Title: Sheboygan County Vacation Home Rentals from CA $205: Search Top Private Vacation Homes for Rent | Expedia.ca

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![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)

![](https://images.trvl-media.com/place/180910/7f360644-4096-44fd-9230-541b80d83f53.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976431805&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976431805&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976431805&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 four months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976431805&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Cities in Sheboygan County

![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-Private-Vacation-Homes.d8176-aaPrivateVacationHomes.Travel-Guide-Accommodation)

![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-Private-Vacation-Homes.d6059814-aaPrivateVacationHomes.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-Private-Vacation-Homes.d180910-aaPrivateVacationHomes.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-Private-Vacation-Homes.d55905-aaPrivateVacationHomes.Travel-Guide-Accommodation)

![Abandoned Barn](https://images.trvl-media.com/place/55959/22a84d71-70c1-491f-bb87-be69b2eb0e06.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Sheboygan Falls

[](https://expedia.ca/Sheboygan-Falls-Private-Vacation-Homes.d55959-aaPrivateVacationHomes.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-Private-Vacation-Homes.d3000461927-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Our top choices for Sheboygan County vacation homes

![Living area](https://images.trvl-media.com/lodging/107000000/106450000/106445400/106445359/ab2027ce.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)

![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)

![Exterior](https://images.trvl-media.com/lodging/107000000/106450000/106445400/106445359/92c1400e_edited_c12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Ellis Historical District

[](https://www.expedia.ca/Sheboygan-Hotels-Cozy-1-Bedroom-House-In-Sheboygan-Walking-Distance-To-The-Lake-And-Downtown.h106445359.Hotel-Information)

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.

CA $160

CA $213 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Sheboygan-Hotels-Cozy-1-Bedroom-House-In-Sheboygan-Walking-Distance-To-The-Lake-And-Downtown.h106445359.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19660000/19650500/19650403/8961a3e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19660000/19650500/19650403/8dae5d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19660000/19650500/19650403/9df22c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/20000000/19660000/19650500/19650403/180-21877eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Oostburg

[](https://www.expedia.ca/Oostburg-Hotels-Large-Unique-Artistic-Lake-Michigan-Beach-House-Awesome-Game-Room.h19650403.Hotel-Information)

9.6/10

Exceptional

(219 reviews)

"Very nice place."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chazlee P.

[](https://www.expedia.ca/Oostburg-Hotels-Large-Unique-Artistic-Lake-Michigan-Beach-House-Awesome-Game-Room.h19650403.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/31000000/30670000/30667600/30667542/9adec367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30670000/30667600/30667542/w2048h1211x0y16-baa66d6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30670000/30667600/30667542/30f40f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30670000/30667600/30667542/43dfc756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sheboygan

[](https://www.expedia.ca/Sheboygan-Hotels-Lake-Michigan-Home-With-Gorgeous-Views.h30667542.Hotel-Information)

10/10

Exceptional

(120 reviews)

"Great property with amazing views and amenities. Location is perfect to get around the area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

[](https://www.expedia.ca/Sheboygan-Hotels-Lake-Michigan-Home-With-Gorgeous-Views.h30667542.Hotel-Information)

![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)

![Spa](https://images.trvl-media.com/lodging/61000000/60670000/60666000/60665977/9f8d9d29.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)

![Sun loungers](https://images.trvl-media.com/lodging/61000000/60670000/60666000/60665977/75380678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Oostburg

[](https://www.expedia.ca/Oostburg-Hotels-Sandalwood-CottageWooded-Acreage-By-The-Lakeshore.h60665977.Hotel-Information)

10/10

Exceptional

(119 reviews)

"Lovely place and quiet"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

grandma d.

CA $167

CA $205 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Oostburg-Hotels-Sandalwood-CottageWooded-Acreage-By-The-Lakeshore.h60665977.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/91000000/90860000/90851600/90851590/f88e1985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90860000/90851600/90851590/324978ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90860000/90851600/90851590/fd37e4cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90860000/90851600/90851590/fa174774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sheboygan

[](https://www.expedia.ca/Sheboygan-Hotels-LUXE-Manor-With-Modern.h90851590.Hotel-Information)

10/10

Exceptional

(15 reviews)

"We enjoyed our stay. Jordan was great with communicating with us to see if we needed anything."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul G.

