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 [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=181516&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=181516&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) In three 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 four 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) ## 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) ![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) ![TV](https://images.trvl-media.com/lodging/121000000/120700000/120693400/120693317/a4bf7403.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. $204 nightly $228 total Mar 10 - Mar 11 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=2026-03-23&endDate=2026-03-24®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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&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 ![Hampton Inn Des Moines-Airport](https://images.trvl-media.com/lodging/1000000/20000/17400/17394/9e02de50_y.jpg) ### Hampton Inn Des Moines-Airport 6/10 Okay "The linens were old an very worn out; the towels had an odd odor to them although they were clean." [](https://expedia.com/Des-Moines-Hotels-Hampton-Inn-Des-Moines-Airport.h17394.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 room comfortable bed great staff." [](https://expedia.com/Des-Moines-Hotels-Hyatt-Place-West-Des-Moines-Jordan-Creek.h16112546.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 6/10 Okay "Breakfast not good, tv had issues" [](https://expedia.com/Des-Moines-Hotels-Home2-Suites-By-Hilton-Des-Moines-At-Drake-University.h48251406.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 "The hotel was packed full with state basketball participants and viewers, the staff was so friendly and on top of everything. Will be staying again!" [](https://expedia.com/Des-Moines-Hotels-Drury-Inn-Suites-West-Des-Moines.h1836184.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 "Kids enjoyed the pool after a long day of travel. Elevator was not working when we arrived but it was just a minor inconvenience. Breakfast was not ready at 6:30 like they said it would be, so we ended up grabbing food elsewhere as we were trying to get back on the road pretty early. " [](https://expedia.com/Des-Moines-Hotels-Stoney-Creek-Hotel-Des-Moines-Johnston.h1152222.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 2/10 Terrible "Check in staff was great, very friendly. But DO NOT TAKE ROOM 215\. The odor that is stuck in this room is undescribable unless you can imagine death, hockey locker room, and the smell of sewage all combined that was a permanent fixture in this room. They were booked and so no option to change. But stay away from 215\. Didnt sleep but 30 minutes because the odor was so bad!!!!" [](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 "Loved our stay. " [](https://expedia.com/Des-Moines-Hotels-Hotel-Fort-Des-Moines.h9375.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 "Yes. Friendly staff" [](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 "Rooms are always clean and comfy! Nice breakfast too! " [](https://expedia.com/Des-Moines-Hotels-Wildwood-Lodge.h7598985.Hotel-Information) ## Find out more about Winterset ## Winterset Cottages information | Number of reviews | 4 | | ----------------- | ----------- | | Accommodation | 10 Cottages | | Lowest Price | $228 | | Highest Price | $228 | ## 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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