Estia Villas - Vacation Rentals in Cumberland
Villa
9.6
(
5 Reviews
)
4 Bedrooms
4 Bathrooms
9 Guests
-
Hot Tub -
Parking -
Balcony/Terrace -
Kitchen
US $312
/Night
7 Nights - $2,184
House
10.0
(
1 Review
)
5 Bedrooms
4 Bathrooms
12 Guests
3121.53 ft²
-
Parking
-
Skiing -
Air Conditioner -
Internet
US $536
/Night
7 Nights - $3,752
Villa
9.6
(
5 Reviews
)
3 Bedrooms
3 Bathrooms
9 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $326
/Night
7 Nights - $2,280
Villa
4 Bedrooms
5 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Pool -
Spa
US $577
/Night
7 Nights - $4,041
Villa
9.0
(
1 Review
)
1 Bedroom
2 Bathrooms
6 Guests
-
Breakfast -
Parking
-
Skiing
-
Sports/Activities
US $389
/Night
7 Nights - $2,723
House
7.5
(
2 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
3121.53 ft²
-
Skiing
-
Air Conditioner
-
Pet Friendly -
Child Friendly
US $467
/Night
7 Nights - $3,270
House
15 Bedrooms
15 Bathrooms
40 Guests
8761.82 ft²
-
Private Pool -
Parking
-
Pool
-
Skiing
US $1,779
/Night
7 Nights - $12,451
House
5 Bedrooms
4 Bathrooms
14 Guests
2572.57 ft²
-
Parking
-
Internet
-
Pet Friendly
-
Child Friendly
US $1,035
/Night
7 Nights - $7,248
See More Cumberland Vacation Rentals
Luxury Places to Stay in Cumberland
Over 3540+
Luxury Places to Stay in or Near Cumberland
House
1 Bedroom
11 Bathrooms
16 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $4,314
/Night
7 Nights - $30,196
House
16 Bedrooms
14 Bathrooms
40 Guests
11000.72 ft²
-
Parking
-
Internet
-
Pet Friendly
-
Child Friendly
US $4,269
/Night
7 Nights - $29,881
House
14 Bedrooms
10 Bathrooms
32 Guests
6921.19 ft²
-
Parking
-
Internet
-
Child Friendly
-
Security/Safety
US $3,944
/Night
7 Nights - $27,610
House
16 Bedrooms
15 Bathrooms
40 Guests
11000 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $3,897
/Night
7 Nights - $27,279
House
3 Bedrooms
2 Bathrooms
6 Guests
-
Balcony/Terrace
-
Internet
-
Pet Friendly
-
Child Friendly
US $3,595
/Night
7 Nights - $25,165
New
House
7 Bedrooms
5 Bathrooms
18 Guests
7201.06 ft²
-
Hot Tub
-
Air Conditioner
-
Internet
-
Child Friendly
US $2,963
/Night
7 Nights - $20,743
House
10 Bedrooms
10 Bathrooms
23 Guests
5005.22 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Security/Safety
US $2,942
/Night
7 Nights - $20,592
House
5 Bedrooms
3 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Air Conditioner
-
Internet
US $2,906
/Night
7 Nights - $20,344
See More Cumberland Luxury Vacation Rentals
Find More Cumberland Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Cumberland
Over 700+
Top-Rated Vacation Rentals with a Pool in or Near Cumberland
House
10.0
(
138 Reviews
)
5 Bedrooms
4 Bathrooms
12 Guests
4000 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $566
/Night
7 Nights - $3,965
House
10.0
(
70 Reviews
)
6 Bedrooms
7 Bathrooms
20 Guests
4500 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $934
/Night
7 Nights - $6,536
House
10.0
(
67 Reviews
)
5 Bedrooms
4 Bathrooms
14 Guests
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $738
/Night
7 Nights - $5,167
Cabin
10.0
(
57 Reviews
)
9 Bedrooms
7 Bathrooms
25 Guests
6000 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $2,598
/Night
7 Nights - $18,184
House
10.0
(
51 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $726
/Night
7 Nights - $5,082
Cottage
10.0
(
45 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
480 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $321
/Night
7 Nights - $2,248
House
10.0
(
32 Reviews
)
6 Bedrooms
5 Bathrooms
20 Guests
9200 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $731
/Night
7 Nights - $5,115
Condo
10.0
(
26 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $333
/Night
7 Nights - $2,334
Pet-Friendly Vacation Rentals in Cumberland
Over 1157+
Pet-Friendly Vacation Rentals in or Near Cumberland
House
9.6
(
179 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
2480 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $506
/Night
7 Nights - $3,541
Cabin
10.0
(
38 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $272
/Night
7 Nights - $1,907
House
9.4
(
19 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
1941 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $942
/Night
7 Nights - $6,597
House
9.6
(
30 Reviews
)
5 Bedrooms
3 Bathrooms
16 Guests
1852 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
US $727
/Night
7 Nights - $5,089
House
9.4
(
49 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1376 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $400
