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Our top choices for Cumberland holiday homes

Holiday Home in Oldtown

Oldtown Guesthouse
10.0 out of 10, Exceptional, (30 reviews)
"This was a wonderful place clean, private, spacious and convenient will definitely recomend"
United States
Karen C.
The price is HK$780
HK$1,405 total
includes taxes & fees
28 Jan - 29 Jan
Oldtown Guesthouse
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 HK$765
HK$3,613 total
includes taxes & fees
4 Feb - 5 Feb
Winter Wonderland! Near Wisp! Hot tub & Fire pit! Great Location!
9.8 out of 10, Exceptional, (34 reviews)
"House was very clean and comfortable, and very convenient to downtown Cumberland. "
United States
Larry M.
The price is HK$842
HK$1,397 total
includes taxes & fees
8 Feb - 9 Feb
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
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 HK$1,053
HK$1,810 total
includes taxes & fees
1 Feb - 2 Feb
Full home near C&O! Perfect for bikers or families!
10.0 out of 10, Exceptional, (6 reviews)
"Great neighborhood and large home. Clean and well stocked. "
United States
Kim C.
The price is HK$1,312
HK$5,697 total
includes taxes & fees
1 Feb - 2 Feb
Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access
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 HK$1,467
HK$3,621 total
includes taxes & fees
1 Feb - 2 Feb
In the heart of Deep Creek Lake! - "Shamrock Inn"
The price is HK$1,715
HK$3,961 total
includes taxes & fees
28 Jan - 29 Jan
Bask in the Pond View of Room 5, Lake Access, Golf
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 HK$1,556
HK$3,981 total
includes taxes & fees
24 Feb - 25 Feb
Minutes to the Wisp, private, kid & pet friendly ranch
The price is HK$1,715
HK$3,961 total
includes taxes & fees
30 Jan - 31 Jan
Private Room 2 & Bath, 10 Acres, Lake Access
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 HK$12,865
HK$18,250 total
includes taxes & fees
4 Feb - 5 Feb
Historic Farm, Near Lake, 10 Acres, Newly Renovated

Holiday Home in Frostburg

Knit Inn..
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 HK$3,119
HK$4,719 total
includes taxes & fees
28 Jan - 29 Jan
Knit Inn..
9.8 out of 10, Exceptional, (37 reviews)
"Peaceful, relaxing, plenty of room"
United States
troy s.
The price is HK$2,090
HK$5,612 total
includes taxes & fees
2 Feb - 3 Feb
#1 Cabin~Walk to WISP! Lake access & dock! HOT Tub~Game room~Fire Pit & DOGS OK!

Holiday Home in McHenry

5BR | Fireplace | Deck | Game Room
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 HK$2,136
HK$5,348 total
includes taxes & fees
28 Jan - 29 Jan
5BR | Fireplace | Deck | Game Room
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 HK$5,263
HK$13,323 total
includes taxes & fees
28 Jan - 29 Jan
New! Epic lakefront home with indoor pool!

Holiday Home in Silver Ridge

The Lake House at Silver Ridge
The price is HK$3,337
HK$4,513 total
includes taxes & fees
28 Jan - 29 Jan
The Lake House at Silver Ridge
The price is HK$1,715
HK$3,961 total
includes taxes & fees
6 Feb - 7 Feb
Prvt Rm 4, Upper floor, pond view, gas fireplace
The price is HK$1,715
HK$3,961 total
includes taxes & fees
9 Feb - 10 Feb
Private Room 3 & Bath, 10 quiet acres, Lake Access
The price is HK$1,715
HK$3,961 total
includes taxes & fees
28 Jan - 29 Jan
RM 7: Lake access, Pond view, Gas fireplace, Par-3
The price is HK$1,715
HK$3,961 total
includes taxes & fees
28 Jan - 29 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

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Cumberland Vacation Homes information

Number of reviews
176
Accommodation
1787 Vacation Homes
Lowest Price
HK$1,397
Highest Price
HK$18,250