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Holiday Homes in Cumberland

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Cumberland holiday homes

Property grounds

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, 50, (50 reviews)
"The house was very clean and the view from the deck was spectacular."
United States
Toni R.
The price is AU$271
includes taxes & fees
16 Sept - 17 Sept
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Smart TV, books, stereo

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 AU$401
includes taxes & fees
15 Sept - 16 Sept
Newly renovated 1905 house, within walking distance to all downtown attractions!
Coffee/tea maker, fridge, microwave, oven

3. Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, 35, (35 reviews)
"Beautiful property and house. Very clean and comfortable."
United States
Don B.
The price is AU$293
includes taxes & fees
22 Sept - 23 Sept
Oldtown Guesthouse
Interior

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
8.0 out of 10, 2, (2 reviews)
"This was a really lovely place to stay on a quick trip to Cumberland. It’s in a quiet neighborhood with a great Mountain View off the back deck. The property was clean and the owner was communicative. Convenient to town and the scenic railroad. The only complaint I have was the thermostat was auto set to a temp that was too high for the summer, and I had to wake up twice to make it cooler. Other than that it really is exactly as advertised and I would stay again."
United States
Kasey G.
The price is AU$276
includes taxes & fees
28 Sept - 29 Sept
Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale
Coffee/tea maker, fridge, microwave, oven

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, 2, (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 AU$509
includes taxes & fees
21 Sept - 22 Sept
Rustic Oasis for the Family - 6 min walk to Downtown
Business centre

6. Knit Inn..

Knit Inn..
Frostburg
9.6 out of 10, 8, (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 AU$843
includes taxes & fees
16 Sept - 17 Sept
Knit Inn..
Outdoor spa tub

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, 1, (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 AU$555
includes taxes & fees
16 Sept - 17 Sept
Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres
Exterior detail

8. Minutes from LAKE - Ranch - Pets & Kids welcome - Secluded

Minutes from LAKE - Ranch - Pets & Kids welcome - Secluded
McHenry
9.8 out of 10, 6, (6 reviews)
"The property was excellent. Clean and nicely decorated. Very pet-friendly. Warm and cozy "
United States
Jessica O.
The price is AU$471
includes taxes & fees
17 Sept - 18 Sept
Minutes from LAKE - Ranch - Pets & Kids welcome - Secluded
Interior

9. Cozy Lake Access Home with Hot Tub

Cozy Lake Access Home with Hot Tub
McHenry
10.0 out of 10, 20, (20 reviews)
"Location and floorspace was perfect for our ski trip "
United States
Todd M.
The price is AU$669
includes taxes & fees
22 Sept - 23 Sept
Cozy Lake Access Home with Hot Tub
Pool

10. Wisp View Retreat, Hot tub

Wisp View Retreat, Hot tub
Accident
The price is AU$1,023
includes taxes & fees
16 Sept - 17 Sept
Wisp View Retreat, Hot tub
Smart TV, fireplace, books, computer monitors

11. Hot Tub Lakehouse! Game Room + Fire Pit! Walk to Lake! 5 Min to Wisp!

Hot Tub Lakehouse! Game Room + Fire Pit! Walk to Lake! 5 Min to Wisp!
Swanton
10.0 out of 10, 25, (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 AU$1,083
includes taxes & fees
15 Sept - 16 Sept
Hot Tub Lakehouse! Game Room + Fire Pit! Walk to Lake! 5 Min to Wisp!
Smart TV, fireplace, books, stereo

12. 4BR Mountain Retreat on 2+ Private Acres • Near Lake • Hot Tub • Mountain Views

4BR Mountain Retreat on 2+ Private Acres • Near Lake • Hot Tub • Mountain Views
McHenry
The price is AU$873
includes taxes & fees
15 Sept - 16 Sept
4BR Mountain Retreat on 2+ Private Acres • Near Lake • Hot Tub • Mountain Views
Marina