/Night
7 Nights - $2,798
House
8.6
(
44 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
3843 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $772
/Night
7 Nights - $5,402
House
7.0
(
37 Reviews
)
5 Bedrooms
3 Bathrooms
14 Guests
2052 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $504
/Night
7 Nights - $3,525
See More Pet-Friendly Vacation Rentals in Cumberland on PetFriendly.io
Large Vacation Homes & Villas in Cumberland
Over 2208+
Large Vacation Homes & Villas in or Near Cumberland
House
9.6
(
60 Reviews
)
6 Bedrooms
4 Bathrooms
11 Guests
1977 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
View
US $571
/Night
7 Nights - $4,000
Bed & Breakfast
10.0
(
99 Reviews
)
12 Bedrooms
12 Bathrooms
26 Guests
260.13 ft²
-
Private Beach -
Oceanfront -
Hot Tub
-
Breakfast
US $337
/Night
7 Nights - $2,359
House
9.6
(
9 Reviews
)
6 Bedrooms
5 Bathrooms
16 Guests
4492 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $704
/Night
7 Nights - $4,928
House
9.0
(
14 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
3462 ft²
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $787
/Night
7 Nights - $5,509
Ski Chalet
10.0
(
122 Reviews
)
5 Bedrooms
3 Bathrooms
15 Guests
2701 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $583
/Night
7 Nights - $4,078
House
9.2
(
31 Reviews
)
6 Bedrooms
5 Bathrooms
18 Guests
4100 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $984
/Night
7 Nights - $6,886
House
9.0
(
110 Reviews
)
5 Bedrooms
5 Bathrooms
12 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $590
/Night
7 Nights - $4,129
House
9.4
(
71 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
2688 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $663
/Night
7 Nights - $4,638
See More Family Vacation Rentals in Cumberland on FVR
Wheelchair Accessible Vacation Homes in Cumberland
Over 131+
Wheelchair Accessible Vacation Homes in or Near Cumberland
House
10.0
(
103 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
1350 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $524
/Night
7 Nights - $3,665
House
10.0
(
2 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
2195.84 ft²
-
Breakfast
-
Balcony/Terrace
-
Internet
-
Child Friendly
US $347
/Night
7 Nights - $2,428
US $177
/Night
7 Nights - $1,237
Condo
10.0
(
6 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
382 ft²
-
Parking
-
Spa
-
Kitchen
-
Air Conditioner
US $261
/Night
7 Nights - $1,827
Condo
10.0
(
5 Reviews
)
2 Bedrooms
2 Bathrooms
8 Guests
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $424
/Night
7 Nights - $2,970
Condo
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
6 Guests
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $322
/Night
7 Nights - $2,255
Condo
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $484
/Night
7 Nights - $3,386
Condo
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $408
/Night
7 Nights - $2,859
Cumberland Vacation Rentals and Airbnb Places to Stay Under $200
Over 272+
Cumberland Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
10.0
(
58 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $175
/Night
7 Nights - $1,224
Apartment
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
376.74 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $186
/Night
7 Nights - $1,304
Bed & Breakfast
9.2
(
94 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Kitchen
US $182
/Night
7 Nights - $1,276
Apartment
10.0
(
8 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $198
/Night
7 Nights - $1,384
Ski Chalet
10.0
(
7 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
398 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $158
/Night
7 Nights - $1,107
Ski Chalet
10.0
(
6 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
398 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Child Friendly
US $158
/Night
7 Nights - $1,107
Apartment
10.0
(
4 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
900 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $194
/Night
7 Nights - $1,361
RV Rental
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
15 Guests
-
Parking
-
Ocean View -
Balcony/Terrace
-
View
US $114
/Night
7 Nights - $795
See More Cumberland Vacation Rental Deals
Instantly Bookable Vacation Homes in Cumberland
Over 2034+
Instantly Bookable Vacation Homes in or Near Cumberland
Cabin
9.4
(
20 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
860 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $493
/Night
7 Nights - $3,453
House
