A river flowing through a forest with a waterfall.

Holiday Homes in Oakland

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Oakland holiday homes

A wooden deck with Adirondack chairs, a sign reading 'WELCOME TO OUR PORT,' and a forested background.

1. Charming 4BR Home - HOT TUB - Oakland

Charming 4BR Home - HOT TUB - Oakland
Oakland
10.0 out of 10, Exceptional, (14 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 AU$766
includes taxes & fees
17 Sept - 18 Sept
Charming 4BR Home - HOT TUB - Oakland
A wooden dock leading to a lake with boats docked, surrounded by trees and grassy areas.

2. 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 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$745
includes taxes & fees
14 Sept - 15 Sept
Welcome to Lakeski Lodge! Lake and Mountain View! Lake access and dock!
A cozy living room with a stone fireplace, large windows, and comfortable seating.

3. Lakefront, Private Dock, Hot Tub, IndoorSoccer

Lakefront, Private Dock, Hot Tub, IndoorSoccer
Oakland
9.0 out of 10, Wonderful, (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$1,252
includes taxes & fees
14 Sept - 15 Sept
Lakefront, Private Dock, Hot Tub, IndoorSoccer
A deck with a table and chairs, overlooking a lake and autumn foliage.

4. Private Lodge sleeps 25 guests Spectacular Views

Private Lodge sleeps 25 guests Spectacular Views
Oakland
10.0 out of 10, Exceptional, (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$2,637
includes taxes & fees
27 Sept - 28 Sept
Private Lodge sleeps 25 guests Spectacular Views
A spacious living room with a fireplace, comfortable seating, and large windows.

5. 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, 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 AU$912
includes taxes & fees
28 Sept - 29 Sept
Hot Tub Lakehouse! Game Room + Fire Pit! Walk to Lake! 5 Min to Wisp!

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

Minutes from LAKE - Ranch - Pets & Kids welcome - Secluded
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 AU$752
includes taxes & fees
7 Sept - 8 Sept
Minutes from LAKE - Ranch - Pets & Kids welcome - Secluded
A small house with a wooden exterior, a dark roof, and a lit front door.

7. 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, (58 reviews)
"Great location and very cozy place. "
United States
Jerry N.
The price is AU$285
includes taxes & fees
1 Sept - 2 Sept
Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV
A spacious living area with a stone fireplace, wooden ceiling, and a dining table with chairs.

8. Cozy Lake Access Home with Hot Tub

Cozy Lake Access Home with Hot Tub
McHenry
10.0 out of 10, Exceptional, (20 reviews)
"Location and floorspace was perfect for our ski trip "
United States
Todd M.
The price is AU$652
includes taxes & fees
8 Sept - 9 Sept
Cozy Lake Access Home with Hot Tub

9. Wisp View Retreat, Hot tub

Wisp View Retreat, Hot tub
Accident
The price is AU$1,023
includes taxes & fees
1 Sept - 2 Sept
Wisp View Retreat, Hot tub

10. Stone's Throw Cabin moments away from the best of the Laurel Highlands!

Stone's Throw Cabin moments away from the best of the Laurel Highlands!
Confluence
10.0 out of 10, Exceptional, (29 reviews)
"Great location and vibe!"
United States
Pedro R.
The price is AU$218
includes taxes & fees
1 Sept - 2 Sept
Stone's Throw Cabin moments away from the best of the Laurel Highlands!
A deck with outdoor seating and a barbecue grill, surrounded by trees with autumn leaves.

11. 2 bd 2bth, Thomas, WV, near Canaan and Davis, WV skiing, trails, State Parks

2 bd 2bth, Thomas, WV, near Canaan and Davis, WV skiing, trails, State Parks
Thomas
10.0 out of 10, Exceptional, (60 reviews)
"Excellent stay would stay there again for sure. "
United States
Richard F.
The price is AU$469
includes taxes & fees
1 Sept - 2 Sept
2 bd 2bth, Thomas, WV, near Canaan and Davis, WV skiing, trails, State Parks
A modern kitchen with granite countertops, green cabinets, a stainless steel refrigerator, and a bar area with white chairs.

12. Highwater Hideaway

Highwater Hideaway
Bruceton Mills
10.0 out of 10, Exceptional, (10 reviews)
"Absolutely loved staying here! Communication with the host was great and he answered any questions pretty quickly. Check in was smooth and the home was spotless. Drove for six hours and the beds were AMAZING! Family loved it and will love to be back in the near future."
United States
Jose Ariel
The price is AU$336
includes taxes & fees
6 Sept - 7 Sept
Highwater Hideaway
A spacious living room with a stone fireplace, leather sofa, and large windows.

