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Check prices for these dates

Tonight
21 Jul - 22 Jul
Tomorrow
22 Jul - 23 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Holiday Rentals in Oakland

Southern Oregon Cabin: Fire Pit & Private Pond!
House (1 Bedroom) | Interior

Southern Oregon Cabin: Fire Pit & Private Pond!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Cute little place! Especially liked the patio and outside areas. Inside needs a few finishing touches like coat hooks on back of doors, but place is very new, clean and worked great for our few days there."
Southern Oregon Cabin: Fire Pit & Private Pond!
Romantic Vineyard Getaway in Oakland: Mtn Views!
House (1 Bedroom) | Interior

Romantic Vineyard Getaway in Oakland: Mtn Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Property was well organized with all the necessities/amenities that made our stay that much more comfortable. Perhaps instructions on how to operate front door lock would be helpful. Otherwise, everything else was perfect. Thank you! "
Romantic Vineyard Getaway in Oakland: Mtn Views!
Vineyard Farmhouse in Oakland w/ Hot Tub!
House (4 Bedrooms) | Interior

Vineyard Farmhouse in Oakland w/ Hot Tub!

3.0 star property
Vineyard Farmhouse in Oakland w/ Hot Tub!
Bell Sister Flats
Deluxe Apartment, City View | Private kitchen

Bell Sister Flats

2.0 star property
The price is ฿12,547
฿18,489 total
includes taxes & fees
22 Jul - 23 Jul
Bell Sister Flats
River Vista Vacation Homes
Property entrance

River Vista Vacation Homes

3.0 star property
9.2 out of 10, Wonderful, (45)
"What a magical place. Just what this busy mom of 3 needed to clear my mind and relax for a couple of days. I wish I could stay longer! I will be back "
River Vista Vacation Homes
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
House (1 Bedroom) | Interior

Cozy Roseburg Home w/ Fire Pit + Gas Grill!

3.0 star property
9.0 out of 10, Wonderful, (2)
"Host was very responsive. The space is decorated very well with everything you would need. My husband and I will definitely stay again. "
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
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

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg

10/10 Excellent
"Breakfast was not what we anticipated, like a grab and go type. "
Helena 1-night trip
Posted 17 hours ago
Super 8 by Wyndham Roseburg

Frequently asked questions

Can I find holiday rentals in Oakland?

Yes, there are holiday rentals close to the most popular sights in Oakland, or you can select a more secluded option if you're looking for a relaxing stay. Oakland is known for its wineries and restaurants. Make sure you have time to check out the parks while you're in the area.

How many holiday rentals are there in Oakland?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Oakland stay.

What’s there to see and do in Oakland?

While exploring the area, visit family-friendly sights like Douglas County Museum of History and Natural History, or get outside and enjoy nature at Umpqua River. MarshAnne Landing and Misty Oaks Vineyard are other places to visit while you're in town.

What’s a holiday rental in Oakland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakland. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.