Title: Oakland City Vacation Home Rentals from CA $235: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Oakland City](https://expedia.ca/Oakland-City-Hotels.d6283924.Travel-Guide-Hotels)[Vacation Rentals in Oakland City](https://expedia.ca/Oakland-City-Vacation-Rentals.d6283924.Travel-Guide-VacationRentals)[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 Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6283924&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6283924&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6283924&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6283924&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Oakland City Vacation Homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110360000/110350800/110350748/16d913f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110360000/110350800/110350748/4544896c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110360000/110350800/110350748/cb599b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110360000/110350800/110350748/7b5765d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barn in the Burgh Newburgh 10/10 Exceptional (10) "This place is beautiful!! It was just what we needed for a couple of days away with our two dogs. The host was quick to respond to my questions prior to booking. We will definitely be back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shanna P. CA $135 CA $437 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Newburgh-Hotels-Barn-In-The-Burgh.h110350748.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91610000/91606800/91606742/b6209296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91610000/91606800/91606742/6c624c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/92000000/91610000/91606800/91606742/dd3d41b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91610000/91606800/91606742/66f59d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trendy Two bedroom home centrally located near UE Evansville 9.2/10 Wonderful (5) "Place was very clean. Provisions were great! We were glad to be able to do laundry. We suggest having a laundry basket and a small folding table." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol B. CA $106 CA $235 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Evansville-Hotels-Trendy-Two-Bedroom-Home-Centrally-Located-Near-UE.h91606742.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/67000000/66920000/66912900/66912898/9218764c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66920000/66912900/66912898/da3d4b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/67000000/66920000/66912900/66912898/1d4b5600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/67000000/66920000/66912900/66912898/e05c9c70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky. Newburgh 9.8/10 Exceptional (33) "Stayed for the weekend with 2 friends. Everything was clean and as expected." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Reuben E. CA $143 CA $399 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Newburgh-Hotels-Charming-Retreat-Near-Historic-Newburgh.h66912898.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99620000/99610900/99610819/c53b68aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99620000/99610900/99610819/ba2bc1f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99620000/99610900/99610819/0e6e516d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99620000/99610900/99610819/b591eae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 1450 sf 2 BR Private Suite w/Dog Fe Huntingburg 9.8/10 Exceptional (19) "Loved this place! The hosts as well as the people in the town could not be any kinder! Perfect to bring your dog, it’s like their own retreat as well as yours. Highly recommend this place and be sure to visit the downtown area to support the local businesses, fabulous town! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen W. CA $168 CA $274 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Huntingburg-Hotels-Spacious-1450-Sf-2-BR-Private-Suite-WDog-Fe.h99610819.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110110000/110105700/110105628/2142634e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110110000/110105700/110105628/f4d16f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110110000/110105700/110105628/28d52f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110110000/110105700/110105628/113789a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Hideaway: Your Private Lakefront Retreat Dale 9.2/10 Wonderful (11) "This was perfect for us. We wanted to stay close to Holiday World and Splashing Safari. We enjoyed the secluded area. The house large enough for 2 adults and 2 kids. The kitchen was well equipped for the few meals we made there. Overall a nice stay, and would definitely rebook." