Oakland City Holiday Rentals

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Holiday Rentals in Oakland City

Yellow Banks Log Cabin With Waterfront Views
10.0 out of 10, Exceptional, (7)
"This was a quiet, clean, and convenient little cabin close to Holiday World which is what we stayed for. "
United States
Ashley J.
The price is AU$430
includes taxes & fees
20 Oct - 21 Oct
Yellow Banks Log Cabin With Waterfront Views
Boonville: Scales Lake Warrick 4H Quail Crossing
10.0 out of 10, Exceptional, (1)
The price is AU$415
includes taxes & fees
20 Oct - 21 Oct
Boonville: Scales Lake Warrick 4H Quail Crossing
Guest House with acreage to explore.
9.6 out of 10, Exceptional, (57)
"We enjoyed the property and Doug was a welcoming host. "
United States
Bess C.
The price is AU$247
includes taxes & fees
20 Oct - 21 Oct
Guest House with acreage to explore.
RiverStone Retreat C
10.0 out of 10, Exceptional, (1)
"This property is beautiful. The hosts are so kind. We’ll be back!"
United States
David
The price is AU$281
includes taxes & fees
20 Oct - 21 Oct
RiverStone Retreat C
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
9.8 out of 10, Exceptional, (18)
"It's very close to Holiday World "
United States
Brandy
The price is AU$308
includes taxes & fees
25 Oct - 26 Oct
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Tranquil Hideaway: Your Private Lakefront Retreat
9.2 out of 10, Wonderful, (11)
"Very peaceful!!"
United States
Jenifer B.
The price is AU$415
includes taxes & fees
20 Oct - 21 Oct
Tranquil Hideaway: Your Private Lakefront Retreat
Barn in the Burgh
10.0 out of 10, Exceptional, (10)
"This place is beautiful!! It was just what we needed for a couple of days away with our two dogs. The host was quick to respond to my questions prior to booking. We will definitely be back. "
United States
Shanna P.
The price is AU$506
includes taxes & fees
20 Oct - 21 Oct
Barn in the Burgh
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
9.8 out of 10, Exceptional, (32)
"Enjoyed staying in this cozy little spot and admiring the history within its walls. Would definitely consider staying here again!"
United States
Rachel G.
The price is AU$441
includes taxes & fees
27 Oct - 28 Oct
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Yellow Banks Log Cabin With Waterfront Views
9.6 out of 10, Exceptional, (20)
"Very nice cabin very clean overall really enjoyed"
United States
Addy D.
The price is AU$370
includes taxes & fees
2 Nov - 3 Nov
Yellow Banks Log Cabin With Waterfront Views
Yellow Banks Log Cabin With Waterfront Views
10.0 out of 10, Exceptional, (17)
"Great setting, good beds, and clean!"
United States
Doug W.
The price is AU$370
includes taxes & fees
2 Nov - 3 Nov
Yellow Banks Log Cabin With Waterfront Views
Princeton Suite 6 - QUEEN 2BR/2BA
Princeton Suite 6 - QUEEN 2BR/2BA
Cozy Corner / 2BR/1BA EVV Apartment
The price is AU$286
includes taxes & fees
20 Oct - 21 Oct
Cozy Corner / 2BR/1BA EVV Apartment
Yellow Banks Log Cabin with Lake Views
8.8 out of 10, Excellent, (17)
"Nice little cabin for a quick night stay before heading to Holiday World. Clean and ready to go upon arrival. Cookware was provided and made a homemade dinner possible. Holiday World was only 15 min away. We will reserve again on our next trip to Holiday World!"
United States
Vickie S.
The price is AU$419
includes taxes & fees
2 Nov - 3 Nov
Yellow Banks Log Cabin with Lake Views
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
2.0 star property
10.0 out of 10, Exceptional, (8)
"Cute quiet lil house located around attractions for families. Well worth the money and host is always available "
United States
Madison B.
The price is AU$474
includes taxes & fees
20 Oct - 21 Oct
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
Mid-Century Brick Bungalow Home
6.2 out of 10, (17)
"Close to everything we wanted to do."
United States
Mona
The price is AU$339
includes taxes & fees
20 Oct - 21 Oct
Mid-Century Brick Bungalow Home
Fall Bliss: Charming 3BR Home with Sauna & Hot Tub
The price is AU$655
includes taxes & fees
20 Oct - 21 Oct
Fall Bliss: Charming 3BR Home with Sauna & Hot Tub
5 Miles from Holiday World sleeps 11+ —Family Escape
9.2 out of 10, Wonderful, (10)
"Absolutely amazing host, they made the check in process so easy. It was minutes from Holiday World so it made our trip so well worth it. The house was beautiful and the game room was the favorite part of the kid’s night. "
United States
Sabrina S.
The price is AU$598
includes taxes & fees
1 Nov - 2 Nov
5 Miles from Holiday World sleeps 11+ —Family Escape
Yellow Banks Log Cabin With Waterfront Views
9.2 out of 10, Wonderful, (13)
"Tiny but cute and suited our needs. I thought itd be closer to Holiday World (we passed 3 other campgrounds that were closer) but it was quiet and clean. Only thing is i wished you could swim in the water or that there was a playground for the kids. The cabin itself was very nice and no complaints with it. "
United States
Leah T.
The price is AU$370
includes taxes & fees
2 Nov - 3 Nov
Yellow Banks Log Cabin With Waterfront Views
RiverStone Retreat B
The price is AU$247
includes taxes & fees
22 Oct - 23 Oct
RiverStone Retreat B
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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Top Oakland City Hotel Reviews

Find out more about Oakland City

Everything you need to know about Oakland City holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland City holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakland City holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Oakland City holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakland City. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakland City holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakland City holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oakland City rentals

At Expedia, we put the best Oakland City holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oakland City rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakland City holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakland City. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Oakland City?

Yes, there are holiday rentals close to the most popular sights in Oakland City, or you can select a more secluded option if you're looking for a relaxing stay. Oakland City is known for its restaurants and university setting.

What are some of the best holiday rentals that Oakland City has to offer?

Tranquil Hideaway: Your Private Lakefront Retreat: This holiday home rental outside of Oakland City is located on the waterfront, and has a fireplace, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Oakland City?

Visit the sights while you're exploring the area such as Oakland City University and Wabash Erie Canal Park.

What are holiday rentals like in Oakland City?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakland City. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for small groups.