Oakland City Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Oakland City

Property grounds
Rustic Guest House with acreage to explore.
9.6 out of 10, Exceptional, (32)
"The place was decorated so cute loved the furniture. No wifi and was cold but there was tv. We watched METV. All the oldies but goodies. Thank you for sharing you peaceful home"
The price is HK$975
HK$1,267 total
includes taxes & fees
21 May - 22 May
Rustic Guest House with acreage to explore.
Exterior
Another Oasis just 6 miles from Holiday World
9.0 out of 10, Wonderful, (4)
"We brought our son and his wife and kids to our holiday world mini vacation. There was plenty of space for all of us and lots of space for the kids to run and play. They even had games for the kids. The place was exactly as described. The host was very easy to communicate with and promp with responses. We will definitely plan to stay there again!"
The price is HK$2,333
HK$3,731 total
includes taxes & fees
14 Jun - 15 Jun
Another Oasis just 6 miles from Holiday World
Fridge, microwave, oven, stovetop
Cozy Bungalow in a nice friendly neighborhood
9.8 out of 10, Exceptional, (50)
"This was a the perfect fit for a short stay in Evansville. The neighborhood was quiet, and I felt very safe staying there. It is just a short 7-minute drive to downtown. The owners were very responsive and answered all of my questions."
Cozy Bungalow in a nice friendly neighborhood
Save an average of 15% on thousands of hotels when you're signed in
Property grounds
The Family Oasis just 6 miles from Holiday World
8.8 out of 10, Excellent, (18)
"Excellent location, quiet, clean with nice thoughtful touches to make a welcoming stay. Perfect place to have a weekend getaway."
The price is HK$2,255
HK$3,617 total
includes taxes & fees
8 Jun - 9 Jun
The Family Oasis just 6 miles from Holiday World
Fridge, microwave, oven, stovetop
Mary - H · Conveniently Located 2bd 2ba Apt w/ Pool & Wi-Fi
10.0 out of 10, Exceptional, (4)
"Easy and quick stay Easy of booking on short notice. Very clean and well maintained property. Comfortable bed. As described Thank goodness!!!"
The price is HK$781
HK$1,968 total
includes taxes & fees
19 May - 20 May
Mary - H · Conveniently Located 2bd 2ba Apt w/ Pool & Wi-Fi
Fridge, microwave, oven, stovetop
X Marks the Spot (Purple)
X Marks the Spot (Purple)
Aerial view
2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!!
10.0 out of 10, Exceptional, (1)
"My family and I booked at the last minute so we could go view the Solar Eclipse. The process of booking, checking in and checking out was a breeze. Jodey was very responsive and extremely helpful in making our stay very enjoyable. We would highly recommend a stay here, and we hope to return for a Christmas visit to Santa Claus."
2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!!
Fridge, microwave, oven, stovetop
Fenced-In Yard on the East Side
10.0 out of 10, Exceptional, (2)
"Great place to stay, Very clean and comfortable home, Nice quite neighborhood."
The price is HK$1,121
HK$2,250 total
includes taxes & fees
26 May - 27 May
Fenced-In Yard on the East Side
Interior
General Store Giant Loft - Two Bedroom
9.0 out of 10, Wonderful, (2)
"The loft is a great place to stay! The communication lacks though, asked a couple of questions and never got a response. Also, we stayed during the week and a couple of guys started working downstairs about 7 AM."
The price is HK$1,188
HK$3,016 total
includes taxes & fees
21 May - 22 May
General Store Giant Loft - Two Bedroom
Fridge, microwave, oven, stovetop
Yellow Banks Log Cabin with Lake Views
9.6 out of 10, Exceptional, (8)
"Cozy, clean cabin."
The price is HK$1,404
HK$2,447 total
includes taxes & fees
21 May - 22 May
Yellow Banks Log Cabin with Lake Views
Property grounds
Indiana Studio 6 Miles to Downtown Huntingburg
9.4 out of 10, Exceptional, (3)
"We loved our long weekend vacation. The location was fantastic with easy access to holiday world being a short 20 minute drive. Amenities here were awesome with the hot tub being our favorite. The owner was great to talk with, and had some great recommendations for things to check out in the area. Looking forward to coming back."
