589+ Vacation Rentals in Sheboygan County |
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Sheboygan County Vacation Rentals, Hotels, & Places to Stay

About Sheboygan County Vacation Rentals

There are more than 589 places to stay that are available in Sheboygan County. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Sheboygan County.

Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Sheboygan County, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Sheboygan County. Places to stay near Sheboygan County are 893.99 ft² on average, with prices averaging US $445 a night.

Varoom helps you discover places to stay and suggests things to do to create great travel memories in Sheboygan County. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Rental Accommodation Types in Sheboygan County

Type Count
Vacation Homes 303
Holiday Apartments 83
Villas 28
Cottages 22

Use these Quick Filters to Find a Vacation Rental in Sheboygan County

★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Sheboygan County today.

Weather in Sheboygan County, WI

View the weather forecast for Sheboygan County before booking your Sheboygan County Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Sheboygan County, WI

Varoom offers a large selection of top attractions around Sheboygan County . Research things to do on your vacation before you visit Sheboygan County.


Whistling Straits Golf Course
Blue Harbor Resort & Conference Center Water Park
Road America
Kettle Moraine State Forest
Kohler Design Center
Blackwolf Run
Skip Barber Driving School
Kohler-Andrae State Park
John Michael Kohler Arts Center
University of Wisconsin-Sheboygan
St. Peter Claver Parish
Children's Museum
Wade House Historic Site
The Bull at Pinehurst Farms Golf Course
Stefanie H. Weill Center for the Performing Arts
Evans
The Mixx Design Centre
Sheboygan County Historical Museum
Farmers Market
Old Plank Road Trail Head
Antoinette
James Tellen Woodland Sculpture Garden
Evergreen Golf Course
Sea Dog Sportfishing Charters of Sheboygan
Sheboygan County Fairgrounds
North Side Municipal Beach
The Waelderhaus
HSHS St. Nicholas Hospital
Aurora Clinic
Aurora Sheboygan Memorial Medical Center

Other Places to Stay in Sheboygan County, WI


Sheboygan 521 Properties
Ellis Historical District 229 Properties
Downtown 166 Properties
Sherman 155 Properties
Random Lake 132 Properties
Sheboygan Falls 91 Properties
Plymouth 83 Properties
Rhine 75 Properties
Elkhart Lake 75 Properties
Mitchell 57 Properties
Cascade 54 Properties
Oostburg 33 Properties

Complexes around Sheboygan County, WI


Downtown 4 Properties
Plymouth Rock Camping Resort 4 Properties
Quality Inn Sheboygan 3 Properties
Americinn 2 Properties
The Shore Club Wisconsin 2 Properties
Michigan Beach 1 Properties

Frequently Asked Questions About Sheboygan County?

What are the top vacation rentals in Sheboygan County?

We have scoured the web to find you options in Sheboygan County. If you plan on staying near or in the Sheboygan County area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Sheboygan County:

How many vacation rentals have private pools in Sheboygan County?

We have found 15 places to stay that feature a private swimming pool in or near Sheboygan County. Some of the best places to stay that feature or have access to a swimming pool are:

Which vacation homes in Sheboygan County are best for families?

If you are looking for a place to stay that is family-friendly in Sheboygan County, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Sheboygan County:

How many Varoom vacation rentals are available in Sheboygan County?

Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 589 in the Sheboygan County area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Sheboygan County. 


People Also Ask

There are 589 Sheboygan County, WI Vacation Rentals

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