Title: Winona Vacation Rentals from CA $164: Short-Term Rentals for 2025 | Expedia.ca [Hotels in Winona](https://expedia.ca/Winona-Hotels.d10435.Travel-Guide-Hotels)[Flights to Winona](https://expedia.ca/Cheap-Flights-To-Winona.d10435.Travel-Guide-Flights)[Winona Car Rentals](https://expedia.ca/Car-Rentals-In-Winona.d10435.Car-Rental-Guide)[Winona Vacation Packages](https://expedia.ca/Winona.d10435.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/7fefac7d973603bd0be0a8904ab4b485.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kirsten # Winona 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 Tonight [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=10435&startDate=2025-10-19&endDate=2025-10-20&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=10435&startDate=2025-10-20&endDate=2025-10-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10435&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=10435&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Winona ![Family Cottage, Park View | Private kitchen](https://images.trvl-media.com/lodging/119000000/118640000/118639100/118639030/84c920c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cottage, Park View | Terrace/patio](https://images.trvl-media.com/lodging/119000000/118640000/118639100/118639030/be4ccaab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/119000000/118640000/118639100/118639030/7a3e42da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cottage, Park View | Living area](https://images.trvl-media.com/lodging/119000000/118640000/118639100/118639030/3aa91010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big River Escape Parkside Bungalow Winona CA $240 CA $268 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Winona-Hotels-Big-River-Escape-Parkside-Bungalow.h118639030.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113240000/113235300/113235233/75766f4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113240000/113235300/113235233/9bbbb568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/114000000/113240000/113235300/113235233/83334d22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113240000/113235300/113235233/b9d5ff39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO Winona 10/10 Exceptional (16) "It was a wonderful stay with a nice and helpful host! Place was clean and well maintained. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) enforcer1219 CA $210 CA $257 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Winona-Hotels-Charming-1-Bedroom-House-In-Delightful-Winona-With-WiFi.h113235233.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102170000/102167700/102167615/67e47127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102170000/102167700/102167615/7181be86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/103000000/102170000/102167700/102167615/5fd3bb1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/103000000/102170000/102167700/102167615/3b9d6c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom, 2 bathroom house with outdoor space in Winona Winona 10/10 Exceptional (23) "The home was perfect for 3 adults needing 3 bedrooms in a quiet location in a safe neighborhood! Very cute house, nicely appointed with everything we needed (and more)!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LeAnne L. CA $365 CA $448 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Winona-Hotels-Charming-3-Bedroom.h102167615.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42680000/42674700/42674678/b53b3a4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/43000000/42680000/42674700/42674678/68f3ad1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/43000000/42680000/42674700/42674678/1916dda5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/43000000/42680000/42674700/42674678/e2a1235f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Brick Farmhouse with a Touch of Elegance. -Winona Winona 10/10 Exceptional (133) "Beautiful and spacious home! Excellent space for our friends group. We each had our own room and bathroom, plus plenty of space to gather together. Lovely place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen M. CA $377 CA $637 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Winona-Hotels-Vrbo-Property.h42674678.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/106000000/105820000/105812600/105812575/8a61859b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/106000000/105820000/105812600/105812575/1d8d8933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105820000/105812600/105812575/8b8fc803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105820000/105812600/105812575/ddcf5771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ridgetop Retreat Tiny Home, Dakota MN Dakota 9.8/10 Exceptional (7) "This was a great stay! We visited their little store and purchased steaks and potatoes and had a wonderful supper! It was nice, quiet, and comfortable! Thank you to the hosts!