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Our top choices for Oakland holiday homes

1. Home Sweet Home
Home Sweet HomeSutherlin
8.8 out of 10, Excellent, (13 reviews)
The price is AU$472
includes taxes & fees
15 Nov - 16 Nov

2. Tiny House nestled into the Forest on 160 acre Playground.
Tiny House nestled into the Forest on 160 acre Playground.Roseburg
9.8 out of 10, Exceptional, (21 reviews)
The price is AU$157
includes taxes & fees
16 Nov - 17 Nov

3. The Urban Boho Charmer with Private Backyard, BBQ & Hammock
The Urban Boho Charmer with Private Backyard, BBQ & HammockRoseburg
9.6 out of 10, Exceptional, (45 reviews)
The price is AU$319
includes taxes & fees
24 Nov - 25 Nov

4. <br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bathRoseburg
9.8 out of 10, Exceptional, (120 reviews)
The price is AU$279
includes taxes & fees
15 Nov - 16 Nov

5. Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~Roseburg
9.6 out of 10, Exceptional, (33 reviews)
The price is AU$266
includes taxes & fees
16 Nov - 17 Nov

6. Downtown Stay at the Red Tiny Twin!
Downtown Stay at the Red Tiny Twin!Roseburg
9.8 out of 10, Exceptional, (31 reviews)
The price is AU$230
includes taxes & fees
14 Nov - 15 Nov

7. Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!Roseburg
10.0 out of 10, Exceptional, (28 reviews)
The price is AU$331
includes taxes & fees
15 Nov - 16 Nov

8. Downtown Stay at the Blue Tiny Twin
Downtown Stay at the Blue Tiny TwinRoseburg
9.6 out of 10, Exceptional, (22 reviews)
The price is AU$244
includes taxes & fees
1 Dec - 2 Dec

9. The Watusi Place - A Modern Umpqua Valley Getaway
The Watusi Place - A Modern Umpqua Valley GetawayWinston
10.0 out of 10, Exceptional, (60 reviews)
The price is AU$508
includes taxes & fees
15 Nov - 16 Nov

10. Super clean Home, Hot Tub & Walk to Downtown Low FEES A+ Reviews
Super clean Home, Hot Tub & Walk to Downtown Low FEES A+ ReviewsCottage Grove
9.8 out of 10, Exceptional, (40 reviews)
The price is AU$461
includes taxes & fees
17 Nov - 18 Nov

11. Below the Falls Lodge - Next to Golden & Silver Falls
Below the Falls Lodge - Next to Golden & Silver FallsCoos Bay
9.8 out of 10, Exceptional, (225 reviews)
The price is AU$532
includes taxes & fees
19 Nov - 20 Nov
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.
Learn more about Oakland
This historic small town showcases beautifully preserved 19th-century buildings along its walkable high street. Visit Oakland Museum to explore pioneer artefacts, then enjoy wine tasting at nearby Umpqua Valley vineyards.

Top reviews in Oakland

Best Western Plus Hartford Lodge
Best Western Plus Hartford LodgeSutherlin































































