Title: Winona Vacation Home Rentals from CA $507: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Winona](https://expedia.ca/Winona-Hotels.d7891.Travel-Guide-Hotels)[Vacation Rentals in Winona](https://expedia.ca/Winona-Vacation-Rentals.d7891.Travel-Guide-VacationRentals)[Winona Car Rentals](https://expedia.ca/Car-Rentals-In-Winona.d7891.Car-Rental-Guide)[Winona Vacation Packages](https://expedia.ca/Winona.d7891.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=7891&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=7891&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=7891&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=7891&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 Winona vacation homes ![Exterior detail](https://images.trvl-media.com/lodging/115000000/114920000/114915400/114915302/bf576075_edited_98b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114920000/114915400/114915302/fce1395c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/115000000/114920000/114915400/114915302/6e587d37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114920000/114915400/114915302/aabd79c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom barn in quaint Winona with AC [](https://www.expedia.ca/Winona-Hotels-Charming-3-Bedroom-Barn-In-Quaint-Winona-With-AC.h114915302.Hotel-Information) Winona 8.0/10 Very good (2 reviews) "I had a hard time find this place, there need to be sign on old mountain road tell u how to get there. I had to clean one of the bathroom the shower was not clean. There are French door when u enter this place. There need to be some blind to the door." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sherrida r. CA $486 CA $603 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Winona-Hotels-Charming-3-Bedroom-Barn-In-Quaint-Winona-With-AC.h114915302.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/112000000/111290000/111288900/111288853/9a65814d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/112000000/111290000/111288900/111288853/61d09255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111290000/111288900/111288853/13760a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111290000/111288900/111288853/39e0d0fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming family retreat [](https://www.expedia.ca/Greenwood-Hotels-Charming-Family-Retreat.h111288853.Hotel-Information) Greenwood 10/10 Exceptional (1 review) "If u really wanted stay in the heart of greenwood it’s the perfect place to stay every thing about this house is perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamaal C. CA $243 CA $508 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Greenwood-Hotels-Charming-Family-Retreat.h111288853.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/89000000/88180000/88176100/88176030/w904h683x60y0-615a4be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/89000000/88180000/88176100/88176030/w904h683x59y0-a3345270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88180000/88176100/88176030/w506h683x259y0-7aea1907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88180000/88176100/88176030/w507h683x258y0-49a16c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in the woods overlooking Grenada lake. [](https://www.expedia.ca/Coffeeville-Hotels-Cabin-In-The-Woods-Overlooking-Grenada-Lake.h88176030.Hotel-Information) Coffeeville 10/10 Exceptional (37 reviews) "Wonderful place and hosts " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sonya V. CA $278 CA $507 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Coffeeville-Hotels-Cabin-In-The-Woods-Overlooking-Grenada-Lake.h88176030.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=2026-01-31&endDate=2026-02-01®ionId=7891&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=Winona%2C+Mississippi%2C+United+States+of+America®ionId=7891&latLong=33.482068%2C-89.728137&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Winona%2C+Mississippi%2C+United+States+of+America®ionId=7891&latLong=33.482068%2C-89.728137&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Winona%2C+Mississippi%2C+United+States+of+America®ionId=7891&latLong=33.482068%2C-89.728137&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Winona%2C+Mississippi%2C+United+States+of+America®ionId=7891&latLong=33.482068%2C-89.728137&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=Winona%2C+Mississippi%2C+United+States+of+America®ionId=7891&latLong=33.482068%2C-89.728137&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CONDO) ![](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%2FWinona-Private-Vacation-Homes.d7891-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinona-Private-Vacation-Homes.d7891-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Winona Hotel Reviews ![Holiday Inn Express and Suites Winona North by IHG](https://images.trvl-media.com/lodging/4000000/3560000/3557700/3557655/bff72e25_y.jpg) ### Holiday Inn Express and Suites Winona North by IHG 10/10 Excellent "Clean and great service. " [](https://expedia.ca/Grenada-Hotels-Holiday-Inn-Express-And-Suites-Winona-North.h3557655.Hotel-Information) ![Oak Tree Inn](https://images.trvl-media.com/lodging/13000000/12810000/12807200/12807180/w768h1019x0y0-989ba669_y.jpg) ### Oak Tree Inn 10/10 Excellent "Good" [](https://expedia.ca/Eupora-Hotels-Oak-Tree-Inn.h12807180.Hotel-Information) ![Hampton Inn & Suites Grenada](https://images.trvl-media.com/lodging/2000000/1790000/1785000/1784928/4c4d5556_y.jpg) ### Hampton Inn & Suites Grenada 10/10 Excellent "Check in was smoothly. Staff was nice and extremely helpful. " [](https://expedia.ca/Grenada-Hotels-Hampton-Inn-Suites-Grenada.h1784928.Hotel-Information) ![Comfort Inn & Suites Grenada](https://images.trvl-media.com/lodging/1000000/600000/597300/597225/6dc1ef18_y.jpg) ### Comfort Inn & Suites Grenada 10/10 Excellent "Shy was awesome at the Front Desk!!" [](https://expedia.ca/Grenada-Hotels-Comfort-Inn-Suites-Grenada.h597225.Hotel-Information) ![Deluxe Inn & Suites](https://images.trvl-media.com/lodging/14000000/13100000/13099300/13099277/d54fe9a6_y.jpg) ### Deluxe Inn & Suites 10/10 Excellent "Clean room friendly staff with restaurants in the nearby area." [](https://expedia.ca/Grenada-Hotels-Deluxe-Inn-Suites.h13099277.Hotel-Information) ![Motel 6 Greenwood, MS](https://images.trvl-media.com/lodging/1000000/30000/21700/21612/2eaa86cd_y.jpg) ### Motel 6 Greenwood, MS 10/10 Excellent "Every thing was awesome and the staff was amazing " [](https://expedia.ca/Greenwood-Hotels-Motel-6-Greenwood.h21612.Hotel-Information) ![OYO Hotel Grenada West](https://images.trvl-media.com/lodging/1000000/60000/55600/55536/6aa77d93_y.jpg) ### OYO Hotel Grenada West 10/10 Excellent "Dirty and unsafe" [](https://expedia.ca/Grenada-Hotels-OYO-Hotel-Grenada-West.h55536.Hotel-Information) ![SureStay Plus Hotel by Best Western Greenwood](https://images.trvl-media.com/lodging/1000000/30000/20500/20445/w3837h2560x3y3-4647240b_y.jpg) ### SureStay Plus Hotel by Best Western Greenwood 10/10 Excellent "8888888" [](https://expedia.ca/Grenada-Hotels-SureStay-Plus-Hotel-By-Best-Western-Greenwood.h20445.Hotel-Information) ![Holiday Inn Express & Suites Grenada by IHG](https://images.trvl-media.com/lodging/2000000/1350000/1348700/1348603/3ac89555_y.jpg) ### Holiday Inn Express & Suites Grenada by IHG 10/10 Excellent "Everything you want In a room" [](https://expedia.ca/Grenada-Hotels-Holiday-Inn-Express-Suites-Grenada.h1348603.Hotel-Information) ## Find out more about Winona ## Winona Vacation Homes information | Number of reviews | 37 | | ----------------- | ---------------- | | Accommodation | 9 Vacation Homes | | Lowest Price | CA $507 | | Highest Price | CA $603 | ## Explore a world of travel with Expedia - 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