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Sheboygan vacation rentals

Book unique cabins, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Sheboygan

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

Apartment in Sheboygan
Cozy Sheboygan Upper
We began caring for this home and property in 2018, and this 1870's home needed some love. We have been steadily remodeling since we moved in and it's starting to feel pretty great. We're excited to share it and the neighborhood with you. We are two blocks west of North Beach/Deland Park, 4 blocks to the river front boardwalk, home to many restaurants, cafe's, and shops. We are also four quick blocks to downtown which hosts many more restaurants, shops, museums and parks.
$74 per night
Condo in Sheboygan
Beachside Lake View - 2br - First Floor - Garage
Located just one lot in from the beautiful shores or Lake Michigan. Amazing location provides year round stunning views . This is a lower 2 bedroom 1 bath condo in a 4unit building were all the units have the same basic layout. You can listen to the waves or walk just a few feet and have the sand on your feet. This condo features front and rear balconies. Makes for a great place to enjoy a weekend get away or a place to relax at night while on a business trip.
$106 per night
Guesthouse in Sheboygan
Carriage House Sheboygan, Lake Mich Beach Access
The Carriage House is the perfect getaway. Located in a beautiful historic neighborhood with Lake Michigan public beach access across the street, 100 yards away. Ideal for a family of four or an individual in town for business. Amenities have been thoughtfully placed to create the most comfortable and convenient stay for guests. We pride ourselves on ensuring you enjoy your stay with us and guarantee you'll love the neighborhood!
$76 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
Marcus Cinema8 locals recommend

Cabin rentals in Sheboygan

Cabin in Elkhart Lake
The LODGE in Elkhart Lake
$180 per night
Cabin in Campbellsport
Enjoy Fall Colors on a Picturesque Lake
$269 per night
Cabin in Chilton
Cozy Country Living (EAA Friendly)
$225 per night
Cabin in Oostburg
*Hot Tub* Modern Cabin w/ Fully-Loaded Kitchen alo
$305 per night
Cabin in Plymouth
Quaint Plymouth Cabin - 1 Mi to Road America!
$127 per night
Cabin in Newton
Modern Family Farm Retreat
$196 per night
Cabin in Elkhart Lake
The Cabin of Elkhart Lake
$205 per night
Cabin in Plymouth
Little Lake Cabin - Road America Enthusiasts!
$199 per night
Cabin in Cascade
Lakefront Cabin on Private Lake Community
$519 per night
Cabin in Cascade
Rustic Chic Cozy Cabin in Kettle Moraine
$330 per night
Cabin in Campbellsport
Fraser Fir Rustic Cabin near Lake w/ Sunset Views
$249 per night
Cabin in Valders
Cozy cabin in the woods
$350 per night

Destinations to explore

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