[](https://www.expedia.ca/Sheboygan-Hotels-LUXE-Manor-With-Modern.h90851590.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/60000000/59820000/59812100/59812001/d722db5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/60000000/59820000/59812100/59812001/1c0108a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/60000000/59820000/59812100/59812001/f19d6e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/60000000/59820000/59812100/59812001/c5a64d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sheboygan

[](https://www.expedia.ca/Sheboygan-Hotels-River-Access-With-Private-Boat-Slip.h59812001.Hotel-Information)

9.8/10

Exceptional

(32 reviews)

"Wonderful accommodations. Great view and backyard on the River. Great place for our girls weekend in Sheboygan."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leslie M.

[](https://www.expedia.ca/Sheboygan-Hotels-River-Access-With-Private-Boat-Slip.h59812001.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101830000/101828300/101828300/6dfea770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101830000/101828300/101828300/4f0224dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101830000/101828300/101828300/ca5d2232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/102000000/101830000/101828300/101828300/907caeae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Waldo

[](https://www.expedia.ca/Waldo-Hotels-NEW-Three-Bedroom-Ranch-Style-Pet-Friendly-Home-With-A-Patio-Theatre-Room.h101828300.Hotel-Information)

10/10

Exceptional

(54 reviews)

"Nicely equipped, great movie room, perfect spot for Road America. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph D.

[](https://www.expedia.ca/Waldo-Hotels-NEW-Three-Bedroom-Ranch-Style-Pet-Friendly-Home-With-A-Patio-Theatre-Room.h101828300.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77870000/77866100/77866047/ffac454c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball](https://images.trvl-media.com/lodging/78000000/77870000/77866100/77866047/95c505f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/78000000/77870000/77866100/77866047/d315f5d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/78000000/77870000/77866100/77866047/97fb783c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Elkhart Lake

[](https://www.expedia.ca/Elkhart-Lake-Hotels-NEW-Home-In-The-Heart-Of-Elkhart-Lake.h77866047.Hotel-Information)

10/10

Exceptional

(35 reviews)

"Great time, spaciousness close to all activities "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gladys G.

[](https://www.expedia.ca/Elkhart-Lake-Hotels-NEW-Home-In-The-Heart-Of-Elkhart-Lake.h77866047.Hotel-Information)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/70000000/69920000/69911300/69911234/47d3862f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69920000/69911300/69911234/e8abe6a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69920000/69911300/69911234/3a293ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69920000/69911300/69911234/612840f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Plymouth

[](https://www.expedia.ca/Plymouth-Hotels-Newly-Built-House-With-A-Beautiful-View-Overlooking-The-Mullet-River.h69911234.Hotel-Information)

10/10

Exceptional

(13 reviews)

"We were in town for a race at Road America.The house was very close and everything was as described. Great location and easy check in. We would definitely stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mario G.

[](https://www.expedia.ca/Plymouth-Hotels-Newly-Built-House-With-A-Beautiful-View-Overlooking-The-Mullet-River.h69911234.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34390000/34388600/34388504/1e87ffe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34390000/34388600/34388504/454e35e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34390000/34388600/34388504/da97f53a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34390000/34388600/34388504/697d8f90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sheboygan

[](https://www.expedia.ca/NFL-Draft-2025April-24-26-Lodging-In-Greenbay-Will-Be-Tight-Book-Now.h34388504.Hotel-Information)

9.8/10

Exceptional

(84 reviews)

"Great location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jamie L.

[](https://www.expedia.ca/NFL-Draft-2025April-24-26-Lodging-In-Greenbay-Will-Be-Tight-Book-Now.h34388504.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113521100/113521028/fd947ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sport court](https://images.trvl-media.com/lodging/114000000/113530000/113521100/113521028/b156d470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113521100/113521028/179df36a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113530000/113521100/113521028/51e85e16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sheboygan

[](https://www.expedia.ca/Sheboygan-Hotels-Baronwood-Oasis-Indoor-PoolSpa-Arcades-16beds-LUX.h113521028.Hotel-Information)

10/10

Exceptional

(6 reviews)

"Awesome place, we loved it!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard S.

