Book Holiday Homes in Oakland
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Featured Holiday Homes in Oakland

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

Charming Dog Friendly Cottage w/ Dock & Fire Pit

Deep Creek Lake views from the elevated deck & deluxe suite - near golf

Deep Creek Lake Townhome w/ Deck & Water Views

5BR lakefront retreat with hot tub, sauna, & dock

Modern house on the lake with private dock, hot tub, air hockey & central AC

Sisters Treehouse

Mountain Escape | Hot Tub | Game Room | Fire Pit

Log Retreat: Lake Access, Dogs Welcome, Dock Slip, 2 Hot Tubs!
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 | 504 Holiday Homes |
---|---|
Lowest Price | AU$204 |
Highest Price | AU$1,691 |
Popular accommodation | In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,, Charming Dog Friendly Cottage w/ Dock & Fire Pit, Deep Creek Lake views from the elevated deck & deluxe suite - near golf, Deep Creek Lake Townhome w/ Deck & Water Views, 5BR lakefront retreat with hot tub, sauna, & dock, Modern house on the lake with private dock, hot tub, air hockey & central AC, Sisters Treehouse, Mountain Escape | Hot Tub | Game Room | Fire Pit, Log Retreat: Lake Access, Dogs Welcome, Dock Slip, 2 Hot Tubs! |
More accommodations in Oakland
Top trending hotels in Oakland

Baja Motel

The Garrett Inn

Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

New: Lakefront Luxury Home with Private Indoor Heated Pool!
More ways to explore Oakland
Top picks
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^Subject to availability and chosen travel dates.