Title: Oakland City Vacation Rentals from CA $217: 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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Oakland City Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6283924&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6283924&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6283924&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6283924&startDate=2026-04-17&endDate=2026-04-19&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 Apartments [](https://www.expedia.ca/Hotel-Search?destination=Oakland+City%2C+Indiana%2C+United+States+of+America®ionId=6283924&latLong=38.338659%2C-87.345013&adults=2&startDate=2026-03-26&d1=2026-03-26&endDate=2026-03-29&d2=2026-03-29&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Oakland+City%2C+Indiana%2C+United+States+of+America®ionId=6283924&latLong=38.338659%2C-87.345013&adults=2&startDate=2026-03-26&d1=2026-03-26&endDate=2026-03-29&d2=2026-03-29&lodging=VACATION_HOME) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Oakland+City%2C+Indiana%2C+United+States+of+America®ionId=6283924&latLong=38.338659%2C-87.345013&adults=2&startDate=2026-03-26&d1=2026-03-26&endDate=2026-03-29&d2=2026-03-29&lodging=CABIN) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOakland-City-Vacation-Rentals.d6283924.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOakland-City-Vacation-Rentals.d6283924.Travel-Guide-VacationRentals) ## Top Oakland City Hotel Reviews ![Clarion Inn & Suites Evansville Eastland Area](https://images.trvl-media.com/lodging/1000000/50000/49600/49543/58817ea3_y.jpg) ### Clarion Inn & Suites Evansville Eastland Area 10/10 Excellent "All of the customer service people are nice ans helpful." [](https://expedia.ca/Evansville-Hotels-Clarion-Inn-Suites.h49543.Hotel-Information) ![Hampton Inn Evansville](https://images.trvl-media.com/lodging/1000000/20000/15400/15372/6afca36a_y.jpg) ### Hampton Inn Evansville 10/10 Excellent "Loved the bottles of bath wash,shampoo,conditioner and lotion in the big bottles verses the small bottles " [](https://expedia.ca/Evansville-Hotels-Hampton-Inn-Evansville.h15372.Hotel-Information) ![Spark by Hilton Evansville East, IN](https://images.trvl-media.com/lodging/1000000/330000/327200/327156/3ebaf175_y.jpg) ### Spark by Hilton Evansville East, IN 10/10 Excellent "Very clean room" [](https://expedia.ca/Evansville-Hotels-Spark-By-Hilton-Evansville-East.h327156.Hotel-Information) ![One Life Studios ](https://images.trvl-media.com/lodging/1000000/20000/12200/12148/c306d08d_y.jpg) ### One Life Studios 10/10 Excellent "Loved our time so much thank you." [](https://expedia.ca/Evansville-Hotels-One-Life-Studios.h12148.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 "Good selection of hot food options at breakfast. " [](https://expedia.ca/Evansville-Hotels-Drury-Inn-Suites-Evansville-East.h116545.Hotel-Information) ![Comfort Inn & Suites Evansville Airport](https://images.trvl-media.com/lodging/1000000/50000/40500/40405/4020e7b5_y.jpg) ### Comfort Inn & Suites Evansville Airport 10/10 Excellent "Everything was good " [](https://expedia.ca/Evansville-Hotels-Comfort-Inn-Suites-Evansville-Airport.h40405.Hotel-Information) ![Holiday Inn Express Evansville by IHG](https://images.trvl-media.com/lodging/17000000/16390000/16385700/16385627/4c8e8538_y.jpg) ### Holiday Inn Express Evansville by IHG 10/10 Excellent "Nice clean room with comfortable double queen beds. The staff were very friendly. The breakfast was delicious every morning we were there. Additionally there was a different full breakfast every day. The kitchen staff were friendly and kept the cafeteria very clean and food dishes refilled regularly. I loved my stay here and will stay here again when visiting family in Evansville, IN." [](https://expedia.ca/Evansville-Hotels-Holiday-Inn-Express-Evansville.h16385627.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Evansville](https://images.trvl-media.com/lodging/1000000/50000/42500/42483/29ca343a_y.jpg) ### La Quinta Inn & Suites by Wyndham Evansville 10/10 Excellent "Staff was very nice and helpful. Room was clean and just as expected. Breakfast was good. Excellent choice at any rate but price was very reasonable." [](https://expedia.ca/Evansville-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Evansville.h42483.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 "The staff was super friendly and helpful. The hotel has been updated and it looks great!!! It was nice to find affordable rooms that are clean, look nice, and comfortable. The breakfast was decent too. " [](https://expedia.ca/Evansville-Hotels-Country-Inn-Suites-By-Radisson.h126729.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. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Oakland City ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [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 ### Can I find a vacation rental in Oakland City? 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