Holiday Homes in Cumberland

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Our top choices for Cumberland holiday homes

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (30 reviews)
"Very clean, host was responsive, cute, small house"
United States
Wayne F.
The price is €159
includes taxes & fees
11 Feb - 12 Feb
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, (33 reviews)
"This house was very clean and had everything we needed. We especially enjoyed the large deck and the beautiful mountain view."
United States
Anita A.
The price is €168
includes taxes & fees
12 Feb - 13 Feb
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

Winter Wonderland! Near Wisp! Hot tub & Fire pit! Great Location!

Winter Wonderland! Near Wisp! Hot tub & Fire pit! Great Location!
Swanton
10.0 out of 10, Exceptional, (22 reviews)
"Excellent home in great location and host! Thank you!!"
United States
sharon d.
The price is €404
includes taxes & fees
28 Jan - 29 Jan
Winter Wonderland! Near Wisp! Hot tub & Fire pit! Great Location!

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, (21 reviews)
"Nice place, and perfect stopover for cycling on the C&O. "
United States
Jay S.
The price is €221
includes taxes & fees
14 Feb - 15 Feb
Full home near C&O! Perfect for bikers or families!

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, (6 reviews)
"Great neighborhood and large home. Clean and well stocked. "
United States
Kim C.
The price is €658
includes taxes & fees
26 Jan - 27 Jan
Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access

Secluded 3bd house minutes from the Wisp & the Lake- kid & pet friendly

Secluded 3bd house minutes from the Wisp & the Lake- kid & pet friendly
2.0 star property
McHenry
10.0 out of 10, Exceptional, (2 reviews)
"A well appointed house in a great location - you have some privacy but ear enough deep creek. We will be back! Very family friendly in the details."
United States
Gary M.
The price is €440
includes taxes & fees
19 Jan - 20 Jan
Secluded 3bd house minutes from the Wisp & the Lake- kid & pet friendly

In the heart of Deep Creek Lake! - "Shamrock Inn"

In the heart of Deep Creek Lake! - "Shamrock Inn"
Mountainside
9.6 out of 10, Exceptional, (5 reviews)
"Place was absolutely gorgeous host was very accommodating. Can't say enough good things about it"
United States
Michael M.
The price is €427
includes taxes & fees
2 Feb - 3 Feb
In the heart of Deep Creek Lake! - "Shamrock Inn"

Bask in the Pond View of Room 5, Lake Access, Golf

Bask in the Pond View of Room 5, Lake Access, Golf
Swanton
The price is €440
includes taxes & fees
17 Jan - 18 Jan
Bask in the Pond View of Room 5, Lake Access, Golf

Historic Farm, Near Lake, 10 Acres, Newly Renovated

Historic Farm, Near Lake, 10 Acres, Newly Renovated
Swanton
10.0 out of 10, Exceptional, (11 reviews)
"The Historic Farm property was beautiful! Our family enjoyed fishing at the pond and biking in and around the property. We hiked and swam in the nearby State Parks. The bedrooms were spacious and the king sized beds comfortable. It was great to have meals with the whole family around the large dining room table. The ice machine in the cozy kitchen was an added bonus."
United States
Cheryl W.
The price is €2,005
includes taxes & fees
19 Jan - 20 Jan
Historic Farm, Near Lake, 10 Acres, Newly Renovated

Private Room 2 & Bath, 10 Acres, Lake Access

Private Room 2 & Bath, 10 Acres, Lake Access
Swanton
The price is €442
includes taxes & fees
17 Jan - 18 Jan
Private Room 2 & Bath, 10 Acres, Lake Access

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 €508
includes taxes & fees
18 Jan - 19 Jan
Knit Inn..

8 min to Wisp-Hot Tub-Fire Pit-Shuffleboard-Private yet close to activities

8 min to Wisp-Hot Tub-Fire Pit-Shuffleboard-Private yet close to activities
Friendsville
The price is €472
includes taxes & fees
26 Jan - 27 Jan
8 min to Wisp-Hot Tub-Fire Pit-Shuffleboard-Private yet close to activities

5BR | Fireplace | Deck | Game Room

5BR | Fireplace | Deck | Game Room
McHenry
10.0 out of 10, Exceptional, (12 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 €593
includes taxes & fees
19 Jan - 20 Jan
5BR | Fireplace | Deck | Game Room

#1 Cabin~Walk to WISP! Lake access & dock! HOT Tub~Game room~Fire Pit & DOGS OK!

#1 Cabin~Walk to WISP! Lake access & dock! HOT Tub~Game room~Fire Pit & DOGS OK!
McHenry
9.8 out of 10, Exceptional, (35 reviews)
"Great cabin, super clean and awesome location. Host was incredible- excellent communication and very nice. 5 stars "
United States
William C.
The price is €653
includes taxes & fees
2 Feb - 3 Feb
#1 Cabin~Walk to WISP! Lake access & dock! HOT Tub~Game room~Fire Pit & DOGS OK!

New! Epic lakefront home with indoor pool!

New! Epic lakefront home with indoor pool!
McHenry
9.8 out of 10, Exceptional, (6 reviews)
"Our stay at this property was exceptional and perfectly suited for a family gathering. The amenities, including the pools, hot tub, and volleyball court, were a hit with everyone in our group. The cleanliness of the house was impeccable, and the pleasant aroma throughout was a welcome touch. We look forward to returning in the future and highly recommend this property to others seeking a comfortable and enjoyable retreat."
United States
SHANNON T.
The price is €1,452
includes taxes & fees
19 Jan - 20 Jan
New! Epic lakefront home with indoor pool!

Private Lodge sleeps 25 guests Spectacular Views

Private Lodge sleeps 25 guests Spectacular Views
Oakland
The price is €1,229
includes taxes & fees
19 Jan - 20 Jan
Private Lodge sleeps 25 guests Spectacular Views

The Lake House at Silver Ridge

The Lake House at Silver Ridge
2.0 star property
Silver Ridge
The price is €387
includes taxes & fees
27 Jan - 28 Jan
The Lake House at Silver Ridge

Prvt Rm 4, Upper floor, pond view, gas fireplace

Prvt Rm 4, Upper floor, pond view, gas fireplace
Swanton
The price is €440
includes taxes & fees
17 Jan - 18 Jan
Prvt Rm 4, Upper floor, pond view, gas fireplace

Private Room 3 & Bath, 10 quiet acres, Lake Access

Private Room 3 & Bath, 10 quiet acres, Lake Access
Swanton
The price is €437
includes taxes & fees
15 Feb - 16 Feb
Private Room 3 & Bath, 10 quiet acres, Lake Access

RM 7: Lake access, Pond view, Gas fireplace, Par-3

RM 7: Lake access, Pond view, Gas fireplace, Par-3
Swanton
The price is €440
includes taxes & fees
17 Jan - 18 Jan
RM 7: Lake access, Pond view, Gas fireplace, Par-3
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

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Cumberland Holiday Homes information

Number of reviews
172
Accommodation
1787 Holiday Homes
Lowest Price
€159
Highest Price
€2,005