Photo by Shelly Sisler

Search Vacation Homes in Westernport

Start date: Check-in selected.
To Date
End date: Check-out

    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

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Vacation Homes in Westernport

Fridge, microwave, oven, stovetop
Oldtown Guesthouse
Oldtown Guesthouse
10.0 out of 10, Exceptional, (25)
"Absolutely loved this little guesthouse. It was Elian’s yet simple"
United States
Elizabeth
The price is AED 367
AED 662 total
includes taxes & fees
29 Oct - 30 Oct
Oldtown Guesthouse
Fridge, microwave, oven, stovetop
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
9.8 out of 10, Exceptional, (29)
"A perfect, quiet and cozy place. The house is very clean and easy for an older couple like us. We only stayed overnight, but we will definitely stay here again if we are back in the Cumberland area."
United States
Carol
The price is AED 397
AED 654 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Fridge, microwave, oven, stovetop
Full home near C&O! Perfect for bikers or families!
Full home near C&O! Perfect for bikers or families!
9.6 out of 10, Exceptional, (18)
"Super clean. Love the neighborhood and older houses. "
United States
John
The price is AED 496
AED 860 total
includes taxes & fees
27 Oct - 28 Oct
Full home near C&O! Perfect for bikers or families!
Outdoor spa tub
Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!
Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!
10.0 out of 10, Exceptional, (20)
"Our family had a great stay at Denise and Greg’s property. We will be back!"
United States
Jen S.
The price is AED 496
AED 1,877 total
includes taxes & fees
27 Oct - 28 Oct
Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!
Terrace/patio
Farmhouse in the South Branch River Valley with idyllic views and country charm
Farmhouse in the South Branch River Valley with idyllic views and country charm
2.5 star property
10.0 out of 10, Exceptional, (48)
"We loved everything about this stay and the area "
United States
Tina
The price is AED 820
AED 1,043 total
includes taxes & fees
27 Oct - 28 Oct
Farmhouse in the South Branch River Valley with idyllic views and country charm
Fridge, oven, stovetop, dishwasher
Top of the GAP guesthouse on the Eastern Continental Divide.
Top of the GAP guesthouse on the Eastern Continental Divide.
10.0 out of 10, Exceptional, (1)
"The house was very cozy, clean and had great amenities! "
United States
Cindy I.
The price is AED 694
AED 876 total
includes taxes & fees
26 Oct - 27 Oct
Top of the GAP guesthouse on the Eastern Continental Divide.
Interior
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
10.0 out of 10, Exceptional, (3)
"Great neighborhood and large home. Clean and well stocked. "
United States
Kim C.
The price is AED 744
AED 2,957 total
includes taxes & fees
26 Oct - 27 Oct
Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access
Exterior
Chalet w Stunning Views, Hot Tub, Fire Pit, & WiFi
Chalet w Stunning Views, Hot Tub, Fire Pit, & WiFi
The price is AED 695
AED 1,290 total
includes taxes & fees
11 Nov - 12 Nov
Chalet w Stunning Views, Hot Tub, Fire Pit, & WiFi
Smart TV, video games
In the heart of Deep Creek Lake! - "Shamrock Inn"
In the heart of Deep Creek Lake! - "Shamrock Inn"
9.6 out of 10, Exceptional, (5)
"Place was absolutely gorgeous host was very accommodating. Can't say enough good things about it"
United States
Michael M.
The price is AED 691
AED 1,717 total
includes taxes & fees
28 Oct - 29 Oct
In the heart of Deep Creek Lake! - "Shamrock Inn"
Fridge, microwave, oven, stovetop
Rustic Oasis for the Family - 6 min walk to Downtown
Rustic Oasis for the Family - 6 min walk to Downtown
2.0 star property
10.0 out of 10, Exceptional, (1)
