Title: Oakland City Vacation Rentals from CA $226: Short-Term Rentals for 2026 | Expedia.ca

[Hotels in Oakland City](https://expedia.ca/Oakland-City-Hotels.d6283924.Travel-Guide-Hotels)[Oakland City Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland-City.d6283924.Car-Rental-Guide)[Oakland City Vacation Packages](https://expedia.ca/Oakland-City.d6283924.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6283924&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=6283924&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=6283924&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=6283924&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Oakland+City%2C+Indiana%2C+United+States+of+America&regionId=6283924&latLong=38.338659%2C-87.345013&adults=2&startDate=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Oakland+City%2C+Indiana%2C+United+States+of+America&regionId=6283924&latLong=38.338659%2C-87.345013&adults=2&startDate=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Oakland+City%2C+Indiana%2C+United+States+of+America&regionId=6283924&latLong=38.338659%2C-87.345013&adults=2&startDate=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=CABIN)

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## Top Oakland City Hotel Reviews

![La Quinta Inn & Suites by Wyndham Evansville](https://images.trvl-media.com/lodging/1000000/50000/42500/42483/0dd01c60_y.jpg)

### La Quinta Inn & Suites by Wyndham Evansville

10/10 Excellent

"Easy on and easy off my travel route. Enjoyed the hot breakfast at 6am after a quiet night's sleep. "

[](https://expedia.ca/Evansville-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Evansville.h42483.Hotel-Information)

![Hampton Inn Evansville](https://images.trvl-media.com/lodging/1000000/20000/15400/15372/6afca36a_y.jpg)

### Hampton Inn Evansville

10/10 Excellent

"Additional charge for parking. $8 a night Staff was courteous and helpful, very pleasant to deal with. Room was clean."

[](https://expedia.ca/Evansville-Hotels-Hampton-Inn-Evansville.h15372.Hotel-Information)

![Garner Hotel Evansville East by IHG](https://images.trvl-media.com/lodging/1000000/130000/126800/126729/63837cb4_y.jpg)

### Garner Hotel Evansville East by IHG

10/10 Excellent

"Staff so friendly and professional. Place was very safe and clean and quiet."

[](https://expedia.ca/Evansville-Hotels-Country-Inn-Suites-By-Radisson.h126729.Hotel-Information)

![Comfort Inn & Suites Evansville Airport](https://images.trvl-media.com/lodging/1000000/50000/40500/40405/42315fac_y.jpg)

### Comfort Inn & Suites Evansville Airport

8/10 Good

"Hot tub wasn't working, the breakfast was good. Our 1st room recked of cigarette smoke and the gentleman at the desk apologized and gave us another room."

[](https://expedia.ca/Evansville-Hotels-Comfort-Inn-Suites-Evansville-Airport.h40405.Hotel-Information)

![WoodSpring Suites Evansville East](https://images.trvl-media.com/lodging/3000000/2140000/2133800/2133755/5b5c5e3a_y.jpg)

### WoodSpring Suites Evansville East

8/10 Good

"The staff is polite and respectful. "

[](https://expedia.ca/Evansville-Hotels-WoodSpring-Suites-Evansville-East.h2133755.Hotel-Information)

![Clarion Inn & Suites Evansville Eastland Area](https://images.trvl-media.com/lodging/1000000/50000/49600/49543/13e76990_y.jpg)

### Clarion Inn & Suites Evansville Eastland Area

10/10 Excellent

"great"

[](https://expedia.ca/Evansville-Hotels-Clarion-Inn-Suites.h49543.Hotel-Information)

![Drury Inn & Suites Evansville East](https://images.trvl-media.com/lodging/1000000/120000/116600/116545/2ba5f829_y.jpg)

### Drury Inn & Suites Evansville East

10/10 Excellent

"It was all wonderful- really enjoyed the whole experience there. Will definitely revisit!"

[](https://expedia.ca/Evansville-Hotels-Drury-Inn-Suites-Evansville-East.h116545.Hotel-Information)

![Fairfield Inn By Marriott Evansville East](https://images.trvl-media.com/lodging/1000000/10000/8100/8056/fd96c7a6_y.jpg)

### Fairfield Inn By Marriott Evansville East

4/10 Poor

"Didn’t go to pool or gym "

[](https://expedia.ca/Evansville-Hotels-Fairfield-Inn-By-Marriott-Evansville-East.h8056.Hotel-Information)

![Howard Johnson by Wyndham Evansville East](https://images.trvl-media.com/lodging/1000000/20000/13800/13772/935e79b1_y.jpg)

### Howard Johnson by Wyndham Evansville East

8/10 Good

"Clean, quiet "

[](https://expedia.ca/Evansville-Hotels-Howard-Johnson-By-Wyndham-Evansville-East.h13772.Hotel-Information)

## Find out more about Oakland City

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oakland City. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Oakland City ](https://expedia.ca/Oakland-City-Private-Vacation-Homes.d6283924-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Oakland City ](https://expedia.ca/Oakland-City-Apartments.d6283924-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Oakland City ](https://expedia.ca/Oakland-City-Cabins.d6283924-aaCabins.Travel-Guide-Accommodation)
- [Motels in Oakland City ](https://expedia.ca/Oakland-City-Motels.d6283924-aaMotels.Travel-Guide-Accommodation)
- [Cottages in Oakland City ](https://expedia.ca/Oakland-City-Cottages.d6283924-aaCottages.Travel-Guide-Accommodation)
- [Farmstay in Oakland City ](https://expedia.ca/Oakland-City-Agritourism.d6283924-aaAgritourism.Travel-Guide-Accommodation)
- [Guest Houses in Oakland City ](https://expedia.ca/Oakland-City-Guest-Houses.d6283924-aaGuestHouses.Travel-Guide-Accommodation)

## Frequently asked questions

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