Title: Gentryville Vacation Home Rentals from CA $275: Search Top Private Vacation Homes for Rent | Expedia.ca [Gentryville Travel Guide](https://expedia.ca/Gentryville.dx553248634983423194)[Hotels in Gentryville](https://expedia.ca/Gentryville-Hotels.d553248634983423194.Travel-Guide-Hotels)[Vacation Rentals in Gentryville](https://expedia.ca/Gentryville-Vacation-Rentals.d553248634983423194.Travel-Guide-VacationRentals)[Gentryville Car Rentals](https://expedia.ca/Car-Rentals-In-Gentryville.d553248634983423194.Car-Rental-Guide)[Gentryville Vacation Packages](https://expedia.ca/Gentryville.d553248634983423194.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) # Gentryville 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 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248634983423194&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248634983423194&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248634983423194&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248634983423194&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Gentryville 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) ![Exterior detail](https://images.trvl-media.com/lodging/111000000/110360000/110350800/110350748/6d52e205.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) ![Interior](https://images.trvl-media.com/lodging/111000000/110360000/110350800/110350748/cb599b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barn in the Burgh Newburgh 10/10 Exceptional (11) "Hosted a small Sweet 16 birthday for our daughter here for her and 6 of her friends. Great place to decorate, dance and have fun along with a great area for them to have a sleepover while mom and dad relaxed in the main part of the barn. We are from the area but would certainly rent again for family get togethers or small events. Everyone loved the cornhole boards and ping pong table... loved that they provide table and chairs that can be set up as needed too. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $148 CA $454 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Newburgh-Hotels-Barn-In-The-Burgh.h110350748.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/b591eae3.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/ba2bc1f2.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 $275 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/111000000/110110000/110105700/110105628/113789a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110110000/110105700/110105628/8a14339e.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) ### 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 10 - Nov 11 [](https://www.expedia.ca/Dale-Hotels-Charming-2-Bedroom-Lake-House-In-Dale.h110105628.Hotel-Information) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/70000000/69850000/69843700/69843688/262eff78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69850000/69843700/69843688/8a57dd04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69850000/69843700/69843688/33cce3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69850000/69843700/69843688/e5d3833d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Style home -2 bedrooms 1 bath Birdseye 10/10 Exceptional (74) "Enjoyed our quiet country stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melanie CA $225 CA $287 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Birdseye-Hotels-Family-Style-Home-2-Bedrooms-1-Bath.h69843688.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) ![Interior](https://images.trvl-media.com/lodging/109000000/108330000/108324600/108324575/94218c1a.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) ### 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 $201 CA $409 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Lynnville-Hotels-THE-GETAWAY-Charming-3-Bedroom-W-Large-Drive-WiFi-In-Lynnville-Right-Off-I-64.h108324575.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) ![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) ![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/118000000/117460000/117459400/117459315/w507h683x259y0-de84b730.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) ### 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 $316 CA $540 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Dale-Hotels-10-Min-From-Holiday-World-Family-Escape.h117459315.Hotel-Information) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/118000000/117500000/117498700/117498628/dbb1ab5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117500000/117498700/117498628/c60e8951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117500000/117498700/117498628/a2f74857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117500000/117498700/117498628/cf0c3bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Vintage House. Home in Fulda, Indiana Fulda 9.8/10 Exceptional (6) "This stay was fantastic! It took me all the way back from staying at my grandparents house, so nostalgic. It had everything we needed & more. The kids loved it, the family couldnt get over how cute the how was & the hospitality. Miss Laura was an amazing host, very kind & thoughtful. We will always stay here. BOOK it TODAY! