Title: Winterset, IA Cottage Rentals from $230 | Expedia.com [Winterset Travel Guide](https://expedia.com/Winterset.dx181516)[Hotels in Winterset](https://expedia.com/Winterset-Hotels.d181516.Travel-Guide-Hotels)[Vacation Rentals in Winterset](https://expedia.com/Winterset-Vacation-Rentals.d181516.Travel-Guide-VacationRentals)[Flights to Winterset](https://expedia.com/Cheap-Flights-To-Winterset.d181516.Travel-Guide-Flights)[Car Rentals in Winterset](https://expedia.com/Car-Rentals-In-Winterset.d181516.Car-Rental-Guide)[Winterset Vacation Packages](https://expedia.com/Winterset.d181516.Destination-Travel-Guides) ![hogback covered bridge, summer](https://images.trvl-media.com/place/181516/90035273-eecd-464a-9310-9199852de9b9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/181516/90035273-eecd-464a-9310-9199852de9b9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=181516&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.com/Hotel-Search?regionId=181516&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.com/Hotel-Search?regionId=181516&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.com/Hotel-Search?regionId=181516&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 Winterset cottages ![Exterior](https://images.trvl-media.com/lodging/121000000/120700000/120693400/120693317/9d407517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120700000/120693400/120693317/bf444b1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120700000/120693400/120693317/02341023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120700000/120693400/120693317/a05208fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage Near Downtown Walkable to Dining and Boutique Shopping [](https://www.expedia.com/Des-Moines-Hotels-Cozy-Cottage-Near-Downtown-Walkable-To-Dining-And-Boutique-Shopping.h120693317.Hotel-Information) Woodland Heights 10/10 Exceptional (4 reviews) "Great location with a cozy, clean, pet-friendly cottage. Had everything we needed. Will stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff C. $206 nightly $230 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Des-Moines-Hotels-Cozy-Cottage-Near-Downtown-Walkable-To-Dining-And-Boutique-Shopping.h120693317.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.com/Hotel-Search?startDate=2026-03-21&endDate=2026-03-22®ionId=181516&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.com/deals?rfrr=AA_SPRING_PROMO_181516) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Winterset%2C+Iowa%2C+United+States+of+America®ionId=181516&latLong=41.330824%2C-94.013839&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Winterset%2C+Iowa%2C+United+States+of+America®ionId=181516&latLong=41.330824%2C-94.013839&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Winterset%2C+Iowa%2C+United+States+of+America®ionId=181516&latLong=41.330824%2C-94.013839&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=COTTAGE) Apartments [](https://www.expedia.com/Hotel-Search?destination=Winterset%2C+Iowa%2C+United+States+of+America®ionId=181516&latLong=41.330824%2C-94.013839&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=APARTMENT) Condos [](https://www.expedia.com/Hotel-Search?destination=Winterset%2C+Iowa%2C+United+States+of+America®ionId=181516&latLong=41.330824%2C-94.013839&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinterset-Cottages.d181516-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinterset-Cottages.d181516-aaCottages.Travel-Guide-Accommodation) ## Top Winterset Hotel Reviews ![Country Inn & Suites by Radisson, Des Moines West, IA](https://images.trvl-media.com/lodging/1000000/100000/99800/99780/563c32d8_y.jpg) ### Country Inn & Suites by Radisson, Des Moines West, IA 10/10 Excellent "It was good " [](https://expedia.com/Des-Moines-Hotels-Country-Inn-Suites-By-Radisson.h99780.Hotel-Information) ![Drury Inn & Suites West Des Moines](https://images.trvl-media.com/lodging/2000000/1840000/1836200/1836184/a1ae2959_y.jpg) ### Drury Inn & Suites West Des Moines 10/10 Excellent "Always one of our favorite places to stay! Beds are comfy, rooms are clean and the staff is friendly. We enjoy the drinks that come with kickback time and the food. The breakfast is great too. The hot tub was relaxing and my husband's fav part(indoor outdoor pool) is always a big hut. Will definitely be back again! " [](https://expedia.com/Des-Moines-Hotels-Drury-Inn-Suites-West-Des-Moines.h1836184.Hotel-Information) ![Home2 Suites by Hilton Des Moines at Drake University](https://images.trvl-media.com/lodging/49000000/48260000/48251500/48251406/b9f3330e_y.jpg) ### Home2 Suites by Hilton Des Moines at Drake University 10/10 Excellent "Clean! Quiet! Affordable! Staff was amazing and they have Breakfast!" [](https://expedia.com/Des-Moines-Hotels-Home2-Suites-By-Hilton-Des-Moines-At-Drake-University.h48251406.Hotel-Information) ![Days Inn & Suites by Wyndham Des Moines Airport](https://images.trvl-media.com/lodging/1000000/50000/49900/49826/fcd8bd89_y.jpg) ### Days Inn & Suites by Wyndham Des Moines Airport 4/10 Poor "Smelled bad, was not clean, hair in the beds, staff were not knowledgeable " [](https://expedia.com/Des-Moines-Hotels-Days-Inn-Suites-By-Wyndham-Des-Moines-Airport.h49826.Hotel-Information) ![AmericInn by Wyndham Des Moines Airport](https://images.trvl-media.com/lodging/1000000/860000/856000/855969/c936a451_y.jpg) ### AmericInn by Wyndham Des Moines Airport 8/10 Good "Nice hotel thats close to the airport with shuttle service to take you to and from the airport." [](https://expedia.com/Des-Moines-Hotels-AmericInn-By-Wyndham-Des-Moines-Airport.h855969.Hotel-Information) ![SpringHill Suites Des Moines West](https://images.trvl-media.com/lodging/1000000/560000/554000/553975/2e2cdb05_y.jpg) ### SpringHill Suites Des Moines West 4/10 Poor "We had to wait almost an hour for our ready room due to limited staff and ability to handle our room transaction efficiently. Disappointing hotel overall." [](https://expedia.com/Des-Moines-Hotels-SpringHill-Suites-Des-Moines-West.h553975.Hotel-Information) ![Hotel Fort Des Moines, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/10000/9400/9375/72ac6d3b_y.jpg) ### Hotel Fort Des Moines, Curio Collection by Hilton 10/10 Excellent "The staff was great, especially Morgan! " [](https://expedia.com/Des-Moines-Hotels-Hotel-Fort-Des-Moines.h9375.Hotel-Information) ![Hampton Inn Des Moines-Airport](https://images.trvl-media.com/lodging/1000000/20000/17400/17394/9e02de50_y.jpg) ### Hampton Inn Des Moines-Airport 8/10 Good "clean room, the airport shuttle took awhile to arrive. after we called, the staff was nice and friendly" [](https://expedia.com/Des-Moines-Hotels-Hampton-Inn-Des-Moines-Airport.h17394.Hotel-Information) ![Stoney Creek Hotel Des Moines - Johnston](https://images.trvl-media.com/lodging/2000000/1160000/1152300/1152222/43001d37_y.jpg) ### Stoney Creek Hotel Des Moines - Johnston 10/10 Excellent "Staff were nice, hot tub and pool were great! Room was clean. Property just needs update but otherwise great" [](https://expedia.com/Des-Moines-Hotels-Stoney-Creek-Hotel-Des-Moines-Johnston.h1152222.Hotel-Information) ## Find out more about Winterset ## Winterset Cottages information | Number of reviews | 4 | | ----------------- | ----------- | | Accommodation | 10 Cottages | | Lowest Price | $230 | | Highest Price | $230 | ## Frequently asked questions ### Why book your cottage in Winterset with Expedia? ### How can I find cheap cottages in Winterset? ### What is there to do in Winterset near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Madison County Hotels ](https://www.expedia.com/Destinations-In-Madison-County.d553248635976430525.Hotel-Destinations) - [Hotels near John Wayne Birthplace Museum ](https://www.expedia.com/John-Wayne-Birthplace-Museum-Hotels.0-l6105996-0.Travel-Guide-Filter-Hotels) - [Hotels near Madison County Courthouse ](https://www.expedia.com/Madison-County-Courthouse-Hotels.0-l6106008-0.Travel-Guide-Filter-Hotels) - 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