Title: Sheboygan Cottages from CA $569 | Expedia.ca [Hotels in Sheboygan](https://expedia.ca/Sheboygan-Hotels.d6059814.Travel-Guide-Hotels)[Vacation Rentals in Sheboygan](https://expedia.ca/Sheboygan-Vacation-Rentals.d6059814.Travel-Guide-VacationRentals)[Flights to Sheboygan](https://expedia.ca/Cheap-Flights-To-Sheboygan.d6059814.Travel-Guide-Flights)[Sheboygan Car Rentals](https://expedia.ca/Car-Rentals-In-Sheboygan.d6059814.Car-Rental-Guide)[Sheboygan Vacation Packages](https://expedia.ca/Sheboygan.d6059814.Destination-Travel-Guides) ![Getting out on the jetty to get this photo is just ONE of the perspectives you are presented with when you get down to the lake shore in Sheboygan County. Facing north, the sunrise just appeared to have so many natural colors for this long exposure. Plus, the calm waters looked even more so at 4 seconds. If you get to the eastern side of Wisconsin, in Sheboygan County, heading to the lake is a MUST.](https://images.trvl-media.com/place/6059814/6ee3f5a4-1fa9-4851-859a-f5e938844522.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by John Sukowaty ![](https://images.trvl-media.com/place/6059814/6ee3f5a4-1fa9-4851-859a-f5e938844522.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=6059814&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) ## Our top choices for Sheboygan cottages ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119960000/119957500/119957418/bbe923aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119960000/119957500/119957418/942ca252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119960000/119957500/119957418/1e81d255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119960000/119957500/119957418/31d8a301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Backyard, Walk to Hospital: Sheboygan Abode! [](https://www.expedia.ca/Sheboygan-Hotels-Large-Backyard.h119957418.Hotel-Information) Sheboygan CA $212 CA $569 total includes taxes & fees Jan 17 - Jan 18 [](https://www.expedia.ca/Sheboygan-Hotels-Large-Backyard.h119957418.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/83000000/82800000/82796200/82796138/88e1bc88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/83000000/82800000/82796200/82796138/86af344a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82800000/82796200/82796138/72e4653f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82800000/82796200/82796138/f56a88b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming cottage on Lake Winnebago [](https://www.expedia.ca/Neenah-Hotels-Charming-Cottage-On-Lake-Winnebago-Welcome-EAA.h82796138.Hotel-Information) Neenah 10/10 Exceptional (45 reviews) "Property is gorgeous and near plenty. We had a great time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric M. CA $375 CA $672 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Neenah-Hotels-Charming-Cottage-On-Lake-Winnebago-Welcome-EAA.h82796138.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.ca/Hotel-Search?startDate=2026-01-30&endDate=2026-01-31®ionId=6059814&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.ca/Hotel-Search?destination=Sheboygan%2C+Wisconsin%2C+United+States+of+America®ionId=6059814&latLong=43.749832%2C-87.712982&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Sheboygan%2C+Wisconsin%2C+United+States+of+America®ionId=6059814&latLong=43.749832%2C-87.712982&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Sheboygan%2C+Wisconsin%2C+United+States+of+America®ionId=6059814&latLong=43.749832%2C-87.712982&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Sheboygan%2C+Wisconsin%2C+United+States+of+America®ionId=6059814&latLong=43.749832%2C-87.712982&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=VILLA) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Sheboygan%2C+Wisconsin%2C+United+States+of+America®ionId=6059814&latLong=43.749832%2C-87.712982&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Sheboygan%2C+Wisconsin%2C+United+States+of+America®ionId=6059814&latLong=43.749832%2C-87.712982&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=Sheboygan%2C+Wisconsin%2C+United+States+of+America®ionId=6059814&latLong=43.749832%2C-87.712982&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSheboygan-Cottages.d6059814-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSheboygan-Cottages.d6059814-aaCottages.Travel-Guide-Accommodation) ## Top Sheboygan Hotel Reviews ![Beach front luxury spacious villa !](https://images.trvl-media.com/lodging/90000000/89980000/89975300/89975203/13e75035_y.jpg) ### Beach front luxury spacious villa ! 