13. Welcome to Lakeski Lodge! Lake and Mountain View! Lake access and dock!

Welcome to Lakeski Lodge! Lake and Mountain View! Lake access and dock!
Oakland
4.8 out of 10, 3, (3 reviews)
"We stayed at this lakeside home during the winter, and it was a cozy and memorable getaway. The snowy setting made the views especially beautiful, and the lake looked peaceful and picturesque surrounded by fresh snow. Once inside, the house felt warm, comfortable, and welcoming—perfect for escaping the cold.The home was clean and well laid out, with comfortable beds and a kitchen that had almost everything we needed. It was a great place to relax, unwind, and enjoy time together while staying...
United States
Kelly S.
The price is AU$700
includes taxes & fees
15 Sept - 16 Sept
Welcome to Lakeski Lodge! Lake and Mountain View! Lake access and dock!
TV, fireplace

14. 8BR Water View - Hot Tub 6 acres

8BR Water View - Hot Tub 6 acres
Waterfront Greens
10.0 out of 10, 2, (2 reviews)
"What a wonderful time we had for a holiday family vacation at this home. Everything was immaculately clean and there were many things provided in the kitchen (plateware, cookware, etc.) and bathrooms (towels, shampoo, body wash). We had everything we needed and more. The rooms were each nicely decorated and cozy. We loved the open living room area and kitchen/dining space. It snowed on our last day and it truly felt magical. The host was responsive and easy to communicate with. Thank you!"
United States
Annie
The price is AU$2,346
includes taxes & fees
17 Sept - 18 Sept
8BR Water View - Hot Tub 6 acres
Marina

15. Lake House: Lake View, Hot Tub, Dock, Wisp

Lake House: Lake View, Hot Tub, Dock, Wisp
Garrett County
The price is AU$1,126
includes taxes & fees
16 Sept - 17 Sept
Lake House: Lake View, Hot Tub, Dock, Wisp
TV, fireplace, books, stereo

16. Gorgeous LakeFront: Fall & Ski Trip Ready w/hottub

Gorgeous LakeFront: Fall & Ski Trip Ready w/hottub
Oakland
9.0 out of 10, 2, (2 reviews)
"EZ walk to lake, fenced yard for dog, master bed was firm, garage fun was awesome!"
United States
Mary W.
The price is AU$1,262
includes taxes & fees
15 Sept - 16 Sept
Gorgeous LakeFront: Fall & Ski Trip Ready w/hottub
Indoor pool, outdoor pool

17. New! Epic lakefront home with indoor pool!

New! Epic lakefront home with indoor pool!
McHenry
10.0 out of 10, 12, (12 reviews)
"Welcoming and fantastic amenities!"
United States
Vincent M.
The price is AU$2,657
includes taxes & fees
21 Sept - 22 Sept
New! Epic lakefront home with indoor pool!
Exterior

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

12 Bd! 11Ba! 18 Acres! Views! Prefect for Events!
Friendsville
The price is AU$3,794
includes taxes & fees
15 Sept - 16 Sept
12 Bd! 11Ba! 18 Acres! Views! Prefect for Events!
Outdoor dining

19. Private Lodge sleeps 25 guests Spectacular Views

Private Lodge sleeps 25 guests Spectacular Views
Oakland
10.0 out of 10, 2, (2 reviews)
"Our group had a wonderful time - the home is beautiful and perfect for a large group. The setting and view is perfect. The home was very clean and the host was quick to get maintenance to fix the hot tub. We hope to be back!"
United States
Jocelyn M.
The price is AU$2,595
includes taxes & fees
27 Sept - 28 Sept
Private Lodge sleeps 25 guests Spectacular Views
4 bedrooms, WiFi, bed sheets

20. Right off the bike trail.

Right off the bike trail.
Meyersdale
9.6 out of 10, 117, (117 reviews)
"We loved everything about this house: the spaciousness, cleanliness, location, quiet and comfort. It had everything we needed and Karen was a great hostess."
United States
Kathy
The price is AU$177
includes taxes & fees
16 Sept - 17 Sept
Right off the bike trail.
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

Suburban Studios LaVale-Cumberland

Suburban Studios LaVale-Cumberland

10/10 Excellent
"Best room I’ve ever had under $100, for one. I’ve paid way more for trashy rooms. Highly recommended to anybody traveling to the area, stay here"
emmanuel 1-night trip
Posted 17 hours ago
Suburban Studios LaVale-Cumberland

Find out more about Cumberland

Cumberland Holiday Homes information

Number of reviews
8,139
Accommodation
1597 Holiday Homes
Lowest Price
AU$91
Highest Price
AU$291