Title: Webster County Cottages | Expedia.ca [Webster County Hotels](https://expedia.ca/Destinations-In-Webster-County.d553248635976431895.Hotel-Destinations)[Vacation Rentals in Webster County](https://expedia.ca/Destinations-In-Webster-County.d553248635976431895.Vacation-Rental-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) ![](https://mediaim.expedia.com/destination/1/75def19cfa93fe547cf9c9f87b0689ae.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Webster County Cottage Rentals ## Compare and save ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976431895&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976431895&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976431895&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976431895&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Cottages in Webster County ![Exterior](https://images.trvl-media.com/lodging/91000000/90360000/90353900/90353872/3043b99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/91000000/90360000/90353900/90353872/58cbb3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90360000/90353900/90353872/9ddfe729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90360000/90353900/90353872/ca7dfd0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grandma's Cozy Cottage Madisonville 9.6/10 Exceptional (8) "It was very nice, very clean, quiet. Everything to cook, only need matches for the stove. we had a good weekend. we only left the house one day to buy food, that's all. Good heat, because it was cold. Good neighborhood. Thank you Cindy." [](https://www.expedia.ca/Madisonville-Hotels-Grandmas-Cottage.h90353872.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91980000/91974400/91974327/7e877a45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/92000000/91980000/91974400/91974327/239d7c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91980000/91974400/91974327/a75f0115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/92000000/91980000/91974400/91974327/4eb56872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grandpa's Comfy Cottage Madisonville 10/10 Exceptional (3) "Everything we needed and close to everything else 👍" [](https://www.expedia.ca/Madisonville-Hotels-Grandpas-Comfy-Cottage.h91974327.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71100000/71090700/71090647/155c4ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71100000/71090700/71090647/c876c377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71100000/71090700/71090647/d3d56b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71100000/71090700/71090647/d7a8e0a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Midtown Cottage- Self Check-In & Centrally Located in Owensboro Owensboro 10/10 Exceptional (11) "We were there for a tennis tournament and it was the perfect location. It worked out so well for all of us." [](https://www.expedia.ca/Owensboro-Hotels-Midtown-Cottage-Self-Check-In-Centrally-Located-In-Owensboro.h71090647.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73100000/73092800/73092737/57a98b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73100000/73092800/73092737/d986423d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73100000/73092800/73092737/c1687713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73100000/73092800/73092737/9c5c7ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private, cozy,classic, simple. Centrally located to hospital, uptown. Madisonville 10/10 Exceptional (3) "Cozy little place no far from all the things in Madisonville. " [](https://www.expedia.ca/Madisonville-Hotels-Private.h73092737.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113050000/113049900/113049878/93f71f26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113050000/113049900/113049878/f65ac32d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113050000/113049900/113049878/443a4008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113050000/113049900/113049878/aacc2abf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Log Cabin Retreat in Kentucky: Fire Pit & Grill! Owensboro [](https://www.expedia.ca/Owensboro-Hotels-Lakefront-Log-Cabin-In-Kentucky-Fire-Pit-Grill.h113049878.Hotel-Information) ![House (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/120000000/119440000/119436500/119436437/1e99e66c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/120000000/119440000/119436500/119436437/2e892699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/120000000/119440000/119436500/119436437/eb7073eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/120000000/119440000/119436500/119436437/5ff9265d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Lake & Dock: Log Cabin, 2 Mi to Clay! Clay [](https://www.expedia.ca/Clay-Hotels-Private-Lake-Dock-Log-Cabin.h119436437.