Oakland City Vacation Rentals

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Check prices for these dates

Tonight
Jan 22 - Jan 23
Tomorrow
Jan 23 - Jan 24
This weekend
Jan 24 - Jan 26
Next weekend
Jan 31 - Feb 2

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, (49)
"We stayed at this cabin for a full week and had an amazing time. It was tucked away and on a beautiful piece of property. We drove to town (15-30 min depending on where we went) for some good restaurants and sightseeing. We would stay again in a heartbeat. Mr. Doug was a great host and we had everything we needed. Melissa and Jason South Carolina"
The price is CA $179
CA $232 total
includes taxes & fees
Jan 24 - Jan 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 $348 total
includes taxes & fees
Jan 30 - Jan 31
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!!
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 $222
CA $404 total
includes taxes & fees
Jan 30 - Jan 31
Yellow Banks Log Cabin With Waterfront Views
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
Fenced-In Yard on the East Side
Interior

Fenced-In Yard on the East Side

10.0 out of 10, Exceptional, (7)
"We had a nice stay in this cute house. It’s really close to everything we had planned for the trip. The beds are very comfortable and we enjoyed watching movies as a family in the living room. Our pups liked going out in the fenced yard to explore. We forgot to bring our bathing suits but we definitely will the next time to take advantage of the hot tub! "
The price is CA $215
CA $418 total
includes taxes & fees
Jan 30 - Jan 31
Fenced-In Yard on the East Side
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, (58)
"Worked out perfect for our out of town family. Nice, clean, and reasonable."
Cozy Bungalow in a nice friendly neighborhood
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 $302 total
includes taxes & fees
Jan 23 - Jan 24
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Charming 2-bedroom lake house in Dale
TV, fireplace

Charming 2-bedroom lake house in Dale

7.4 out of 10, Good, (3)
"This was a very beautiful lake house, it’s a nice place to find peaceful vibes and a wonderful view !!! I enjoyed myself very much so and wish I would have stayed one more day !! "
The price is CA $161
CA $352 total
includes taxes & fees
Jan 27 - Jan 28
Charming 2-bedroom lake house in Dale
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, (3)
"Perfectly situated between the North and East sides, and a very nice house. Would stay here again."
BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities
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
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, (27)
"Hosts made sure we checked in okay and were very responsive to any questions we had."
The price is CA $146
CA $416 total
includes taxes & fees
Jan 28 - Jan 29
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
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, (9)
"We stayed at the property to go to the Christmas parade in Santa Claus and delicious nuts in Santa Claus"
The price is CA $179
CA $347 total
includes taxes & fees
Jan 23 - Jan 24
Yellow Banks Log Cabin With Waterfront Views
Yellow Banks Log Cabin with Lake Views
Dining

Yellow Banks Log Cabin with Lake Views

9.2 out of 10, Wonderful, (11)
"Nice secluded area, very tranquil setting "
The price is CA $215
CA $395 total
includes taxes & fees
Jan 23 - Jan 24
Yellow Banks Log Cabin with Lake 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, (1001)
"They still provide room service cleaning with fresh towels, etc. . The breakfast is large with a big variety of items. We stay there every time we visit family."
The price is CA $112
CA $129 total
includes taxes & fees
Jan 25 - Jan 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, (1001)
"Clean and comfortable "
The price is CA $121
CA $139 total
includes taxes & fees
Feb 2 - Feb 3
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, (1000)
"Great staff and environment "
The price is CA $150
CA $172 total
includes taxes & fees
Feb 2 - Feb 3
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?

2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!! : This vacation home near Oakland City is located next to a golf course and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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?

While you're exploring the area, Bridlewood Park and Wabash Erie Canal Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll also find Oakland City University.

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.