Oakland City Vacation Rentals

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Vacation Rentals in Oakland City

Guest House with acreage to explore.
Property grounds

Guest House with acreage to explore.

9.6 out of 10, Exceptional, (48)
"Was very clean and had everything we needed. Also had great communication about what needed done to check it and out"
The price is CA $179
CA $233 total
includes taxes & fees
Dec 24 - Dec 25
Guest House with acreage to explore.
Yellow Banks Log Cabin With Waterfront Views
Smart TV

Yellow Banks Log Cabin With Waterfront Views

9.4 out of 10, Exceptional, (13)
"My family and I enjoyed this cabin; it was pleasant. A little close in proximity to the other cabins, packing us like sardines by the pond - but thats acceptable for the price.The privacy fence doesnt conceal up the porch/campfire area which is preferably where you would want the fence to be. Firewood isn't provided at the cabin, but there is a note on the fridge for a phone number to call to get in contact with someone that can deliver wood for $10. Overall it was a good experience and the kids...
The price is CA $179
CA $347 total
includes taxes & fees
Dec 24 - Dec 25
Yellow Banks Log Cabin With Waterfront Views
Yellow Banks Log Cabin With Waterfront Views
Interior

Yellow Banks Log Cabin With Waterfront Views

10.0 out of 10, Exceptional, (6)
"This place was great, and peaceful. I'll definitely be staying here anytime my family visits holiday world. Almost spent our second day just at the cabin. So relaxing."
The price is CA $223
CA $404 total
includes taxes & fees
Dec 24 - Dec 25
Yellow Banks Log Cabin With Waterfront Views
2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!!
Aerial view

2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!!

10.0 out of 10, Exceptional, (14)
"House was clean had everything we needed. Neighborhood was quiet and relaxing. Perfect weekend getaway "
2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!!
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Smart TV, books

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

9.8 out of 10, Exceptional, (26)
"We had issues with the VRBO system, but the host was super sweet and contacted us directly. they were very understanding."
The price is CA $146
CA $418 total
includes taxes & fees
Dec 24 - Dec 25
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
The Family Oasis just 6 miles from Holiday World
Property grounds

The Family Oasis just 6 miles from Holiday World

9.2 out of 10, Wonderful, (33)
"The place was amazing. Very nice place to stay for the weekend "
The Family Oasis just 6 miles from Holiday World
BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities
Interior

BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities

10.0 out of 10, Exceptional, (2)
"My friends and I shopping day and "
The price is CA $160
CA $479 total
includes taxes & fees
Jan 13 - Jan 14, 2025
BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities
Mary - C · Central 2bd/2ba Apt w/Pool &WiFi
Fridge, microwave, oven, stovetop

Mary - C · Central 2bd/2ba Apt w/Pool &WiFi

10.0 out of 10, Exceptional, (4)
"Great stay at a wonderful property!"
The price is CA $129
CA $343 total
includes taxes & fees
Jan 6 - Jan 7, 2025
Mary - C · Central 2bd/2ba Apt w/Pool &WiFi
Mary - H · Conveniently Located 2bd 2ba Apt w/ Pool & Wi-Fi
Fridge, microwave, oven, stovetop

Mary - H · Conveniently Located 2bd 2ba Apt w/ Pool & Wi-Fi

10.0 out of 10, Exceptional, (6)
"Was much better than staying in a hotel"
Mary - H · Conveniently Located 2bd 2ba Apt w/ Pool & Wi-Fi
Cozy Bungalow in a nice friendly neighborhood
Fridge, microwave, oven, stovetop

Cozy Bungalow in a nice friendly neighborhood

9.8 out of 10, Exceptional, (57)
"I rented this great bungalow for my son and Grandson, who had a hockey weekend. They loved the house, and it was very convenient to get to the ice rinks, and other attractions in Evansville. My son said the beds were really comfy! "
Cozy Bungalow in a nice friendly neighborhood
Mid-Century Brick Bungalow Home
Fridge, microwave, oven, stovetop

Mid-Century Brick Bungalow Home

6.0 out of 10, (8)
"good for a night was taken good care of just needed the yard mowed"
The price is CA $108
CA $292 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Mid-Century Brick Bungalow Home
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Fridge, microwave, oven, stovetop

Spacious 1450 sf 2 BR Private Suite w/Dog Fe

10.0 out of 10, Exceptional, (8)
"We stayed overnight after going to Holiday World. The listing was accurate and the accommodations were clean and ready. Very enjoyable stay!"
The price is CA $191
CA $307 total
includes taxes & fees
Jan 4 - Jan 5, 2025
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Another Oasis just 6 miles from Holiday World
Exterior

