Oakland City Vacation Rentals

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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Oakland City vacation rentals

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, (22 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 ￥15,161
￥29,844 total
includes taxes & fees
Jan 31 - Feb 1
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
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, (34 reviews)
"Great stay!"
United States
Kristi M.
The price is ￥14,058
￥41,554 total
includes taxes & fees
Feb 2 - Feb 3
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Fridge, microwave, oven, stovetop

Barn in the Burgh

Barn in the Burgh
Newburgh
10.0 out of 10, Exceptional, (14 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 ￥16,374
￥49,789 total
includes taxes & fees
Feb 4 - Feb 5
Barn in the Burgh
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 ￥19,143
￥36,390 total
includes taxes & fees
Feb 1 - Feb 2
Yellow Banks Log Cabin With Waterfront Views
Smart TV

Trendy Two bedroom home centrally located near UE

Trendy Two bedroom home centrally located near UE
Evansville
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 ￥11,602
￥25,669 total
includes taxes & fees
Feb 5 - Feb 6
Trendy Two bedroom home centrally located near UE
Interior

Tranquil Hideaway: Your Private Lakefront Retreat

Tranquil Hideaway: Your Private Lakefront Retreat
Dale
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 ￥13,369
￥40,799 total
includes taxes & fees
Jan 31 - Feb 1
Tranquil Hideaway: Your Private Lakefront Retreat
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 ￥19,143
￥36,390 total
includes taxes & fees
Feb 1 - Feb 2
Yellow Banks Log Cabin With Waterfront Views
Smart TV

Guest House with acreage to explore.

Guest House with acreage to explore.
Tennyson
9.6 out of 10, Exceptional, (61 reviews)
"The cabin was super cozy and comfortable! "
United States
Kellie J.
The price is ￥19,143
￥24,316 total
includes taxes & fees
Jan 31 - Feb 1
Guest House with acreage to explore.
TV

Yellow Banks Log Cabin with Lake Views

Yellow Banks Log Cabin with Lake Views
Dale
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 ￥22,971
￥41,253 total
includes taxes & fees
Feb 1 - Feb 2
Yellow Banks Log Cabin with Lake Views
2 bedrooms, desk, WiFi

The Chic Shack | Centrally Located 2BR/1BA Home

The Chic Shack | Centrally Located 2BR/1BA Home
Evansville
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 Chic Shack | Centrally Located 2BR/1BA Home
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.
The price is ￥14,335
￥32,863 total
includes taxes & fees
Feb 1 - Feb 2
Abode à la Mode | Centrally Located 2BR/1BA Home / Fast wifi/Close to everything
2 bedrooms, iron/ironing board, WiFi, bed sheets

2 KING BR/1BA In Evansville, IN Fenced in Yard. Fast wifi. Washer and Dryer

2 KING BR/1BA In Evansville, IN Fenced in Yard. Fast wifi. Washer and Dryer
Evansville
2 KING BR/1BA In Evansville, IN Fenced in Yard. Fast wifi. Washer and Dryer
Smart TV, fireplace

Perfect industrial studio in charming downtown Boonville

Perfect industrial studio in charming downtown Boonville
Boonville
The price is ￥14,472
￥19,640 total
includes taxes & fees
Jan 31 - Feb 1
Perfect industrial studio in charming downtown Boonville
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, (15 reviews)
"Perfect place to stay when a big space is needed"
United States
Joel Z.
The price is ￥34,457
￥58,831 total
includes taxes & fees
Feb 1 - Feb 2
5 Miles from Holiday World sleeps 11+ —Family Escape
Smart TV

Family Friendly Lakehouse with great views!

Family Friendly Lakehouse with great views!
Jasper
10.0 out of 10, Exceptional, (1 review)
The price is ￥37,902
￥47,940 total
includes taxes & fees
Jan 31 - Feb 1
Family Friendly Lakehouse with great views!
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 ￥19,143
￥36,390 total
includes taxes & fees
Feb 4 - Feb 5
Yellow Banks Log Cabin With Waterfront Views
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

Oakland Courtyard

Oakland Courtyard

10/10 Excellent
"Lady at front desk was very nice"
Christopher 1-night trip
Posted 5 days ago
Oakland Courtyard

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

Frequently asked questions

Can I find a vacation rental in Oakland City?

Yes, you can find vacation rentals close to well known sights in Oakland City, or you can go with a more remote option if you're looking for relaxation. Oakland City is known for its restaurants and university setting.

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

Tranquil Hideaway: Your Private Lakefront Retreat: This vacation home near Oakland City is located on the waterfront and has a fireplace, a barbecue grill, 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 vacation rentals like in Oakland City?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Oakland City. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for families.