Title: Winter, WI Cottage Rentals from $169 | Expedia.com [Winter Travel Guide](https://expedia.com/Winter.dx3000462138)[Hotels in Winter](https://expedia.com/Winter-Hotels.d3000462138.Travel-Guide-Hotels)[Vacation Rentals in Winter](https://expedia.com/Winter-Vacation-Rentals.d3000462138.Travel-Guide-VacationRentals)[Flights to Winter](https://expedia.com/Cheap-Flights-To-Winter.d3000462138.Travel-Guide-Flights)[Car Rentals in Winter](https://expedia.com/Car-Rentals-In-Winter.d3000462138.Car-Rental-Guide)[Winter Vacation Packages](https://expedia.com/Winter.d3000462138.Destination-Travel-Guides) ![Old red barn next to a snow covered forest in a Wisconsin](https://images.trvl-media.com/place/3000462138/6dca08ca-5573-4d68-9c1e-f16f49c61630.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000462138/6dca08ca-5573-4d68-9c1e-f16f49c61630.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=3000462138&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=3000462138&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=3000462138&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=3000462138&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 Winter cottages ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117760000/117753300/117753273/826b9d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117760000/117753300/117753273/0086e205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117760000/117753300/117753273/7e6bf489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117760000/117753300/117753273/fc3c601d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Hayward [](https://www.expedia.com/Hayward-Hotels-Fishers-Retreat-Home-W-Spacious-Yard-In-Hayward.h117753273.Hotel-Information) 10/10 Exceptional (3 reviews) "Great communication. Easy check in. Great location. Love the vintage vibe, home has clearly been well cared for. Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa $327 nightly $349 total Mar 14 - Mar 15 Total with taxes and fees [](https://www.expedia.com/Hayward-Hotels-Fishers-Retreat-Home-W-Spacious-Yard-In-Hayward.h117753273.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87560000/87552300/87552209/b5e68e3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/88000000/87560000/87552300/87552209/a1798a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/88000000/87560000/87552300/87552209/37f98bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, travel crib, WiFi](https://images.trvl-media.com/lodging/88000000/87560000/87552300/87552209/2019d1e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Phillips [](https://www.expedia.com/Phillips-Hotels-Lakefront-Cottage-W-Convenient-Access-To-Restaurants.h87552209.Hotel-Information) 9.6/10 Exceptional (28 reviews) "Very nice place enjoyed family time" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl B. $154 nightly $169 total Mar 13 - Mar 14 Total with taxes and fees [](https://www.expedia.com/Phillips-Hotels-Lakefront-Cottage-W-Convenient-Access-To-Restaurants.h87552209.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100630000/100620100/100620027/8fca7419.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/101000000/100630000/100620100/100620027/230c1db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100630000/100620100/100620027/14a16c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100630000/100620100/100620027/6a250776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Hayward [](https://www.expedia.com/Hayward-Hotels-Available-Birkie-Wildwood-Escapes-Cottage.h100620027.Hotel-Information) 9.6/10 Exceptional (12 reviews) "It was a good long weekend the stay was enjoyable with good neighbors and relaxing accommodations " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin K. $428 nightly $469 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Hayward-Hotels-Available-Birkie-Wildwood-Escapes-Cottage.h100620027.Hotel-Information) ![House (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/126000000/125970000/125968200/125968117/0bd0acd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125970000/125968200/125968117/1c93c048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125970000/125968200/125968117/3426c6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125970000/125968200/125968117/443bc039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Stone Lake [](https://www.expedia.com/Stone-Lake-Hotels-Northwoods-Escape-Lakeside-Retreat-W-Deck.h125968117.Hotel-Information) $382 nightly $402 total Mar 13 - Mar 14 Total with taxes and fees [](https://www.expedia.com/Stone-Lake-Hotels-Northwoods-Escape-Lakeside-Retreat-W-Deck.h125968117.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=2026-03-26&endDate=2026-03-27®ionId=3000462138&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_3000462138) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America®ionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CABIN) Cottages [](https://www.expedia.com/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America®ionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=COTTAGE) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America®ionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=VACATION_HOME) Chalets [](https://www.expedia.com/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America®ionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CHALET) Condos [](https://www.expedia.com/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America®ionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CONDO) Apartments [](https://www.expedia.com/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America®ionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=APARTMENT) ![](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%2FWinter-Cottages.d3000462138-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Cottages.d3000462138-aaCottages.Travel-Guide-Accommodation) ## Top Winter Hotel Reviews ![Holiday Inn Express & Suites Hayward by IHG](https://images.trvl-media.com/lodging/1000000/290000/280900/280853/68d74ced_y.jpg) ### Holiday Inn Express & Suites Hayward by IHG 10/10 Excellent "Nice clean room and decent breakfast" [](https://expedia.com/Hayward-Hotels-Holiday-Inn-Express-Suites-Hayward.h280853.Hotel-Information) ![AmericInn by Wyndham Ladysmith](https://images.trvl-media.com/lodging/1000000/850000/848400/848383/34301138_y.jpg) ### AmericInn by Wyndham Ladysmith 8/10 Good "Clean room " [](https://expedia.com/Rice-Lake-Hotels-Ladysmith-Motel-Suites.h848383.Hotel-Information) ![Quality Inn Ladysmith](https://images.trvl-media.com/lodging/23000000/22760000/22752700/22752670/2b33d00d_y.jpg) ### Quality Inn Ladysmith 8/10 Good "Hot tub wasn’t as hot as we thought it’d be otherwise everything else was great!" [](https://expedia.com/Ladysmith-Hotels-Quality-Inn.h22752670.Hotel-Information) ![Chequamegon Acres 2-bedroom cabin just outside of Clam Lake, Direct trail access](https://images.trvl-media.com/lodging/124000000/123030000/123029600/123029574/a1c35d66_y.jpg) ### Chequamegon Acres 2-bedroom cabin just outside of Clam Lake, Direct trail access 8/10 Good "Nice open area, to see wild life and nature " [](https://expedia.com/Clam-Lake-Hotels-Chequamegon-Acres-2-Bedroom-Cabin-Just-Outside-Of-Clam-Lake.h123029574.Hotel-Information) ![AmeriVu Inn](https://images.trvl-media.com/lodging/1000000/460000/459900/459801/b0346caf_y.jpg) ### AmeriVu Inn 4/10 Poor "Heat was good, parking was good, had to call a number and wait 15 minutes for someone to come and check me in, the TV didn't work " [](https://expedia.com/Phillips-Hotels-AmeriVu-Inn.h459801.Hotel-Information) ![Lakefront Cabin w/ Pool Table+Waterfall: Northwoods Nostalgia + Modern Amenities](https://images.trvl-media.com/lodging/107000000/106670000/106668200/106668131/15d42e75_y.jpg) ### Lakefront Cabin w/ Pool Table+Waterfall: Northwoods Nostalgia + Modern Amenities 8/10 Good "Cabin was as beautiful and comfortable as photos and prior reviews indicated. Good signage to find the entry off the highway. Parking with two snowmobile trailers was tight, the snowpack from plowed parking area made it tight, but doable. A short drive to Clam Lake village with a friendly , well-stocked convenience store and welcoming bar-restaurants. We lost hot water during our stay, but made do! The owner can't anticipate an appliance failure in a rural area, pulling well water in the winter! Hopefully it will be a fast replacement, we would love to visit again." [](https://expedia.com/Clam-Lake-Hotels-Newly-Remodeled-Cabin-With-Game-Room.h106668131.Hotel-Information) ![Cozy Cabin on Secluded Peninsula](https://images.trvl-media.com/lodging/86000000/85480000/85471500/85471498/2ad4a7e8_y.jpg) ### Cozy Cabin on Secluded Peninsula 10/10 Excellent "Clean, host was communicative and loved having toys at the cabin! " [](https://expedia.com/Hayward-Hotels-Osprey-Cabin.h85471498.Hotel-Information) ![Big Chip Lodge. Awesome view. Dock 50' away. Authentic Historical Wisconsin.](https://images.trvl-media.com/lodging/20000000/19380000/19371500/19371483/218ee852_y.jpg) ### Big Chip Lodge. Awesome view. Dock 50' away. Authentic Historical Wisconsin. 10/10 Excellent "We loved staying at the big chip lodge! It was a perfect well stocked rustic cabin! Highly recommend, except for when we want go there next because it’s taken them! " [](https://expedia.com/Hayward-Hotels-Big-Chip-Lodge-Awesome-View-Dock-Just-Out-From-Deck-Quality-Time-For-Groups.h19371483.Hotel-Information) ![Luxury 7,500‑Sq‑Ft Lakefront Lodge, Private Dock & Snowmobile Access](https://images.trvl-media.com/lodging/54000000/53820000/53814700/53814694/e16291fa_y.jpg) ### Luxury 7,500‑Sq‑Ft Lakefront Lodge, Private Dock & Snowmobile Access 10/10 Excellent "What a beautiful home in a great location! Enjoyed every minute there. We had a family group (ages 2-72) there for the Birkie open skate and had so much fun. Bedrooms located distant from one another which gave a little added privacy. Had a blast in the walk out lower level bar/shuffle board area. Amazing to just relax in the great room. A few lights out upstairs- ceiling light broken in one bedroom, light bulbs burned out, but overall a fantastic experience! Thank you for sharing your beautiful home! " [](https://expedia.com/Hayward-Hotels-Executive-Custom-Log-Lodge-On-Little-Round-Lake.h53814694.Hotel-Information) ## Find out more about Winter ## Winter Cottages information | Number of reviews | 40 | | ----------------- | ----------- | | Accommodation | 51 Cottages | | Lowest Price | $169 | | Highest Price | $469 | ## Frequently asked questions ### Why book your cottage in Winter with Expedia? ### How can I find cheap cottages in Winter? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Ojibwa State Park ](https://www.expedia.com/Ojibwa-State-Park-Hotels.0-l553248621532652200-0.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Ojibwa ](https://www.expedia.com/Ojibwa-Cabins.d3000461920-aaCabins.Travel-Guide-Accommodation) - [Cottages in Ojibwa ](https://www.expedia.com/Ojibwa-Cottages.d3000461920-aaCottages.Travel-Guide-Accommodation) - [Ojibwa Hotels ](https://www.expedia.com/Ojibwa-Hotels.d3000461920.Travel-Guide-Hotels) - 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