Aerial view of Cumberland Maryland in Allegany County along the Potomac river

Search Holiday Homes in Cumberland

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cumberland holiday homes

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (33 reviews)
"This was a wonderful place clean, private, spacious and convenient will definitely recomend"
United States
Karen C.
The price is £147
includes taxes & fees
7 Jul - 8 Jul
Oldtown Guesthouse

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, (37 reviews)
"House was very clean and comfortable, and very convenient to downtown Cumberland. "
United States
Larry M.
The price is £148
includes taxes & fees
2 Jul - 3 Jul
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres

Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres
Keyser
10.0 out of 10, Exceptional, (1 review)
"My wife and I had a great stay at this property, we would happily visit again!"
United States
Cole D.
The price is £280
includes taxes & fees
7 Jul - 8 Jul
Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres

Minutes from LAKE - Ranch - Pets & Kids welcome - Secluded

Minutes from LAKE - Ranch - Pets & Kids welcome - Secluded
McHenry
10.0 out of 10, Exceptional, (4 reviews)
"The property was excellent. Clean and nicely decorated. Very pet-friendly. Warm and cozy "
United States
Jessica O.
The price is £386
includes taxes & fees
29 Jun - 30 Jun
Minutes from LAKE - Ranch - Pets & Kids welcome - Secluded

4BR Mountain Retreat on 2+ Private Acres • Near Lake • Hot Tub • Mountain Views

4BR Mountain Retreat on 2+ Private Acres • Near Lake • Hot Tub • Mountain Views
McHenry
The price is £472
includes taxes & fees
29 Jun - 30 Jun
4BR Mountain Retreat on 2+ Private Acres • Near Lake • Hot Tub • Mountain Views

5BR | Fireplace | Deck | Game Room

5BR | Fireplace | Deck | Game Room
McHenry
10.0 out of 10, Exceptional, (13 reviews)
"Excellent location and property. Had everything we needed, and the owner was more than accommodating. Thank you "
United States
Derek D.
The price is £530
includes taxes & fees
27 Jun - 28 Jun
5BR | Fireplace | Deck | Game Room

Rustic Oasis for the Family - 6 min walk to Downtown

Rustic Oasis for the Family - 6 min walk to Downtown
Cumberland
10.0 out of 10, Exceptional, (2 reviews)
"Property and location just as advertised. Owner was very good about communicating and letting you know he was available if any issues came up (which they did not). Would stay there again!"
United States
Bruce H.
The price is £265
includes taxes & fees
6 Jul - 7 Jul
Rustic Oasis for the Family - 6 min walk to Downtown

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, (10 reviews)
"Perfect venue for a family gathering celebrating my kids birthday. Close to Wisp and state parks for skiing and hiking. "
United States
Ca H.
The price is £722
includes taxes & fees
29 Jun - 30 Jun
Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access

Historic Mountain Retreat: Breathtaking views, pet friendly, family friendly.

Historic Mountain Retreat: Breathtaking views, pet friendly, family friendly.
Cumberland
8.8 out of 10, Excellent, (3 reviews)
"Wonder place - super convenient to downtown and the interstates. Host was super responsive!"
United States
scott w.
The price is £338
includes taxes & fees
21 Jul - 22 Jul
Historic Mountain Retreat: Breathtaking views, pet friendly, family friendly.

✩✩ Cozy Lake Escape, Hot Tub, King Bed + Fireplace ✩✩

✩✩ Cozy Lake Escape, Hot Tub, King Bed + Fireplace ✩✩
McHenry
9.8 out of 10, Exceptional, (27 reviews)
"Great location, clean, and wonderful amenities. Hot tub and fire place were perfect for the cold nights. "
United States
Jennifer C.
The price is £581
includes taxes & fees
14 Jul - 15 Jul
✩✩ Cozy Lake Escape, Hot Tub, King Bed + Fireplace ✩✩

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 £631
includes taxes & fees
28 Jun - 29 Jun
Spring Beauty! Hot tub & Fire pit! Great Location! Walk to the Lake!