10.0
(
1 Review
)
3 Bedrooms
1 Bathroom
6 Guests
-
Spa
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $160
/Night
7 Nights - $1,120
House
9.4
(
28 Reviews
)
4 Bedrooms
5 Bathrooms
12 Guests
3050 ft²
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
US $695
/Night
7 Nights - $4,867
House
9.2
(
32 Reviews
)
5 Bedrooms
4 Bathrooms
14 Guests
3846 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $898
/Night
7 Nights - $6,286
House
8.4
(
16 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
2592 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $512
/Night
7 Nights - $3,587
House
9.6
(
15 Reviews
)
8 Bedrooms
5 Bathrooms
22 Guests
3886 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
US $907
/Night
7 Nights - $6,350
Cabin
9.6
(
68 Reviews
)
4 Bedrooms
3 Bathrooms
9 Guests
1788 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
US $654
/Night
7 Nights - $4,579
House
9.4
(
33 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1920 ft²
-
Hot Tub
-
Pool
-
Balcony/Terrace
-
Kitchen
US $385
/Night
7 Nights - $2,697
About Cumberland Vacation Rentals
With more than 27 Cumberland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Cumberland.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Cumberland, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Cumberland. Places to stay near Cumberland are 2063.88 ft² on average, with prices averaging US $631 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Cumberland with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Use these Quick Filters to Find a Vacation Rental in Cumberland
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Cumberland.
Weather in Cumberland
View the weather forecast for Cumberland before booking your Cumberland Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Cumberland, MD
Estiavillas offers a large selection of top attractions around Cumberland. Research things to do on your vacation before you visit Cumberland.
Deep Creek Lake
Deep Creek Lake State Park
Wisp Resort
Rocky Gap State Park
Rocky Gap Casino and Golf Course
Frostburg State University
Noah's Ark
Downtown Cumberland Historic District
Rocky Gap Golf Resort
Western Maryland Railroad Station
Swallow Falls State Park
New Germany State Park
LaVale Library
Allegeny College of Maryland
Frostburg Library
Funland
F. Brooke Whiting House and Museum
Palace Theater
La Vale Tollgate House
Dan's Mountain State Park
Other Places to Stay Near Cumberland, MD
Garrett County
2,447 Properties
McHenry
1,082 Properties
Oakland
888 Properties
Thayerville
636 Properties
Swanton
428 Properties
Mountain Lake Park
203 Properties
Waterfront Greens
89 Properties
Mountainside
72 Properties
Allegany County
71 Properties
Blakeslee
49 Properties
Deep Creek Lake
43 Properties
North Glade Hills
43 Properties
Complexes around Cumberland, MD
Loft Oakland
37 Properties
Lakefront Fireplace
6 Properties
Lakefront Dock
4 Properties
Comfort Inn Suites Lavale Cumberland
3 Properties
Hampton Inn Cumberland
3 Properties
Ramada
3 Properties
Townhouse
3 Properties
Bear Lakeside
2 Properties
Bear Lodge
2 Properties
Cedar Shores Villa
2 Properties
Lakefront Efficiency
2 Properties
Rock Lodge Mc Henry
2 Properties
Ski Harbor Mchenry
2 Properties
Stilwater Serenity Dock
2 Properties
The Stars
2 Properties
Cumberland Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Cumberland?
There are a lot of options in Cumberland. If you plan on staying in the Cumberland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cumberland:
- Cedar Shores Villa 14
- Cozy Condo- 3 bedroom lakefront condo with fireplace
- Villa With A View- 4 bedroom townhouse with lake and ski slope views
- JCS Mountain Villa by Taylor Made Deep Creek
- Cedar Shores Villa #02 by Railey Vacations
- Villa Del Sol by Railey Vacations
- Cedar Shores Villa #06 by Railey Vacations
- A Wisp-Er Away: 5BR retreat at Wisphot tub fire pit Ski Golf
- Cedar Shores Villa #19
- Grande Villa
How many vacation rentals have private pools in Cumberland?
There are 176 vacation rentals with private pools near Cumberland. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Cumberland are best for families?
If you are looking for a family-friendly vacation home in Cumberland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cumberland:
How many vacation rentals are available in Cumberland?
Currently, the total number of properties listed in 2026 is over 27 in the Cumberland area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Cumberland.
