Title: Prestonsburg Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Prestonsburg](https://expedia.ca/Prestonsburg-Hotels.d6059430.Travel-Guide-Hotels)[Vacation Rentals in Prestonsburg](https://expedia.ca/Prestonsburg-Vacation-Rentals.d6059430.Travel-Guide-VacationRentals)[Prestonsburg Car Rentals](https://expedia.ca/Car-Rentals-In-Prestonsburg.d6059430.Car-Rental-Guide)[Prestonsburg Vacation Packages](https://expedia.ca/Prestonsburg.d6059430.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Prestonsburg 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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Prestonsburg Vacation Homes ![Interior](https://images.trvl-media.com/lodging/96000000/95520000/95515500/95515447/8a1f321b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95520000/95515500/95515447/d7e7cac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/96000000/95520000/95515500/95515447/8b60e66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95520000/95515500/95515447/5e151db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home in Heart of Prestonsburg Prestonsburg 10/10 Exceptional (8) "We loved our stay at The Shotgun House! It was very clean, peaceful and safe. The bed was super comfortable, and we lacked for nothing as the host has the place fully stocked. Super easy check-in and out process. The location is perfect! You’re in town and within minutes of food, shopping and local entertainment. We will definitely stay again soon. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracey N. CA $132 CA $246 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Prestonsburg-Hotels-Cozy-Home-In-Heart-Of-Prestonsburg.h95515447.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110740000/110736300/110736294/c7453790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110740000/110736300/110736294/7945e1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/111000000/110740000/110736300/110736294/194395f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110740000/110736300/110736294/2b1987bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access Chattaroy 9.8/10 Exceptional (7) "Loved the house had a great experience would definitely stay again" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Gregory S. CA $245 CA $430 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Williamson-Hotels-Buffalo-Playhouse-W-Game-Room-Easy-Trail-Access.h110736294.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/89000000/88930000/88928500/88928456/10df3ebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/89000000/88930000/88928500/88928456/67a734dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/89000000/88930000/88928500/88928456/w524h683x260y0-f37ad531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/89000000/88930000/88928500/88928456/w905h683x60y0-ad3c5e44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheerful Three Bedroom Residential Home Van Lear CA $154 CA $489 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Bouvet-Island-Hotels-Cheerful-3-Bedroom-Residential-Home.h88928456.Hotel-Information) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/102000000/101860000/101857800/101857715/22493f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101860000/101857800/101857715/05db3bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101860000/101857800/101857715/w1242h931x0y12-8a0722d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101860000/101857800/101857715/87253d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ryder's Retreat overlooking the city of Williamson! Williamson 8.8/10 Excellent (5) "One end of the neighborhood is sketch, other end is nice. People were nice to us in both ends." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael K. CA $280 CA $484 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Williamson-Hotels-Ryders-Retreat-Overlooking-The-City-Of-Williamson.h101857715.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=2025-11-02&endDate=2025-11-03®ionId=6059430&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%2FPrestonsburg-Private-Vacation-Homes.d6059430-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPrestonsburg-Private-Vacation-Homes.d6059430-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Prestonsburg Hotel Reviews ## Find out more about Prestonsburg ## Prestonsburg Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - 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