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) ![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=1200&h=500&q=medium) # Guest Houses in Sheboygan County ## Compare and save - ![](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 [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976431805&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976431805&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976431805&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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) ## Top Cities in Sheboygan County ![](https://mediaim.expedia.com/destination/2/7f3f9b687c1d6e62465acab73585ba2b.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Sheboygan [](https://expedia.ca/Sheboygan-Guest-Houses.d6059814-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/863f7665198d8c23031fca244fa60e7c.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Plymouth [](https://expedia.ca/Plymouth-Guest-Houses.d55905-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/1/a06f0126a0399fd757bb25a75d463c34.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Kohler [](https://expedia.ca/Kohler-Guest-Houses.d8176-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/1/141095c40b3c2337968435274cd437af.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Elkhart Lake [](https://expedia.ca/Elkhart-Lake-Guest-Houses.d180910-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/a813ec427295024d1805463fa3110238.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Sheboygan Falls [](https://expedia.ca/Sheboygan-Falls-Guest-Houses.d55959-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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104940000/104931900/104931837/0cae0f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104940000/104931900/104931837/80c27780.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) "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=2025-12-25&endDate=2025-12-26®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 ![Siebkens Resort](https://images.trvl-media.com/lodging/22000000/21350000/21346300/21346254/170ee4a0_y.jpg) ### Siebkens Resort 10/10 Excellent "The room was very nice, we had a wonderful time. Check-in was very easy!" [](https://expedia.ca/Sheboygan-Hotels-Siebkens-Resort.h21346254.Hotel-Information) ![Watershed Hotel](https://images.trvl-media.com/lodging/84000000/83550000/83541900/83541884/521022c3_y.jpg) ### Watershed Hotel 10/10 Excellent "Everything was excellent! Top-notch customer service, super clean throughout, and the lake view from the bed was absolutely amazing, truly a top-top experience." [](https://expedia.ca/Sheboygan-Hotels-Watershed-Hotel.h83541884.Hotel-Information) ![Harbor Winds Hotel](https://images.trvl-media.com/lodging/1000000/860000/859000/858919/7355c06d_y.jpg) ### Harbor Winds Hotel 10/10 Excellent "Could use a better selection of foods. " [](https://expedia.ca/Sheboygan-Hotels-Harbor-Winds-Hotel-Sheboygan.h858919.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 "Room was very clean Check-in was a breeze " [](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 "Excellent " [](https://expedia.ca/Sheboygan-Falls-Hotels-AmeriVu-Inn-Suites.h70542875.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 "Unlike some reviews I read I had no issues with this hotel at all. I checked in and the clerk was friendly; people complained about no elevator but it's only a 2-story hotel so there isn't really a need. If steps are an issue, I'm sure they could make sure you're on the first floor or you could request it when you make a reservation. My room (2nd floor) was clean I had no problem with it at all. I read a bad review of the pool area and upon checking it out saw nothing wrong with it. They apparently let locals come and use the pool since I saw an open swim signup sheet by the desk which is very kind of them. Breakfast was fine eggs,sausage,waffles and the typical items at most hotels. All in all I would stay here again." [](https://expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.Hotel-Information) ![Baymont by Wyndham Plymouth](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062718/4453439b_y.jpg) ### Baymont by Wyndham Plymouth 10/10 Excellent "very nice room staff was spot on great stay" [](https://expedia.ca/Sheboygan-Hotels-Baymont-By-Wyndham-Plymouth.h1062718.Hotel-Information) ![Grandstay Residential Suites Hotel - Sheboygan](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/402d6f8a_y.jpg) ### Grandstay Residential Suites Hotel - Sheboygan 10/10 Excellent "We had a 2 bedroom suite and it was a nice size, clean and warm. The breakfast was good and it was close to everything. " [](https://expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.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 "Staff was super friendly, breakfast changed up so that was great!" [](https://expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.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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