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzette CA $151 CA $193 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Dakota-Hotels-Ridgetop-Retreat-Tiny-Home.h105812575.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83090000/83086600/83086510/d5b9af84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Stereo](https://images.trvl-media.com/lodging/84000000/83090000/83086600/83086510/edfa86f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Stereo](https://images.trvl-media.com/lodging/84000000/83090000/83086600/83086510/f7074d33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83090000/83086600/83086510/a0e26575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great RIver Road 5th Wheel RV with campsite and full hookup on Mississippi backwaters Buffalo City [](https://www.expedia.ca/Cochrane-Hotels-Great-RIver-Road-5th-Wheel-RV-With-Campsite-And-Full-Hookup-On-Mississippi-Backwaters.h83086510.Hotel-Information) ![Cabin, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/76000000/75890000/75883400/75883346/ae50f8d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 1 Bedroom](https://images.trvl-media.com/lodging/76000000/75890000/75883400/75883346/2fad8eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 1 Bedroom | In-room dining](https://images.trvl-media.com/lodging/76000000/75890000/75883400/75883346/b1702a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mobile Home, 1 Queen Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/76000000/75890000/75883400/75883346/c068a730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big River Escape Riverside Cabins Cochrane 9.2/10 Wonderful (36) "Beautiful stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) IVETTE CA $155 CA $164 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Cochrane-Hotels-Big-River-Escape-Riverside-Cabins.h75883346.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91130000/91123200/91123191/5f6a3f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91130000/91123200/91123191/w1442h683x0y0-70ce4185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91130000/91123200/91123191/e0500ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91130000/91123200/91123191/w1442h679x0y0-53e09de0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tamarack Point Homestead Arcadia 10/10 Exceptional (30) "Cozy place, had everything we needed, it was quiet and peaceful! Highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luke H. CA $128 CA $164 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Arcadia-Hotels-Tamarack-Point-Homestead.h91123191.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91010000/91005000/91004965/1aa8ebbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91010000/91005000/91004965/d5f3b57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/92000000/91010000/91005000/91004965/9794158c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91010000/91005000/91004965/188076a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treehouse Cabin in the Bluff Woodlands Elba 9.8/10 Exceptional (15) "Beautiful area enjoyed our stay immensely" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) I.M l. CA $131 CA $231 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Altura-Hotels-Treehouse-Cabin-In-The-Bluff-Woodlands.h91004965.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104250000/104243800/104243776/f253cb1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104250000/104243800/104243776/6ab39238.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104250000/104243800/104243776/20b75352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104250000/104243800/104243776/5df6d685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treehouse Cabin in the Bluff Woodlands North Elba 9.6/10 Exceptional (9) "Great area a place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul T. CA $131 CA $231 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Altura-Hotels-Treehouse-Cabin-In-The-Bluff-Woodlands-North.h104243776.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/96000000/95450000/95445400/95445311/w508h683x258y0-844d0735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/96000000/95450000/95445400/95445311/w506h683x259y0-4035c323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/96000000/95450000/95445400/95445311/w505h683x260y0-00db5d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95450000/95445400/95445311/w507h683x259y0-f05e9162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Warm and Cozy Upstairs Apartment Caledonia 9.4/10 Exceptional (12) "Clean and cozy! Loved our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $158 CA $229 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Caledonia-Hotels-Warm-And-Cozy-Upstairs-Apartment.h95445311.