13. Luxury Lodge with Hot Tub, Arcade & Lake Access

Luxury Lodge with Hot Tub, Arcade & Lake Access
Garrett County
10.0 out of 10, Exceptional, (2 reviews)
"We had a great time staying at this location! Property was clean and we found the host to be very responsive. Definitely recommend!"
United States
John D.
The price is AU$1,041
includes taxes & fees
1 Sept - 2 Sept
Luxury Lodge with Hot Tub, Arcade & Lake Access
A wooden cabin with a porch, steps, and potted plants.

14. Charming bungalow in marvelous Parsons with AC

Charming bungalow in marvelous Parsons with AC
Parsons
10.0 out of 10, Exceptional, (4 reviews)
"Very nice place, we really enjoyed ourselves."
United States
Donna M.
The price is AU$286
includes taxes & fees
1 Sept - 2 Sept
Charming bungalow in marvelous Parsons with AC
A spacious living room with a large sectional sofa, a fireplace, and a balcony with a view of the outdoors.

15. 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$898
includes taxes & fees
1 Sept - 2 Sept
4BR Mountain Retreat on 2+ Private Acres • Near Lake • Hot Tub • Mountain Views
A compact kitchen with a stove, microwave, sink, and a refrigerator.

16. MOUNTAIN VIEW HOUSE, 2-minute walk to downtown

MOUNTAIN VIEW HOUSE, 2-minute walk to downtown
Davis
10.0 out of 10, Exceptional, (17 reviews)
"The whole house was clean and nice, they had all the basic supplies ready and the internet was very good and those grills were just so great… overall the house is a 10/10"
United States
Chanda
The price is AU$576
includes taxes & fees
1 Sept - 2 Sept
MOUNTAIN VIEW HOUSE, 2-minute walk to downtown

17. Lake Bear Lair|4BR Lake View Home|Hot Tub|Dock

Lake Bear Lair|4BR Lake View Home|Hot Tub|Dock
Garrett County
The price is AU$1,249
includes taxes & fees
1 Sept - 2 Sept
Lake Bear Lair|4BR Lake View Home|Hot Tub|Dock
A hotel room with a bed, a bench, and a window with curtains.

18. Base Camp, 3-bedroom house, sleeps 7 in charming Thomas WV

Base Camp, 3-bedroom house, sleeps 7 in charming Thomas WV
Thomas
10.0 out of 10, Exceptional, (2 reviews)
"We spent a weekend in West Virginia to hike at Blackwater Falls State Park, and this house was the perfect place to stay. It's very well located, extremely clean, and has everything you need for a comfortable visit. We highly recommend it!"
United States
Manon B.
The price is AU$469
includes taxes & fees
1 Sept - 2 Sept
Base Camp, 3-bedroom house, sleeps 7 in charming Thomas WV
A riverside view with two Adirondack chairs and a small building with a red roof.

19. Parsons Riverside Retreat: Steps away from a rolling mountain stream and trails

Parsons Riverside Retreat: Steps away from a rolling mountain stream and trails
Parsons
10.0 out of 10, Exceptional, (88 reviews)
"Love the place will rent again"
United States
Randall
The price is AU$450
includes taxes & fees
1 Sept - 2 Sept
Parsons Riverside Retreat: Steps away from a rolling mountain stream and trails
A two-story building with a balcony on the upper floor, a covered front porch, and a stone staircase leading to the entrance.

20. Shoreline Estates - Queen Handicap

Shoreline Estates - Queen Handicap
Confluence
7.0 out of 10, Good, (2 reviews)
"Location great. Comfort good!! Value great. The only issue is there's a lot of cleaning supplies where there could have been a table to eat at. The outdoor setting and the building exceptionally nice and in a beautiful, tranquil setting by the river. We would defintely go back if we had the opportunity!"
United States
Jeanne T.
The price is AU$208
includes taxes & fees
1 Sept - 2 Sept
Shoreline Estates - Queen Handicap
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

Baja Motel

Baja Motel

10/10 Excellent
"The room was just as nice as pictured. It was very nice and clean-- which was quite a relief as we arrived late evening and were quite tired. The after-hours check-in process was easy and convenient."
Rhonda 1-night trip
Posted less than an hour ago
Baja Motel

Find out more about Oakland

Oakland Holiday Homes information

Number of reviews
334
Accommodation
486 Holiday Homes
Lowest Price
AU$208
Highest Price
AU$2,637