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Oakland City Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Oakland City vacation rentals

Smart TV

Guest House with acreage to explore.

Guest House with acreage to explore.
Tennyson
9.6 out of 10, Exceptional, (69 reviews)
"The place was great, quiet and peaceful! "
United States
brian k.
The price is ￥23,217
￥29,640 total
includes taxes & fees
Jul 12 - Jul 13
Guest House with acreage to explore.
Exterior

Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.8 out of 10, Exceptional, (8 reviews)
"This was a quiet, clean, and convenient little cabin close to Holiday World which is what we stayed for. "
United States
Ashley J.
The price is ￥25,166
￥45,825 total
includes taxes & fees
Jul 16 - Jul 17
Yellow Banks Log Cabin With Waterfront Views
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 ￥24,354
￥44,006 total
includes taxes & fees
Aug 9 - Aug 10
Yellow Banks Log Cabin With Waterfront Views
Smart TV, books

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Newburgh
9.6 out of 10, Exceptional, (40 reviews)
"Great stay!"
United States
Kristi M.
The price is ￥14,905
￥45,062 total
includes taxes & fees
Jul 22 - Jul 23
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
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 ￥24,354
￥44,552 total
includes taxes & fees
Jul 22 - Jul 23
Yellow Banks Log Cabin With Waterfront Views
TV

Yellow Banks Log Cabin with Lake Views

Yellow Banks Log Cabin with Lake Views
Dale
8.8 out of 10, Excellent, (21 reviews)
"Cute little cabin, fun for kids. "
United States
Paul S.
The price is ￥28,413
￥50,007 total
includes taxes & fees
Jul 14 - Jul 15
Yellow Banks Log Cabin with Lake Views
Smart TV

Trendy Two bedroom home centrally located near UE

Trendy Two bedroom home centrally located near UE
Evansville
9.6 out of 10, Exceptional, (8 reviews)
"Everything was as expected and very welcoming "
United States
Clifton K.
Trendy Two bedroom home centrally located near UE
2 bedrooms, iron/ironing board, WiFi, bed sheets

Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh

Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh
Newburgh
10.0 out of 10, Exceptional, (3 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.
Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh
Fridge, microwave, stovetop, coffee/tea maker

RiverTown Retro: 1970s Retreat | 1BR Downtown Newburgh | Walk to River & Coffee

RiverTown Retro: 1970s Retreat | 1BR Downtown Newburgh | Walk to River & Coffee
Newburgh
10.0 out of 10, Exceptional, (1 review)
"Had a 4 night stay with my dog and was very happy with location and accommodations. Apartment was clean and had everything I needed. The shower was tricky to get working, I had never seen one like it before. Luckily, my daughter's boyfriend knew what to do, LOL. I will definitely try to book this place again when I'm visiting the area."
United States
Kimberli S.
The price is ￥12,632
￥47,469 total
includes taxes & fees
Jul 14 - Jul 15
RiverTown Retro: 1970s Retreat | 1BR Downtown Newburgh | Walk to River & Coffee
Exterior

The LC Retreat

The LC Retreat
Lincoln City
10.0 out of 10, Exceptional, (1 review)
"Clean house. Great location, close to Holiday World!"
United States
Erin F.
The price is ￥36,578
￥62,453 total
includes taxes & fees
Jul 14 - Jul 15
The LC Retreat
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, (25 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 ￥22,679
￥39,058 total
includes taxes & fees
Jul 23 - Jul 24
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
2 bedrooms, desk, iron/ironing board, WiFi

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
Fridge, microwave, oven, stovetop

Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy

Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy
Evansville
10.0 out of 10, Exceptional, (8 reviews)
"What a great place to stay. The house is very nice and the area is great. I would definitely stay again. Ryan is great communicating with during the stay. "
United States
Mark B.
The price is ￥21,134
￥81,139 total
includes taxes & fees
Jul 28 - Jul 29
Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy
Exterior

THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water

THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
Lynnville
10.0 out of 10, Exceptional, (11 reviews)
"Cute quiet lil house located around attractions for families. Well worth the money and host is always available "
United States
Madison B.
The price is ￥33,213
￥60,323 total
includes taxes & fees
Jul 20 - Jul 21
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
Smart TV

Family Friendly Lakehouse with great views!

Family Friendly Lakehouse with great views!
Jasper
10.0 out of 10, Exceptional, (9 reviews)
The price is ￥53,904
￥67,101 total
includes taxes & fees
Aug 3 - Aug 4
Family Friendly Lakehouse with great views!
Fridge, microwave, oven, stovetop

Mid-Century Brick Bungalow Home

Mid-Century Brick Bungalow Home
Evansville
6.6 out of 10, (27 reviews)
"This was such a cute overnight stay! I loved the decor, and it was perfect for us!"
United States
Chelsea M.
The price is ￥14,631
￥36,269 total
includes taxes & fees
Jul 13 - Jul 14
Mid-Century Brick Bungalow Home
Fridge, microwave, oven, stovetop

5 Miles from Holiday World sleeps 11+ —Family Escape

5 Miles from Holiday World sleeps 11+ —Family Escape
Dale
9.8 out of 10, Exceptional, (23 reviews)
"Such a cute and cozy place that had everything we needed! Beds were all super comfy, and with 3 little ones with us, the game room was fantastic. Would definitely recommend!!!"
United States
Lauren M.
The price is ￥51,210
￥81,207 total
includes taxes & fees
Jul 20 - Jul 21
5 Miles from Holiday World sleeps 11+ —Family Escape
Fridge, microwave, oven, stovetop

Run Away Reindeer Retreat

Run Away Reindeer Retreat
Clay Township
10.0 out of 10, Exceptional, (2 reviews)
"The property was perfect for our family of 4. The host was very accommodating and immediately helped us with a few minor things we needed. They are very responsive and willing to help!The kids loved the ping pong table and hangout area in the basement. They also loved having their own room. Would definitely recommend staying here!"
United States
Dustin C.
The price is ￥58,047
￥89,725 total
includes taxes & fees
Aug 10 - Aug 11
Run Away Reindeer Retreat
Outdoor dining

Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.2 out of 10, Wonderful, (25 reviews)
"Very nice cabin very clean overall really enjoyed"
United States
Addy D.
The price is ￥20,295
￥39,460 total
includes taxes & fees
Jul 16 - Jul 17
Yellow Banks Log Cabin With Waterfront Views
Exterior

3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World

3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World
Ferdinand
The price is ￥40,821
￥61,198 total
includes taxes & fees
Aug 2 - Aug 3
3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World
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

Spark by Hilton Evansville East, IN

Spark by Hilton Evansville East, IN

10/10 Excellent
"Continental breakfast was very lacking"
Tammy 1-night trip
Posted less than an hour ago
Spark by Hilton Evansville East, IN

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:

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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?

Run Away Reindeer Retreat: This vacation home rental near Oakland City offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the arcade game room in this rental home to help you unwind.

What can I see and do in Oakland City?

Visit the sights such as Oakland City University while you're exploring the area.

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.