Title: Winner Vacation Home Rentals from CA $213: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Winner](https://expedia.ca/Winner-Hotels.d175746.Travel-Guide-Hotels)[Vacation Rentals in Winner](https://expedia.ca/Winner-Vacation-Rentals.d175746.Travel-Guide-VacationRentals)[Flights to Winner](https://expedia.ca/Cheap-Flights-To-Winner.d175746.Travel-Guide-Flights)[Winner Car Rentals](https://expedia.ca/Car-Rentals-In-Winner.d175746.Car-Rental-Guide)[Winner Vacation Packages](https://expedia.ca/Winner.d175746.Destination-Travel-Guides) ![Aerial View of Winner, South Dakota in Winter](https://images.trvl-media.com/place/175746/88f45c4b-56bf-41e0-ab6e-f73f4f08d246.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/175746/88f45c4b-56bf-41e0-ab6e-f73f4f08d246.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=175746&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=175746&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=175746&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=175746&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 Winner vacation homes ![Exterior detail](https://images.trvl-media.com/lodging/91000000/90850000/90842300/90842218/793c06c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90850000/90842300/90842218/132ca649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90850000/90842300/90842218/151fd6f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90850000/90842300/90842218/e8641202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Little Getaway, Winner, SD [](https://www.expedia.ca/Winner-Hotels-Cozy-Little-Getaway.h90842218.Hotel-Information) Winner 10/10 Exceptional (12 reviews) "Great place to stay, nice and cool in there! Very clean! Would stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jen CA $139 CA $213 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Winner-Hotels-Cozy-Little-Getaway.h90842218.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/69000000/68280000/68275600/68275528/80676e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/69000000/68280000/68275600/68275528/75238966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68280000/68275600/68275528/1b45e795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, bed sheets](https://images.trvl-media.com/lodging/69000000/68280000/68275600/68275528/0bdc667c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ranch You Love [](https://www.expedia.ca/The-Ranch-You-Love.h68275528.Hotel-Information) Dallas 9.4/10 Exceptional (19 reviews) "This property was great for our large group. Everyone had their own space and we enjoyed coming together in the common areas for fun." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerry D. CA $139 CA $392 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/The-Ranch-You-Love.h68275528.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116800000/116790900/116790894/a3642be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116790900/116790894/0d183e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo](https://images.trvl-media.com/lodging/117000000/116800000/116790900/116790894/ef299327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116790900/116790894/64f462c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic Ridge [](https://www.expedia.ca/Gregory-Hotels-Rustic-Ridge.h116790894.Hotel-Information) Gregory 9.6/10 Exceptional (5 reviews) "We stayed here while renovating a home we brought in the same town. Host was super kind and very quick to respond. Property was clean and comfortable. Will book again when we return to the area " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara A. CA $257 CA $475 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Gregory-Hotels-Rustic-Ridge.h116790894.