Title: Tollesboro Vacation Home Rentals from CA $172: 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) ![](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 [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) In two months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=3000347489&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=3000347489&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=3000347489&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Tollesboro vacation homes ![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) ![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/ea70c895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/84000000/83650000/83646300/83646286/fc2bf975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverview Getaway [](https://www.expedia.ca/Concord-Hotels-Riverview-Getaway.h83646286.Hotel-Information) Vanceburg 10/10 Exceptional (13 reviews) "Very nice little Vrbo. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca S. CA $89 CA $183 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Concord-Hotels-Riverview-Getaway.h83646286.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/111660000/111652700/111652604/8fa1af1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111660000/111652700/111652604/c0401792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111660000/111652700/111652604/8e88297d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience Peace, Relaxation and Comfort in Kentucky with a touch of KENYA! [](https://www.expedia.ca/Dover-Hotels-Experience-Peace.h111652604.Hotel-Information) Dover 9.6/10 Exceptional (10 reviews) "Clean rooms, nice decor, pleasant spot. Loved the quiet on the porch area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David Z. CA $281 CA $384 total includes taxes & fees Mar 14 - Mar 15 [](https://www.expedia.ca/Dover-Hotels-Experience-Peace.h111652604.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105770000/105766400/105766356/3c46f0c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105770000/105766400/105766356/5ba6d58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105770000/105766400/105766356/83b26820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, bed sheets](https://images.trvl-media.com/lodging/106000000/105770000/105766400/105766356/961c46c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lazy Lake Cabin 1! Pet Friendly [](https://www.expedia.ca/Lazy-Lake-Cabin-1-Pet-Friendly.h105766356.Hotel-Information) Flemingsburg 10/10 Exceptional (1 review) "Pet friendly, very peaceful and quiet, host is awwsome and very responsive to any needs. Beautiful surroundings" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna S. CA $136 CA $226 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Lazy-Lake-Cabin-1-Pet-Friendly.h105766356.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/110000000/109600000/109599900/109599851/c9721a27.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) ![TV, fireplace](https://images.trvl-media.com/lodging/110000000/109600000/109599900/109599851/6f0ae201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109600000/109599900/109599851/dfcb9cdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming country home on 433 acres [](https://www.expedia.ca/Charming-Country-Home-On-433-Acres.h109599851.Hotel-Information) wallingford 5.6/10 (5 reviews) "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 $92 CA $172 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Charming-Country-Home-On-433-Acres.h109599851.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106260000/106256100/106256025/dfaafbb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106260000/106256100/106256025/59a25e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106260000/106256100/106256025/40051797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, toilet paper](https://images.trvl-media.com/lodging/107000000/106260000/106256100/106256025/41d7fd51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lazy Lake Cabin 2!!! Pet Friendly!! [](https://www.expedia.ca/Lazy-Lake-Cabin-2-Pet-Friendly.h106256025.Hotel-Information) Flemingsburg 4.0/10 (1 review) "Both this property and this host leave a lot to be desired. Communication from the host was awful - never contacted me upon booking to let me know the pertinent details of the property, tried to send me a bill for my service dog with no communication - would have happily explained had they bothered to ask. I don't remember consenting to being spied on while staying at the property either. House was filthy. Hardwood floors had dirt, debris, and dead bugs everywhere, clearly hadn't been... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nick CA $102 CA $205 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Lazy-Lake-Cabin-2-Pet-Friendly.h106256025.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=2026-03-20&endDate=2026-03-21®ionId=3000347489&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_3000347489) ## Find vacation rentals that suit your style 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=2026-06-04&d1=2026-06-04&endDate=2026-06-07&d2=2026-06-07&lodging=CABIN) 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=2026-06-04&d1=2026-06-04&endDate=2026-06-07&d2=2026-06-07&lodging=VACATION_HOME) 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=2026-06-04&d1=2026-06-04&endDate=2026-06-07&d2=2026-06-07&lodging=COTTAGE) 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=2026-06-04&d1=2026-06-04&endDate=2026-06-07&d2=2026-06-07&lodging=APARTMENT) ![](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 ![French Quarter Inn](https://images.trvl-media.com/lodging/16000000/15590000/15589500/15589406/3a92440f_y.jpg) ### French Quarter Inn 10/10 Excellent "Staff was very helpful and pleasant. Bathroom not the cleanest but otherwise room was clean and comfortable " [](https://expedia.ca/Maysville-Hotels-French-Quarter-Inn.h15589406.Hotel-Information) ![Days Inn by Wyndham Maysville Kentucky](https://images.trvl-media.com/lodging/1000000/30000/25500/25466/eec37f34_y.jpg) ### Days Inn by Wyndham Maysville Kentucky 4/10 Poor "The floors were filthy, the shower curtain was gross and there were hairs in the shower. It’s not been this bad before when I have stayed and on top of it I was questioned about a service animal that I had brought there before, so much so the attendant remembered my name. I believe this will likely be my last stay. I had to purchase towels because we had to walk with the hotel towels under our feet" [](https://expedia.ca/Maysville-Hotels-Days-Inn-By-Wyndham-Maysville-Kentucky.h25466.Hotel-Information) ![Beverly hills inn](https://images.trvl-media.com/lodging/109000000/108730000/108721700/108721615/w712h1265x0y12-ec403e11_y.jpg) ### Beverly hills inn 10/10 Excellent "Location was perfect. Hotel staff was great. Amenities were good." [](https://expedia.ca/Aberdeen-Hotels-Beverly-Hills-Inn.h108721615.Hotel-Information) ![Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State ](https://images.trvl-media.com/lodging/97000000/96340000/96339700/96339673/0b88a09d_y.jpg) ### Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State 10/10 Excellent "Great place to stay, updated and clean" [](https://expedia.ca/Morehead-Hotels-Cozy-Sunset-Cottage-On-The-Family-Farm-Near-Cave-Run-Lake-And-Morehead-State.h96339673.Hotel-Information) ![Unique and secluded A frame home on 31 acres with hot tub.](https://images.trvl-media.com/lodging/116000000/115830000/115826300/115826209/309bf3fd_y.jpg) ### Unique and secluded A frame home on 31 acres with hot tub. 10/10 Excellent "Beautifully secluded, serene location but still within an hour to CincinnatiVery hospitable host with quick response timeUnique and well kept home with anything you may needMany thoughtful and intentional extras throughout the home were an added nice touch " [](https://expedia.ca/Manchester-Hotels-Charming-2-Bedroom-House-With-WiFi-And-AC-In-Welcoming-Adams-County-Ohio.h115826209.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 "Very clean and cozy!" [](https://expedia.ca/West-Union-Hotels-Secluded-Cabin-Located-In-Amish-Country.h72387492.Hotel-Information) ![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 2/10 Terrible "Room smelled of smoke. Door was broke. Halls smelled of weed. Hotel gets worse Everytime we stay here. This time is the last time." [](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 "The quiet setting was perfect to allow us to unwind and relax. " [](https://expedia.ca/West-Union-Hotels-Cozy-Private-Getaway-Built-For-Couples-To-Reconnect.h99846345.Hotel-Information) ![Quality Inn Maysville](https://images.trvl-media.com/lodging/1000000/20000/17100/17042/8f60399e_y.jpg) ### Quality Inn Maysville 10/10 Excellent "We arrived late in the evening due to the inclement weather. There was someone at the front desk who checked us in and had us on our way up to our room in five minutes. The room was exactly as advertised. Everything was clean and well-stocked. " [](https://expedia.ca/Maysville-Hotels-Quality-Inn-Maysville-Area.h17042.Hotel-Information) ## Find out more about Tollesboro ## Tollesboro Vacation Homes information | Number of reviews | 30 | | ----------------- | ----------------- | | Accommodation | 24 Vacation Homes | | Lowest Price | CA $172 | | Highest Price | CA $384 | ## 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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