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94540000/94539200/94539193/056921c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94540000/94539200/94539193/de559f50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94540000/94539200/94539193/33b3d51c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94540000/94539200/94539193/03c25b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Ohio River Home With Water Views & Porch! Cave-in-Rock [](https://www.expedia.ca/Cave-In-Rock-Hotels-Charming-Ohio-River-Home-With-Water-Views-Porch.h94539193.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103410000/103402000/103401968/b27670fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103410000/103402000/103401968/6506ca3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103410000/103402000/103401968/15ae738a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103410000/103402000/103401968/7188d079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Riverview Cottage with AC in Evansville Evansville [](https://www.expedia.ca/Evansville-Hotels-Charming-Riverview-Cottage-With-AC-In-Evansville.h103401968.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=2025-10-13&endDate=2025-10-14®ionId=553248635976431895&adults=2&lodging=COTTAGE&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%2FWebster-County-Cottages.d553248635976431895-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWebster-County-Cottages.d553248635976431895-aaCottages.Travel-Guide-Accommodation) ## Top Webster County Hotel Reviews ![American Inn Princeton](//images.trvl-media.com/lodging/6000000/5560000/5555000/5554991/f1a30a53_y.jpg) ### American Inn Princeton 10/10 Excellent "Great price and service" [](https://expedia.ca/Princeton-Hotels-American-Inn-Princeton.h5554991.Hotel-Information) ![Super 8 by Wyndham Owensboro](//images.trvl-media.com/lodging/1000000/50000/49900/49863/bda5e2e0_y.jpg) ### Super 8 by Wyndham Owensboro 10/10 Excellent "Pillows were super comfy and the room was clean." [](https://expedia.ca/Owensboro-Hotels-Super-8-By-Wyndham-Owensboro.h49863.Hotel-Information) ![Hampton Inn Owensboro South](//images.trvl-media.com/lodging/1000000/20000/18700/18617/ff258e50_y.jpg) ### Hampton Inn Owensboro South 10/10 Excellent "🙂" [](https://expedia.ca/Owensboro-Hotels-Hampton-Inn-Owensboro-South.h18617.Hotel-Information) ![Greenfield Inn & Suites Owensboro, KY Airport](//images.trvl-media.com/lodging/1000000/70000/63100/63087/93e5516e_y.jpg) ### Greenfield Inn & Suites Owensboro, KY Airport 10/10 Excellent "Nice place for a reasonable price." [](https://expedia.ca/Owensboro-Hotels-Wingfield-Inn-Suites.h63087.Hotel-Information) ![Comfort Suites](//images.trvl-media.com/lodging/1000000/910000/909800/909708/c8fec3e4_y.jpg) ### Comfort Suites 10/10 Excellent "It was nice and quiet" [](https://expedia.ca/Owensboro-Hotels-Comfort-Suites.h909708.Hotel-Information) ![Charming Treehouse with Lake View and Access](//images.trvl-media.com/lodging/94000000/93840000/93830800/93830767/70d38bb6_y.jpg) ### Charming Treehouse with Lake View and Access 10/10 Excellent "Perfect for my weekend away with the Lord! " [](https://expedia.ca/Charming-Treehouse-With-Lake-View-And-Access.h93830767.Hotel-Information) ![Days Inn by Wyndham Madisonville](//images.trvl-media.com/lodging/1000000/10000/4400/4376/92a931d8_y.jpg) ### Days Inn by Wyndham Madisonville 10/10 Excellent "Clean room and good value " [](https://expedia.ca/Madisonville-Hotels-Days-Inn-By-Wyndham-Madisonville.h4376.Hotel-Information) ![Wingate by Wyndham Owensboro](//images.trvl-media.com/lodging/1000000/300000/296100/296068/79304407_y.jpg) ### Wingate by Wyndham Owensboro 10/10 Excellent "Staff was friendly. Room was clean." [](https://expedia.ca/Owensboro-Hotels-Sleep-Inn.h296068.Hotel-Information) ![Comfort Inn Henderson - Evansville South](//images.trvl-media.com/lodging/1000000/810000/807300/807268/c88db1bc_y.jpg) ### Comfort Inn Henderson - Evansville South 10/10 Excellent "This was a very nice clean hotel, the GM was very friendly and the lady who did the breakfast area was so friendly and great conversation. The hotel and the room was very clean, nice pool area. A very good breakfast. " [](https://expedia.ca/Owensboro-Hotels-Comfort-Inn-Henderson.h807268.Hotel-Information) ## Find out more about Webster County ## Webster County Cottages information | Number of reviews | 23 | | --- | --- | | Accommodation | 8 Cottages | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Calhoun Hotels](https://www.expedia.ca/Calhoun-Hotels.d553248634999117027.Travel-Guide-Hotels) - [Cheap Hotels in Charleston](https://www.expedia.ca/Charleston-Hotels-Cheap-Hotels.0-0-d553248635975848719-tCheapHotels.Travel-Guide-Filter-Hotels) - [Farmstay in Clay](https://www.expedia.ca/Clay-Agritourism.d6338711-aaAgritourism.Travel-Guide-Accommodation) - [Luxury Hotels in Clay](https://www.expedia.ca/Clay-Hotels-Luxury-Hotel.0-0-d6338711-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Clay](https://www.expedia.ca/Clay-Hotels-Spa-Hotel.0-0-d6338711-tSpaHotel.Travel-Guide-Filter-Hotels) - 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