Book Holiday Homes in Oakland
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Featured Holiday Homes in Oakland

The Urban Boho Charmer with Private Backyard, BBQ & Hammock

River Vista Vacation Homes

Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun

<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath

Below the Falls Lodge - Next to Golden & Silver Falls

Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital

The Watusi Place - A Modern Umpqua Valley Getaway

Red Tiny Twins, Downtown Eco & Pet Friendly Stay

Tiny House nestled into the Forest on 160 acre Playground.
Oakland Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Oakland vacation homes are the perfect way for you to wing it.
Holiday houses in Oakland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Oakland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Oakland adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oakland with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Oakland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Oakland Holiday Homes essential information
Accommodation | 60 Holiday Homes |
---|---|
Lowest Price | NZ$140 |
Highest Price | NZ$659 |
Popular accommodation | The Urban Boho Charmer with Private Backyard, BBQ & Hammock, River Vista Vacation Homes, Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun, ~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath, Below the Falls Lodge - Next to Golden & Silver Falls, Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital, The Watusi Place - A Modern Umpqua Valley Getaway, Red Tiny Twins, Downtown Eco & Pet Friendly Stay, Tiny House nestled into the Forest on 160 acre Playground. |
Top trending hotels in Oakland

Rice Hill Inn

Southern Oregon Cabin: Fire Pit & Private Pond!

Romantic Vineyard Getaway in Oakland: Mtn Views!

Vineyard Farmhouse in Oakland w/ Hot Tub!
More ways to explore Oakland
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^Subject to availability and chosen travel dates.