Title: Sheboygan Holiday Homes from £106: Search Holiday Homes in Sheboygan | Expedia.co.uk [Hotels in Sheboygan](https://expedia.co.uk/Sheboygan-Hotels.d6059814.Travel-Guide-Hotels)[Holiday Rentals in Sheboygan](https://expedia.co.uk/Sheboygan-Holiday-Rentals.d6059814.Travel-Guide-HolidayRentals)[Flights to Sheboygan](https://expedia.co.uk/Cheap-Flights-To-Sheboygan.d6059814.Travel-Guide-Flights)[Sheboygan Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Sheboygan.d6059814.Car-Hire-Guide)[Sheboygan Holidays](https://expedia.co.uk/Sheboygan.d6059814.Holidays-City-Breaks) ![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__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6059814&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [10 Apr - 12 Apr](https://www.expedia.co.uk/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 three months [8 May - 10 May](https://www.expedia.co.uk/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) In four months [5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=6059814&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) ## Our top choices for Sheboygan holiday homes ![Children’s area](https://images.trvl-media.com/lodging/61000000/60670000/60666000/60665977/fb8e2e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/61000000/60670000/60666000/60665977/8fa82c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/61000000/60670000/60666000/60665977/9f8d9d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun-loungers](https://images.trvl-media.com/lodging/61000000/60670000/60666000/60665977/75380678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Cottage in the Woods with Lake Michigan only 300 feet away. [](https://www.expedia.co.uk/Oostburg-Hotels-Sandalwood-CottageWooded-Acreage-By-The-Lakeshore.h60665977.Hotel-Information) Oostburg 10/10 Exceptional (122 reviews) "Our host was warm and welcoming and our accommodations were wonderful (well appointed and decorated … every detail well thought out)." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi E. £109 includes taxes & fees 18 Feb - 19 Feb [](https://www.expedia.co.uk/Oostburg-Hotels-Sandalwood-CottageWooded-Acreage-By-The-Lakeshore.h60665977.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96500000/96496800/96496747/8acd103e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96500000/96496800/96496747/34841205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96500000/96496800/96496747/f94a44ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96500000/96496800/96496747/f459431e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown [](https://www.expedia.co.uk/Sheboygan-Hotels-3-Blocks-From-Lake-Walk-To-Lake.h96496747.Hotel-Information) Sheboygan 10/10 Exceptional (13 reviews) "Great place to stay and even better hosts’. The house is conveniently located to everything we wanted to explore and was a great place to unwind after a long day. The host was very helpful and made sure we were settled in and having a good time. Would love to come back soon! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Riley W. £106 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Sheboygan-Hotels-3-Blocks-From-Lake-Walk-To-Lake.h96496747.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/107000000/106450000/106445400/106445359/ab2027ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106450000/106445400/106445359/4e292575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/107000000/106450000/106445400/106445359/26013a03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/107000000/106450000/106445400/106445359/9110bcf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown. [](https://www.expedia.co.uk/Sheboygan-Hotels-Cozy-1-Bedroom-House-In-Sheboygan-Walking-Distance-To-The-Lake-And-Downtown.h106445359.Hotel-Information) Ellis Historical District 9.6/10 Exceptional (12 reviews) "A warm and cozy place to stay. Beautifully decorated and friendly hosts. Would stay again anytime we’re in Sheboygan." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca S. £115 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Sheboygan-Hotels-Cozy-1-Bedroom-House-In-Sheboygan-Walking-Distance-To-The-Lake-And-Downtown.h106445359.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/94000000/93010000/93001800/93001741/7bb2be7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93010000/93001800/93001741/afb7c9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/94000000/93010000/93001800/93001741/bae072aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93010000/93001800/93001741/4e1662f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit [](https://www.expedia.co.uk/Sheboygan-Hotels-Relax-N-Retreat-Near-Lake-MI-W-Fire-Pit.h93001741.Hotel-Information) Sheboygan 10/10 Exceptional (6 reviews) "4 forever friends getaway. Relaxation, eats and drinks with a little antique and thrift shopping" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacy P. £138 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Sheboygan-Hotels-Relax-N-Retreat-Near-Lake-MI-W-Fire-Pit.h93001741.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/99000000/98140000/98136500/98136437/5a75bc6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/99000000/98140000/98136500/98136437/868a17f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98140000/98136500/98136437/052bb671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/99000000/98140000/98136500/98136437/067f05a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city [](https://www.expedia.co.uk/Sheboygan-Hotels-Pet-Friendly.h98136437.Hotel-Information) Sheboygan 10/10 Exceptional (24 reviews) "Wonderfully close to the lake. Sad there was no off street parking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lucas T. £257 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Sheboygan-Hotels-Pet-Friendly.h98136437.