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=2026-01-29&endDate=2026-01-30®ionId=175746&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Winner%2C+South+Dakota%2C+United+States+of+America®ionId=175746&latLong=43.254485%2C-99.925868&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=VACATION_HOME) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Winner%2C+South+Dakota%2C+United+States+of+America®ionId=175746&latLong=43.254485%2C-99.925868&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=CABIN) ![](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%2FWinner-Private-Vacation-Homes.d175746-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinner-Private-Vacation-Homes.d175746-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Winner Hotel Reviews ![Trade Winds Motel](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658963/b25751e5_y.jpg) ### Trade Winds Motel 10/10 Excellent "Left before breakfast " [](https://expedia.ca/Valentine-Hotels-Trade-Winds-Motel.h1658963.Hotel-Information) ![King's Inn](https://images.trvl-media.com/lodging/20000000/19440000/19435000/19434979/0506c717_y.jpg) ### King's Inn 10/10 Excellent "Room and people were perfect. " [](https://expedia.ca/Chamberlain-Hotels-Kings-Inn.h19434979.Hotel-Information) ![Holiday Inn Express & Suites Winner by IHG](https://images.trvl-media.com/lodging/1000000/910000/903300/903274/85a55cce_y.jpg) ### Holiday Inn Express & Suites Winner by IHG 10/10 Excellent "Hot breakfast,server very kind and helpful " [](https://expedia.ca/Winner-Hotels-Holiday-Inn-Express-Suites-Winner.h903274.Hotel-Information) ![Sandhills retreat minutes from downtown Valentine](https://images.trvl-media.com/lodging/123000000/122070000/122068800/122068769/w1079h749x0y1-32602b16_y.jpg) ### Sandhills retreat minutes from downtown Valentine 10/10 Excellent "The cabin was super cozy in beautiful surroundings! The host was very friendly and accommodating! We look forward to having family stay at the cabin again." [](https://expedia.ca/Valentine-Hotels-Sandhills-Retreat-Minutes-From-Downtown-Valentine.h122068769.Hotel-Information) ![Harmony Inn & Suites](https://images.trvl-media.com/lodging/4000000/3550000/3542300/3542265/875388b0_y.jpg) ### Harmony Inn & Suites 10/10 Excellent "Very nice" [](https://expedia.ca/Valentine-Hotels-Harmony-Inn-Suites.h3542265.Hotel-Information) ![Super 8 by Wyndham Valentine NE](https://images.trvl-media.com/lodging/1000000/900000/897900/897836/1393a55b_y.jpg) ### Super 8 by Wyndham Valentine NE 10/10 Excellent "Hot tub was nice and hot and jets worked amazingly well. Rooms could use updates to get into the 21st century. Had snot in the wall, holes and chipping paint on walls. Beds are hard as a brick, needed to put something in freezer but couldn’t due to it be ice covered. For the rate not what I expected in the middle of the winter. Over prices for sure. I w ou of pay $100 more tons somewhere else if I ever need a motel in Valentine NE " [](https://expedia.ca/Valentine-Hotels-Super-8-By-Wyndham-Valentine-NE.h897836.Hotel-Information) ![Comfort Inn Valentine](https://images.trvl-media.com/lodging/1000000/10000/5700/5657/c1fc2815_y.jpg) ### Comfort Inn Valentine 10/10 Excellent "Everything was super" [](https://expedia.ca/Valentine-Hotels-Comfort-Inn-Valentine.h5657.Hotel-Information) ![Super 8 by Wyndham Winner SD](https://images.trvl-media.com/lodging/2000000/1330000/1329500/1329421/f9a92518_y.jpg) ### Super 8 by Wyndham Winner SD 10/10 Excellent "Staff was very nice, hotel was very clean! " [](https://expedia.ca/Winner-Hotels-Super-8-By-Wyndham-Winner-SD.h1329421.Hotel-Information) ![The Niobrara Lodge](https://images.trvl-media.com/lodging/1000000/440000/436000/435941/da7a9a63_y.jpg) ### The Niobrara Lodge 10/10 Excellent "Comfortable bed. No chain or bar on the door" [](https://expedia.ca/Valentine-Hotels-The-Niobrara-Lodge.h435941.Hotel-Information) ## Find out more about Winner ## Winner Vacation Homes information | Number of reviews | 34 | | ----------------- | ---------------- | | Accommodation | 5 Vacation Homes | | Lowest Price | CA $213 | | Highest Price | CA $475 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Chamberlain ](https://www.expedia.ca/3Star-Chamberlain-Hotels.s30-0-d6059499.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Dixon ](https://www.expedia.ca/5Star-Dixon-Hotels.s50-0-d6352575.Travel-Guide-Filter-Hotels) - [Antelope Hotels ](https://www.expedia.ca/Antelope-Hotels.d553248634983527139.Travel-Guide-Hotels) - [Farmstay in Burke ](https://www.expedia.ca/Burke-Agritourism.d553248634983107572-aaAgritourism.Travel-Guide-Accommodation) - [Cottages in Burke ](https://www.expedia.ca/Burke-Cottages.d553248634983107572-aaCottages.Travel-Guide-Accommodation) - 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