Book Holiday Homes in Oakland
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Featured Holiday Homes in Oakland

Level lakefront, family-friendly, hot tub, low fees, private dock

Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing

Amazing Central Location! Lakefront! Hot tub/dock!

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

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

Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi

Log Retreat: Lake Access, Dogs Welcome, Dock Slip, 2 Hot Tubs!

Sisters Treehouse

Loft of Luxury
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 | 498 Holiday Homes |
---|---|
Lowest Price | NZ$206 |
Highest Price | NZ$206 |
Popular accommodation | Level lakefront, family-friendly, hot tub, low fees, private dock, Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing , Amazing Central Location! Lakefront! Hot tub/dock!, Deep Creek Lake views from the elevated deck & deluxe suite - near golf, In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,, Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi, Log Retreat: Lake Access, Dogs Welcome, Dock Slip, 2 Hot Tubs!, Sisters Treehouse, Loft of Luxury |
Top trending hotels in Oakland

Baja Motel

The Garrett Inn

Amazing Central Location! Lakefront! Hot tub/dock!

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