Title: Tollesboro Vacation Home Rentals from CA $176: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Tollesboro](https://expedia.ca/Tollesboro-Hotels.d3000347489.Travel-Guide-Hotels)[Vacation Rentals in Tollesboro](https://expedia.ca/Tollesboro-Vacation-Rentals.d3000347489.Travel-Guide-VacationRentals)[Tollesboro Car Rentals](https://expedia.ca/Car-Rentals-In-Tollesboro.d3000347489.Car-Rental-Guide)[Tollesboro Vacation Packages](https://expedia.ca/Tollesboro.d3000347489.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) # Tollesboro 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 In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=3000347489&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=3000347489&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=3000347489&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=3000347489&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Tollesboro Vacation Homes ![Property grounds](https://images.trvl-media.com/lodging/110000000/109600000/109599900/109599851/1c5e6d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109600000/109599900/109599851/c9721a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/110000000/109600000/109599900/109599851/6f0ae201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109600000/109599900/109599851/2fa677a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming country home on 433 acres wallingford 10/10 Exceptional (2) "Spacious inside and out. Interior offers a large living room with separate dining room. Plenty of yard and privacy. Short drive to town. Host was very accommodating!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria B. CA $95 CA $176 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Charming-Country-Home-On-433-Acres.h109599851.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/84000000/83650000/83646300/83646286/c5fb95e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83650000/83646300/83646286/7711f301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83650000/83646300/83646286/3f213365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83650000/83646300/83646286/e983a970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverview Getaway Vanceburg 10/10 Exceptional (11) "Such a cute little town. Place is right next to a bar and the lake. Really nice spot and really clean" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Emma CA $91 CA $188 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Concord-Hotels-Riverview-Getaway.h83646286.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111660000/111652700/111652604/009ac7b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111660000/111652700/111652604/ee2dc8a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111660000/111652700/111652604/21cfff4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111660000/111652700/111652604/cfe8fda0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience Peace, Relaxation and Comfort in Kentucky with a touch of KENYA! Dover 9.6/10 Exceptional (8) "This was a great stay. Very easy to find and in a good area. Very clean and nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda R. CA $251 CA $345 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Dover-Hotels-Experience-Peace.h111652604.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=2025-12-12&endDate=2025-12-13®ionId=3000347489&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_3000347489) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Tollesboro%2C+Kentucky%2C+United+States+of+America®ionId=3000347489&latLong=38.535%2C-83.5605&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Tollesboro%2C+Kentucky%2C+United+States+of+America®ionId=3000347489&latLong=38.535%2C-83.5605&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Tollesboro%2C+Kentucky%2C+United+States+of+America®ionId=3000347489&latLong=38.535%2C-83.5605&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Tollesboro%2C+Kentucky%2C+United+States+of+America®ionId=3000347489&latLong=38.535%2C-83.5605&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=VACATION_HOME) ![](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%2FTollesboro-Private-Vacation-Homes.d3000347489-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTollesboro-Private-Vacation-Homes.d3000347489-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Tollesboro Hotel Reviews ![Super 8 by Wyndham Maysville KY](https://images.trvl-media.com/lodging/1000000/50000/49900/49881/e877f7ea_y.jpg) ### Super 8 by Wyndham Maysville KY 10/10 Excellent "Staff was nice " [](https://expedia.ca/Maysville-Hotels-Super-8-By-Wyndham-Maysville-KY.h49881.Hotel-Information) ![Cozy private getaway built for couples to reconnect !! ](https://images.trvl-media.com/lodging/100000000/99850000/99846400/99846345/c709cc75_y.jpg) ### Cozy private getaway built for couples to reconnect !! 10/10 Excellent "This was our second time staying and both times we absolutely loved it! The cabin is cozy and perfect for two people and the surrounding area is beautiful. " [](https://expedia.ca/West-Union-Hotels-Cozy-Private-Getaway-Built-For-Couples-To-Reconnect.h99846345.Hotel-Information) ![Beverly hills inn](https://images.trvl-media.com/lodging/109000000/108730000/108721700/108721615/2ca35418_y.jpg) ### Beverly hills inn 10/10 Excellent "Room was very clean the staff was amazing they took care of our needs" [](https://expedia.ca/Aberdeen-Hotels-Beverly-Hills-Inn.h108721615.Hotel-Information) ![Brown's Motel Aberdeen](https://images.trvl-media.com/lodging/11000000/10260000/10253500/10253418/4ca9fc0f_y.jpg) ### Brown's Motel Aberdeen 10/10 Excellent "Room was clean. I had a good stay! " [](https://expedia.ca/Hillsboro-Hotels-Browns-Motel-Aberdeen.h10253418.Hotel-Information) ![Days Inn by Wyndham Maysville Kentucky](https://images.trvl-media.com/lodging/1000000/30000/25500/25466/032fdf94_y.jpg) ### Days Inn by Wyndham Maysville Kentucky 10/10 Excellent "Yes the room where very clean and the staff was great " [](https://expedia.ca/Maysville-Hotels-Days-Inn-By-Wyndham-Maysville-Kentucky.h25466.Hotel-Information) ![Quality Inn Maysville](https://images.trvl-media.com/lodging/1000000/20000/17100/17042/5a32ce9b_y.jpg) ### Quality Inn Maysville 10/10 Excellent "Ty" [](https://expedia.ca/Maysville-Hotels-Quality-Inn-Maysville-Area.h17042.Hotel-Information) ![Country Nights Inn](https://images.trvl-media.com/lodging/107000000/106620000/106617100/106617030/e186aa05_y.jpg) ### Country Nights Inn 10/10 Excellent "For the price, one of the best stays I have had in a long time." [](https://expedia.ca/West-Union-Hotels-Country-Nights-Inn.h106617030.Hotel-Information) ![Secluded cabin located in Amish country ](https://images.trvl-media.com/lodging/73000000/72390000/72387500/72387492/ecfe8fca_y.jpg) ### Secluded cabin located in Amish country 10/10 Excellent "This Cabin Is Perfect for a getaway to Nature. Super clean and decorated perfect! Frank is a super Host Plan staying many times again.Thank You" [](https://expedia.ca/West-Union-Hotels-Secluded-Cabin-Located-In-Amish-Country.h72387492.Hotel-Information) ![Ohio Starlight Glamping Cabins](https://images.trvl-media.com/lodging/120000000/119140000/119136000/119135977/9ef71951_y.jpg) ### Ohio Starlight Glamping Cabins 10/10 Excellent "This place is awesome. " [](https://expedia.ca/Rome-Hotels-Ohio-Starlight-Glamping-Cabins.h119135977.Hotel-Information) ## Find out more about Tollesboro ## Tollesboro Vacation Homes information | Number of reviews | 17 | | --- | --- | | Accommodation | 18 Vacation Homes | | Lowest Price | CA $176 | | Highest Price | CA $345 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Farmstay in Augusta](https://www.expedia.ca/Augusta-Agritourism.d6338696-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Augusta](https://www.expedia.ca/Augusta-Apart-Hotels.d6338696-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Augusta](https://www.expedia.ca/Augusta-Bed-And-Breakfast.d6338696-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Augusta](https://www.expedia.ca/Augusta-Hotels-Cheap-Hotels.0-0-d6338696-tCheapHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Augusta](https://www.expedia.ca/Augusta-Hotels-Golf-Hotel.0-0-d6338696-tGolfHotel.Travel-Guide-Filter-Hotels) - 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