"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 AED 950
AED 1,151 total
includes taxes & fees
26 Oct - 27 Oct
Rustic Oasis for the Family - 6 min walk to Downtown
Exterior detail
NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap
NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap
10.0 out of 10, Exceptional, (3)
"Our family truly enjoyed our stay. The house was warm and comfortable, and the host was fabulous. We highly recommend this older home for large family gatherings. Our small dog enjoyed and deeply appreciated the large yard. "
United States
Janet F.
The price is AED 889
AED 1,951 total
includes taxes & fees
2 Nov - 3 Nov
NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap
Property grounds
Bask in the Pond View of Room 5, Lake Access, Golf
Bask in the Pond View of Room 5, Lake Access, Golf
The price is AED 735
AED 1,794 total
includes taxes & fees
26 Oct - 27 Oct
Bask in the Pond View of Room 5, Lake Access, Golf
Internet
Private Room 3 & Bath, 10 quiet acres, Lake Access
Private Room 3 & Bath, 10 quiet acres, Lake Access
The price is AED 735
AED 1,794 total
includes taxes & fees
26 Oct - 27 Oct
Private Room 3 & Bath, 10 quiet acres, Lake Access
4 bedrooms, free WiFi, bed sheets
Knit Inn..
Knit Inn..
9.4 out of 10, Exceptional, (6)
"We loved our stay! Jennifer was very great and we loved the food and town of Frostburg "
United States
Anonymous traveler
The price is AED 1,469
AED 2,223 total
includes taxes & fees
26 Oct - 27 Oct
Knit Inn..
Terrace/patio
5BR | Fireplace | Deck | Game Room
5BR | Fireplace | Deck | Game Room
10.0 out of 10, Exceptional, (12)
"The house is the perfect size for family. Large enough to have space but not to large to make cleaning an issue. The location is 13 minutes from the beach and fishing and 17 minutes from the must sees. Great place we would come back "
United States
Reaves
The price is AED 1,006
AED 2,523 total
includes taxes & fees
26 Oct - 27 Oct
5BR | Fireplace | Deck | Game Room
Property grounds
Historic Farm, Near Lake, 10 Acres, Newly Renovated
Historic Farm, Near Lake, 10 Acres, Newly Renovated
9.8 out of 10, Exceptional, (10)
"Fantastic place to have a group gathering for married couples. We all had an amazing time! The place was beautiful. The host was gracious. Looking forward to returning again. "
United States
Taifa G.
The price is AED 5,510
AED 7,884 total
includes taxes & fees
27 Oct - 28 Oct
Historic Farm, Near Lake, 10 Acres, Newly Renovated
Interior
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
The price is AED 845
AED 2,110 total
includes taxes & fees
26 Oct - 27 Oct
8 min to Wisp-Hot Tub-Fire Pit-Shuffleboard-Private yet close to activities
Fridge, microwave, oven, stovetop
✩✩ Cozy 9-Sleeper, Private Hot Tub, Prime Location ✩✩
✩✩ Cozy 9-Sleeper, Private Hot Tub, Prime Location ✩✩
9.6 out of 10, Exceptional, (25)
"The place was perfect and me and my family truly enjoyed ourselves. "
United States
Angel H.
The price is AED 1,513
AED 2,768 total
includes taxes & fees
12 Nov - 13 Nov
✩✩ Cozy 9-Sleeper, Private Hot Tub, Prime Location ✩✩
Property grounds
Prvt Rm 4, Upper floor, pond view, gas fireplace
Prvt Rm 4, Upper floor, pond view, gas fireplace
The price is AED 735
AED 1,794 total
includes taxes & fees
26 Oct - 27 Oct
Prvt Rm 4, Upper floor, pond view, gas fireplace
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 Westernport Hotel Reviews

Fairfield Inn & Suites by Marriott Cumberland

Fairfield Inn & Suites by Marriott Cumberland

10/10 Excellent
"We went to Cumberland for an overnight. The room was a good size, clean, and the bed was comfortable. By the time we got to breakfast some items were out, but it was nice."
Stella 1-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Cumberland