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MICHELLE B. CA $122 CA $373 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Dale-Hotels-Charming-2-Bedroom-Lake-House-In-Dale.h110105628.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/73000000/72590000/72586200/72586132/903c4147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72590000/72586200/72586132/w1440h960x0y0-0f581230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/73000000/72590000/72586200/72586132/e10f4c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/73000000/72590000/72586200/72586132/24e0947a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Abode à la Mode | Centrally Located 2BR/1BA Home / Fast wifi/Close to everything Evansville 7.8/10 Good (7) "Hasib was great! Very open communications and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica P. [](https://www.expedia.ca/Evansville-Hotels-Abode-A-La-Mode-Centrally-Located-2BR1BA-Home-Fast-WifiClose-To-Everything.h72586132.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/109000000/108330000/108324600/108324575/ad46a5cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108330000/108324600/108324575/d5b04916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108330000/108324600/108324575/166ec575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108330000/108324600/108324575/bd94e453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water Lynnville 10/10 Exceptional (8) "Cute quiet lil house located around attractions for families. Well worth the money and host is always available " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Madison B. CA $200 CA $410 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Lynnville-Hotels-THE-GETAWAY-Charming-3-Bedroom-W-Large-Drive-WiFi-In-Lynnville-Right-Off-I-64.h108324575.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/112000000/111140000/111131400/111131310/0e462eae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/112000000/111140000/111131400/111131310/72594ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/112000000/111140000/111131400/111131310/251c0cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Paper towels](https://images.trvl-media.com/lodging/112000000/111140000/111131400/111131310/9977cf1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Corner / 2BR/1BA EVV Apartment Evansville CA $100 CA $251 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Evansville-Hotels-Cozy-Corner-2BR1BA-EVV-Apartment.h111131310.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117460000/117459400/117459315/w904h683x60y0-96b91e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117460000/117459400/117459315/w906h683x59y0-05f65f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117460000/117459400/117459315/w507h683x259y0-07510b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, foosball, books](https://images.trvl-media.com/lodging/118000000/117460000/117459400/117459315/w902h683x61y0-0746a56f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Miles from Holiday World sleeps 11+ —Family Escape Dale 9.4/10 Exceptional (11) "Absolutely amazing host, they made the check in process so easy. It was minutes from Holiday World so it made our trip so well worth it. The house was beautiful and the game room was the favorite part of the kid’s night. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sabrina S. CA $315 CA $538 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Dale-Hotels-10-Min-From-Holiday-World-Family-Escape.h117459315.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118460000/118459700/118459665/53f9f115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118460000/118459700/118459665/8ee8b922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118460000/118459700/118459665/f1884faf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/119000000/118460000/118459700/118459665/10c03237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fall Bliss: Charming 3BR Home with Sauna & Hot Tub Evansville CA $224 CA $590 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Evansville-Hotels-Charming-3-Bedroom-House-Getaway-Near-Mayse-Farm-In-Evansville.h118459665.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97010000/97009300/97009300/w3072h2303x0y1-5b4b4820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/98000000/97010000/97009300/97009300/22f034a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97010000/97009300/97009300/w3072h2303x0y1-17be8620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/98000000/97010000/97009300/97009300/b80f7968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mid-Century Brick Bungalow Home Evansville 6.2/10 (17) "Close to everything we wanted to do." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mona CA $140 CA $327 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Evansville-Hotels-Mid-Century-Brick-Bungalow-Home.h97009300.