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89400000/89396300/89396222/6c55a3d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89400000/89396300/89396222/4d6bcc89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89400000/89396300/89396222/233ff1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89400000/89396300/89396222/ef1a3e44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hokah Ohana House: Historic charm, Modern updates Hokah 10/10 Exceptional (29) "Beautiful floors and interior furnishings with new windows! Perfect for relaxing and recuperating from a day of adventures. Shower has some wonderful water pressure too!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam B. CA $123 CA $262 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hokah-Hotels-Hokah-Ohana-House-Historic-Charm.h89396222.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100040000/100031900/100031833/4e92d58e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100040000/100031900/100031833/fa119f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100040000/100031900/100031833/a3fcf76a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/101000000/100040000/100031900/100031833/ce240065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard Northside 9.8/10 Exceptional (44) "We had a great stay,property was quiet,clean,comfortable, well appointed hosts were welcoming and responsive. Our grandkids visited and enjoyed the retro artifacts." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) nancy h. CA $124 CA $174 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/La-Crosse-Hotels-Nostalgic-Retro-Cottage.h100031833.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33970000/33966100/33966044/51829c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33970000/33966100/33966044/5b3bd3c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33970000/33966100/33966044/e194cb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/34000000/33970000/33966100/33966044/5478de5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bungaleau 1 Bedroom House In Cute Rivertown Downtown Trempealeau 9.8/10 Exceptional (88) "Wonderful place. Great proximity to downtown and Perrot State Park. Clean and cozy.Hope to return. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet W. [](https://www.expedia.ca/Trempealeau-Hotels-The-Bungaleau-1-Bedroom-House-In-Cute-Rivertown.h33966044.Hotel-Information) ![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/72000000/71120000/71119000/71118979/82ea957c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/72000000/71120000/71119000/71118979/85adc603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71120000/71119000/71118979/68f33b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71120000/71119000/71118979/w1013h683x11y0-e637863e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great River Road Cabin on the Mississippi Backwaters Fox Cabin Buffalo City 10/10 Exceptional (1) "We enjoyed our stay and really enjoyed the screened in porch. Spent a lot of time sitting at the table in the screened in porch playing cards." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenny D. CA $210 CA $254 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Cochrane-Hotels-Great-River-Road-Cabin-On-The-Mississippi-Backwaters-Fox-Cabin.h71118979.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/102000000/101090000/101089700/101089662/96894a8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/102000000/101090000/101089700/101089662/2c179c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101090000/101089700/101089662/c7079b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/102000000/101090000/101089700/101089662/8225109f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jake's Place Powell-Poage-Hamilton 9.8/10 Exceptional (7) "Was so much better than the large groups of people at motels and quit" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jimmy S. CA $175 CA $406 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/La-Crosse-Hotels-Jakes-Place.h101089662.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/96000000/95760000/95752800/95752739/w905h683x60y0-82169733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/96000000/95760000/95752800/95752739/w905h683x60y0-fdd1026a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95760000/95752800/95752739/w505h683x259y0-85b42bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/96000000/95760000/95752800/95752739/w904h683x60y0-231672eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverfront Twin Home La Crosse 10/10 Exceptional (39) "Great property with all needed amenities and right on the river! The property worked perfectly for our family get away" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy K. CA $189 CA $432 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/La-Crosse-Hotels-Riverfront-Twin-Home.h95752739.