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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Cumberland vacation homes

A garden with a variety of flowers and plants, a wooden structure, and a white fence.

1. 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, (51 reviews)
"The house was very clean and the view from the deck was spectacular."
United States
Toni R.
The price is ￥18,942
￥30,452 total
includes taxes & fees
Oct 6 - Oct 7
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
A patio with a green metal table and chairs, a red umbrella, and a brick wall.

2. Newly renovated 1905 house, within walking distance to all downtown attractions!

Newly renovated 1905 house, within walking distance to all downtown attractions!
Cumberland
The price is ￥25,288
￥42,868 total
includes taxes & fees
Oct 13 - Oct 14
Newly renovated 1905 house, within walking distance to all downtown attractions!
A modern kitchen with stainless steel appliances, white cabinetry, and a window with a view of the outdoors.

3. Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (36 reviews)
"Beautiful property and house. Very clean and comfortable."
United States
Don B.
The price is ￥20,678
￥34,133 total
includes taxes & fees
Nov 2 - Nov 3
Oldtown Guesthouse
A deck with a white railing, a table, and a view of a forested landscape.

4. Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale

Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale
La Vale
9.2 out of 10, Wonderful, (5 reviews)
"The host was very responsive and accessible. The house is freshly updated and uncluttered. The beds and pillows are comfortable. The view is lovely. The showers are small but manageable and there is no washing machine or dryer at this property. Overall it is a nice place and met our need for sleeping and making breakfast. We will very likely stay here again when we are in the area visiting family."
United States
TRINA P.
The price is ￥28,413
￥33,966 total
includes taxes & fees
Oct 12 - Oct 13
Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale
A kitchen with wooden cabinets, a refrigerator, a sink, and a glass-top island with a stool.

5. Rustic Oasis for the Family - 6 min walk to Downtown

Rustic Oasis for the Family - 6 min walk to Downtown
Cumberland
10.0 out of 10, Exceptional, (2 reviews)
"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 ￥46,379
￥59,231 total
includes taxes & fees
Oct 26 - Oct 27
Rustic Oasis for the Family - 6 min walk to Downtown
A room with a long wooden desk, four chairs, a woven rug, a ceiling fan, and a mural of flowers on the wall.

6. 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 ￥72,611
￥107,085 total
includes taxes & fees
Oct 6 - Oct 7
Knit Inn..
An outdoor hot tub with a fire, a wicker basket with bread, and a bottle of wine.

7. Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres

Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres
Keyser
10.0 out of 10, Exceptional, (1 review)
"My wife and I had a great stay at this property, we would happily visit again!"
United States
Cole D.
The price is ￥36,463
￥64,827 total
includes taxes & fees
Oct 13 - Oct 14
Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres
A bedroom with a bed, dresser, television, and a window with curtains.

8. Glendale Getaway: Nostalgic not Fancy

Glendale Getaway: Nostalgic not Fancy
Swanton
The price is ￥17,048
￥38,651 total
includes taxes & fees
Oct 5 - Oct 6
Glendale Getaway: Nostalgic not Fancy
A modern kitchen with white cabinets, a dishwasher, and a dining area with a round table and chairs.

9. Renovated 2bd 1ba Waterfront, Hottub, Trails!

Renovated 2bd 1ba Waterfront, Hottub, Trails!
Friendsville
The price is ￥26,835
￥75,724 total
includes taxes & fees
Oct 5 - Oct 6
Renovated 2bd 1ba Waterfront, Hottub, Trails!
An indoor swimming pool with clear lanes, a lifeguard chair, and a high ceiling with visible structural beams.

10. Wisp View Retreat, Hot tub

Wisp View Retreat, Hot tub
Accident
The price is ￥23,993
￥114,125 total
includes taxes & fees
Oct 5 - Oct 6
Wisp View Retreat, Hot tub
A covered porch with a wooden deck, two wicker chairs, and a decorative fence.

11. New Private 2bd 1 ba, Hot tub, Trails, Waterfront!

New Private 2bd 1 ba, Hot tub, Trails, Waterfront!
Friendsville
The price is ￥26,835
￥78,108 total
includes taxes & fees
Oct 19 - Oct 20
New Private 2bd 1 ba, Hot tub, Trails, Waterfront!
A spacious living area with a stone fireplace, wooden ceiling, and a dining table with chairs.

12. Cozy Lake Access Home with Hot Tub

Cozy Lake Access Home with Hot Tub
McHenry
10.0 out of 10, Exceptional, (21 reviews)
"Location and floorspace was perfect for our ski trip "
United States
Todd M.
The price is ￥23,520
￥78,641 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Lake Access Home with Hot Tub
A covered porch with wooden chairs and a table, overlooking a forested area.