[](https://www.expedia.ca/Sheboygan-Hotels-Baronwood-Oasis-Indoor-PoolSpa-Arcades-16beds-LUX.h113521028.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/58000000/57350000/57349600/57349549/bd8fcabd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/58000000/57350000/57349600/57349549/fe785c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/58000000/57350000/57349600/57349549/71dffaae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57350000/57349600/57349549/812ed71e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Oostburg

[](https://www.expedia.ca/Sheboygan-Hotels-Private-Country-Estate-Perfect-For-Golf-Retreat.h57349549.Hotel-Information)

10/10

Exceptional

(80 reviews)

"Convenient to Road America, great place for the kids, very quiet and secluded. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

JD

[](https://www.expedia.ca/Sheboygan-Hotels-Private-Country-Estate-Perfect-For-Golf-Retreat.h57349549.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)

![Smart TV](https://images.trvl-media.com/lodging/99000000/98140000/98136500/98136437/067f05a5.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)

### Vacation Home in Sheboygan

[](https://www.expedia.ca/Sheboygan-Hotels-Pet-Friendly.h98136437.Hotel-Information)

10/10

Exceptional

(23 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.

CA $175

CA $495 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Sheboygan-Hotels-Pet-Friendly.h98136437.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/109000000/108270000/108269300/108269290/c906eaa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108270000/108269300/108269290/b7ac09e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball, stereo](https://images.trvl-media.com/lodging/109000000/108270000/108269300/108269290/6a4e1fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108270000/108269300/108269290/e660fe4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sheboygan

[](https://www.expedia.ca/Sheboygan-Hotels-New-King-Park-Beach-Lookout-Deluxe-3BR-Right-At-Lake.h108269290.Hotel-Information)

10/10

Exceptional

(13 reviews)

"Fabulous place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard T.

[](https://www.expedia.ca/Sheboygan-Hotels-New-King-Park-Beach-Lookout-Deluxe-3BR-Right-At-Lake.h108269290.Hotel-Information)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117300000/117297200/117297106/5a9fac2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117300000/117297200/117297106/ca2055b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117300000/117297200/117297106/09b034ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/118000000/117300000/117297200/117297106/43eede71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sheboygan

[](https://www.expedia.ca/Sheboygan-Hotels-4-Bedroom-Retreat-W-Sauna.h117297106.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Phenomenal experience with this place for our family Thanksgiving. Very clean, nice amenities, convenient location close to a lot of businesses restaurants pharmacies. We really enjoyed our stay. I would highly recommend. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John H.

[](https://www.expedia.ca/Sheboygan-Hotels-4-Bedroom-Retreat-W-Sauna.h117297106.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)

![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)

![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)

### Vacation Home in Sheboygan

[](https://www.expedia.ca/Sheboygan-Hotels-The-Suncatcher-Pet-Friendly.h100391495.Hotel-Information)

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.

CA $153

CA $520 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Sheboygan-Hotels-The-Suncatcher-Pet-Friendly.h100391495.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118930000/118927900/118927811/096dd010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/119000000/118930000/118927900/118927811/916c3e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/119000000/118930000/118927900/118927811/f9a1a116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/119000000/118930000/118927900/118927811/w2994h1998x3y3-3c5b375e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Ellis Historical District

[](https://www.expedia.ca/Sheboygan-Hotels-Fully-Renovated.h118927811.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Very clean, great communication, nice amenities! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelsey K.

[](https://www.expedia.ca/Sheboygan-Hotels-Fully-Renovated.h118927811.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/118000000/117040000/117033300/117033279/448493ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117040000/117033300/117033279/4eb72537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/118000000/117040000/117033300/117033279/e26d4fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117040000/117033300/117033279/b6c6067d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Plymouth

[](https://www.expedia.ca/Plymouth-Hotels-The-Daydream-LodgeRacers-Ridge.h117033279.Hotel-Information)

10/10

Exceptional

(1 review)

"Nice home. Quiet area. Close to Road America "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Roger M.

