Title: Prestonsburg Vacation Home Rentals from CA $246: 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) # 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 [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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) ![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) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/96000000/95520000/95515500/95515447/f58bcca5.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 Prestonsburg 10/10 Exceptional (8) "House is clean and decor is great. Location to town is easy and a walkable distance. Enjoyed Prestonsburg and surrounding areas. Property manager was very responsive. Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy B. CA $132 CA $246 total includes taxes & fees Nov 4 - Nov 5 [](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) ![Game room](https://images.trvl-media.com/lodging/111000000/110740000/110736300/110736294/194395f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/111000000/110740000/110736300/110736294/c9879f52.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) ### 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 $210 CA $388 total includes taxes & fees Nov 4 - Nov 5 [](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) ![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) ![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) ### Cheerful Three Bedroom Residential Home Van Lear CA $161 CA $498 total includes taxes & fees Nov 4 - Nov 5 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/102000000/101860000/101857800/101857715/05db3bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101860000/101857800/101857715/272b9065.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) "The house is pretty nice for what you pay for a night. The basement shower is terrible. It is smaller than a camper shower and you have absolutely no room to even wash your hair or body. The outside deck is unsafe to be used as it is falling off the house. Safety scale 0-10 I would rate (1) so don’t plan on having a family gathering out on the deck. (Parking) looks like a lot in the pictures but not so much once you get there. We had 5 trucks and definitely was out of room. The neighbor hood... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen M. CA $252 CA $449 total includes taxes & fees Nov 5 - Nov 6 [](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=2025-11-17&endDate=2025-11-18®ionId=6059430&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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 ![Days Inn by Wyndham Paintsville](//images.trvl-media.com/lodging/1000000/30000/22600/22566/9ffdeb38_y.jpg) ### Days Inn by Wyndham Paintsville 10/10 Excellent "Stayed for the race, we always stay here. And will return" [](https://expedia.ca/Prestonsburg-Hotels-Days-Inn-By-Wyndham-Paintsville.h22566.Hotel-Information) ![The Landmark Hotel](//images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/734943c8_y.jpg) ### The Landmark Hotel 10/10 Excellent "Room was very nice and clean. Check in was easy and the staff was friendly and helpful. Good place to stay when in Pikeville. " [](https://expedia.ca/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.Hotel-Information) ![Ramada Hotel & Conference Center by Wyndham Paintsville](//images.trvl-media.com/lodging/1000000/60000/51300/51222/7551bb10_y.jpg) ### Ramada Hotel & Conference Center by Wyndham Paintsville 10/10 Excellent "This one of the quieter places I have ever stayed. " [](https://expedia.ca/Prestonsburg-Hotels-Ramada-Hotel-Conference-Center-By-Wyndham-Paintsville.h51222.Hotel-Information) ![Quality Inn & Suites Prestonsburg next to Mountain Arts Center](//images.trvl-media.com/lodging/1000000/430000/426000/425922/5619362a_y.jpg) ### Quality Inn & Suites Prestonsburg next to Mountain Arts Center 10/10 Excellent "The breakfast was okay if you like sausage. I can’t eat it. Would have enjoyed some scrambled eggs. No complaints on our stay. Nice place. Would stay there again." [](https://expedia.ca/Prestonsburg-Hotels-Quality-Inn-Suites.h425922.Hotel-Information) ![Hampton Inn Pikeville](//images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/75141e91_y.jpg) ### Hampton Inn Pikeville 10/10 Excellent "Great stay for us. In town for UPIKE vs Point University football game. The hotel is situated in the center of town and has a great walkable area around it. Clean, quiet and well kept. Indoor pool was open, heated and clean. Breakfast was good when compared to most hotel breakfast spreads. Would absolutely stay again if we need to visit Pikeville in the future." [](https://expedia.ca/Prestonsburg-Hotels-Hampton-Inn-Pikeville.h1772037.Hotel-Information) ![Comfort Suites Prestonsburg West](//images.trvl-media.com/lodging/1000000/70000/64100/64089/50191acc_y.jpg) ### Comfort Suites Prestonsburg West 10/10 Excellent "Clean, nice beds, friendly staff, good value. " [](https://expedia.ca/Prestonsburg-Hotels-Comfort-Suites-Prestonsburg-West.h64089.Hotel-Information) ![Luxury Estate nestled atop stunning mountaintop golf course!](//images.trvl-media.com/lodging/108000000/107620000/107610400/107610329/5617b8d3_y.jpg) ### Luxury Estate nestled atop stunning mountaintop golf course! 10/10 Excellent "This place was s amazing and so was the host Mary and property managers RJ and Angel. Communication was fantastic and the host was very accommodating even making sure we had a waffle maker. The beds were all very comfortable and the sunsets each night were breathtaking. We will definitely be coming again if we ever get back to Prestonsburg. " [](https://expedia.ca/Prestonsburg-Hotels-Luxury-Estate-Nestled-Atop-Stunning-Mountaintop-Golf-Course.h107610329.Hotel-Information) ![Comfort Inn Pikeville](//images.trvl-media.com/lodging/119000000/118740000/118737300/118737243/ba147f79_y.jpg) ### Comfort Inn Pikeville 10/10 Excellent "Friendly staff " [](https://expedia.ca/Pikeville-Hotels-Comfort-Inn-Pikeville.h118737243.Hotel-Information) ![Holiday Inn Express Hotel & Suites Pikeville by IHG](//images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/e3c62ae5_y.jpg) ### Holiday Inn Express Hotel & Suites Pikeville by IHG 10/10 Excellent "Staff were amazing, parking accommodations were great as we had a truck and trailer, and breakfast was delicious. " [](https://expedia.ca/Prestonsburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Pikeville.h1439954.Hotel-Information) ## Find out more about Prestonsburg ## Prestonsburg Vacation Homes information | Number of reviews | 15 | | --- | --- | | Accommodation | 24 Vacation Homes | | Lowest Price | CA $246 | | Highest Price | CA $498 | ## 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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