Title: Prestonsburg Vacation Home Rentals from CA $244: 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://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Prestonsburg vacation homes ![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) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/96000000/95520000/95515500/95515447/b8ce431c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Cozy Home in Heart of Prestonsburg [](https://www.expedia.ca/Prestonsburg-Hotels-Cozy-Home-In-Heart-Of-Prestonsburg.h95515447.Hotel-Information) Prestonsburg 9.8/10 Exceptional (9 reviews) "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 $131 CA $244 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Prestonsburg-Hotels-Cozy-Home-In-Heart-Of-Prestonsburg.h95515447.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/111000000/110740000/110736300/110736294/ae71d94e.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) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110740000/110736300/110736294/c7453790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110740000/110736300/110736294/d2cb00ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access [](https://www.expedia.ca/Williamson-Hotels-Buffalo-Playhouse-W-Game-Room-Easy-Trail-Access.h110736294.Hotel-Information) Chattaroy 9.8/10 Exceptional (9 reviews) "Great spot, really enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Seth W. CA $209 CA $386 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Williamson-Hotels-Buffalo-Playhouse-W-Game-Room-Easy-Trail-Access.h110736294.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101860000/101857800/101857715/272b9065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101860000/101857800/101857715/74c9d6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101860000/101857800/101857715/w1195h1656x0y7-8b7d26db.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/w1242h929x0y3-ef2a9a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ryder's Retreat overlooking the city of Williamson! [](https://www.expedia.ca/Williamson-Hotels-Ryders-Retreat-Overlooking-The-City-Of-Williamson.h101857715.Hotel-Information) Williamson 8.8/10 Excellent (5 reviews) "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 $219 CA $410 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Williamson-Hotels-Ryders-Retreat-Overlooking-The-City-Of-Williamson.h101857715.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/125000000/124450000/124442500/124442470/c451b568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124450000/124442500/124442470/43310123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124450000/124442500/124442470/a3458b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/125000000/124450000/124442500/124442470/777b8da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Magnolia \*Hot tub on private deck\* [](https://www.expedia.ca/Inez-Hotels-The-Mountain-Magnolia-Hot-Tub-On-Private-Deck.h124442470.Hotel-Information) Inez CA $248 CA $405 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Inez-Hotels-The-Mountain-Magnolia-Hot-Tub-On-Private-Deck.h124442470.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=2026-02-01&endDate=2026-02-02®ionId=6059430&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Prestonsburg%2C+Kentucky%2C+United+States+of+America®ionId=6059430&latLong=37.665653%2C-82.771549&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Prestonsburg%2C+Kentucky%2C+United+States+of+America®ionId=6059430&latLong=37.665653%2C-82.771549&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Prestonsburg%2C+Kentucky%2C+United+States+of+America®ionId=6059430&latLong=37.665653%2C-82.771549&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Prestonsburg%2C+Kentucky%2C+United+States+of+America®ionId=6059430&latLong=37.665653%2C-82.771549&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Prestonsburg%2C+Kentucky%2C+United+States+of+America®ionId=6059430&latLong=37.665653%2C-82.771549&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Prestonsburg%2C+Kentucky%2C+United+States+of+America®ionId=6059430&latLong=37.665653%2C-82.771549&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&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%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 ![The Landmark Hotel](https://images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/734943c8_y.jpg) ### The Landmark Hotel 10/10 Excellent "Loved the room and the staff was helpful. " [](https://expedia.ca/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.Hotel-Information) ![Quality Inn & Suites Prestonsburg next to Mountain Arts Center](https://images.trvl-media.com/lodging/1000000/430000/426000/425922/5619362a_y.jpg) ### Quality Inn & Suites Prestonsburg next to Mountain Arts Center 10/10 Excellent "Nice clean hotel. Staff is friendly and welcoming." [](https://expedia.ca/Prestonsburg-Hotels-Quality-Inn-Suites.h425922.Hotel-Information) ![Holiday Inn Express Hotel & Suites Pikeville by IHG](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/e3c62ae5_y.jpg) ### Holiday Inn Express Hotel & Suites Pikeville by IHG 10/10 Excellent "great room size, great breakfast, clean room" [](https://expedia.ca/Prestonsburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Pikeville.h1439954.Hotel-Information) ![Super 8 by Wyndham Prestonsburg](https://images.trvl-media.com/lodging/1000000/130000/123700/123700/c55ab847_y.jpg) ### Super 8 by Wyndham Prestonsburg 10/10 Excellent "Clean room, friendly staff, and a quick, easy check-in. Exactly what you want from a great stay." [](https://expedia.ca/Prestonsburg-Hotels-Super-8-By-Wyndham-Prestonsburg.h123700.Hotel-Information) ![Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace](https://images.trvl-media.com/lodging/108000000/107270000/107268200/107268119/b8ad235b_y.jpg) ### Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace 10/10 Excellent "The Palace is awesome! We had 5 families and had a blast hot tubbing, swimming and entertaining Place is so big you can escape when you need to or gather together when you want to " [](https://expedia.ca/Langley-Hotels-Kentuckys-Majestic-Mountaintop-Estate-The-Bluegrass-Palace.h107268119.Hotel-Information) ![Comfort Suites Prestonsburg West](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/50191acc_y.jpg) ### Comfort Suites Prestonsburg West 10/10 Excellent "Excellent as usual! " [](https://expedia.ca/Prestonsburg-Hotels-Comfort-Suites-Prestonsburg-West.h64089.Hotel-Information) ![The Red Dog Chalet Couples Retreat w/ Hot Tub ](https://images.trvl-media.com/lodging/92000000/91010000/91005200/91005164/37cac28b_y.jpg) ### The Red Dog Chalet Couples Retreat w/ Hot Tub 10/10 Excellent "We had a great getaway at The Red Dog Chalet! The house was wonderfully cozy, clean, and prefectly decorated. The hosts were very friendly and helpful with anything we needed. We would recommend to any of our friends and would love to come back again!" [](https://expedia.ca/Williamson-Hotels-Red-Dog-Chalet-Couples-Getaway.h91005164.Hotel-Information) ![Comfort Inn Pikeville](https://images.trvl-media.com/lodging/119000000/118740000/118737300/118737243/ba147f79_y.jpg) ### Comfort Inn Pikeville 10/10 Excellent "No breakfast " [](https://expedia.ca/Pikeville-Hotels-Comfort-Inn-Pikeville.h118737243.Hotel-Information) ![Hampton Inn Pikeville](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/75141e91_y.jpg) ### Hampton Inn Pikeville 10/10 Excellent "Very nice place. I have stayed here many times. " [](https://expedia.ca/Prestonsburg-Hotels-Hampton-Inn-Pikeville.h1772037.Hotel-Information) ## Find out more about Prestonsburg ## Prestonsburg Vacation Homes information | Number of reviews | 17 | | ----------------- | ----------------- | | Accommodation | 24 Vacation Homes | | Lowest Price | CA $244 | | Highest Price | CA $410 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [1 Star Hotels in Ivel ](https://www.expedia.ca/1Star-Ivel-Hotels.s10-0-d3000438715.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Van Lear ](https://www.expedia.ca/2Star-Van-Lear-Hotels.s20-0-d3000347494.Travel-Guide-Filter-Hotels) - [Apartments in Allen ](https://www.expedia.ca/Allen-Apartments.d553248634999234667-aaApartments.Travel-Guide-Accommodation) - [B&B in Allen ](https://www.expedia.ca/Allen-Bed-And-Breakfast.d553248634999234667-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Allen ](https://www.expedia.ca/Allen-Cabins.d553248634999234667-aaCabins.Travel-Guide-Accommodation) - 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