Title: Webster County Vacation Rentals from CA $208: Short-Term Rentals for 2026 | Expedia.ca [Webster County Hotels](https://expedia.ca/Destinations-In-Webster-County.d553248635976431895.Hotel-Destinations)[Webster County Car Rentals](https://expedia.ca/Destinations-In-Webster-County.d553248635976431895.Car-Rental-Destinations)[Webster County Vacations](https://expedia.ca/Webster-County.d553248635976431895.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. 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[Book now](https://expedia.ca/deals?rfrr=VR_SPRING_PROMO_553248635976431895) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Webster+County%2C+Kentucky%2C+United+States+of+America®ionId=553248635976431895&latLong=37.518443%2C-87.683159&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Webster+County%2C+Kentucky%2C+United+States+of+America®ionId=553248635976431895&latLong=37.518443%2C-87.683159&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=CABIN) Villas [](https://www.expedia.ca/Hotel-Search?destination=Webster+County%2C+Kentucky%2C+United+States+of+America®ionId=553248635976431895&latLong=37.518443%2C-87.683159&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Webster+County%2C+Kentucky%2C+United+States+of+America®ionId=553248635976431895&latLong=37.518443%2C-87.683159&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Webster+County%2C+Kentucky%2C+United+States+of+America®ionId=553248635976431895&latLong=37.518443%2C-87.683159&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=VACATION_HOME) ![](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%2FDestinations-In-Webster-County.d553248635976431895.Vacation-Rental-Destinations)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Webster-County.d553248635976431895.Vacation-Rental-Destinations) ## Top Webster County Hotel Reviews ![Greenfield Inn & Suites Owensboro, KY Airport](https://images.trvl-media.com/lodging/1000000/70000/63100/63087/e966cfab_y.jpg) ### Greenfield Inn & Suites Owensboro, KY Airport 8/10 Good "Clean and convenient. A 2 king bed room is not 2 bedrooms. " [](https://expedia.ca/Owensboro-Hotels-Wingfield-Inn-Suites.h63087.Hotel-Information) ![Fairfield Inn by Marriott Owensboro](https://images.trvl-media.com/lodging/1000000/70000/64200/64180/7db108d6_y.jpg) ### Fairfield Inn by Marriott Owensboro 10/10 Excellent "The air conditioning was fine. Comfortable beds, safe parking. Walkable to several restaurants. Breakfast was good with a variety of hot and cold options. " [](https://expedia.ca/Owensboro-Hotels-Fairfield-Inn-By-Marriott-Owensboro.h64180.Hotel-Information) ![Days Inn by Wyndham Madisonville](https://images.trvl-media.com/lodging/1000000/10000/4400/4376/92a931d8_y.jpg) ### Days Inn by Wyndham Madisonville 6/10 Okay "Bathroom to small this time. " [](https://expedia.ca/Madisonville-Hotels-Days-Inn-By-Wyndham-Madisonville.h4376.Hotel-Information) ![Wingate by Wyndham Owensboro](https://images.trvl-media.com/lodging/1000000/300000/296100/296068/1014f829_y.jpg) ### Wingate by Wyndham Owensboro 10/10 Excellent "Yeah. Room was good. " [](https://expedia.ca/Owensboro-Hotels-Sleep-Inn.h296068.Hotel-Information) ![Comfort Inn & Suites Madisonville](https://images.trvl-media.com/lodging/3000000/2920000/2911300/2911258/58fc8b90_y.jpg) ### Comfort Inn & Suites Madisonville 8/10 Good "The room was clean and comfortable " [](https://expedia.ca/Madisonville-Hotels-Comfort-Inn-And-Suites.h2911258.Hotel-Information) ![Sleep Inn Henderson-Evansville South](https://images.trvl-media.com/lodging/1000000/110000/105600/105545/d0c3f4bd_y.jpg) ### Sleep Inn Henderson-Evansville South 6/10 Okay "Front desk messed up reservation and gave our room to two groups. We were already in the room when the others entered. A little awkward but front desk fixed after we both went down to them. " [](https://expedia.ca/Owensboro-Hotels-Sleep-Inn-Henderson-Evansville-South.h105545.Hotel-Information) ![Charming Treehouse with Lake View and Access](https://images.trvl-media.com/lodging/94000000/93840000/93830800/93830767/b1232868_y.jpg) ### Charming Treehouse with Lake View and Access 10/10 Excellent "My wife and I love the treehouse. It is a perfect place to getaway and relax. This was are third trip with many more planned. " [](https://expedia.ca/Charming-Treehouse-With-Lake-View-And-Access.h93830767.Hotel-Information) ![Comfort Suites Owensboro South](https://images.trvl-media.com/lodging/1000000/910000/909800/909708/fdf59030_y.jpg) ### Comfort Suites Owensboro South 8/10 Good "This hotel has everything we needed. The bed was comfortable and clean. The carpet is due for updating or hardwood. The breakfast was great. Staff were very kind. " [](https://expedia.ca/Owensboro-Hotels-Comfort-Suites.h909708.Hotel-Information) ![Super 8 by Wyndham Owensboro](https://images.trvl-media.com/lodging/1000000/50000/49900/49863/bda5e2e0_y.jpg) ### Super 8 by Wyndham Owensboro 10/10 Excellent "Very clean and the staff was amazing " [](https://expedia.ca/Owensboro-Hotels-Super-8-By-Wyndham-Owensboro.h49863.Hotel-Information) ## Find out more about Webster County **Everything you need to know about** **Webster County** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Webster County vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Webster County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Webster County vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Webster County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Webster County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. The selection of Webster County vacation rentals we have selected for you start as low as CA $208 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Webster County rentals** At Expedia, we put the best Webster County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Webster County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Webster County vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Webster County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - All accommodation types in Webster County - [Vacation Homes in Webster County ](https://expedia.ca/Webster-County-Private-Vacation-Homes.d553248635976431895-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in Webster County ](https://expedia.ca/Webster-County-Cottages.d553248635976431895-aaCottages.Travel-Guide-Accommodation) - [Cabin Rentals in Webster County ](https://expedia.ca/Webster-County-Cabins.d553248635976431895-aaCabins.Travel-Guide-Accommodation) - [Apartments in Webster County ](https://expedia.ca/Webster-County-Apartments.d553248635976431895-aaApartments.Travel-Guide-Accommodation) - [Motels in Webster County ](https://expedia.ca/Webster-County-Motels.d553248635976431895-aaMotels.Travel-Guide-Accommodation) - [Farmstay in Webster County ](https://expedia.ca/Webster-County-Agritourism.d553248635976431895-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Webster County ](https://expedia.ca/Webster-County-Bed-And-Breakfast.d553248635976431895-aaBedAndBreakfast.Travel-Guide-Accommodation)