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100400000/100391500/100391495/a4ffea08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/101000000/100400000/100391500/100391495/4c2abc5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100400000/100391500/100391495/25e22f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/101000000/100400000/100391500/100391495/702f5e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced [](https://www.expedia.co.uk/Sheboygan-Hotels-The-Suncatcher-Pet-Friendly.h100391495.Hotel-Information) Sheboygan 10/10 Exceptional (40 reviews) "We absolutely loved our stay. Everything was so well stocked and comfortable. Perfect location near the lake. Between the fenced in yard for the dog and the little play area for the kids, it couldn’t have worked out better." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean S. £285 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Sheboygan-Hotels-The-Suncatcher-Pet-Friendly.h100391495.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/30000000/29490000/29486700/29486627/e9b1b28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29490000/29486700/29486627/4f8ec037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/30000000/29490000/29486700/29486627/c1a533e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/30000000/29490000/29486700/29486627/bb134dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Esker Ridge Chalet, Pristine Elkhart Solitude [](https://www.expedia.co.uk/Elkhart-Lake-Hotels-House.h29486627.Hotel-Information) Elkhart Lake 10/10 Exceptional (59 reviews) "Great spot, super close to town (and the always great Off The Rail cafe). Clean and quiet. Used as a base for track time at Road America." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott G. £202 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/Elkhart-Lake-Hotels-House.h29486627.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120600000/120598800/120598729/7abf5970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120600000/120598800/120598729/5db056b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120600000/120598800/120598729/b0242d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120600000/120598800/120598729/58570507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheboygan Riverside Condo [](https://www.expedia.co.uk/Sheboygan-Riverside-Condo.h120598729.Hotel-Information) Sheboygan £158 includes taxes & fees 5 Mar - 6 Mar [](https://www.expedia.co.uk/Sheboygan-Riverside-Condo.h120598729.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30670000/30666500/30666480/222dec7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30670000/30666500/30666480/269cd575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30670000/30666500/30666480/acf3c1c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/31000000/30670000/30666500/30666480/9d8063da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!! [](https://www.expedia.co.uk/New-Holstein-Hotels-Cozy-Cottage-Near-Schwarz-Supper-Club.h30666480.Hotel-Information) New Holstein 10/10 Exceptional (173 reviews) "Great place would go back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William £242 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/New-Holstein-Hotels-Cozy-Cottage-Near-Schwarz-Supper-Club.h30666480.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63730000/63725300/63725280/a06db27e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table football, stereo](https://images.trvl-media.com/lodging/64000000/63730000/63725300/63725280/w1320h741x0y0-93bbce63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63730000/63725300/63725280/7ae61e2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63730000/63725300/63725280/78dbe5f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful private home hidden in the woods. Can sleep 11 guests [](https://www.expedia.co.uk/Sheboygan-Hotels-Private-Ranch-Home-Hidden-In-Woods.h63725280.Hotel-Information) Plymouth 10/10 Exceptional (14 reviews) "Very clean and private property! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sherine m. £699 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Sheboygan-Hotels-Private-Ranch-Home-Hidden-In-Woods.h63725280.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122160000/122152000/122151929/0408c039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122160000/122152000/122151929/a6e34fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/123000000/122160000/122152000/122151929/dc73ef23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122160000/122152000/122151929/963511b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand new Modern, 6 bedroom waterfront home on a beautiful Long Lake. [](https://www.expedia.co.uk/Campbellsport-Hotels-Brand-New-Modern.h122151929.Hotel-Information) Campbellsport £1,090 includes taxes & fees 24 Feb - 25 Feb [](https://www.expedia.co.uk/Campbellsport-Hotels-Brand-New-Modern.h122151929.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361192/4b45b7fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, video library](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361192/d7b56df1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361192/e64321dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, video library](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361192/34951186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America [](https://www.expedia.co.uk/Reedsville-Hotels-Behnkes-Country-Center.h36361192.Hotel-Information) Reedsville 9.8/10 Exceptional (32 reviews) "Great place for family to stay for wedding of grandson. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn C. £352 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Reedsville-Hotels-Behnkes-Country-Center.h36361192.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/105000000/104880000/104873100/104873026/3fefe856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104880000/104873100/104873026/9f5591c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board](https://images.trvl-media.com/lodging/105000000/104880000/104873100/104873026/64699ec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/105000000/104880000/104873100/104873026/2d2f2f02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Road America, Elkhart Lake! [](https://www.expedia.co.uk/Elkhart-Lake-Hotels-Road-America.h104873026.Hotel-Information) Elkhart Lake 7.0/10 Good (2 reviews) £271 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Elkhart-Lake-Hotels-Road-America.h104873026.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/108000000/107080000/107077100/107077098/282af831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/108000000/107080000/107077100/107077098/5a41b30e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/108000000/107080000/107077100/107077098/26d9139c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107080000/107077100/107077098/da2a9699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler [](https://www.expedia.co.uk/Kiel-Hotels-Luxury-Historic-Rental-In-Kiel-Minutes-To-Elkhart-Lake.h107077098.Hotel-Information) Kiel 10/10 Exceptional (3 reviews) "Wonderful place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen & Mark G. £442 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Kiel-Hotels-Luxury-Historic-Rental-In-Kiel-Minutes-To-Elkhart-Lake.h107077098.Hotel-Information) ![Spa](https://images.trvl-media.com/lodging/119000000/118170000/118167800/118167786/c099779d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118170000/118167800/118167786/aad309df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118170000/118167800/118167786/400683dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/119000000/118170000/118167800/118167786/f99a3d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 Min to Road America, outdoor deck, grill, & fire table [](https://www.expedia.co.uk/Plymouth-Hotels-Spacious.h118167786.Hotel-Information) Plymouth 10/10 Exceptional (1 review) "This place was perfect for our group. We were karting at Road America, and location was a little over a mile from the gate. Newly renovated and very nice. Hosts did lots of little things to add value to our stay. Plenty to do nearby. Kids loved the basement and yard, adults hung out on patio. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt W. £594 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Plymouth-Hotels-Spacious.h118167786.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114560000/114552400/114552384/37b2bc5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114560000/114552400/114552384/c5ebddb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114560000/114552400/114552384/d0f41fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114560000/114552400/114552384/6599d1ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 min from Road America. Great yard and plenty of parking [](https://www.expedia.co.uk/Elkhart-Lake-Hotels-Spacious-5-Bedroom-House-In-Fantastic-Elkhart-Lake-With-AC.h114552384.Hotel-Information) Elkhart Lake 10/10 Exceptional (2 reviews) " We enjoyed our stay very much. The house is lovely, spacious, and clean. The property is quite big and provides an excellent space to walk or room for younger children to play. Several family members enjoyed a walk about after our drive on Saturday. The house was perfect for our group, and the living room was our gathering place for Saturday evening as well as Sunday morning. We cooked our evening meal and our morning breakfast in the kitchen. The only minor issue was that our group had 9... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul & Jacqleene M. £871 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Elkhart-Lake-Hotels-Spacious-5-Bedroom-House-In-Fantastic-Elkhart-Lake-With-AC.h114552384.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103750000/103741300/103741253/1ad16559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103750000/103741300/103741253/440c9886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/104000000/103750000/103741300/103741253/f0c96391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/104000000/103750000/103741300/103741253/40805fa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More. [](https://www.expedia.co.uk/Sheboygan-Hotels-Luxury-Lake-House-4Bed-2Bath-NEW-Renovation-2023-Walk-To-Beach.h103741253.Hotel-Information) Sheboygan 10/10 Exceptional (12 reviews) "Everything was clean and spacious. Had a great time and would definitely stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad T. £586 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Sheboygan-Hotels-Luxury-Lake-House-4Bed-2Bath-NEW-Renovation-2023-Walk-To-Beach.h103741253.