Indiana Studio 6 Miles to Downtown Huntingburg
Smart TV, fireplace
Pet friendly home in Evansville
10.0 out of 10, Exceptional, (5)
"The house was beautiful and had everything you need. The hosts are the best ever. The neighborhood is perfect. My pets were happy with the backyard. I was close enough to go anywhere. I would give The House and Hosts an A+++"
Pet friendly home in Evansville
3 bedrooms, iron/ironing board, travel cot, free WiFi
Chestnut Street Retreat
10.0 out of 10, Exceptional, (25)
"We loved our stay at the home and we will definitely return again on our next trip to Huntingburg"
Chestnut Street Retreat
Private kitchen
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
10.0 out of 10, Exceptional, (1)
"A great fully finished basement with ample room for a group. Wonderful location to stay to enjoy all that Dubois County has to offer."
The price is HK$1,038
HK$1,669 total
includes taxes & fees
18 May - 19 May
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Fridge, microwave, oven, stovetop
X Marks the Spot(Blue)1.5 miles from Holiday World
10.0 out of 10, Exceptional, (1)
"Very nice and clean."
X Marks the Spot(Blue)1.5 miles from Holiday World
Interior
Yellow Banks Log Cabin With Waterfront Views
10.0 out of 10, Exceptional, (3)
"Contact with property manager was awesome, and super easy. He sent me recommendations for nearby food, and even found somewhere i could but fishbait at. The cabin was perfect for my family(2 adults, 5 year old and a 9 year old). My only suggestion is to add a light in the shower, as it get pretty dark inside there. But wonderful place to stay, and wonderful people for Contact. Will def stay again!"
The price is HK$1,209
HK$2,202 total
includes taxes & fees
21 May - 22 May
Yellow Banks Log Cabin With Waterfront Views
Fridge, microwave, oven, stovetop
Comfort and Charm Highly Recommended
9.4 out of 10, Exceptional, (8)
"Great place to host family for graduation celebration."
Comfort and Charm Highly Recommended
View from property
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
9.8 out of 10, Exceptional, (19)
"nice and quiet"
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Interior
Indiana Studio 6 Miles to Downtown Huntingburg
3.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent spot to spend quiet time with the family. The host was very accommodating to our needs."
Indiana Studio 6 Miles to Downtown Huntingburg
Exterior
New Construction | New Furnishings | Luxury Unit
The price is HK$1,365
HK$3,088 total
includes taxes & fees
19 May - 20 May
New Construction | New Furnishings | Luxury Unit
Don't see what you're looking for?
See all available properties in Oakland City
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.

Other types of properties in Oakland City you may be interested in

Lobby
Baymont by Wyndham Evansville East
2.5 star property
8.0 out of 10, Very good, (1004)
"Free breakfast was ok but selection was minimal. "
The price is HK$531
HK$610 total
includes taxes & fees
29 May - 30 May
Baymont by Wyndham Evansville East
Premium bedding, desk, iron/ironing board, free cots/infant beds
La Quinta Inn & Suites by Wyndham Evansville
2.5 star property
8.2 out of 10, Very good, (1004)
"Great place to stay!"
The price is HK$590
HK$679 total
includes taxes & fees
20 May - 21 May
La Quinta Inn & Suites by Wyndham Evansville
Lobby
Drury Inn & Suites Evansville East
3.0 star property
9.2 out of 10, Wonderful, (1002)
"The property was a very good location was near a lot of different restaurants "
The price is HK$864
HK$993 total
includes taxes & fees
23 May - 24 May
Drury Inn & Suites Evansville East
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.

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?

The Family Oasis just 6 miles from Holiday World: This holiday home rental outside of Oakland City is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.

Recent reviews of Oakland City properties
Expedia verified reviews