Luxor Mountaintop Cabin-Castle at Deep Creek Lake

Luxor Mountaintop Cabin-Castle at Deep Creek Lake
Oakland
The price is £639
includes taxes & fees
29 Jun - 30 Jun
Luxor Mountaintop Cabin-Castle at Deep Creek Lake

Knit Inn..

Knit Inn..
Frostburg
9.6 out of 10, Exceptional, (8 reviews)
"Great location! The host was very nice and easy to get a hold of for questions. Would definitely stay here every trip to Frostburg!"
United States
Lori F.
The price is £517
includes taxes & fees
1 Jul - 2 Jul
Knit Inn..

12 Bd! 11Ba! 18 Acres! Views! Prefect for Events!

12 Bd! 11Ba! 18 Acres! Views! Prefect for Events!
Friendsville
The price is £3,849
includes taxes & fees
30 Jun - 1 Jul
12 Bd! 11Ba! 18 Acres! Views! Prefect for Events!

Lakefront/Dock/Amazing views HotTub

Lakefront/Dock/Amazing views HotTub
Oakland
9.6 out of 10, Exceptional, (66 reviews)
"We had an absolute wonderful stay at Hygge Memories. The house was beautiful and spotless, and had everything we needed for a comfortable getaway! The lake front view was stunning - the perfect backdrop for relaxing and making memories! The location was ideal-close to everything, yet peaceful and private. The owners were fantastic to work with, friendly, responsive and truly made us feel welcomed! We would definitely stay here again and highly recommend this property to anyone looking for a...
United States
Wendy V.
Lakefront/Dock/Amazing views HotTub

Luxury Lodge with Hot Tub, Arcade & Lake Access

Luxury Lodge with Hot Tub, Arcade & Lake Access
Garrett County
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay at this property for a golf getaway. Very comfortable house, clean and well equipped. We enjoyed watching for the deer on the adjacent wetlands. Will definitely visit again in the future!"
United States
Sally N.
The price is £939
includes taxes & fees
22 Jul - 23 Jul
Luxury Lodge with Hot Tub, Arcade & Lake Access

Mountain Lake View -King Beds -Luxury Retreat, Dam View Vista-Lake View-King Beds With Luxury Linens...

Mountain Lake View -King Beds -Luxury Retreat, Dam View Vista-Lake View-King Beds With Luxury Linens...
Oakland
9.0 out of 10, Wonderful, (7 reviews)
"I give this rental 5 stars — 10/10! The host was very responsive and great to communicate with. I would definitely stay again."
United States
Ya’Digg C.
Mountain Lake View -King Beds -Luxury Retreat, Dam View Vista-Lake View-King Beds With Luxury Linens...

Wisp'd Away-Lakefront Luxury - DOCK - on 3+acres - HotTub - Firepit - Pool Table

Wisp'd Away-Lakefront Luxury - DOCK - on 3+acres - HotTub - Firepit - Pool Table
Swanton
10.0 out of 10, Exceptional, (9 reviews)
"This house was great for all ages, the lake is in a good walking distance. Everyone in our group really enjoyed the stay!"
United States
April C.
The price is £1,296
includes taxes & fees
10 Jul - 11 Jul
Wisp'd Away-Lakefront Luxury - DOCK - on 3+acres - HotTub - Firepit - Pool Table

Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing

Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing
Oakland
10.0 out of 10, Exceptional, (95 reviews)
"Responsive host and great location. "
United States
Cynthia H.
The price is £747
includes taxes & fees
28 Jun - 29 Jun
Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing

Right off the bike trail.

Right off the bike trail.
Meyersdale
9.6 out of 10, Exceptional, (108 reviews)
"Old place, felt like staying at my grandparents, but clean and everything worked. The hose was turned off but Karen came out and turned it on quickly and was very nice. We very much enjoyed our stay and would stay there again if in town."
United States
Samuel
The price is £107
includes taxes & fees
30 Jun - 1 Jul
Right off the bike trail.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cumberland Hotel Reviews

Find out more about Cumberland

Cumberland Holiday Homes information

Number of reviews
447
Accommodation
1617 Holiday Homes
Lowest Price
£107
Highest Price
£3,849

Explore a world of travel with Expedia