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112860000/112854400/112854347/w2048h2727x0y2-fdb6922a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112860000/112854400/112854347/8fdb14d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112860000/112854400/112854347/b0ecc2e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/113000000/112860000/112854400/112854347/f4bef4c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Boho Home w/Office, Yoga Studio,King Bed Holy Trinity-Longfellow 9.6/10 Exceptional (4) "Enjoyed our stay. The house was in a peaceful neighborhood. Property was clean and comfortable. Easy check in. No problems. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather B. [](https://www.expedia.ca/La-Crosse-Hotels-Charming-3bed.h112854347.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/115820000/115810300/115810264/62271771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/116000000/115820000/115810300/115810264/w2048h1369x0y2-b9860253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115820000/115810300/115810264/dad67bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/116000000/115820000/115810300/115810264/2a17bc87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suite #3 - Spacious King Suite -Mississippi River Fountain City 8.0/10 Very good (3) "Beautiful historic home. Enjoyed the lication." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly B. [](https://www.expedia.ca/Fountain-City-Hotels-Suite-3-Spacious-King-Suite-Mississippi-River.h115810264.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=2025-11-02&endDate=2025-11-03®ionId=10435&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%2FWinona-Vacation-Rentals.d10435.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinona-Vacation-Rentals.d10435.Travel-Guide-VacationRentals) ## Top Winona Hotel Reviews ![Express Suites Riverport Inn & Suites](//images.trvl-media.com/lodging/1000000/20000/11700/11603/dccd832e_y.jpg) ### Express Suites Riverport Inn & Suites 10/10 Excellent "Great additional breakfast. Quick check in. Clean and easy." [](https://expedia.ca/Winona-Hotels-Express-Suites-Riverport-Inn-Suites.h11603.Hotel-Information) ![Pearl Street Hotel & Suites](//images.trvl-media.com/lodging/106000000/105880000/105878000/105877997/70560ba3_y.jpg) ### Pearl Street Hotel & Suites 10/10 Excellent "We traveled as a group and Brig was excellent at checking us in and accommodating us. We wish the hotel had a restaurant or breakfast service " [](https://expedia.ca/La-Crosse-Hotels-Pearl-Street-Hotel-Suites.h105877997.Hotel-Information) ![Days Inn by Wyndham Winona](//images.trvl-media.com/lodging/1000000/30000/25400/25338/046c7ce7_y.jpg) ### Days Inn by Wyndham Winona 8/10 Good "Ok property... tired." [](https://expedia.ca/Winona-Hotels-Days-Inn-By-Wyndham-Winona.h25338.Hotel-Information) ![Fairfield Inn & Suites by Marriott Winona](//images.trvl-media.com/lodging/37000000/36330000/36320600/36320507/cc41e867_y.jpg) ### Fairfield Inn & Suites by Marriott Winona 10/10 Excellent "All was great!" [](https://expedia.ca/Winona-Hotels-Fairfield-Inn-Suites-By-Marriott-Winona.h36320507.Hotel-Information) ![Country Inn & Suites by Radisson, La Crosse, WI](//images.trvl-media.com/lodging/1000000/10000/1900/1820/0245a48a_y.jpg) ### Country Inn & Suites by Radisson, La Crosse, WI 10/10 Excellent "We’ve stopped here many times and it’s always done an excellent job" [](https://expedia.ca/La-Crosse-Hotels-Country-Inn-Suites-By-Radisson.h1820.Hotel-Information) ![GrandStay Hotel & Suites](//images.trvl-media.com/lodging/1000000/990000/986000/985928/232d895d_y.jpg) ### GrandStay Hotel & Suites 10/10 Excellent "Comfortable, clean. Nice location. Breakfast to get one started. Friendly staff." [](https://expedia.ca/La-Crosse-Hotels-GrandStay-Hotel-Suites.h985928.Hotel-Information) ![Super 8 by Wyndham Winona MN](//images.trvl-media.com/lodging/1000000/910000/905900/905847/9b61bdfb_y.jpg) ### Super 8 by Wyndham Winona MN 10/10 Excellent "Improvements done on this is propert are outstanding. Both the rooms and the entrance. Great value for the week day rate." [](https://expedia.ca/Winona-Hotels-Super-8-By-Wyndham-Winona-MN.h905847.Hotel-Information) ![The Plaza Hotel & Suites Winona](//images.trvl-media.com/lodging/1000000/330000/327900/327884/b6211ad4_y.jpg) ### The Plaza Hotel & Suites Winona 10/10 Excellent "Very clean room" [](https://expedia.ca/Winona-Hotels-The-Plaza-Hotel-Suites-Winona.h327884.Hotel-Information) ![AmericInn by Wyndham La Crosse Riverfront-Conference Center](//images.trvl-media.com/lodging/17000000/16420000/16417300/16417287/7e05b386_y.jpg) ### AmericInn by Wyndham La Crosse Riverfront-Conference Center 10/10 Excellent "Ample parking. Rooms were clean and comfortable. We would definitely stay here again" [](https://expedia.ca/La-Crosse-Hotels-AmericInn-By-Wyndham-La-Crosse-Riverfront-Conference-Center.h16417287.Hotel-Information) ## Find out more about Winona **Everything you need to know about** **Winona** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winona vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winona vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Winona vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Winona. