Book Holiday Homes in Oakland City

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Featured Holiday Homes in Oakland City

Chestnut Street Retreat

Chestnut Street Retreat

Huntingburg
A stay at this vacation home places you in the heart of Huntingburg, within a 15-minute walk of Memorial Hospital and Health Care Center and Northside Park.
Chestnut Street Retreat
The Potter Cottage -A great family getaway 3 miles from Holiday World

The Potter Cottage -A great family getaway 3 miles from Holiday World

Ferdinand
Located in Ferdinand, this vacation home is in a rural location, within a 10-minute drive of Santa Claus Museum and 1935 Santa Statue.
The Potter Cottage -A great family getaway 3 miles from Holiday World
Cozy Bungalow in a nice friendly neighborhood

Cozy Bungalow in a nice friendly neighborhood

Evansville
With a stay at this vacation home in Evansville, you'll be within a 10-minute drive of Ford Center and University of Evansville.
Cozy Bungalow in a nice friendly neighborhood
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BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities

BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities

Evansville
With a stay at this vacation home in Evansville, you'll be within a 10-minute drive of Ford Center and Bally's Evansville Casino.
BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities
Stylish 3-bedroom home centrally located in wonderful Evansville

Stylish 3-bedroom home centrally located in wonderful Evansville

Evansville
With a stay at this vacation home in Evansville, you'll be within a 10-minute drive of Ford Center and Bally's Evansville Casino.
Stylish 3-bedroom home centrally located in wonderful Evansville
Enchanting historical home with River View

Enchanting historical home with River View

Newburgh
Located in Newburgh, this vacation home is on a river, a 1-minute drive from Ohio River and 6 minutes from East Gateway Medical Center.
Enchanting historical home with River View
Comfortable house where guests feel welcome.
10 minutes from Evansville Airport

Comfortable house where guests feel welcome. 10 minutes from Evansville Airport

Evansville
Located in Evansville, this vacation home is within a 15-minute drive of Bally's Evansville Casino and Ford Center.
Comfortable house where guests feel welcome. 10 minutes from Evansville Airport
Vibrant and art-filled retreat, perfect for families and small groups.

Vibrant and art-filled retreat, perfect for families and small groups.

2 out of 5
Evansville
The price is AU$277 per night from 19 Mar to 20 Mar
AU$277
includes taxes & fees
19 Mar - 20 Mar
With a stay at this vacation home in Evansville, you'll be within a 10-minute drive of Ford Center and Bally's Evansville Casino.
Vibrant and art-filled retreat, perfect for families and small groups.
The Family Oasis just 6 miles from Holiday World

The Family Oasis just 6 miles from Holiday World

Gentryville
With a stay at this vacation home in Gentryville, you'll be within a 15-minute drive of Holiday World and Splashin' Safari and Lincoln State Park.
The Family Oasis just 6 miles from Holiday World
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See all available properties in Oakland City
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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 City 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 City vacation homes are the perfect way for you to wing it.

Holiday houses in Oakland City 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 City 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 City adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oakland City 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 City 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 City Holiday Homes essential information

Accommodation
53 Holiday Homes
Lowest Price
AU$277
Highest Price
AU$277
Popular accommodation
Chestnut Street Retreat, The Potter Cottage -A great family getaway 3 miles from Holiday World, Cozy Bungalow in a nice friendly neighborhood, BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities, Stylish 3-bedroom home centrally located in wonderful Evansville, Enchanting historical home with River View, Comfortable house where guests feel welcome. 10 minutes from Evansville Airport, Vibrant and art-filled retreat, perfect for families and small groups., The Family Oasis just 6 miles from Holiday World

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^Subject to availability and chosen travel dates.