Title: Winter, WI Cottage Rentals from $224 | 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 [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=3000462138&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=3000462138&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 three months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=3000462138&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) In four months [Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=3000462138&startDate=2026-07-24&endDate=2026-07-26&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/fc3c601d.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) | Front of property](https://images.trvl-media.com/lodging/118000000/117760000/117753300/117753273/c0c4c97f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fisher's Retreat: Hayward Home, Near ATV Trails! [](https://www.expedia.com/Hayward-Hotels-Fishers-Retreat-Home-W-Spacious-Yard-In-Hayward.h117753273.Hotel-Information) Hayward 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 $315 nightly $337 total Apr 2 - Apr 3 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) ![Exterior](https://images.trvl-media.com/lodging/88000000/87560000/87552300/87552209/481da397.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) ![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) ### Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails [](https://www.expedia.com/Phillips-Hotels-Lakefront-Cottage-W-Convenient-Access-To-Restaurants.h87552209.Hotel-Information) Phillips 9.6/10 Exceptional (28 reviews) "Very nice place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dina A. $205 nightly $224 total Apr 2 - Apr 3 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) ![Dining](https://images.trvl-media.com/lodging/101000000/100630000/100620100/100620027/0464fad2.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) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100630000/100620100/100620027/6a250776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 15min to trailhead, King Bed, PacMan [](https://www.expedia.com/Hayward-Hotels-Available-Birkie-Wildwood-Escapes-Cottage.h100620027.Hotel-Information) Hayward 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. $410 nightly $449 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Hayward-Hotels-Available-Birkie-Wildwood-Escapes-Cottage.h100620027.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165483/f7a2fdef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165483/c35d49c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165483/2022c0c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165483/e4301bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Northwoods Nature Escape! Lakefront Hayward Cabin [](https://www.expedia.com/Hayward-Hotels-Northwoods-Nature-Escape-Lakefront-Hayward-Cabin.h122165483.Hotel-Information) Hayward [](https://www.expedia.com/Hayward-Hotels-Northwoods-Nature-Escape-Lakefront-Hayward-Cabin.h122165483.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/126000000/125970000/125968200/125968117/0d7987d6.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) ### Northwoods Escape: Lakeside Retreat w/ Deck [](https://www.expedia.com/Stone-Lake-Hotels-Northwoods-Escape-Lakeside-Retreat-W-Deck.h125968117.Hotel-Information) Stone Lake $443 nightly $466 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Stone-Lake-Hotels-Northwoods-Escape-Lakeside-Retreat-W-Deck.h125968117.Hotel-Information) ![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/122000000/121340000/121330300/121330211/ed804160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121340000/121330300/121330211/768e6f0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121340000/121330300/121330211/d7dd43e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121340000/121330300/121330211/a92c5cd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water's Edge Retreat on Butternut Lake! [](https://www.expedia.com/Butternut-Hotels-Waters-Edge-Retreat-On-Butternut-Lake.h121330211.Hotel-Information) Butternut [](https://www.expedia.com/Butternut-Hotels-Waters-Edge-Retreat-On-Butternut-Lake.h121330211.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=2026-04-15&endDate=2026-04-16®ionId=3000462138&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=Winter%2C+Wisconsin%2C+United+States+of+America®ionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=CABIN) 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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=CHALET) 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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=VACATION_HOME) 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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&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 "the best stay in the area" [](https://expedia.com/Hayward-Hotels-Holiday-Inn-Express-Suites-Hayward.h280853.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 10/10 Excellent "Cascade Cabin is the perfect place for a quiet relaxing getaway. The cabin is exceptionally clean. The beds are comfortable with plenty of pillows to choose from. The kitchen is well stocked with utensils, cookware, bakeware and updated appliances for making your meals. The fireplace was a bonus to have after returning from a chilly, snowy day of exploring the area. Kristyn is a great host. She answered all my questions in a timely manner and check-in was the best I've ever had in my many years of using vrbo. " [](https://expedia.com/Clam-Lake-Hotels-Newly-Remodeled-Cabin-With-Game-Room.h106668131.Hotel-Information) ![Newly Built Trailside Chalet in The Brook - direct access to CAMBA/Birkie Trails](https://images.trvl-media.com/lodging/74000000/73110000/73100300/73100233/d2cef1be_y.jpg) ### Newly Built Trailside Chalet in The Brook - direct access to CAMBA/Birkie Trails 10/10 Excellent "This cabin provides a perfect retreat in the woods. The decor gives the place a rustic but cozy feel. Very clean. Beautiful fireplace, comfy beds. Everything we needed was there. The host was exceptional. She went above and beyond to make sure we had a fun and comfortable stay." [](https://expedia.com/Hayward-Hotels-Newly-Built-Trailside-Chalet-In-The-Brook-Direct-Access-To-CAMBABirkie-Trails.h73100233.Hotel-Information) ![AmericInn by Wyndham Ladysmith](https://images.trvl-media.com/lodging/1000000/850000/848400/848383/34301138_y.jpg) ### AmericInn by Wyndham Ladysmith 10/10 Excellent "Great staff clean room" [](https://expedia.com/Rice-Lake-Hotels-Ladysmith-Motel-Suites.h848383.Hotel-Information) ![EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River](https://images.trvl-media.com/lodging/93000000/92210000/92206700/92206633/86e6ca80_y.jpg) ### EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River 10/10 Excellent "Cabin was very comfortable and clean, and host was very responsive, we had a great stay!" [](https://expedia.com/Winter-Hotels-EAGLE-LODGE-Cozy-Cabin-Overlooking-The-Beautiful-E-Fork-Of-The-Chippewa-River.h92206633.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 "Amazing cabin, Great location, Very responsive Host. Will try to book this cabin again next year" [](https://expedia.com/Hayward-Hotels-Executive-Custom-Log-Lodge-On-Little-Round-Lake.h53814694.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 Sisu - Newly Remodeled Nordic Hideaway on Silverthorn Lake](https://images.trvl-media.com/lodging/103000000/102520000/102515800/102515792/19433750_y.jpg) ### Big Sisu - Newly Remodeled Nordic Hideaway on Silverthorn Lake 10/10 Excellent "Extremely comfortable, cozy place to stay. We had an excellent time!" [](https://expedia.com/Hayward-Hotels-Big-Sisu-Newly-Remodeled-Nordic-Hideaway-On-Silverthorn-Lake.h102515792.Hotel-Information) ![Charming 5-bedroom cabin just outside Hayward near OO, Tiger Cat,and Spider Lake](https://images.trvl-media.com/lodging/108000000/107850000/107846600/107846539/2532d096_y.jpg) ### Charming 5-bedroom cabin just outside Hayward near OO, Tiger Cat,and Spider Lake 10/10 Excellent "This is such a lovely cabin. Super homey with lots of space for people to spread out. Very nice space, great kitchen, comfy furniture, etc. We'll be back!" [](https://expedia.com/Hayward-Hotels-Charming-5-Bedroom-Cabin-With-WiFi-And-AC-In-Hayward.h107846539.Hotel-Information) ## Find out more about Winter ## Winter Cottages information | Number of reviews | 40 | | ----------------- | ----------- | | Accommodation | 52 Cottages | | Lowest Price | $224 | | Highest Price | $466 | ## 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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