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Sheboygan vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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

Stay near Sheboygan's top sights

Blue Harbor Resort27 locals recommend
Deland Park22 locals recommend
Bookworm Gardens31 locals recommend
Texas Roadhouse3 locals recommend
Parker John's BBQ & Pizza - Sheboygan22 locals recommend
Piggly Wiggly6 locals recommend

Other great vacation rentals in Sheboygan

Superhost
Home in Sheboygan
River Home Getaway with River Access - Sleeps 8
$166 per night
Superhost
Guesthouse in Sheboygan
Carriage House Sheboygan, Lake Mich Beach Access
$103 per night
Superhost
Home in Sheboygan
Dog Friendly Blue Door Cottage / Fully Fenced Yard
$126 per night
Superhost
Condo in Sheboygan
Urban Townhouse
$125 per night
Superhost
Home in Sheboygan
Relax 'n Retreat near Lake MI w/ Fire Pit
$127 per night
Superhost
Home in Sheboygan
Home Away From Home-One Block From Lake Michigan!
$93 per night
Guest suite in Sheboygan
Cozy 1BD RM W/ fireplace by lake
$95 per night
Superhost
Condo in Sheboygan
Riverfront Condo for Rent
$172 per night
Superhost
Guesthouse in Sheboygan
Moonrise Kingdom surf shack. One block to beach.
$129 per night
Apartment in Sheboygan
Fully Loaded and Clean! King
$68 per night
Superhost
Apartment in Sheboygan
Sheboygan Surf House "The Elbow"
$71 per night
Superhost
Apartment in Sheboygan
Sheboygan Surf House "Jetties"
$62 per night

Other types of stays on Airbnb

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Sheboygan County
  5. Sheboygan