Search Vacation Homes in Cumberland

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Vacation Homes in Cumberland

Fridge, microwave, oven, stovetop
Oldtown Guesthouse

Oldtown Guesthouse

Oldtown
10.0 out of 10, Exceptional, (27)
"Absolutely loved this little guesthouse. It was Elian’s yet simple"
United States
Elizabeth
$170 nightly
The price is $180
Nov 26 - Nov 27
Total with taxes and fees
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

Cumberland
9.8 out of 10, Exceptional, (32)
"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
$182 nightly
The price is $193
Dec 14 - Dec 15
Total with taxes and fees
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!

Cumberland
9.6 out of 10, Exceptional, (19)
"This stay was perfect for the beginning of our GAP Trail ride! "
United States
Marilyn S.
$220 nightly
The price is $233
Nov 20 - Nov 21
Total with taxes and fees
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!

Swanton
10.0 out of 10, Exceptional, (21)
"Excellent home in great location and host! Thank you!!"
United States
sharon d.
$482 nightly
The price is $511
Dec 1 - Dec 2
Total with taxes and fees
Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!
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)
"Place was absolutely gorgeous host was very accommodating. Can't say enough good things about it"
United States
Michael M.
$438 nightly
The price is $464
Nov 20 - Nov 21
Total with taxes and fees
In the heart of Deep Creek Lake! - "Shamrock Inn"
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

McHenry
10.0 out of 10, Exceptional, (4)
"incredible, everything was more than we expected and the host was super responsive and helpful throughout our time there, 10000/10 would recommend"
United States
Aleena H.
$730 nightly
The price is $774
Nov 20 - Nov 21
Total with taxes and fees
Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access
Interior
Historic Mountain Retreat: Breathtaking views, pet friendly, trampoline/playroom

Historic Mountain Retreat: Breathtaking views, pet friendly, trampoline/playroom

Cumberland
9.0 out of 10, Wonderful, (2)
"We had a great stay, it ended up being at a different property than we booked but it was still an enjoyable stay. Communication was excellent and I would recommend. Thank you"
United States
Tina B.
$377 nightly
The price is $400
Nov 24 - Nov 25
Total with taxes and fees
Historic Mountain Retreat: Breathtaking views, pet friendly, trampoline/playroom
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

La Vale
9.6 out of 10, Exceptional, (4)
"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.
$562 nightly
The price is $596
Nov 20 - Nov 21
Total with taxes and fees
NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap
Outdoor spa tub
#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)
"Great cabin, super clean and awesome location. Host was incredible- excellent communication and very nice. 5 stars "
United States
William C.
$571 nightly
The price is $605
Nov 23 - Nov 24
Total with taxes and fees
#1 Cabin~Walk to WISP! Lake access & dock! HOT Tub~Game room~Fire Pit & DOGS OK!
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
$457 nightly
The price is $488
Nov 20 - Nov 21
Total with taxes and fees
Bask in the Pond View of Room 5, Lake Access, Golf
Property grounds
Private Room 3 & Bath, 10 quiet acres, Lake Access

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

Swanton
$457 nightly
The price is $488
Nov 20 - Nov 21
Total with taxes and fees
Private Room 3 & Bath, 10 quiet acres, Lake Access
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

Friendsville
$541 nightly
The price is $573
Nov 20 - Nov 21
Total with taxes and fees
8 min to Wisp-Hot Tub-Fire Pit-Shuffleboard-Private yet close to activities
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
Cumberland
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.
$324 nightly
The price is $344
Nov 23 - Nov 24
Total with taxes and fees
Rustic Oasis for the Family - 6 min walk to Downtown
4 bedrooms, free WiFi, bed sheets
Knit Inn..

Knit Inn..

Frostburg
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
$571 nightly
The price is $605
Nov 20 - Nov 21
Total with taxes and fees
Knit Inn..
Terrace/patio
5BR | Fireplace | Deck | Game Room

5BR | Fireplace | Deck | Game Room

McHenry
10.0 out of 10, Exceptional, (12)
"We had a wonderful stay here and will absolutely be back! The house had fun games, the hot tub was clean and functioning and we even had a fire both nights. I would definitely return!"
United States
Suzie M.
$647 nightly
The price is $686
Nov 20 - Nov 21
Total with taxes and fees
5BR | Fireplace | Deck | Game Room
Property grounds
Historic Farm, Near Lake, 10 Acres, Newly Renovated

Historic Farm, Near Lake, 10 Acres, Newly Renovated

Swanton
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.
$1,870 nightly
The price is $2,090
Nov 20 - Nov 21
Total with taxes and fees
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
10.0 out of 10, Exceptional, (2)
"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.
$1,611 nightly
The price is $1,708
Nov 23 - Nov 24
Total with taxes and fees
New! Epic lakefront home with indoor pool!
Property grounds
Prvt Rm 4, Upper floor, pond view, gas fireplace

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

Swanton
$457 nightly
The price is $488
Nov 20 - Nov 21
Total with taxes and fees
Prvt Rm 4, Upper floor, pond view, gas fireplace
1 bedroom, WiFi
Private Room 2 & Bath, 10 Acres, Lake Access

Private Room 2 & Bath, 10 Acres, Lake Access

Swanton
$457 nightly
The price is $488
Nov 20 - Nov 21
Total with taxes and fees
Private Room 2 & Bath, 10 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
$457 nightly
The price is $488
Nov 20 - Nov 21
Total with taxes and fees
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

Fairfield Inn & Suites by Marriott Cumberland

Fairfield Inn & Suites by Marriott Cumberland

10/10 Excellent
"Staff at reception very pleased and helpful Clean comfortable room and lobby "
Jean 1-night trip
Posted 3 days ago
Fairfield Inn & Suites by Marriott Cumberland

Find out more about Cumberland

Cumberland Vacation Homes information

Number of reviews
161
Accommodation
1487 Vacation Homes
Lowest Price
$180
Highest Price
$2,090

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