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83450000/83447100/83447035/9780c3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83450000/83447100/83447035/82862fba_edited_bb30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83450000/83447100/83447035/21dc8244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/84000000/83450000/83447100/83447035/9a8dbf7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Property with Hot Tub, Jukebox, Sleeps 10 [](https://www.expedia.co.uk/Cascade-Hotels-Indoor-Sauna.h83447035.Hotel-Information) Cascade 10/10 Exceptional (34 reviews) "This was my third time staying at this place. Pam is the ultimate host. Her place is always clean and very welcoming. She had all the necessary items to make s'mores. Her place is very family-friendly. I would highly recommend this place to anyone. My family and I are already looking forward to visiting again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roberta V. £387 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Cascade-Hotels-Indoor-Sauna.h83447035.Hotel-Information) ![TV, DVD player](https://images.trvl-media.com/lodging/90000000/89810000/89808600/89808528/w1988h1120x224y5-fc815b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89810000/89808600/89808528/c339ec2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/90000000/89810000/89808600/89808528/55fce7c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89810000/89808600/89808528/49063710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 2 Bedroom Duplex [](https://www.expedia.co.uk/Fond-Du-Lac-Hotels-Beautiful-2-Bedroom-Duplex.h89808528.Hotel-Information) Fond du Lac 9.8/10 Exceptional (16 reviews) "Nice house and easy to find" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary G. £191 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Fond-Du-Lac-Hotels-Beautiful-2-Bedroom-Duplex.h89808528.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78120000/78112100/78112064/4adde574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78120000/78112100/78112064/685f3ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathtub, hair dryer, towels](https://images.trvl-media.com/lodging/79000000/78120000/78112100/78112064/9caa2422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/79000000/78120000/78112100/78112064/30b1b4eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ｄｅｓｔｉｎａｔｉｏｎ Ｄｏｗｎｔｏｗｎ [](https://www.expedia.co.uk/Oshkosh-Hotels-.h78112064.Hotel-Information) Oshkosh 9.0/10 Wonderful (11 reviews) "Nicely remodeled house. Lots of construction surrounding the house." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole T. £214 includes taxes & fees 18 Feb - 19 Feb [](https://www.expedia.co.uk/Oshkosh-Hotels-.h78112064.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.co.uk/Hotel-Search?startDate=2026-02-25&endDate=2026-02-26®ionId=6059814&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Sheboygan%2C+Wisconsin%2C+United+States+of+America®ionId=6059814&latLong=43.749832%2C-87.712982&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=CABIN) Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Sheboygan%2C+Wisconsin%2C+United+States+of+America®ionId=6059814&latLong=43.749832%2C-87.712982&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Sheboygan%2C+Wisconsin%2C+United+States+of+America®ionId=6059814&latLong=43.749832%2C-87.712982&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=APARTMENT) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Sheboygan%2C+Wisconsin%2C+United+States+of+America®ionId=6059814&latLong=43.749832%2C-87.712982&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=COTTAGE) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Sheboygan%2C+Wisconsin%2C+United+States+of+America®ionId=6059814&latLong=43.749832%2C-87.712982&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=VACATION_HOME) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Sheboygan%2C+Wisconsin%2C+United+States+of+America®ionId=6059814&latLong=43.749832%2C-87.712982&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=VILLA) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Sheboygan%2C+Wisconsin%2C+United+States+of+America®ionId=6059814&latLong=43.749832%2C-87.712982&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSheboygan-Private-Holiday-Homes.d6059814-aaPrivateHolidayHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSheboygan-Private-Holiday-Homes.d6059814-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ## Top Sheboygan Hotel Reviews ![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 "Room was very clean and perfect for a downtown stay" [](https://expedia.co.uk/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information) ![Watershed Hotel](https://images.trvl-media.com/lodging/84000000/83550000/83541900/83541884/521022c3_y.jpg) ### Watershed Hotel 10/10 Excellent "The room was very spacious, extremely clean, and bed was very comfortable. Convenient location and Bailey (& Dax) were very welcoming and friendly. " [](https://expedia.co.uk/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 "The room was spotless. The bed was very comfortable and the shower was amazing." [](https://expedia.co.uk/Sheboygan-Hotels-Holiday-Inn-Express-Sheboygan-Kohler.h43134.Hotel-Information) ![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 "Clean and comfy room. Smooth check in. Nice breakfast and bar. " [](https://expedia.co.uk/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.co.uk/Sheboygan-Hotels-Harbor-Winds-Hotel-Sheboygan.h858919.Hotel-Information) ![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 "The host was very nice and responsive. House was clean. " [](https://expedia.co.uk/Sheboygan-Hotels-Beach-Front-Luxury-Spacious-Villa.h89975203.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.co.uk/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.co.uk/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.co.uk/Sheboygan-Hotels-La-Quinta-Inn-By-Wyndham-Sheboygan.h39976.Hotel-Information) ## Find out more about Sheboygan ## Sheboygan Holiday Homes information | Number of reviews | 568 | | ----------------- | ----------------- | | Accommodation | 262 Holiday Homes | | Lowest Price | £106 | | Highest Price | £1,090 | ## Explore a world of travel with Expedia - More ways to book - [Book Holiday Homes in Sheboygan on Expedia.com ](https://www.expedia.com/Sheboygan-Private-Vacation-Homes.d6059814-aaPrivateVacationHomes.Travel-Guide-Accommodation)