Title: Owsley County Villas | Expedia.ca [Owsley County Hotels](https://expedia.ca/Destinations-In-Owsley-County.d553248635976431748.Hotel-Destinations)[Vacation Rentals in Owsley County](https://expedia.ca/Destinations-In-Owsley-County.d553248635976431748.Vacation-Rental-Destinations)[Owsley County Car Rentals](https://expedia.ca/Destinations-In-Owsley-County.d553248635976431748.Car-Rental-Destinations)[Owsley County Vacations](https://expedia.ca/Owsley-County.d553248635976431748.Destination-Travel-Guides) ![Long before Buckhorn Lake was created and the state park established in 1964, a small community flourished for many generations here, along the middle fork of the Kentucky River. Early records refer to this area as the Bowling District, founded by Reverend Jesse Boling, his wife Mary Pennington, Reverend Duff and 50 other families. They were led to this remote area under the guidance of Daniel Boone. By the late 1800's Bowlingtown was a thriving community of hundreds. There was a post office, school, churches, grocery, saw mill, blacksmith and the Frontier Nursing Service. Local officials included a sheriff, magistrate, justice of the peace, and tax commissioner. The citizens were primarily farmers and coal miners. They were known to be patriotic, honest, kind, and well-educated people. In 1960, when the construction of Buckhorn Lake began, Bowlingtown had to be abandoned and families relocated. Family graves (873) were re-interred to Buckhorn Cemetery. All were sad to leave their homeland of seven generations. so Where you see water was once The town called Bowlingtown in KY.](https://images.trvl-media.com/place/84092/802cfce4-eb5d-4a99-afe1-382fd6564478.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Julie Jaynes Gillespie ![](https://images.trvl-media.com/place/84092/802cfce4-eb5d-4a99-afe1-382fd6564478.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 ## Check prices for these dates In two weeks [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976431748&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976431748&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) In three months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976431748&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976431748&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ![](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=AA_SPRING_PROMO_553248635976431748) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Owsley+County%2C+Kentucky%2C+United+States+of+America®ionId=553248635976431748&latLong=37.41921%2C-83.683103&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Owsley+County%2C+Kentucky%2C+United+States+of+America®ionId=553248635976431748&latLong=37.41921%2C-83.683103&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Owsley+County%2C+Kentucky%2C+United+States+of+America®ionId=553248635976431748&latLong=37.41921%2C-83.683103&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Owsley+County%2C+Kentucky%2C+United+States+of+America®ionId=553248635976431748&latLong=37.41921%2C-83.683103&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Owsley+County%2C+Kentucky%2C+United+States+of+America®ionId=553248635976431748&latLong=37.41921%2C-83.683103&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CHALET) ![](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%2FOwsley-County-Villas.d553248635976431748-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOwsley-County-Villas.d553248635976431748-aaVillas.Travel-Guide-Accommodation) ## Top Owsley County Hotel Reviews ![Sleeps 11, an amazing view. See 3 states on a clear day. Pic don’t do it justice](https://images.trvl-media.com/lodging/77000000/76270000/76261200/76261108/adcb9c07_y.jpg) ### Sleeps 11, an amazing view. See 3 states on a clear day. Pic don’t do it justice 10/10 Excellent "Had a great stay, thank you!" [](https://expedia.ca/Jackson-Hotels-Best-Views-In-The-Area-See-3-States-On-A-Clear-Day-Pics-Dont-Do-It-Justice.h76261108.Hotel-Information) ![Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed](https://images.trvl-media.com/lodging/51000000/50910000/50904600/50904511/1afa2ca3_y.jpg) ### Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed 10/10 Excellent "The host was very kind. I love this property. The