Title: Winterset, IA Cottage Rentals from $228 | 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 [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=181516&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=181516&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=181516&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=181516&startDate=2026-07-31&endDate=2026-08-02&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 ![Interior](https://images.trvl-media.com/lodging/128000000/127170000/127164900/127164826/ffba3f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/128000000/127170000/127164900/127164826/eae3a39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/128000000/127170000/127164900/127164826/aac6e834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/128000000/127170000/127164900/127164826/a1ac9a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Endless Fun! Family Home w/ Spacious Yard in Clive [](https://www.expedia.com/Des-Moines-Hotels-Endless-Fun-Family-Home-W-Spacious-Yard-In-Clive.h127164826.Hotel-Information) Clive $421 nightly $472 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Des-Moines-Hotels-Endless-Fun-Family-Home-W-Spacious-Yard-In-Clive.h127164826.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120700000/120693400/120693317/9d407517.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) ![TV](https://images.trvl-media.com/lodging/121000000/120700000/120693400/120693317/a4bf7403.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 (5 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. $204 nightly $228 total Apr 12 - Apr 13 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=2026-04-22&endDate=2026-04-23®ionId=181516&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.com/Hotel-Search?destination=Winterset%2C+Iowa%2C+United+States+of+America®ionId=181516&latLong=41.330824%2C-94.013839&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&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=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&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=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&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=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&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=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&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 ![SpringHill Suites Des Moines West](https://images.trvl-media.com/lodging/1000000/560000/554000/553975/2e2cdb05_y.jpg) ### SpringHill Suites Des Moines West 10/10 Excellent "It is very nice place to.. clean and very nice Staff" [](https://expedia.com/Des-Moines-Hotels-SpringHill-Suites-Des-Moines-West.h553975.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 "Beyond expectations! Super property and staff." [](https://expedia.com/Des-Moines-Hotels-Home2-Suites-By-Hilton-Des-Moines-At-Drake-University.h48251406.Hotel-Information) ![Hyatt Place West Des Moines Jordan Creek](https://images.trvl-media.com/lodging/17000000/16120000/16112600/16112546/018a0ab2_y.jpg) ### Hyatt Place West Des Moines Jordan Creek 10/10 Excellent "Clean, nice, friendly staff. No complaints" [](https://expedia.com/Des-Moines-Hotels-Hyatt-Place-West-Des-Moines-Jordan-Creek.h16112546.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 "Very nice staff" [](https://expedia.com/Des-Moines-Hotels-Stoney-Creek-Hotel-Des-Moines-Johnston.h1152222.Hotel-Information) ![Fairfield Inn and Suites by Marriott Des Moines West](https://images.trvl-media.com/lodging/1000000/80000/77600/77590/01d93670_y.jpg) ### Fairfield Inn and Suites by Marriott Des Moines West 10/10 Excellent "Helpful staff. Clean and comfortable room. " [](https://expedia.com/Des-Moines-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Des-Moines-West.h77590.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 "First time staying at a Drury. Fantastic experience. Included quality food and drinks in the evening, Great room, comfortable bed, GREAT staff and the breakfast was very good. We will definitely stay here again. Most bang for the buck we’ve seen. " [](https://expedia.com/Des-Moines-Hotels-Drury-Inn-Suites-West-Des-Moines.h1836184.Hotel-Information) ![Revel Hotel Des Moines Urbandale, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/120000/119100/119096/46a14b38_y.jpg) ### Revel Hotel Des Moines Urbandale, Tapestry Collection by Hilton 10/10 Excellent "Super clean, sleek modern room. Check-in was easy and we love the digital key available through the app. Zach, the bartender took great care of us. Delicious dinner as well. We will stay again!" [](https://expedia.com/Des-Moines-Hotels-Revel-Hotel-Des-Moines-Urbandale.h119096.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 10/10 Excellent "This hotel is the mid point on our trip. We've stayed here several times and it's always fine." [](https://expedia.com/Des-Moines-Hotels-Days-Inn-Suites-By-Wyndham-Des-Moines-Airport.h49826.Hotel-Information) ![Wildwood Lodge](https://images.trvl-media.com/lodging/8000000/7600000/7599000/7598985/dde52107_y.jpg) ### Wildwood Lodge 10/10 Excellent "We had a great stay at Wildwood. The WiFi worked well, the rooms were clean, the pool was fun, the fire pit and fireplace were on and ready for guest, and the staff was helpful and kind. The breakfast had a lot of options (waffles, biscuits and gravy, eggs, cereal, apples, toast, bagels, yogurt, juice) and was what you’d expect for continental breakfast. We would definitely stay there again!" [](https://expedia.com/Des-Moines-Hotels-Wildwood-Lodge.h7598985.Hotel-Information) ## Find out more about Winterset ## Winterset Cottages information | Number of reviews | 5 | | ----------------- | ----------- | | Accommodation | 12 Cottages | | Lowest Price | $228 | | Highest Price | $472 | ## 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) - [Hotels near Clark Tower ](https://www.expedia.com/Clark-Tower-Hotels.0-l553248621564886258-0.Travel-Guide-Filter-Hotels) - 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