Title: Top Guest Houses in Sheboygan County in 2026 | Expedia.ca [Sheboygan County Hotels](https://expedia.ca/Destinations-In-Sheboygan-County.d553248635976431805.Hotel-Destinations)[Vacation Rentals in Sheboygan County](https://expedia.ca/Destinations-In-Sheboygan-County.d553248635976431805.Vacation-Rental-Destinations)[Sheboygan County Car Rentals](https://expedia.ca/Destinations-In-Sheboygan-County.d553248635976431805.Car-Rental-Destinations)[Sheboygan County Vacations](https://expedia.ca/Sheboygan-County.d553248635976431805.Destination-Travel-Guides) ![Excellent view of the Blue Harbor Resort located at the lakefront in Sheboygan. Water park, walking paths and just an overall great place to vacation. I have lived here for my entire life and really like to capture these images! #AboveItAll](https://images.trvl-media.com/place/6059814/990cf360-819d-4153-95ad-9ef0b79710ab.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by John Sukowaty ![](https://images.trvl-media.com/place/6059814/990cf360-819d-4153-95ad-9ef0b79710ab.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 Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976431805&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976431805&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976431805&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976431805&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Sheboygan County ![Beautiful spot for a cocktail and dinner! 🍹 🍴 ](https://images.trvl-media.com/place/6059814/9f080f00-14ec-4ba6-b20b-e1e9ca009a99.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Sheboygan [](https://expedia.ca/Sheboygan-Guest-Houses.d6059814-aaGuestHouses.Travel-Guide-Accommodation) ![Winter landscape of a trail winding toward Lake Michigan in the snow-covered Kohler Dunes, near Sheboygan, Wisconsin.](https://images.trvl-media.com/place/8176/31ee450d-d8ef-4eda-9782-d683ac2e3bb0.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Kohler [](https://expedia.ca/Kohler-Guest-Houses.d8176-aaGuestHouses.Travel-Guide-Accommodation) ![Aerial vista at sunrise over Elkhart Lake, The Osthoff Resort's reflecting pond during colorful autumn, Elkhart Lake, Wisconsin, USA.](https://images.trvl-media.com/place/180910/7f360644-4096-44fd-9230-541b80d83f53.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Elkhart Lake [](https://expedia.ca/Elkhart-Lake-Guest-Houses.d180910-aaGuestHouses.Travel-Guide-Accommodation) ![B31H0G YELLOW SCHOOL BUS IN A SMALL MIDWESTERN TOWN OF PLYMOUTH WISCONSIN USA](https://images.trvl-media.com/place/55905/bf45b340-558c-4359-ad12-27d4ef8fdc26.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Plymouth [](https://expedia.ca/Plymouth-Guest-Houses.d55905-aaGuestHouses.Travel-Guide-Accommodation) ![Sheboygan Falls, Wisconsin](https://images.trvl-media.com/place/55959/95800dbb-8308-4c87-8a2b-f2867d12140c.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Sheboygan Falls [](https://expedia.ca/Sheboygan-Falls-Guest-Houses.d55959-aaGuestHouses.Travel-Guide-Accommodation) ![Lake Michigan showing a bay or harbor](https://images.trvl-media.com/place/6338716/94ae8062-01b7-4cdf-b3dd-7ea1c75a7654.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Oostburg [](https://expedia.ca/Oostburg-Guest-Houses.d3000461927-aaGuestHouses.Travel-Guide-Accommodation) ## Our top choices for Sheboygan County guest houses ![Exterior](https://images.trvl-media.com/lodging/105000000/104940000/104931900/104931837/1dc4fed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104940000/104931900/104931837/cf17fbbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104940000/104931900/104931837/0cae0f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104940000/104931900/104931837/7aaaad27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown, Uniquely Designed, Near the Beach [](https://www.expedia.ca/Sheboygan-Hotels-Uniquely-Designed.h104931837.Hotel-Information) Sheboygan 8.0/10 Very good (2 reviews) "My family of four had a wonderful week stay at the uptown coach house. The property is incredibly beautiful, with every detail carefully considered and immaculately upkept. From the luxury finishes to the plush linens, it feels like a Kohler showroom! Located in the heart of Sheboygan, it is just steps away from the best coffee shops, restaurants, and the farmers market. The beach and lakefront are also just a short walk away. The owner and property manager were extremely friendly and attentive... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle B. [](https://www.expedia.ca/Sheboygan-Hotels-Uniquely-Designed.h104931837.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=2026-02-11&endDate=2026-02-12®ionId=553248635976431805&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](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-County-Guest-Houses.d553248635976431805-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSheboygan-County-Guest-Houses.d553248635976431805-aaGuestHouses.Travel-Guide-Accommodation) ## Top Sheboygan County Hotel Reviews ![Fairfield Inn & Suites by Marriott Sheboygan](https://images.trvl-media.com/lodging/45000000/44220000/44215800/44215800/ebb68251_y.jpg) ### Fairfield Inn & Suites by Marriott Sheboygan 10/10 Excellent "The room was clean. Staff was very friendly. Complimentary breakfast was excellent. " [](https://expedia.ca/Sheboygan-Hotels-Fairfield-Inn-Suites-By-Marriott-Sheboygan.h44215800.Hotel-Information) ![Harbor Winds Hotel](https://images.trvl-media.com/lodging/1000000/860000/859000/858919/7355c06d_y.jpg) ### Harbor Winds Hotel 10/10 Excellent "Nice stay! Lila, at the desk was wonderful. The room was clean and the beds comfortable." [](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 "Room was nice and clean. Breakfast was nice and fast." [](https://expedia.ca/Sheboygan-Hotels-Watershed-Hotel.h83541884.Hotel-Information) ![The Osthoff Resort](https://images.trvl-media.com/lodging/1000000/200000/197900/197890/9c5f3d9b_y.jpg) ### The Osthoff Resort 10/10 Excellent "The staff is always wonderful and the resort is very well kept and gorgeous " [](https://expedia.ca/Sheboygan-Hotels-The-Osthoff-Resort.h197890.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 "Location was convenient and easy to find. Check-in staff was friendly and welcoming. I found the room to be extremely clean and smelling fresh. The bed was very comfortable and allowed me a good night’s rest. Appreciate the laminate flooring and lack of carpet - gives it a much more sanitary feel. Will definitely consider this location again in the future." [](https://expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.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 "Couldn’t complain. " [](https://expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.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 "It was decent" [](https://expedia.ca/Sheboygan-Hotels-La-Quinta-Inn-By-Wyndham-Sheboygan.h39976.Hotel-Information) ![The Oasis Hotel & Bar](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/659cedd6_y.jpg) ### The Oasis Hotel & Bar 10/10 Excellent "Great rooms and awesome staff" [](https://expedia.ca/Sheboygan-Falls-Hotels-AmeriVu-Inn-Suites.h70542875.Hotel-Information) ![Siebkens Resort](https://images.trvl-media.com/lodging/22000000/21350000/21346300/21346254/170ee4a0_y.jpg) ### Siebkens Resort 10/10 Excellent "Room was very nice, clean and spacious. Amenities were good, particularly the underground parking." [](https://expedia.ca/Sheboygan-Hotels-Siebkens-Resort.h21346254.Hotel-Information) ## Find out more about Sheboygan County ## Sheboygan County Guest Houses information | Number of reviews | | | ----------------- | -------------- | | Accommodation | 1 Guest Houses | | Lowest Price | | | Highest Price | | ## 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) - [B&B in Cedar Grove ](https://www.expedia.ca/Cedar-Grove-Bed-And-Breakfast.d3000461532-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cedar Grove Hotels ](https://www.expedia.ca/Cedar-Grove-Hotels.d3000461532.Travel-Guide-Hotels) - 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