[](https://www.expedia.ca/Plymouth-Hotels-The-Daydream-LodgeRacers-Ridge.h117033279.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44820000/44810200/44810123/f20c0220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44820000/44810200/44810123/159529dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/45000000/44820000/44810200/44810123/4ce3a53b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/45000000/44820000/44810200/44810123/53dc2336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Elkhart Lake

[](https://www.expedia.ca/Elkhart-Lake-Hotels-Perfect-Rating-DT-Home-Walk-To-Beach.h44810123.Hotel-Information)

10/10

Exceptional

(80 reviews)

"As always, we enjoyed our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

NIKKI L.

[](https://www.expedia.ca/Elkhart-Lake-Hotels-Perfect-Rating-DT-Home-Walk-To-Beach.h44810123.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/56000000/55360000/55353900/55353861/11234f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/56000000/55360000/55353900/55353861/0f002e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/56000000/55360000/55353900/55353861/6fb8b25a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/56000000/55360000/55353900/55353861/fd65e514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sheboygan Falls

[](https://www.expedia.ca/Plymouth-Hotels-Country-Farmhouse.h55353861.Hotel-Information)

9.6/10

Exceptional

(5 reviews)

"This place was perfect for a large group of us. Couldn’t ask for better and super convenient to Road America"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

david d.

[](https://www.expedia.ca/Plymouth-Hotels-Country-Farmhouse.h55353861.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=2026-02-03&endDate=2026-02-04&regionId=553248635976431805&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Sheboygan+County%2C+Wisconsin%2C+United+States+of+America&regionId=553248635976431805&latLong=43.750828%2C-87.71453&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Sheboygan+County%2C+Wisconsin%2C+United+States+of+America&regionId=553248635976431805&latLong=43.750828%2C-87.71453&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=CONDO)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Sheboygan+County%2C+Wisconsin%2C+United+States+of+America&regionId=553248635976431805&latLong=43.750828%2C-87.71453&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=CABIN)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Sheboygan+County%2C+Wisconsin%2C+United+States+of+America&regionId=553248635976431805&latLong=43.750828%2C-87.71453&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=VILLA)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Sheboygan+County%2C+Wisconsin%2C+United+States+of+America&regionId=553248635976431805&latLong=43.750828%2C-87.71453&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Sheboygan+County%2C+Wisconsin%2C+United+States+of+America&regionId=553248635976431805&latLong=43.750828%2C-87.71453&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=APART_HOTEL)

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## Top Sheboygan County Hotel Reviews

![The Oasis Hotel & Bar](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/659cedd6_y.jpg)

### The Oasis Hotel & Bar

10/10 Excellent

"Room was clean and was cleaned promptly each day. Staff was friendly and helpful. If you wish to stay there I recommend calling them directly. I went through Expedia and paid $20 per day more than if I had booked with the Oasis directly."

[](https://expedia.ca/Sheboygan-Falls-Hotels-AmeriVu-Inn-Suites.h70542875.Hotel-Information)

![Inn On Woodlake](https://images.trvl-media.com/lodging/1000000/50000/40100/40099/c3afbd73_y.jpg)

### Inn On Woodlake

10/10 Excellent

"Room is very nice and comfortable. The amenities that you can do are great like going to nice sports complex, yoga class and the spa. Will stay again!"

[](https://expedia.ca/Sheboygan-Hotels-Inn-On-Woodlake.h40099.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)

![AmericInn by Wyndham Plymouth](https://images.trvl-media.com/lodging/1000000/40000/40000/39973/7c15bc45_y.jpg)

### AmericInn by Wyndham Plymouth

10/10 Excellent

"Yes. All was good! We will probably stay there again soon."

[](https://expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Plymouth.h39973.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)

![The Osthoff Resort](https://images.trvl-media.com/lodging/1000000/200000/197900/197890/9c5f3d9b_y.jpg)

### The Osthoff Resort

10/10 Excellent

"Great hotel. Staff were friendly and helpful. Amenities were nice."

[](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

"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)

## Find out more about Sheboygan County

## Sheboygan County Vacation Homes information

| Number of reviews | 859                |
| ----------------- | ------------------ |
| Accommodation     | 166 Vacation Homes |
| Lowest Price      | CA $205            |
| Highest Price     | CA $520            |

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