior
Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access

Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access

McHenry
10.0 out of 10, Exceptional, (3)
"Great neighborhood and large home. Clean and well stocked. "
United States
Kim C.
The price is ￥27,118
￥118,726 total
includes taxes & fees
Nov 13 - Nov 14
Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access
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

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

10/10 Excellent
"The resort is beautiful, is in a gorgeous setting and was clean and comfortable. The casino was small, but just the right size, the main restaurant downstairs was delicious! The price of rooms for the weekend we stayed was super reasonable. Will be coming back in the summer months to enjoy the beach and water activities and the pool! "
Tiffany 2-night trip
Posted 5 days ago
Rocky Gap Casino & Resort

Find out more about Cumberland

Search for holiday rentals in Cumberland on Expedia! You can easily find your home rentals, villas, holiday apartments in Cumberland using one of the methods below:

  • View our selection of featured holiday rentals in Cumberland
  • Use the map to find apartments and other holiday homes in the Cumberland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cumberland while they last

Look no further and take a look at our great range of rental properties in Cumberland!

Frequently asked questions

Can I find vacation rentals in Cumberland?

Yes, there are vacation rentals in Cumberland close to Western Maryland Scenic Railroad, or you can go with a 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's the top vacation rental in Cumberland?

NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap: Visitors like this Cumberland vacation home rental. It offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. Some other homes for rent in Cumberland include Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi and Full home near C&O! Perfect for bikers or families!.

How many vacation rentals will I find in Cumberland?

With 10 Expedia vacation rentals, you're sure 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 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 vacation rental in Cumberland like?

Vacation rentals are private properties you can book for several days or longer in Cumberland. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for small groups.