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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Sheboygan vacation rentals
Other great vacation rentals in Sheboygan
Home in Howards Grove
4.95 out of 5 average rating, 152 reviewsSpacious lower level priv entrance no cleaning fee
Home in Campbellsport
4.99 out of 5 average rating, 141 reviewsGleason's Chouse
Home in Sheboygan
4.99 out of 5 average rating, 191 reviewsWoodland Creek Retreat: explore & relax!
Apartment in Port Washington
4.92 out of 5 average rating, 252 reviewsHomeport
Guesthouse in Oostburg
4.91 out of 5 average rating, 264 reviewsBeach House
Home in Sheboygan
4.97 out of 5 average rating, 118 reviewsLake Michigan home with gorgeous views!
Home in Sheboygan
4.94 out of 5 average rating, 103 reviewsRelaxing Riverfront Retreat
Apartment in Waldo
4.98 out of 5 average rating, 259 reviewsThe Blue Cobb House
Other great vacation rentals in Sheboygan
Townhouse in Port Washington
4.92 out of 5 average rating, 122 reviewsSteps Away From the Lakefront and Downtown
Home in Sheboygan
4.86 out of 5 average rating, 182 reviewsSerene Home One Block From Lake Michigan
Cabin in Elkhart Lake
4.99 out of 5 average rating, 195 reviewsElkhart A-Frame, Wooded Retreat near Road America
Apartment in Port Washington
4.96 out of 5 average rating, 305 reviewsGrace Adventure House, walk to Port, Lake Michigan
Farm stay in US
4.98 out of 5 average rating, 181 reviewsFamily friendly farmstay just outside Milwaukee
Apartment in Sheboygan
5.0 out of 5 average rating, 8 reviewsModern Lower Apt - One block to the Lake
Guest suite in Sheboygan
4.93 out of 5 average rating, 71 reviewsCozy 1BD RM W/ fireplace by lake
Apartment in Sheboygan
5.0 out of 5 average rating, 22 reviewsThe Sheboygan Foodie Flat
Quick stats about vacation rentals in Sheboygan
Total rentals
250 properties
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
200 properties are a good fit for families
Total number of reviews
9.4K reviews
Nightly prices starting at
$20 before taxes and fees
Frequently Asked Questions
Where should I stay in Sheboygan?
Make yourself at home in Sheboygan by choosing from our most frequently booked neighborhoods. We have over 260 vacation rentals in End Park, over 200 vacation rentals in James Madison, and over 200 vacation rentals in Business Drive North.
Are there vacation rentals with a dedicated workspace in Sheboygan?
Yes! Work meets play with ease at over 130 vacation rentals in Sheboygan featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Sheboygan?
Four-legged friends are welcome in Sheboygan. Choose from more than 70 vacation rentals for guests traveling with pets.
How much does it cost to stay in condo rentals in Sheboygan?
Experience the best of Sheboygan with our condo rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Sheboygan have a gym?
Absolutely! We offer over 10 house rentals with a gym in Sheboygan. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Sheboygan have a bbq area?
Absolutely! We offer over 60 house rentals with a bbq area in Sheboygan. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Sheboygan have self check-in?
Absolutely! We offer over 10 condo rentals with self check-in in Sheboygan. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Sheboygan have wifi?
Absolutely! We offer over 130 house rentals with wifi in Sheboygan. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly condo rentals in Sheboygan?
Sheboygan has more than 30 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Sheboygan?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 60 homes with wifi, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Rentals with a patio Sheboygan
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