Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Oakland vacation rentals

A spacious living area with a high ceiling, wooden beams, a built-in fireplace, a large sofa, and a dining table.

1. Golf, Fish & Ski: Retreat w/ Game Room in Thompson

Golf, Fish & Ski: Retreat w/ Game Room in Thompson
3.0 star property
Thompson
The price is NT$6,072
NT$16,466 total
includes taxes & fees
Nov 22 - Nov 23
Golf, Fish & Ski: Retreat w/ Game Room in Thompson
A cozy living room with a sofa, a coffee table, and a lamp. There are large windows and a door leading to another room.

2. Hale Eddy

Hale Eddy
2.0 star property
Hancock
The price is NT$5,088
NT$10,848 total
includes taxes & fees
Nov 12 - Nov 13
Hale Eddy
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

A modern lobby with a sofa, chairs, a coffee table, and a patterned rug.
Fairfield by Marriott Inn & Suites New Milford

Fairfield by Marriott Inn & Suites New Milford

Fairfield by Marriott Inn & Suites New Milford
New Milford

10/10 Excellent

While I was surprised that the hotel was no longer the Holiday Inn we previously stayed at, it was a very pleasant surprise to have updated, clean and comfortable accommodations. The staff was great. We had a wonderful stay and will return.
United States
Shannon
Reviewed November 7, 2026
Fairfield by Marriott Inn & Suites New Milford

Find out more about Oakland

Search for holiday rentals in Oakland on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakland using one of the methods below:

  • View our selection of featured holiday rentals in Oakland
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  • Enter your travel dates to view the best deals on holiday rentals in Oakland while they last

Look no further and take a look at our great range of rental properties in Oakland!

Frequently Asked Questions

Can I find a vacation rental in Oakland?

Yes, we give you a choice of vacation rentals close to well known points of interest in Oakland, or you can choose a secluded option if you're looking for a relaxing stay.

What’s there to see and do in Oakland?

While you're exploring the area, Susquehanna River and Heart Lake are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Jimay's Flea Market and Shehawken Lake.

What’s a vacation rental in Oakland like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Oakland. Vacation rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.