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 AU$266
includes taxes & fees
28 Jan - 29 Jan
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, (34 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 AU$282
includes taxes & fees
8 Feb - 9 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)
"Very neatly kept house….beautiful and cozy place to spend the vacation…Amazing property and amazing host. "
United States
Harsh S.
The price is AU$690
includes taxes & fees
26 Jan - 27 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 AU$345
includes taxes & fees
1 Feb - 2 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 AU$1,103
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
McHenry
10.0 out of 10, Exceptional, (3 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 AU$771
includes taxes & fees
26 Jan - 27 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 AU$674
includes taxes & fees
26 Jan - 27 Jan
In the heart of Deep Creek Lake! - "Shamrock 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 AU$772
includes taxes & fees
26 Jan - 27 Jan
8 min to Wisp-Hot Tub-Fire Pit-Shuffleboard-Private yet close to activities

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 AU$746
includes taxes & fees
24 Jan - 25 Jan
Bask in the Pond View of Room 5, Lake Access, Golf

Private Room 2 & Bath, 10 Acres, Lake Access

Private Room 2 & Bath, 10 Acres, Lake Access
Swanton
The price is AU$746
includes taxes & fees
25 Jan - 26 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 AU$870
includes taxes & fees
25 Jan - 26 Jan
Knit Inn..

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 AU$1,003
includes taxes & fees
26 Jan - 27 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, (37 reviews)
"Peaceful, relaxing, plenty of room"
United States
troy s.
The price is AU$1,125
includes taxes & fees
23 Feb - 24 Feb
#1 Cabin~Walk to WISP! Lake access & dock! HOT Tub~Game room~Fire Pit & DOGS OK!

The Lake House at Silver Ridge

The Lake House at Silver Ridge
Silver Ridge
The price is AU$841
includes taxes & fees
26 Jan - 27 Jan
The Lake House at Silver Ridge

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 AU$2,449
includes taxes & fees
27 Jan - 28 Jan
New! Epic lakefront home with indoor pool!

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 AU$3,368
includes taxes & fees
24 Jan - 25 Jan
Historic Farm, Near Lake, 10 Acres, Newly Renovated

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

Prvt Rm 4, Upper floor, pond view, gas fireplace
Swanton
The price is AU$746
includes taxes & fees
24 Jan - 25 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 AU$746
includes taxes & fees
24 Jan - 25 Jan
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 AU$746
includes taxes & fees
25 Jan - 26 Jan
RM 7: Lake access, Pond view, Gas fireplace, Par-3

Room 8: Pond View, Lake Access, Private Bath Par-3

Room 8: Pond View, Lake Access, Private Bath Par-3
Swanton
The price is AU$746
includes taxes & fees
24 Jan - 25 Jan
Room 8: Pond View, Lake Access, Private Bath 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

Find out more about Cumberland

Cumberland Holiday Homes information

Number of reviews
176
Accommodation
1787 Holiday Homes
Lowest Price
AU$266
Highest Price
AU$3,368