Search Vacation Homes in Cumberland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Cumberland holiday homes

Fridge, microwave, oven, stovetop

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
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$1,406 total
includes taxes & fees
4 Feb - 5 Feb
Oldtown Guesthouse
Property grounds

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)
"House was very clean and comfortable, and very convenient to downtown Cumberland. "
United States
Larry M.
The price is HK$843
HK$1,398 total
includes taxes & fees
8 Feb - 9 Feb
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Smart TV, fireplace, books, computer monitors

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 HK$765
HK$3,614 total
includes taxes & fees
4 Feb - 5 Feb
Winter Wonderland! Near Wisp! Hot tub & Fire pit! Great Location!
Smart TV, fireplace

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 HK$1,313
HK$5,700 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
Smart TV, video games

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 HK$1,468
HK$3,623 total
includes taxes & fees
1 Feb - 2 Feb
In the heart of Deep Creek Lake! - "Shamrock Inn"
Exterior detail

Minutes to the Wisp, private, kid & pet friendly ranch

Minutes to the Wisp, private, kid & pet friendly ranch
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 HK$1,556
HK$3,983 total
includes taxes & fees
24 Feb - 25 Feb
Minutes to the Wisp, private, kid & pet friendly ranch
Property grounds

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 HK$1,716
HK$3,964 total
includes taxes & fees
30 Jan - 31 Jan
Bask in the Pond View of Room 5, Lake Access, Golf
Property grounds

Private Room 2 & Bath, 10 Acres, Lake Access

Private Room 2 & Bath, 10 Acres, Lake Access
Swanton
The price is HK$1,716
HK$3,963 total
includes taxes & fees
30 Jan - 31 Jan
Private Room 2 & Bath, 10 Acres, Lake Access
Interior

#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 HK$2,270
HK$5,830 total
includes taxes & fees
23 Feb - 24 Feb
#1 Cabin~Walk to WISP! Lake access & dock! HOT Tub~Game room~Fire Pit & DOGS OK!
Business centre

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 HK$3,121
HK$4,722 total
includes taxes & fees
4 Feb - 5 Feb
Knit Inn..
Property grounds

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.
5BR | Fireplace | Deck | Game Room
Terrace/patio

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 HK$12,873
HK$18,046 total
includes taxes & fees
30 Jan - 31 Jan
Historic Farm, Near Lake, 10 Acres, Newly Renovated
Indoor pool, outdoor pool

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 HK$7,022
HK$15,440 total
includes taxes & fees
1 Feb - 2 Feb
New! Epic lakefront home with indoor pool!
Living area

The Lake House at Silver Ridge

The Lake House at Silver Ridge
Silver Ridge
The price is HK$3,425
HK$4,623 total
includes taxes & fees
4 Feb - 5 Feb
The Lake House at Silver Ridge
Property grounds

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

Prvt Rm 4, Upper floor, pond view, gas fireplace
Swanton
The price is HK$1,716
HK$3,963 total
includes taxes & fees
31 Jan - 1 Feb
Prvt Rm 4, Upper floor, pond view, gas fireplace
Property grounds

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

Private Room 3 & Bath, 10 quiet acres, Lake Access
Swanton
The price is HK$1,716
HK$3,963 total
includes taxes & fees
30 Jan - 31 Jan
Private Room 3 & Bath, 10 quiet acres, Lake Access
Property grounds

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

RM 7: Lake access, Pond view, Gas fireplace, Par-3
Swanton
The price is HK$1,716
HK$3,963 total
includes taxes & fees
5 Feb - 6 Feb
RM 7: Lake access, Pond view, Gas fireplace, Par-3
Property grounds

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

Room 8: Pond View, Lake Access, Private Bath Par-3
Swanton
The price is HK$1,716
HK$3,963 total
includes taxes & fees
30 Jan - 31 Jan
Room 8: Pond View, Lake Access, Private Bath Par-3
Property grounds

Red Barn Inn Room 6: Lake Access, Par3 Golf, Fish

Red Barn Inn Room 6: Lake Access, Par3 Golf, Fish
Swanton
The price is HK$1,716
HK$3,963 total
includes taxes & fees
9 Feb - 10 Feb
Red Barn Inn Room 6: Lake Access, Par3 Golf, Fish
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cumberland Hotel Reviews

Comfort Inn & Suites LaVale - Cumberland

Comfort Inn & Suites LaVale - Cumberland

10/10 Excellent
"The staff is what makes this place wonderful. Great food, a place to call home right now. "
Kurt 1-night trip
Posted 3 days ago
Comfort Inn & Suites LaVale - Cumberland

Find out more about Cumberland

Cumberland Vacation Homes information

Number of reviews
155
Accommodation
1787 Vacation Homes
Lowest Price
HK$1,398
Highest Price
HK$18,046

Explore a world of travel with Expedia