A river flowing through a forest with a waterfall.

Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Oakland vacation rentals

A modern lounge area with stone pillars, comfortable seating, and a fireplace.

1. The Lodge at Wisp Resort

The Lodge at Wisp Resort
2.0 star property
McHenry
6.0 out of 10, (9 reviews)
"Went for July 4th everything so close by and easy to access"
United States
Thein
The price is P14,904
P17,446 total
includes taxes & fees
Nov 4 - Nov 5
The Lodge at Wisp Resort
A small cabin with a porch, surrounded by a forest.

2. Abrams Creek Center

Abrams Creek Center
2.0 star property
Elk Garden
7.6 out of 10, Good, (48 reviews)
"Did not stay no bath house just a porta john"
United States
Bill
The price is P3,736
P5,653 total
includes taxes & fees
Oct 15 - Oct 16
Abrams Creek Center
A sign for 'Mossier North' with a road and trees in the background.

3. Mountain Maryland Adventures Await

Mountain Maryland Adventures Await
3.5 star property
McHenry
The price is P7,141
P19,059 total
includes taxes & fees
Oct 25 - Oct 26
Mountain Maryland Adventures Await
A cozy living room with a green sofa, a bright orange couch, and a pink chair. A ceiling fan and a fireplace are visible.

4. 10 Mins to Blackwater Falls: Mtn Home w/ Hot Tub

10 Mins to Blackwater Falls: Mtn Home w/ Hot Tub
3.0 star property
Thomas
10 Mins to Blackwater Falls: Mtn Home w/ Hot Tub
A log cabin interior with a dining area, kitchen, and living room.

5. Cozy Anchors Away Cabin Hideaway w/ Fire Pit!

Cozy Anchors Away Cabin Hideaway w/ Fire Pit!
2.0 star property
Parsons
10.0 out of 10, Exceptional, (4 reviews)
"The cabin was clean an had everything you could need in it"
United States
Jack
The price is P8,663
P14,332 total
includes taxes & fees
Oct 19 - Oct 20
Cozy Anchors Away Cabin Hideaway w/ Fire Pit!
A wooden cabin with a porch, a window, and a television.

6. Parsons Semper Fi Cabin w/ Fire Pit!

Parsons Semper Fi Cabin w/ Fire Pit!
2.0 star property
Parsons
10.0 out of 10, Exceptional, (3 reviews)
"I would highly recommend it"
United States
Philip
The price is P8,286
P13,926 total
includes taxes & fees
Oct 13 - Oct 14
Parsons Semper Fi Cabin w/ Fire Pit!
A wooden cabin with a porch, two Adirondack chairs, and a hanging swing.

7. Parsons Cabin w/ Fire Pit & River Access!

Parsons Cabin w/ Fire Pit & River Access!
2.0 star property
Parsons
The price is P8,286
P13,926 total
includes taxes & fees
Oct 12 - Oct 13
Parsons Cabin w/ Fire Pit & River Access!
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

8/10 Good
"Need more hangers in the closet. Towels were very thin."
suzanne 2-night trip
Posted 2 days ago
The Garrett Inn
Baja Motel

Baja Motel

10/10 Excellent
"Room was clean and well kept"
Dianna 1-night trip
Posted 9 days ago
Baja Motel

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
  • Use the map to find apartments and other holiday homes in the Oakland neighbourhood you prefer
  • 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 vacation rentals in Oakland?

Yes, there are vacation rentals close to top points of interest in Oakland, or you can choose a more remote option if you'd like a relaxing place to stay. Nature enthusiasts will enjoy the lakeside in Oakland. Make sure you have time to check out the ski areas and ecotours during your trip.

How many vacation rentals are there in Oakland?

With 465 Expedia vacation rentals, you're sure to find just the right place for your Oakland stay.

What’s there to see and do in Oakland?

Deep Creek Lake and Youghiogheny River are a couple of lovely local spots to get outside and enjoy nature. Herrington Manor State Park and Swallow Falls State Park are other places to visit while you're in town.

What’s a vacation rental in Oakland like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Oakland. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family gatherings.