views are impressive to say the least!! I will be back for another stay." [](https://expedia.ca/Jackson-Hotels-Secluded-With-Amazing-View-From-Hot-TubGated-Mountain-TopWont-Be-Disappointed.h50904511.Hotel-Information) ![Natural Bridge State Resort Park](https://images.trvl-media.com/lodging/16000000/15440000/15437800/15437778/df7a7684_y.jpg) ### Natural Bridge State Resort Park 10/10 Excellent "Clean room, staff was very friendly and helpful, excellent food. " [](https://expedia.ca/Slade-Hotels-Natural-Bridge-State-Resort-Park.h15437778.Hotel-Information) ![Hot Tub & WiFi - Hidden Chalet Red River Gorge, KY](https://images.trvl-media.com/lodging/38000000/37420000/37410700/37410634/7b406a31_y.jpg) ### Hot Tub & WiFi - Hidden Chalet Red River Gorge, KY 10/10 Excellent "It’s just a beautiful place to be. The Pac-Man game gives it a little extra, especially with the kids… and adults. Easy to get too even in the snow. " [](https://expedia.ca/Campton-Hotels-Hot-Tub-WiFi-Hidden-Chalet-Red-River-Gorge.h37410634.Hotel-Information) ![Hot Tub, WiFi & Pet-Friendly - Pilot Point](https://images.trvl-media.com/lodging/70000000/69660000/69657700/69657650/8f8b06d3_y.jpg) ### Hot Tub, WiFi & Pet-Friendly - Pilot Point 10/10 Excellent "Very easy check-in process and the cabin was exactly as described. Hot tub and scenery are wonderful!" [](https://expedia.ca/Stanton-Hotels-Hot-Tub.h69657650.Hotel-Information) ![Tranquil Getaway in the Woods ~ Sunset Ridge](https://images.trvl-media.com/lodging/92000000/91360000/91351500/91351496/cdbe13a6_y.jpg) ### Tranquil Getaway in the Woods \~ Sunset Ridge 10/10 Excellent "Absolutely loved the cabin. Peaceful. Restful. Definitely will go again." [](https://expedia.ca/Irvine-Hotels-ADA-Accessible-Cabin-In-The-Woods-Appalachian-Mountain-Region.h91351496.Hotel-Information) ![High Rock Hideaway Red River Gorge KY Cabin for 2 /No Cleaning Fee/ Hot Tub Wifi](https://images.trvl-media.com/lodging/121000000/120660000/120652700/120652615/848fee42_y.jpg) ### High Rock Hideaway Red River Gorge KY Cabin for 2 /No Cleaning Fee/ Hot Tub Wifi 10/10 Excellent "Property was exactly as described. Joel was very good at communication and made sure we had everything we needed. Highly recommended. " [](https://expedia.ca/Stanton-Hotels-High-Rock-Hideaway-Red-River-Gorge-KY-Cabin-For-2-No-Cleaning-Fee-Hot-Tub-Wifi.h120652615.Hotel-Information) ![Turning Leaf Cabin in the Red River Gorge• Pet Friendly• Hi Speed 🛜](https://images.trvl-media.com/lodging/67000000/66140000/66139900/66139850/28ef592a_y.jpg) ### Turning Leaf Cabin in the Red River Gorge• Pet Friendly• Hi Speed 🛜 10/10 Excellent "All was as expected or better. " [](https://expedia.ca/Pine-Ridge-Hotels-Red-River-Gorge-Area.h66139850.Hotel-Information) ![WiFi & Minimalist - Cozy Creek -Red River Gorge KY](https://images.trvl-media.com/lodging/55000000/54130000/54127900/54127898/dee96849_y.jpg) ### WiFi & Minimalist - Cozy Creek -Red River Gorge KY 10/10 Excellent "Cabin was clean and"Cozy"!!! We enjoyed our stay. We brought our own supply of fresh water and there is not a connected bathroom but there is a clean outhouse a few steps away from the cabin. There are trails around the property but we didnt get a chance to explore. We would definitely go back!" [](https://expedia.ca/Rogers-Hotels-WiFi-Minimalist-Cozy-Creek-Red-River-Gorge-KY.h54127898.Hotel-Information) ## Find out more about Owsley County ## Owsley County Villas information | Number of reviews | | | ----------------- | ------ | | Accommodation | Villas | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Annville ](https://www.expedia.ca/3Star-Annville-Hotels.s30-0-d553248634999442100.Travel-Guide-Filter-Hotels) - [Annville Hotels ](https://www.expedia.ca/Annville-Hotels.d553248634999442100.Travel-Guide-Hotels) - [Luxury Hotels in Beattyville ](https://www.expedia.ca/Beattyville-Hotels-Luxury-Hotel.0-0-d6338695-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Beattyville ](https://www.expedia.ca/Beattyville-Hotels-Pet-Friendly-Hotel.0-0-d6338695-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Beattyville ](https://www.expedia.ca/Beattyville-Hotels-Romantic-Hotel.0-0-d6338695-tRomanticHotel.Travel-Guide-Filter-Hotels) - 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