Sheboygan vacation rentals

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Top-rated vacation rentals in Sheboygan

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Superhost

Home in Sheboygan

Riverfront Townhome with Breathtaking Water Views!

Welcome to Driftwood, our modern two-bedroom, 1.5-bath townhome, nestled alongside the breathtaking Sheboygan River! Enjoy the soothing sounds of the river and the surrounding nature. Step inside and be delighted by this thoughtfully designed townhome that boasts sleek lines, sophisticated decor, and ample natural light that dances off the river's gentle ripples. The picturesque views from the large windows will leave you in awe, setting the perfect backdrop for your vacation.

$153 per night

Superhost

Apartment in Sheboygan

Modern Upper Apt - Steps from Lake Michigan

Have you ever wondered what Lake Life is like? Here is your chance! Come stay in this beautiful upper apartment located just one block from Lake Michigan. Take a quick walk to the lake in the morning to jump on your fishing boat or take the family to the beach in the afternoon! Located close to shopping and many local bars and restaurants within walking distance. You'll find relaxation and a great time here at the heart of Sheboygan's Shoreline!

$115 per night

Superhost

Home in Sheboygan

LUX Uptown Escape | The Trester

Welcome to our beautiful 2-bedroom historic home in Uptown Sheboygan! This charming and well-appointed residence offers a comfortable and stylish stay for your visit to the area. From the Chef’s kitchen, comfortable living room, and peaceful backyard, to its prime location within walking distance of Sheboygan's vibrant nightlife, theater, and restaurants, you'll have everything you need right at your doorstep.

$125 per night