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winona vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winona vacation rentals we have selected for you start as low as CA $164 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Winona rentals** At Expedia, we put the best Winona vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Winona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winona vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Winona ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [Vacation Homes in Winona](https://expedia.ca/Winona-Private-Vacation-Homes.d10435-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Winona](https://expedia.ca/Winona-Apartments.d10435-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Winona](https://expedia.ca/Winona-Cabins.d10435-aaCabins.Travel-Guide-Accommodation) - [Cottages in Winona](https://expedia.ca/Winona-Cottages.d10435-aaCottages.Travel-Guide-Accommodation) - [B&B in Winona](https://expedia.ca/Winona-Bed-And-Breakfast.d10435-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Lodges in Winona](https://expedia.ca/Winona-Lodges.d10435-aaLodges.Travel-Guide-Accommodation) - [Motels in Winona](https://expedia.ca/Winona-Motels.d10435-aaMotels.Travel-Guide-Accommodation) - [Farmstay in Winona](https://expedia.ca/Winona-Agritourism.d10435-aaAgritourism.Travel-Guide-Accommodation) - [Condo Rentals in Winona](https://expedia.ca/Winona-Condos.d10435-aaCondos.Travel-Guide-Accommodation) - [Guest Houses in Winona](https://expedia.ca/Winona-Guest-Houses.d10435-aaGuestHouses.Travel-Guide-Accommodation) - [RV Parks in Winona](https://expedia.ca/Winona-RV-Parks.d10435-aaRVParks.Travel-Guide-Accommodation) - [Castles in Winona](https://expedia.ca/Winona-Castles.d10435-aaCastles.Travel-Guide-Accommodation) - [Chalets in Winona](https://expedia.ca/Winona-Chalets.d10435-aaChalets.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find vacation rentals in Winona? > Yes, there are vacation rentals near the most popular sights in Winona, or you can choose a more secluded option if you'd like a relaxing place to stay. The riverfront and museums are just a few reasons why tourists like Winona. Make sure you have time to check out the gardens and churches during your trip. ### What are some of the best vacation rentals that Winona has to offer? > [Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater](https://www.expedia.ca/Winona-Hotels-Waterfront-Home-With-HOT-TUB.h109074552.Hotel-Information) : Visitors give good reviews to this Winona vacation home rental, which offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. ### How many vacation rentals are there in Winona? > Expedia has 14 vacation rentals for your stay in Winona. ### What can I see and do in Winona? > Enjoy the outdoors at Sugar Loaf and Mississippi River, or simply take in cultural attractions like Minnesota Marine Art Museum and Winona County Historical Society. While here, Great River Bluffs State Park and Aghaming Park And Preserve are other places worth a visit. ### What are vacation rentals like in Winona? > Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Winona. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFW0lEQVR4Xu3aMXLjOBBGYUw5ULhH0FF4NOpoOoqOMKEDl7HuHw2gCXG97q2aDez3ElEtAB8zWrZL/R8q6+BPBJIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUAXkrS9c++lXrvVw+Fn+M1G+bbvW1fGx/2PXeRrF9ngxSQNZlIK19ngxSQNZlIK19nvxdkX2+04nT3drw0bZHxDf+tlsZHc8CAQEBsUAUiAIZ+Vp1GcjePrzb1Bfeij/2NXrYiyMaHTdaICAg9gICUkBAvM8Rpe1xlbfZW78GASkgcxFID8QCASn/EZkj7y+b3/u7l7YKRIH0c0FAQAoIyFeR2VgrZOvjZRRW/epL+qoRCAgIiAUyV41AQN5sZyxuv5fLeuI6WtrnySAno6V9ngxyMlra58kgJ6OlfZ4McjJa2ufJICejpX2eDHIyWtrnyQE5aTnR/5psX7Hf/aix6rNAQE4CWQIBOQlk6fsi/qj+OLGUa9h+7yfGVd5L+5evMr51K9+oybxUIO1qsw996hs1mZcKpF1t9qFPfaMm81KBtKvNPvSpb9RkXiqQdrXZhz71jZrMSwXSrjb70Ke+UZN5qUDa1WYf+tQ3ajIvq63V03tr7x5trT/jS0Pe7GL+gXls1H9c1/pqI984AqkgINoIAgIC0gqItnv+jK9huy0ueqDX5sbi3Y1VIxAQEAsEBASktyJ6eo9H9UvbXscD/WEv+8f7d7vQ6GmjBaITH/ayV5CntSAKRCc+7GWvIE9rQdTPQPZ6/A13NcSf8cft7/ZAn7fiI20MIw8EBAQEBAQkFhBvbleO3A/b562EkW7F0w2PQEA8EBALBKSCHBH7Pt2RUq59pDQq4US5vuqIuDsCAakgCuTaRwqkgoCM57KQOfI0Gq4e++5ew6oRSAUBAQEBAQl9CdF2X+tP73nifnigj94dWOcgICAzEJAlEJDYq619GHL8ij2Q4rdiq8o/uh4ISAzkPBCQGMh53xeZa22vtqu7Xbvrq3yk7Fb0jL+0jVo1AgFRICAgICBeQN7sUz3Q77Z2Halrm+sZr8z1umuBqGubg4CAgICEkbq2OYhO3Nt2fXm2EzXyX3qrh819VPqt1PCML+b6WSMQEBALBAQEpLci8UR18619u3r6ir0GAlJBQEDOAwGpz4i21/CMtzSyxT196x4td2cL/u0rNggICEhbDDIvQX48ci+XOQ45MVbN9urIvDsb9X3zEqSNQJ4aJ4KA9BHIU+NEkG+H+Fr7pK89/tJbCVG+Klbrw17srL5oXoKA6BMQEJC+aF6C/FDkJG3Xn46F+PTWRqVc7F08cfxw4DfsgYCcBAICYoGA6MTYtc31QL/3kbs9X2o/CcxVn/+G+9i1zUFmID1fCgKiQHwE4n0rZJ/vqiO3oj8wr09vPfbVoyFqIHNkgYCAgFggICC9FdGvs4udaMhyon3yMtxaX22gVSPdysOubKMHAgICAgKyV5B+7hcQb9PiIsR697mdKFffuu9tOO7OAwEBAQG5tyHIpsUFZPQV5NqWatVWX9tnQo6P/WMgGoGAFBAQEJDWisx8rW2PJ862sPjWRyBxe2wLi299BBK3x7aw+NZHIHF7bAuLb30EErfHtrD41kcgcXtsC4tvfQQSt8e2sPjWR19Ajl1tal+e3/3EMKr2ffpiLw9baj8c9Ge8jV7segRSQRYDBATEA6k/HvlzgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiTV90H+BroTfjQ42k/AAAAAAElFTkSuQmCC)