Book Holiday Homes in Oakland
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Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Oakland

Beautiful 3-bedroom, pet-friendly house in historic Oxford, MS

Rebel Belle - Convenient Stylish New 2 BR 2.5 Bath Condo - 1 mile to Ole Miss.

Rebel-Great cabin near upper lake at Sardis. Only 20 mins to Oxford

Spacious 3 br home with large covered deck

Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake

One Mile Lake House is a cozy 2 story, 2 bedroom, 2 bath, A- frame home.

Rebel Cove with Free Gameday Parking Pass

Charming 1940's ranch home on Hwy 6, minutes from the Grove and downtown Oxford.

Work, Play & Visit Ole Miss! Cozy Escape Near Town
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 | 110 Holiday Homes |
|---|---|
Lowest Price | AU$334 |
Highest Price | AU$438 |
Popular accommodation | Beautiful 3-bedroom, pet-friendly house in historic Oxford, MS, Rebel Belle - Convenient Stylish New 2 BR 2.5 Bath Condo - 1 mile to Ole Miss., Rebel-Great cabin near upper lake at Sardis. Only 20 mins to Oxford, Spacious 3 br home with large covered deck, Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake, One Mile Lake House is a cozy 2 story, 2 bedroom, 2 bath, A- frame home., Rebel Cove with Free Gameday Parking Pass, Charming 1940's ranch home on Hwy 6, minutes from the Grove and downtown Oxford., Work, Play & Visit Ole Miss! Cozy Escape Near Town |
Top trending hotels in Oakland

Waterfront property located at Point Pleasant on Enid Lake

Hidden Treasure at Enid Lake-Crappie Fishing, Duck Hunting, ATVRiding, Ole Miss

Rustic Retreat at Enid Lake

Beautiful Rustic Cabin at Enid Lake, near Grenada Lake, Sardis Lake & Ole Miss
More ways to explore Oakland
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^Subject to availability and chosen travel dates.
