Oakland City Holiday Rentals

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Our top choices for Oakland City holiday rentals

9.8 out of 10, Exceptional, (21 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$772
HK$1,519 total
includes taxes & fees
12 Jan - 13 Jan
Spacious 1450 sf 2 BR Private Suite w/Dog Fe

Holiday Home in Newburgh

Barn in the Burgh
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful warm cozy place. We stayed due to a funeral and it is the perfect place wind down and relax. Planning to come back again! "
United States
Rebecca P.
The price is HK$749
HK$2,433 total
includes taxes & fees
11 Jan - 12 Jan
Barn in the Burgh
9.6 out of 10, Exceptional, (61 reviews)
"We enjoyed the property and Doug was a welcoming host. "
United States
Bess C.
The price is HK$974
HK$1,237 total
includes taxes & fees
15 Jan - 16 Jan
Guest House with acreage to explore.
10.0 out of 10, Exceptional, (2 reviews)
"Very nice place! The outdoor lighting is really cool with the trees lit up and the house numbers lit up, as well. Only a 5 minute drive to the shops and restaurants on the river. "
United States
stephanie b.
The price is HK$531
HK$1,328 total
includes taxes & fees
15 Jan - 16 Jan
Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh
9.8 out of 10, Exceptional, (34 reviews)
"Great stay!"
United States
Kristi M.
The price is HK$715
HK$2,114 total
includes taxes & fees
12 Jan - 13 Jan
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
9.6 out of 10, Exceptional, (18 reviews)
"Great setting, good beds, and clean!"
United States
Doug W.
The price is HK$974
HK$1,852 total
includes taxes & fees
11 Jan - 12 Jan
Yellow Banks Log Cabin With Waterfront Views
9.4 out of 10, Exceptional, (14 reviews)
"This property is amazing! We loved the privacy and peacefulness. The house is great and we will definitely be coming back!"
United States
Natalie S.
The price is HK$680
HK$2,076 total
includes taxes & fees
15 Jan - 16 Jan
Tranquil Hideaway: Your Private Lakefront Retreat
9.2 out of 10, Wonderful, (13 reviews)
"Excellent cabins! We had so much fun!!!"
United States
Leslie H.
The price is HK$974
HK$1,852 total
includes taxes & fees
12 Jan - 13 Jan
Yellow Banks Log Cabin With Waterfront Views
9.2 out of 10, Wonderful, (5 reviews)
"Place was very clean. Provisions were great! We were glad to be able to do laundry. We suggest having a laundry basket and a small folding table."
United States
Carol B.
The price is HK$590
HK$1,306 total
includes taxes & fees
12 Jan - 13 Jan
Trendy Two bedroom home centrally located near UE
10.0 out of 10, Exceptional, (2 reviews)
"It felt like home in this space. All the extra throw blankets to be warm and cozy. The host is very easy to work with."
United States
Meisha W.
The price is HK$653
HK$1,512 total
includes taxes & fees
11 Jan - 12 Jan
The Chic Shack | Centrally Located 2BR/1BA Home
8.8 out of 10, Excellent, (19 reviews)
"The cabin was a cozy place to stay and close enough to holiday world without the headache of keeping my younger kids silent like I would have if we stayed in a hotel! Very clean and organized! "
United States
Ashley J.
The price is HK$1,169
HK$2,031 total
includes taxes & fees
11 Jan - 12 Jan
Yellow Banks Log Cabin with Lake Views
2.0 star property
The price is HK$678
HK$1,152 total
includes taxes & fees
8 Feb - 9 Feb
Perfect industrial studio in charming downtown Boonville
9.6 out of 10, Exceptional, (14 reviews)
"Perfect place to stay when a big space is needed"
United States
Joel Z.
The price is HK$1,753
HK$2,993 total
includes taxes & fees
20 Jan - 21 Jan
5 Miles from Holiday World sleeps 11+ —Family Escape
9.4 out of 10, Exceptional, (21 reviews)
"Very nice cabin very clean overall really enjoyed"
United States
Addy D.
The price is HK$974
HK$1,852 total
includes taxes & fees
19 Jan - 20 Jan
Yellow Banks Log Cabin With Waterfront Views
2.0 star property
The price is HK$1,943
HK$2,455 total
includes taxes & fees
13 Jan - 14 Jan
Family Friendly Lakehouse with great views!

Holiday Home in Newburgh

River View in Downtown Newburgh
8.8 out of 10, Excellent, (9 reviews)
"There was a slight ant problem but not overwhelming. "
United States
Arvin A.
River View in Downtown Newburgh
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

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
  • Use the map to find apartments and other holiday homes in the Oakland City neighbourhood you prefer
  • 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?

Country Homeplace 4-bedroom Pool-HotTub pets ok Near Toyota: This holiday home rental outside of Oakland City offers a fireplace, a garden 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 stovetop and a microwave, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind.

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.