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teaa R. Utley CA $297 CA $522 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/3-Bedroom-House-Near-Santa-Claus.h117498628.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120910000/120907700/120907628/w1156h724x63y1036-577fca9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120910000/120907700/120907628/w1258h596x16y1100-28a76416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels, soap, toilet paper](https://images.trvl-media.com/lodging/121000000/120910000/120907700/120907628/05aaa667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/121000000/120910000/120907700/120907628/b3d39db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path Lewisport CA $281 CA $443 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Hawesville-Hotels-Ultimate-Private-4-Bedroom-3-Full-Bathrooms-Right-Next-To-Golf-Course-With-Path.h120907628.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=2025-11-18&endDate=2025-11-19®ionId=553248634983423194&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&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%2FGentryville-Private-Vacation-Homes.d553248634983423194-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGentryville-Private-Vacation-Homes.d553248634983423194-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Gentryville Hotel Reviews ![Hampton Inn & Suites Downtown Owensboro/Waterfront](//images.trvl-media.com/lodging/7000000/6970000/6963800/6963707/6cc46874_y.jpg) ### Hampton Inn & Suites Downtown Owensboro/Waterfront 10/10 Excellent "We loved the river view, the pool, the hot rub, and the coffee!!" [](https://expedia.ca/Owensboro-Hotels-Hampton-Inn-And-Suites-OwensboroDowntown-Waterfront.h6963707.Hotel-Information) ![Comfort Inn](//images.trvl-media.com/lodging/49000000/48680000/48676500/48676483/9fea90d4_y.jpg) ### Comfort Inn 10/10 Excellent "Nice room, convenient. " [](https://expedia.ca/Jasper-Hotels-Comfort-Inn.h48676483.Hotel-Information) ![SureStay Plus Hotel by Best Western Jasper](//images.trvl-media.com/lodging/1000000/10000/900/838/3be0d8b8_y.jpg) ### SureStay Plus Hotel by Best Western Jasper 10/10 Excellent "Good " [](https://expedia.ca/Jasper-Hotels-SureStay-Plus-Hotel-By-Best-Western-Jasper.h838.Hotel-Information) ![Clarion Pointe](//images.trvl-media.com/lodging/1000000/30000/24200/24170/702635f5_y.jpg) ### Clarion Pointe 10/10 Excellent "Friendliest staff I’ve ever encountered " [](https://expedia.ca/Jasper-Hotels-Days-Inn-By-Wyndham-Jasper.h24170.Hotel-Information) ![Hampton Inn Jasper](//images.trvl-media.com/lodging/1000000/220000/212300/212287/c975a9f6_y.jpg) ### Hampton Inn Jasper 10/10 Excellent "Nice stay; friendly staff" [](https://expedia.ca/Jasper-Hotels-Hampton-Inn-Jasper.h212287.Hotel-Information) ![Santas Lodge and Resort](//images.trvl-media.com/lodging/13000000/12730000/12724000/12723915/0f9af67f_y.jpg) ### Santas Lodge and Resort 10/10 Excellent "The room was clean and comfortable. Santa’s Lodge is a simple but adequate hotel with a cute theme. " [](https://expedia.ca/Santa-Claus-Hotels-Santas-Lodge-And-Resort.h12723915.Hotel-Information) ![Comfort Inn](//images.trvl-media.com/lodging/11000000/10250000/10246100/10246041/4c4f290e_y.jpg) ### Comfort Inn 10/10 Excellent "The staff was friendly. " [](https://expedia.ca/Jasper-Hotels-Comfort-Inn.h10246041.Hotel-Information) ![Holiday Inn Express Hotel & Suites Jasper by IHG](//images.trvl-media.com/lodging/2000000/1810000/1802500/1802413/ba547207_y.jpg) ### Holiday Inn Express Hotel & Suites Jasper by IHG 10/10 Excellent "The staff were friendly and very helpful. Big shout out to staff member Sheena Ranson. I called, 2 days in a row, with questions and requests and she went above and beyond. Always friendly even when we arrived. Shes great with guests. Hotel very clean and updated. We will stay there again" [](https://expedia.ca/Jasper-Hotels-Holiday-Inn-Express-Hotel-Suites-Jasper.h1802413.Hotel-Information) ![Quality Inn & Suites](//images.trvl-media.com/lodging/1000000/900000/890200/890113/0f80493b_y.jpg) ### Quality Inn & Suites 10/10 Excellent "Great staff, clean rooms" [](https://expedia.ca/Jasper-Hotels-Quality-Inn-Suites.h890113.Hotel-Information) ## Find out more about Gentryville ## Gentryville Vacation Homes information | Number of reviews | 137 | | --- | --- | | Accommodation | 40 Vacation Homes | | Lowest Price | CA $275 | | Highest Price | CA $540 | ## 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) - [4 Star Hotels in Ferdinand](https://www.expedia.ca/4Star-Ferdinand-Hotels.s40-0-d6023400.Travel-Guide-Filter-Hotels) - [Holiday Park Resorts in Boonville](https://www.expedia.ca/Boonville-Holiday-Parks.d3000435768-aaHolidayParks.Travel-Guide-Accommodation) - 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