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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Oakland holiday homes

A wooden deck with a railing overlooking a lake, with chairs and cushions.

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

Serene 3BR Lodge - THE Lake View - Oakland
Oakland
Serene 3BR Lodge - THE Lake View - 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 NZ$830
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 NZ$1,526
includes taxes & fees
14 Sept - 15 Sept
Lakefront, Private Dock, Hot Tub, IndoorSoccer

4. 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 NZ$883
includes taxes & fees
7 Sept - 8 Sept
Minutes from LAKE - Ranch - Pets & Kids welcome - Secluded
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 NZ$1,055
includes taxes & fees
14 Sept - 15 Sept
Hot Tub Lakehouse! Game Room + Fire Pit! Walk to Lake! 5 Min to Wisp!
A spacious living area with a stone fireplace, wooden ceiling, and a dining table with chairs.

6. 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 NZ$811
includes taxes & fees
8 Sept - 9 Sept
Cozy Lake Access Home with Hot Tub
An indoor swimming pool with clear lanes, a lifeguard chair, and a high ceiling with visible structural beams.

7. Wisp View Retreat, Hot tub

Wisp View Retreat, Hot tub
Accident
The price is NZ$1,213
includes taxes & fees
8 Sept - 9 Sept
Wisp View Retreat, Hot tub
A small house with a wooden exterior, a dark roof, and a lit front door.

8. 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, (60 reviews)
"Great location and very cozy place. "
United States
Jerry N.
The price is NZ$353
includes taxes & fees
8 Sept - 9 Sept
Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV
A modern kitchen with granite countertops, green cabinets, a stainless steel refrigerator, and a bar area with white chairs.

9. 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 NZ$407
includes taxes & fees
6 Sept - 7 Sept
Highwater Hideaway

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, (31 reviews)
"Great location and vibe!"
United States
Pedro R.
The price is NZ$262
includes taxes & fees
6 Sept - 7 Sept
Stone's Throw Cabin moments away from the best of the Laurel Highlands!
A spacious living room with a large sectional sofa, a fireplace, and a balcony with a view of the outdoors.

11. 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 NZ$1,069
includes taxes & fees
7 Sept - 8 Sept
4BR Mountain Retreat on 2+ Private Acres • Near Lake • Hot Tub • Mountain Views

12. 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 NZ$1,550
includes taxes & fees
8 Sept - 9 Sept
Lake Bear Lair|4BR Lake View Home|Hot Tub|Dock
A compact kitchen with a stove, microwave, sink, and a refrigerator.

13. 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 NZ$726
includes taxes & fees
8 Sept - 9 Sept
MOUNTAIN VIEW HOUSE, 2-minute walk to downtown
A spacious living room with a stone fireplace, leather sofa, and large windows.

14. 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 NZ$1,537
includes taxes & fees
8 Sept - 9 Sept
Luxury Lodge with Hot Tub, Arcade & Lake Access
A hotel room with a bed, a bench, and a window with curtains.

15. 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 NZ$570
includes taxes & fees
14 Sept - 15 Sept
Base Camp, 3-bedroom house, sleeps 7 in charming Thomas WV
A wooden cabin with a porch, steps, and potted plants.

16. 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 NZ$343
includes taxes & fees
9 Sept - 10 Sept
Charming bungalow in marvelous Parsons with AC

17. Peaceful and cozy home w/ Pool, Fishing Pond, Pickleball, EV Charger- Come Stay!

Peaceful and cozy home w/ Pool, Fishing Pond, Pickleball, EV Charger- Come Stay!
Timberline
9.2 out of 10, Wonderful, (27 reviews)
"This was an excellent stay! The host was responsive, the location was ideal and the house had everything we needed!"
United States
Louise H.
The price is NZ$477
includes taxes & fees
16 Sept - 17 Sept
Peaceful and cozy home w/ Pool, Fishing Pond, Pickleball, EV Charger- Come Stay!
A riverside view with two Adirondack chairs and a small building with a red roof.

18. 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, (90 reviews)
"Love the place will rent again"
United States
Randall
The price is NZ$544
includes taxes & fees
8 Sept - 9 Sept
Parsons Riverside Retreat: Steps away from a rolling mountain stream and trails
A tranquil lakeside scene with a house, a parked vehicle, and a clear reflection in the water.

19. Hot Tub + Fishing Pond + King Suite Retreat (8-10)

Hot Tub + Fishing Pond + King Suite Retreat (8-10)
Thomas
9.8 out of 10, Exceptional, (6 reviews)
"Space was lovely even in the bitter cold! It was great being close to things in town while still having a full kitchen. The host was very helpful and responsive."
United States
Alexander F.
The price is NZ$741
includes taxes & fees
17 Sept - 18 Sept
Hot Tub + Fishing Pond + King Suite Retreat (8-10)
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

The Garrett Inn

The Garrett Inn

10/10 Excellent
"Another good stay at the hotel. Both stays I’ve had here had 0 issues."
Brian 1-night trip
Posted 10 hours ago
The Garrett Inn

Find out more about Oakland

Oakland Holiday Homes information

Number of reviews
205
Accommodation
486 Holiday Homes
Lowest Price
NZ$262
Highest Price
NZ$1,550