Oakland City Holiday Rentals

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Oakland City holiday rentals

Smart TV

Guest House with acreage to explore.

Guest House with acreage to explore.
Tennyson
9.6 out of 10, Exceptional, (67 reviews)
"The cabin was super cozy and comfortable! "
United States
Kellie J.
The price is HK$979
HK$1,272 total
includes taxes & fees
10 Jun - 11 Jun
Guest House with acreage to explore.
Outdoor dining

Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.2 out of 10, Wonderful, (13 reviews)
"Excellent cabins! We had so much fun!!!"
United States
Leslie H.
The price is HK$1,175
HK$2,158 total
includes taxes & fees
8 Jun - 9 Jun
Yellow Banks Log Cabin With Waterfront Views
TV

Yellow Banks Log Cabin with Lake Views

Yellow Banks Log Cabin with Lake Views
Dale
8.8 out of 10, Excellent, (19 reviews)
"Cute little cabin, fun for kids. "
United States
Paul S.
The price is HK$1,371
HK$2,413 total
includes taxes & fees
10 Jun - 11 Jun
Yellow Banks Log Cabin with Lake Views
Smart TV, books

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Newburgh
9.8 out of 10, Exceptional, (37 reviews)
"Great stay!"
United States
Kristi M.
The price is HK$719
HK$2,174 total
includes taxes & fees
8 Jun - 9 Jun
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Property grounds

Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.6 out of 10, Exceptional, (18 reviews)
"Great setting, good beds, and clean!"
United States
Doug W.
The price is HK$1,175
HK$2,158 total
includes taxes & fees
10 Jun - 11 Jun
Yellow Banks Log Cabin With Waterfront Views
Exterior

Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
10.0 out of 10, Exceptional, (7 reviews)
"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 HK$1,214
HK$2,211 total
includes taxes & fees
8 Jun - 9 Jun
Yellow Banks Log Cabin With Waterfront Views
Interior

Spacious 1450 sf 2 BR Private Suite w/Dog Fe

Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Huntingburg
9.8 out of 10, Exceptional, (23 reviews)
"Great place to stay for a few days if you're visiting Holiday World or the area. "
United States
Brandon S.
The price is HK$862
HK$1,623 total
includes taxes & fees
23 Jun - 24 Jun
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Smart TV

Trendy Two bedroom home centrally located near UE

Trendy Two bedroom home centrally located near UE
Evansville
9.4 out of 10, Exceptional, (6 reviews)
"Everything was as expected and very welcoming "
United States
Clifton K.
Trendy Two bedroom home centrally located near UE
2 bedrooms, iron/ironing board, WiFi, bed sheets

Cypress Suites 9A - KING 2BD/1BA Apt in Newburgh

Cypress Suites 9A - KING 2BD/1BA Apt in Newburgh
Newburgh
10.0 out of 10, Exceptional, (1 review)
"Great stay!"
United States
Adam B.
The price is HK$653
HK$1,477 total
includes taxes & fees
8 Jun - 9 Jun
Cypress Suites 9A - KING 2BD/1BA Apt in Newburgh
Smart TV

Abode à la Mode | Centrally Located 2BR/1BA Home / Fast wifi/Close to everything

Abode à la Mode | Centrally Located 2BR/1BA Home / Fast wifi/Close to everything
Evansville
7.8 out of 10, Good, (7 reviews)
"We arrived around 8:30pm to find sleeping arrangements for 4 adults. The couch is about 4' long. We chose this place because it is listed as sleeping 5, but it's not. We woke up in the morning to shower and found a pitiful excuse of a shower. It dripped water. I took a video but unfortunately there is nowhere to upload it. It was sad. As if this wasn't enough, the kitchen utensils on the stove were covered in dried food and the vanity in the shower was not secure and fell off and landed on my...
United States
Sam S.
Abode à la Mode | Centrally Located 2BR/1BA Home / Fast wifi/Close to everything
Interior