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17®ionId=6283924&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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-Private-Vacation-Homes.d6283924-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOakland-City-Private-Vacation-Homes.d6283924-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Oakland City Hotel Reviews ![Comfort Inn & Suites Evansville Airport](//images.trvl-media.com/lodging/1000000/50000/40500/40405/4020e7b5_y.jpg) ### Comfort Inn & Suites Evansville Airport 10/10 Excellent "Hotel was easily accessible and right off interstate. Staff was friendly and kept it clean. The bed was comfortable. " [](https://expedia.ca/Evansville-Hotels-Comfort-Inn-Suites-Evansville-Airport.h40405.Hotel-Information) ![Spark by Hilton Evansville East, IN](//images.trvl-media.com/lodging/1000000/330000/327200/327156/3ebaf175_y.jpg) ### Spark by Hilton Evansville East, IN 10/10 Excellent "Wonderful and affordable accommodations. Friendly staff with nice breakfast. 24 hr coffee availability was a real plus." [](https://expedia.ca/Evansville-Hotels-Spark-By-Hilton-Evansville-East.h327156.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Evansville](//images.trvl-media.com/lodging/1000000/50000/42500/42483/29ca343a_y.jpg) ### La Quinta Inn & Suites by Wyndham Evansville 10/10 Excellent "The parkin is right in front of the hotel so you can usually see you car from your room, breakfast was good, juice, milk, waffles, cereal, and other... The room was very clean, and bed was comfortable. Checking was also smooth through their web form just pickup keys at the front desk. " [](https://expedia.ca/Evansville-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Evansville.h42483.Hotel-Information) ![Clarion Inn & Suites](//images.trvl-media.com/lodging/1000000/50000/49600/49543/b854330c_y.jpg) ### Clarion Inn & Suites 10/10 Excellent "Grace at the front desk was amazing! Super helpful, wore so many hats! Room was large and very clean. Bar items were incedibly reasonable! TV with Roku was a bit unmanageable but will yry a little harder next time. Will stay again!" [](https://expedia.ca/Evansville-Hotels-Clarion-Inn-Suites.h49543.Hotel-Information) ![Garner Hotel Evansville East by IHG](//images.trvl-media.com/lodging/1000000/130000/126800/126729/63837cb4_y.jpg) ### Garner Hotel Evansville East by IHG 10/10 Excellent "Everything suited our needs! Thanks for a great stay!" [](https://expedia.ca/Evansville-Hotels-Country-Inn-Suites-By-Radisson.h126729.Hotel-Information) ![Howard Johnson by Wyndham Evansville East](//images.trvl-media.com/lodging/1000000/20000/13800/13772/w3837h2571x3y3-fa715d4f_y.jpg) ### Howard Johnson by Wyndham Evansville East 10/10 Excellent "Staff very friendly and helpful " [](https://expedia.ca/Evansville-Hotels-Howard-Johnson-By-Wyndham-Evansville-East.h13772.Hotel-Information) ![Drury Inn & Suites Evansville East](//images.trvl-media.com/lodging/1000000/120000/116600/116545/2ba5f829_y.jpg) ### Drury Inn & Suites Evansville East 10/10 Excellent "I had an excellent stay. Staff was very friendly and location was great!" [](https://expedia.ca/Evansville-Hotels-Drury-Inn-Suites-Evansville-East.h116545.Hotel-Information) ![Hampton Inn Evansville](//images.trvl-media.com/lodging/1000000/20000/15400/15372/6afca36a_y.jpg) ### Hampton Inn Evansville 10/10 Excellent "Very nice staff. Continental breakfast was good as well. " [](https://expedia.ca/Evansville-Hotels-Hampton-Inn-Evansville.h15372.Hotel-Information) ![Oakland Courtyard](//images.trvl-media.com/lodging/118000000/117630000/117625600/117625584/dbd375da_y.jpg) ### Oakland Courtyard 10/10 Excellent "This place is the CLEANEST place I have ever stayed in! Ahe has a laundry room that is FREE! The room has a kitchenette, basic dishes and a KEURIG coffee maker!! I highly recommend this place!!" [](https://expedia.ca/Oakland-City-Hotels-Oakland-Courtyard.h117625584.Hotel-Information) ## Find out more about Oakland City ## Oakland City Vacation Homes information | Number of reviews | 105 | | --- | --- | | Accommodation | 66 Vacation Homes | | Lowest Price | CA $235 | | Highest Price | CA $590 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Huntingburg](https://www.expedia.ca/3Star-Huntingburg-Hotels.s30-0-d7718.Travel-Guide-Filter-Hotels) - [Holiday Park Resorts in Boonville](https://www.expedia.ca/Boonville-Holiday-Parks.d3000435768-aaHolidayParks.Travel-Guide-Accommodation) - [Cheap Hotels in Boonville](https://www.expedia.ca/Boonville-Hotels-Cheap-Hotels.0-0-d3000435768-tCheapHotels.Travel-Guide-Filter-Hotels) - [Boonville Hotels](https://www.expedia.ca/Boonville-Hotels.d3000435768.Travel-Guide-Hotels) - [Motels in Boonville](https://www.expedia.ca/Boonville-Motels.d3000435768-aaMotels.Travel-Guide-Accommodation) - 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