Book Holiday Homes in Oakland

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Featured Holiday Homes in Oakland

Rustic Cabin near Sardis Lake Boat Ramp

Rustic Cabin near Sardis Lake Boat Ramp

Batesville
Stay at this vacation home in Batesville. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Thompson Creek Landing Public ...
Rustic Cabin near Sardis Lake Boat Ramp
Just minutes from anywhere

Just minutes from anywhere

Batesville
The price is NZ$552 per night from 19 Apr to 20 Apr
NZ$552
includes taxes & fees
19 Apr - 20 Apr
Stay at this vacation home in Batesville. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Batesville Mounds and Factory Stores At ...
Just minutes from anywhere
Discover Oxford charm near University Book now for Double Decker Festival!

Discover Oxford charm near University Book now for Double Decker Festival!

Oxford
Stay at this vacation home in Oxford. Enjoy an in-room coffeemaker, in-room fireplaces, and housekeeping. Popular attractions South Campus Rail Trail and Rowan ...
Discover Oxford charm near University Book now for Double Decker Festival!
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Cabin in the woods overlooking Grenada lake.

Cabin in the woods overlooking Grenada lake.

Coffeeville
The price is NZ$622 per night from 26 Apr to 27 Apr
NZ$622
includes taxes & fees
26 Apr - 27 Apr
Stay at this vacation home in Coffeeville. Enjoy an in-room coffeemaker and air conditioning. Popular attractions South Graysport Public Use Area and Choctaw ...
Cabin in the woods overlooking Grenada lake.
Slab - Cabin near boat ramp and 20 mins to Oxford

Slab - Cabin near boat ramp and 20 mins to Oxford

Batesville
Stay at this vacation home in Batesville. Enjoy patios and an in-room coffeemaker. Popular attractions Coles Point Public Use Area and Pats Bluff Public Use ...
Slab - Cabin near boat ramp and 20 mins to Oxford
Great place for family vacation!

Great place for family vacation!

Water Valley
Book a stay at this family-friendly vacation home in Water Valley. Enjoy private pools, a fitness center, and a garden. Our guests praise the pool in our ...
Great place for family vacation!
4-bedroom vacation home 7 minutes drive to University of Mississippi

4-bedroom vacation home 7 minutes drive to University of Mississippi

Oxford
Stay at this vacation home in Oxford. Enjoy free WiFi, a garden, and patios. Popular attractions South Campus Rail Trail and C.M. Tad Smith Coliseum are located ...
4-bedroom vacation home 7 minutes drive to University of Mississippi
Sardis Lakefront Cabin

Sardis Lakefront Cabin

Sardis
Stay at this vacation home in Sardis. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Cypress Point Public Use Area and Willow Cove ...
Sardis Lakefront Cabin
Spacious 4-BR, 3 BA house in charming Oxford. Less than 3 miles to square & OM.

Spacious 4-BR, 3 BA house in charming Oxford. Less than 3 miles to square & OM.

Oxford
Stay at this vacation home in Oxford. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions South Campus Rail Trail and Rowan Oak are located ...
Spacious 4-BR, 3 BA house in charming Oxford. Less than 3 miles to square & OM.
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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.

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
115 Holiday Homes
Lowest Price
NZ$552
Highest Price
NZ$622
Popular accommodation
Rustic Cabin near Sardis Lake Boat Ramp, Just minutes from anywhere , Discover Oxford charm near University Book now for Double Decker Festival!, Cabin in the woods overlooking Grenada lake., Slab - Cabin near boat ramp and 20 mins to Oxford, Great place for family vacation!, 4-bedroom vacation home 7 minutes drive to University of Mississippi, Sardis Lakefront Cabin, Spacious 4-BR, 3 BA house in charming Oxford. Less than 3 miles to square & OM.

Top trending hotels in Oakland

Waterfront property located at Point Pleasant on Enid Lake

Waterfront property located at Point Pleasant on Enid Lake

Oakland
Stay at this vacation home in Oakland. Enjoy free WiFi, breakfast (surcharge), and a pool table. Popular attractions Point Pleasant Recreation Area and Long ...
Waterfront property located at Point Pleasant on Enid Lake
Beautiful Rustic Cabin at Enid Lake, near Grenada Lake, Sardis Lake & Ole Miss

Beautiful Rustic Cabin at Enid Lake, near Grenada Lake, Sardis Lake & Ole Miss

Oakland
Book a stay at this family-friendly cabin in Oakland. Enjoy a pool table, patios, and an in-room coffeemaker. Popular attractions Point Pleasant Recreation Area ...
Beautiful Rustic Cabin at Enid Lake, near Grenada Lake, Sardis Lake & Ole Miss
Hidden Treasure at Enid Lake-Crappie Fishing, Duck Hunting, ATVRiding, Ole Miss

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

Oakland
Stay at this cabin in Oakland. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions George Payne Cossar State Park and Long ...
Hidden Treasure at Enid Lake-Crappie Fishing, Duck Hunting, ATVRiding, Ole Miss
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Lakefront Cabin at Point Pleasant on Enid Lake

Lakefront Cabin at Point Pleasant on Enid Lake

Oakland
Stay at this vacation home in Oakland. Enjoy free WiFi, a garden, and patios. Popular attractions Point Pleasant Recreation Area and Long Branch Recreation Area ...
Lakefront Cabin at Point Pleasant on Enid Lake
Don't see what you're looking for?
See all available properties in Oakland
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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.

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^Subject to availability and chosen travel dates.