Modern 2BR Townhome, 1.5 Baths, Ideal for 30+ Day Stays, Workspace + Parking

Modern 2BR Townhome, 1.5 Baths, Ideal for 30+ Day Stays, Workspace + Parking
Evansville
9.4 out of 10, Exceptional, (6 reviews)
"Thank you for the great stay. We truly appreciated the space."
United States
Larry
Modern 2BR Townhome, 1.5 Baths, Ideal for 30+ Day Stays, Workspace + Parking
Exterior

The LC Retreat

The LC Retreat
Lincoln City
The price is HK$1,567
HK$2,764 total
includes taxes & fees
21 Jun - 22 Jun
The LC Retreat
Exterior

THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water

THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
Lynnville
10.0 out of 10, Exceptional, (9 reviews)
"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 HK$1,121
HK$2,291 total
includes taxes & fees
8 Jun - 9 Jun
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
Interior

3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World

3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World
Ferdinand
The price is HK$1,967
HK$3,019 total
includes taxes & fees
8 Jun - 9 Jun
3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World
Fridge, microwave, oven, stovetop

Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy

Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy
Evansville
10.0 out of 10, Exceptional, (6 reviews)
"Every detail was perfect for our whole family. We couldn’t have been more comfortable. "
United States
Katie C.
The price is HK$1,559
HK$4,622 total
includes taxes & fees
14 Jun - 15 Jun
Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy
Outdoor dining

Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.4 out of 10, Exceptional, (21 reviews)
"Very nice cabin very clean overall really enjoyed"
United States
Addy D.
The price is HK$979
HK$1,904 total
includes taxes & fees
8 Jun - 9 Jun
Yellow Banks Log Cabin With Waterfront Views
Fridge, microwave, oven, stovetop

Mid-Century Brick Bungalow Home

Mid-Century Brick Bungalow Home
Evansville
6.8 out of 10, (26 reviews)
"This was such a cute overnight stay! I loved the decor, and it was perfect for us!"
United States
Chelsea M.
The price is HK$853
HK$1,945 total
includes taxes & fees
8 Jun - 9 Jun
Mid-Century Brick Bungalow Home
Interior

Princeton Suite 6 - KING 2BR/2BA

Princeton Suite 6 - KING 2BR/2BA
Princeton
2.0 out of 10, (1 review)
The price is HK$637
HK$1,451 total
includes taxes & fees
9 Jun - 10 Jun
Princeton Suite 6 - KING 2BR/2BA
Fridge, microwave, oven, stovetop

5 Miles from Holiday World sleeps 11+ —Family Escape

5 Miles from Holiday World sleeps 11+ —Family Escape
Dale
9.6 out of 10, Exceptional, (19 reviews)
"Such a cute and cozy place that had everything we needed! Beds were all super comfy, and with 3 little ones with us, the game room was fantastic. Would definitely recommend!!!"
United States
Lauren M.
The price is HK$2,742
HK$4,264 total
includes taxes & fees
5 Jul - 6 Jul
5 Miles from Holiday World sleeps 11+ —Family Escape
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

Clarion Inn & Suites Evansville Eastland Area

Clarion Inn & Suites Evansville Eastland Area

8/10 Good
"Was very pleasantly surprised by this hotel! Stopped last minute to get some rest before continuing my drive. The property was well maintained, with plenty of well lit parking. The lobby was very nice and my kids were very impressed with how nice it smelled. Actually, they commented multiple times on how the hotel smelled nice. The room was clean and the bed was comfy. My only complaint would be that the ac to the room was off and when we got there the thermostat showed 80*. It took a few hours for the room to cool down, too, which made it difficult to fall asleep. Overall, not a bad stay."
Allyson 1-night trip
Posted 2 hours ago
Clarion Inn & Suites Evansville Eastland Area

Find out more about Oakland City

Search for holiday rentals in Oakland City on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakland City using one of the methods below:

  • View our selection of featured holiday rentals in Oakland City
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  • Enter your travel dates to view the best deals on holiday rentals in Oakland City while they last

Look no further and take a look at our great range of rental properties in Oakland City!

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?

Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy: This holiday home rental outside of Oakland City offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

What can I see and do in Oakland City?

Visit the sights such as Oakland City University while you're exploring the area.

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.