Oakland Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Oakland, Oregon, USA

Southern Oregon Cabin: Fire Pit & Private Pond!
9.8 (8 Reviews)
1 Bedroom 6 Guests
Home Sweet Home
FromGB £133 per night
10.0 (1 Review)
2 Bedrooms 5 Guests
Best Western Plus Hartford Lodge
9.0 (1001 Reviews)
1 Bedroom 2 Guests
Lost World Lodge - Your Jurassic Park Vacation Rental
9.0 (9 Reviews)
2 Bedrooms 6 Guests
Private Pond and Dock! Cozy Cabin in Southern Oregon
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6.0 (4 Reviews)
1 Bedroom 6 Guests
The Ranch Motel
FromGB £53 per night
9.0 (82 Reviews)
1 Bedroom 2 Guests
Home Sweet Home
FromGB £113 per night
8.6 (10 Reviews)
2 Bedrooms 5 Guests
Vineyard Farmhouse in Oakland with Hot Tub!
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New
4 Bedrooms 12 Guests
Rice Hill Inn
FromGB £76 per night
7.8 (232 Reviews)
1 Bedroom 2 Guests
Romantic Vineyard Getaway in Oakland: Mtn Views!
8.4 (5 Reviews)
1 Bedroom 2 Guests
Romantic Vineyard Getaway in Oakland Mtn Views!
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New
1 Bedroom 2 Guests
Vineyard Farmhouse in Oakland w/Hot Tub!
10.0 (2 Reviews)
4 Bedrooms 12 Guests
The Ranch Motel
FromGB £77 per night
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8.5 (254 Reviews)
4 Bedrooms 16 Guests
BEST WESTERN PLUS Hartford Lodge
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8.3 (292 Reviews)
55 Bedrooms 20 Guests
Five Bedroom Farmhouse Vineyard And Winery
New
5 Bedrooms 16 Guests
Rice Hill Inn
FromGB £73 per night
7.4 (95 Reviews)
47 Bedrooms 13 Guests
Motel 6-Sutherlin, OR
FromGB £50 per night
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7.2 (361 Reviews)
79 Bedrooms 24 Guests
Home with cabin effect- private access to river
New
2 Bedrooms 4 Guests
The Escape at The Double U
FromGB £100 per night
10.0 (8 Reviews)
1 Bedroom 2 Guests
The Rad Pad - 80s themed Tiny House
10.0 (3 Reviews)
2 Bedrooms 6 Guests
The Club House @ The Double U
FromGB £107 per night
10.0 (1 Review)
1 Bedroom 2 Guests
The Looney Tunes Tiny House
FromGB £103 per night
9.6 (5 Reviews)
2 Bedrooms 6 Guests
Home Sweet Home
FromGB £77 per night
5.2 (9 Reviews)
2 Bedrooms 8 Guests
RiverFront Property in the Heart of Umpqua Wine Tour Country
5.0 (29 Reviews)
1 Bedroom 3 Guests
The Griswold Family Vacation Trailer
5.0 (1 Review)
2 Bedrooms 6 Guests
Cozy, Pet- And Child-friendly Cabin On The Umpqua River
4.9 (76 Reviews)
2 Bedrooms 6 Guests
Teepee Tent for Two
FromGB £26 per night
New
1 Bedroom 2 Guests
Motel 6 Sutherlin, OR
FromGB £48 per night
7.6 (1001 Reviews)
1 Bedroom 2 Guests

About Oakland Vacation Rentals

With more than 33 Oakland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Oakland.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Oakland, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Oakland. Places to stay near Oakland are 454.39 ft² on average, with prices averaging GB £179 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Oakland with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Oakland?

What are the top vacation rentals in Oakland?

How many Rentbyowner vacation rentals are available in Oakland?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 33 in the Oakland area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Oakland.