10/10 Excellent "Great space for a family stay. Plenty of room with everything you will need. Great location near beach and walking path. " [](https://expedia.ca/Sheboygan-Hotels-Beach-Front-Luxury-Spacious-Villa.h89975203.Hotel-Information) ![Harbor Winds Hotel](https://images.trvl-media.com/lodging/1000000/860000/859000/858919/7355c06d_y.jpg) ### Harbor Winds Hotel 10/10 Excellent "Yes" [](https://expedia.ca/Sheboygan-Hotels-Harbor-Winds-Hotel-Sheboygan.h858919.Hotel-Information) ![Watershed Hotel](https://images.trvl-media.com/lodging/84000000/83550000/83541900/83541884/521022c3_y.jpg) ### Watershed Hotel 10/10 Excellent "Clean room, friendly staff, great location." [](https://expedia.ca/Sheboygan-Hotels-Watershed-Hotel.h83541884.Hotel-Information) ![Holiday Inn Express Sheboygan-Kohler by IHG](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/a3806c9c_y.jpg) ### Holiday Inn Express Sheboygan-Kohler by IHG 10/10 Excellent "Room spotless, was well communicated about room changed before hand, breakfast was on point." [](https://expedia.ca/Sheboygan-Hotels-Holiday-Inn-Express-Sheboygan-Kohler.h43134.Hotel-Information) ![Comfort Inn & Suites Sheboygan I-43](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/2dd9d6b5_y.jpg) ### Comfort Inn & Suites Sheboygan I-43 10/10 Excellent "It's was good" [](https://expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.Hotel-Information) ![Blue Harbor Resort and Conference Center](https://images.trvl-media.com/lodging/2000000/1180000/1180000/1179943/8a88669b_y.jpg) ### Blue Harbor Resort and Conference Center 10/10 Excellent "Checking in and out very efficient. Rooms were clean. Water park very well staffed" [](https://expedia.ca/Sheboygan-Hotels-Blue-Harbor-Resort-And-Spa.h1179943.Hotel-Information) ![La Quinta Inn by Wyndham Sheboygan](https://images.trvl-media.com/lodging/1000000/40000/40000/39976/0c381b2f_y.jpg) ### La Quinta Inn by Wyndham Sheboygan 10/10 Excellent "Rooms were clean, for the price,well worth it, my only complaint,it's not La Quinta's fault, was all the smokers smoking in there rooms and hovering around the exit doors smoking " [](https://expedia.ca/Sheboygan-Hotels-La-Quinta-Inn-By-Wyndham-Sheboygan.h39976.Hotel-Information) ![Quality Inn Sheboygan North I-43](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/d6bb0d42_y.jpg) ### Quality Inn Sheboygan North I-43 10/10 Excellent "The breakfast options were amazing. Love the pool area" [](https://expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.Hotel-Information) ![AmericInn by Wyndham Sheboygan](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/ea3b9a85_y.jpg) ### AmericInn by Wyndham Sheboygan 10/10 Excellent "Clean room. Pleasant/helpful staff. Good breakfast (they had run out of several things and the man working that morning was rushing to get things refilled as quickly as he could). Pool was clean and warm. " [](https://expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information) ## Find out more about Sheboygan ## Sheboygan Cottages information | Number of reviews | 45 | | ----------------- | ----------- | | Accommodation | 70 Cottages | | Lowest Price | CA $569 | | Highest Price | CA $672 | ## Frequently asked questions ### How much do cottages in Sheboygan cost? ### Why book your cottage in Sheboygan with Expedia? ### How can I find cheap cottages in Sheboygan? ### What is there to do in Sheboygan near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Adell Hotels ](https://www.expedia.ca/Adell-Hotels.d553248634983118883.Travel-Guide-Hotels) - [Hotels near Blackwolf Run ](https://www.expedia.ca/Blackwolf-Run-Hotels.0-l6093963-0.Travel-Guide-Filter-Hotels) - [Hotels near Blue Harbor Resort & Conference Center Water Park ](https://www.expedia.ca/Blue-Harbor-Resort-Conference-Center-Water-Park-Hotels.0-l553248621532659437-0.Travel-Guide-Filter-Hotels) - 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