Destination guide

The waterfront setting of Sheboygan is ready to explore

Enjoy the art galleries and other features of Sheboygan. This city's lake, golfing and beaches draw many visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.


Activities and attractions in Sheboygan

Are you searching for attractions to visit in the area? Venture out of your cosy holiday rental and experience everything that makes Sheboygan a one-of-a-kind holiday spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Blackwolf Run (3.5 mi / 5.6 km)
  • The Bull at Pinehurst Farms Golf Course (5.7 mi / 9.1 km)
  • Whistling Straits Golf Course (7.1 mi / 11.4 km)
  • Evergreen Golf Course (12.3 mi / 19.8 km)
  • Sheboygan County Fairgrounds (12.8 mi / 20.6 km)
  • Road America (14.2 mi / 22.9 km)

Seasonal weather in Sheboygan

If you're planning a holiday around warm-weather activities, July, August, June and September are the hottest months to visit, when temperatures average 27°F.

Natural features

Exploring the natural features in Sheboygan

Travellers love Sheboygan for its panoramic lake views and pristine beaches. Whether you're an outdoor enthusiast or just want to appreciate the scenery, Sheboygan is a great place to get out in nature. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Old Plank Road Trail Head (2.4 mi / 3.8 km)
  • Harrington Beach State Park (18 mi / 29 km)
  • Kettle Moraine State Forest (22.4 mi / 36.1 km)

How many holiday rentals are available around Sheboygan?

Our 2020 accommodation listings offer a large selection of 167 holiday lettings around Sheboygan. From 18 flats & apartments to 112 houses, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What are the most popular points of interest and landmarks to stay near when travelling to Sheboygan? offers a large selection of holiday accommodations near great places in Sheboygan. From travellers, the most popular points of interest to stay near are:

  • Sheboygan County Historical Museum: 164 holiday lettings
  • Stefanie H. Weill Center for the Performing Arts: 161 holiday lettings
  • University of Wisconsin-Sheboygan: 162 holiday lettings
  • Sea Dog Sportfishing Charters of Sheboygan: 160 holiday lettings
  • Blue Harbor Resort & Conference Center Water Park: 160 holiday lettings

But there are many other points of interest around Sheboygan listed on where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Flats in Sheboygan?

Yes, of course. offers 18 Flats in Sheboygan. Our other popular types of Sheboygan holiday rentals include:

  • Houses: 112 self catering accommodations
  • Cabins: 19 self catering accommodations
  • Cottages: 19 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including Studios and more.

Can I find a holiday accommodation with pool in Sheboygan?

Yes, you can select your preferred holiday accommodation with pool among our 5 holiday homes with pool available in Sheboygan. Please use our search bar to access the selection of holiday rentals available.

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