A sandy beach with a rocky shoreline, trees with autumn foliage, and a lake under a partly cloudy sky.

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Our top choices for Oakland holiday homes

1. Captain's Quarters Deep Creek Log Cabin Oasis

Captain's Quarters Deep Creek Log Cabin Oasis
Oakland
10.0 out of 10, Exceptional, (2 reviews)
"The cabin was clean and comfortable. Keith was very responsive to messages and incredibly helpful. We especially enjoyed the massage chairs and the hot tub Looking forward to visiting again.."
United States
Brendan P.
The price is £266
includes taxes & fees
8 Nov - 9 Nov
Captain's Quarters Deep Creek Log Cabin Oasis

2. Rustic 3BR Cabin - HOT TUB - Oakland

Rustic 3BR Cabin - HOT TUB - Oakland
Paradise Point
8.8 out of 10, Excellent, (3 reviews)
"House was clean, close to everything, quiet and cozy. Pool table was a plus hot tub is very small but that wasn’t an issue. Super nice peaceful and relaxing stay."
United States
Kayla B.
The price is £357
includes taxes & fees
28 Nov - 29 Nov
Rustic 3BR Cabin - HOT TUB - Oakland

3. Dar's Deep Creek Log Cabin Timber Hideaway

Dar's Deep Creek Log Cabin Timber Hideaway
Oakland
The price is £308
includes taxes & fees
12 Nov - 13 Nov
Dar's Deep Creek Log Cabin Timber Hideaway

4. Pine Loom Lodge | Dog-Friendly | Hot Tub + TV | Game Room | Near Ski, Lake &Golf

Pine Loom Lodge | Dog-Friendly | Hot Tub + TV | Game Room | Near Ski, Lake &Golf
Oakland
10.0 out of 10, Exceptional, (9 reviews)
"The lodge was very cozy and had everything we could need during our stay. The beds were very comfortable "
United States
Paula P.
The price is £522
includes taxes & fees
10 Nov - 11 Nov
Pine Loom Lodge | Dog-Friendly | Hot Tub + TV | Game Room | Near Ski, Lake &Golf

5. Newly Renovated Lakefront Home with Private Dock, Hot Tub & Beautiful Lake Views

Newly Renovated Lakefront Home with Private Dock, Hot Tub & Beautiful Lake Views
Oakland
The price is £703
includes taxes & fees
11 Nov - 12 Nov
Newly Renovated Lakefront Home with Private Dock, Hot Tub & Beautiful Lake Views

6. Hot Tub • Near Wisp & Lake • Private • Fire Pit • Pets & Kids

Hot Tub • Near Wisp & Lake • Private • Fire Pit • Pets & Kids
McHenry
9.8 out of 10, Exceptional, (6 reviews)
"The property was excellent. Clean and nicely decorated. Very pet-friendly. Warm and cozy "
United States
Jessica O.
The price is £322
includes taxes & fees
15 Nov - 16 Nov
Hot Tub • Near Wisp & Lake • Private • Fire Pit • Pets & Kids

7. 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.
The price is £563
includes taxes & fees
9 Nov - 10 Nov
Splash Mountain 6 bedrooms with indoor pool & mountain and filtered lake view

8. Glendale Getaway: Nostalgic not Fancy

Glendale Getaway: Nostalgic not Fancy
Swanton
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive. The property was very clean and was in a great location. I would definitely recommend this property. The description of the property was spot on as well."
United States
Jason M.
The price is £171
includes taxes & fees
8 Nov - 9 Nov
Glendale Getaway: Nostalgic not Fancy

9. Cozy Lake Access Home with Hot Tub

Cozy Lake Access Home with Hot Tub
McHenry
10.0 out of 10, Exceptional, (25 reviews)
"A very nice place to stay. The area is also very beautiful. Could definitely see us coming back for an extended stay."
United States
Cody S.
The price is £337
includes taxes & fees
11 Nov - 12 Nov
Cozy Lake Access Home with Hot Tub

10. Wisp View Retreat, Hot tub

Wisp View Retreat, Hot tub
Accident
The price is £491
includes taxes & fees
8 Nov - 9 Nov
Wisp View Retreat, Hot tub

11. Lake Access, Hot Tub, Sleeps 12

Lake Access, Hot Tub, Sleeps 12
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 £514
includes taxes & fees
30 Nov - 1 Dec
Lake Access, Hot Tub, Sleeps 12

12. 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, (14 reviews)
"This property was gorgeous and had everything that our large group needed!"
United States
Courtney V.
The price is £732
includes taxes & fees
29 Nov - 30 Nov
Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access

13. 5BR | Fireplace | Deck | Game Room

5BR | Fireplace | Deck | Game Room
McHenry
10.0 out of 10, Exceptional, (13 reviews)
"Excellent location and property. Had everything we needed, and the owner was more than accommodating. Thank you "
United States
Derek D.
The price is £498
includes taxes & fees
7 Nov - 8 Nov
5BR | Fireplace | Deck | Game Room

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

Lake House: Lake View, Hot Tub, Dock, Wisp
Garrett County
The price is £558
includes taxes & fees
11 Nov - 12 Nov
Lake House: Lake View, Hot Tub, Dock, Wisp

15. Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV

Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV
Davis
9.6 out of 10, Exceptional, (68 reviews)
"Great location - is within walking distance of the very cute downtown area."
United States
Laurie L.
The price is £156
includes taxes & fees
9 Nov - 10 Nov
Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV

16. Paddle Point Retreat - Mountain & Lake Views - Fire Pit

Paddle Point Retreat - Mountain & Lake Views - Fire Pit
McHenry
The price is £247
includes taxes & fees
7 Dec - 8 Dec
Paddle Point Retreat - Mountain & Lake Views - Fire Pit

17. 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
8.0 out of 10, Very good, (1 review)
"Very nice and very quiet and private. Was very enjoyable. Some improvements needed are upstairs full bathroom, sink is clogged and other sink has no water. The dishwater doesn’t work real well or stove. I would recommend staying there. Also we ran out of gas for the barbecue grill"
United States
Rebekah G.
The price is £444
includes taxes & fees
30 Nov - 1 Dec
4BR Mountain Retreat on 2+ Private Acres • Near Lake • Hot Tub • Mountain Views

18. New! Epic lakefront home with indoor pool!

New! Epic lakefront home with indoor pool!
McHenry
9.8 out of 10, Exceptional, (14 reviews)
"Welcoming and fantastic amenities!"
United States
Vincent M.
The price is £1,281
includes taxes & fees
11 Nov - 12 Nov
New! Epic lakefront home with indoor pool!

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

Renovated 2bd 1ba Waterfront, Hottub, Trails!
Friendsville
The price is £343
includes taxes & fees
8 Nov - 9 Nov
Renovated 2bd 1ba Waterfront, Hottub, Trails!

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

New Private 2bd 1 ba, Hot tub, Trails, Waterfront!
Friendsville
The price is £346
includes taxes & fees
9 Nov - 10 Nov
New Private 2bd 1 ba, Hot tub, Trails, Waterfront!
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 Oakland Hotel Reviews

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Oakland Holiday Homes information

Number of reviews
143
Accommodation
477 Holiday Homes
Lowest Price
£156
Highest Price
£1,281