Another Oasis just 6 miles from Holiday World

8.8 out of 10, Excellent, (10)
"This house was amazing! The house was way bigger then we could of imagined. My whole family came and everyone had their own space. The bedrooms and closets are huge. The best part was the outside area. The host was gracious and quick to help with any issue. We will definitely be back. "
Another Oasis just 6 miles from Holiday World
X Marks the Spot(Blue)1.5 miles from Holiday World
Fridge, microwave, oven, stovetop

X Marks the Spot(Blue)1.5 miles from Holiday World

9.8 out of 10, Exceptional, (8)
"We stayed here to spend two full days at Holiday World with our families. There were 5 adults and 4 kids. There were plenty of kitchen items for cooking. Excellent space for that post-park resting to be up and ready for the next day! Will definitely stay again! "
X Marks the Spot(Blue)1.5 miles from Holiday World
X Marks the Spot (Purple)
Fridge, microwave, oven, stovetop

X Marks the Spot (Purple)

10.0 out of 10, Exceptional, (8)
"We stayed here while spending the weekend at Holiday World. It is very clean and comfortable with plenty of space for the kids to run around. After a long day in the park it’s the perfect spot to go back to."
X Marks the Spot (Purple)
Comfort and Charm Highly Recommended
Fridge, microwave, oven, stovetop

Comfort and Charm Highly Recommended

9.6 out of 10, Exceptional, (12)
"We stayed here for a weekend and it was a pleasant stay. It was cute, charming, and a good size. The host was very communicative and left plenty of snacks for us, which was great! The house is in a great location and was presented to us in superb condition. Would highly recommend this place!"
Comfort and Charm Highly Recommended
Fenced-In Yard on the East Side
Interior

Fenced-In Yard on the East Side

10.0 out of 10, Exceptional, (6)
"After a long hot day at the car show, it was nice to cal it a day in the clean, cool & comfortable cottage we would call home for our time in Evansville. "
The price is CA $215
CA $419 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Fenced-In Yard on the East Side
X Marks the Spot (Green)
Fridge, microwave, oven, stovetop

X Marks the Spot (Green)

9.6 out of 10, Exceptional, (4)
"We had a great visit and will rent here again, close to Holiday World (across the street) great for families - teens and littles had a great time. "
X Marks the Spot (Green)
X Marks the Spot(Yellow)1.5 mi. from Holiday World
Bathtub, hair dryer, towels

X Marks the Spot(Yellow)1.5 mi. from Holiday World

9.8 out of 10, Exceptional, (11)
"Had everything we needed. Especially enjoyed the front porch and fire pit. Nice big yard for grandkids to play when not at the park. Great spot! Thanks!"
X Marks the Spot(Yellow)1.5 mi. from Holiday World
Yellow Banks Log Cabin With Waterfront Views
1 bedroom, free WiFi, bed sheets

Yellow Banks Log Cabin With Waterfront Views

9.8 out of 10, Exceptional, (8)
"It was a very nice cabin. It could have been a little cleaner. All in all it was great. "
The price is CA $179
CA $347 total
includes taxes & fees
Dec 24 - Dec 25
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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Other types of properties in Oakland City you may be interested in

La Quinta Inn & Suites by Wyndham Evansville
Premium bedding, desk, iron/ironing board, free cribs/infant beds

La Quinta Inn & Suites by Wyndham Evansville

2.5 star property
8.4 out of 10, Very good, (1005)
"Everything was nice and clean, breakfast was good, and the staff were so nice"
The price is CA $117
CA $135 total
includes taxes & fees
Dec 25 - Dec 26
La Quinta Inn & Suites by Wyndham Evansville
Country Inn & Suites by Radisson, Evansville, IN
Lobby

Country Inn & Suites by Radisson, Evansville, IN

3.0 star property
8.6 out of 10, Excellent, (1006)
"The room was clean and comfortable. The free breakfast was delicious."
The price is CA $128
CA $147 total
includes taxes & fees
Jan 22 - Jan 23, 2025
Country Inn & Suites by Radisson, Evansville, IN
Drury Inn & Suites Evansville East
Lobby

Drury Inn & Suites Evansville East

3.0 star property
9.2 out of 10, Wonderful, (1001)
"Staff is amazing and the rooms are very clean and comfortable. In a great location!"
The price is CA $146
CA $168 total
includes taxes & fees
Jan 5 - Jan 6, 2025
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.

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?

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky. : Located near Oakland City, this vacation home rental is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the selection of games 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 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.