13. Rustic 3BR Cabin - HOT TUB - McHenry

Rustic 3BR Cabin - HOT TUB - McHenry
McHenry
9.8 out of 10, Exceptional, (61 reviews)
"Great place and comfortable beds. We would definitely book again!"
United States
Ashley C.
Rustic 3BR Cabin - HOT TUB - McHenry
A spacious living room with a fireplace, comfortable seating, and large windows.

14. Hot Tub Lakehouse! Game Room + Fire Pit! Walk to Lake! 15 Min to Wisp!

Hot Tub Lakehouse! Game Room + Fire Pit! Walk to Lake! 15 Min to Wisp!
Swanton
10.0 out of 10, Exceptional, (25 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 ￥33,925
￥111,339 total
includes taxes & fees
Oct 7 - Oct 8
Hot Tub Lakehouse! Game Room + Fire Pit! Walk to Lake! 15 Min to Wisp!
A wooden deck with a railing overlooking a lake, with chairs and cushions.

15. Serene 3BR Lodge - THE Lake View - Oakland

Serene 3BR Lodge - THE Lake View - Oakland
Oakland
10.0 out of 10, Exceptional, (3 reviews)
"We thoroughly enjoyed our stay. Everything was comfortable and relaxing. My only suggestion would be to label the lights. Especially in the kitchen. Other than that, we loved it and would love to come back."
United States
Patti R.
The price is ￥34,187
￥97,771 total
includes taxes & fees
Oct 7 - Oct 8
Serene 3BR Lodge - THE Lake View - Oakland
A spa area with a hot tub, a waterfall feature, and a stone wall with greenery.

16. New! Epic lakefront home with indoor pool!

New! Epic lakefront home with indoor pool!
McHenry
9.8 out of 10, Exceptional, (13 reviews)
"Welcoming and fantastic amenities!"
United States
Vincent M.
The price is ￥120,755
￥308,764 total
includes taxes & fees
Oct 5 - Oct 6
New! Epic lakefront home with indoor pool!
A wooden cabin with a porch, surrounded by trees and a gravel driveway.

17. Splash Mountain 6 bedrooms with indoor pool & mountain and filtered lake view

Splash Mountain 6 bedrooms with indoor pool & mountain and filtered lake view
Garrett County
10.0 out of 10, Exceptional, (1 review)
"The listing is accurate and complete"
United States
chuck w.
Splash Mountain 6 bedrooms with indoor pool & mountain and filtered lake view
A wooden deck with Adirondack chairs, a sign reading 'WELCOME TO OUR PORT,' and a forested background.

18. Charming 4BR Home - HOT TUB - Oakland

Charming 4BR Home - HOT TUB - Oakland
Oakland
9.8 out of 10, Exceptional, (16 reviews)
"Property was great. The kids loved the layout outside. The fireplace was awesome. Great place to stay."
United States
Steven P.
The price is ￥21,322
￥85,977 total
includes taxes & fees
Oct 29 - Oct 30
Charming 4BR Home - HOT TUB - Oakland
A riverside cabin with a swimming pool, surrounded by trees and a grassy area.

19. 12 Bd! 11Ba! 18 Acres! Views! Prefect for Events!

12 Bd! 11Ba! 18 Acres! Views! Prefect for Events!
Friendsville
The price is ￥150,703
￥347,424 total
includes taxes & fees
Oct 18 - Oct 19
12 Bd! 11Ba! 18 Acres! Views! Prefect for Events!
A wooden cabin with a balcony, surrounded by a lush green forest.

20. Rustic 4BR Cabin - HOT TUB - McHenry

Rustic 4BR Cabin - HOT TUB - McHenry
McHenry
9.6 out of 10, Exceptional, (77 reviews)
"Place is great! Family loved it! Great location close enough to eveeyrhing there is to do."
United States
Jerome and Adrienne H.
Rustic 4BR Cabin - HOT TUB - McHenry
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

Sleep Inn & Suites Cumberland - LaVale

Sleep Inn & Suites Cumberland - LaVale

10/10 Excellent
"Traveling for work and property was clean and quiet."
Donna 1-night trip
Posted 2 hours ago
Sleep Inn & Suites Cumberland - LaVale

Find out more about Cumberland

Cumberland Vacation Homes information

Number of reviews
304
Accommodation
1597 Vacation Homes
Lowest Price
￥30,452
Highest Price
￥347,424