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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.
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
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Home in Sheboygan
4.91 out of 5 average rating, 23 reviewsCoastal Vibe Near Lake MI & Downtown w/ Pack'nPlay
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Rental unit in Sheboygan
4.92 out of 5 average rating, 26 reviewsPeaceful apartment by the lake
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Condo in Sheboygan
4.88 out of 5 average rating, 24 reviewsEllis District Urban Lake Condo
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Serviced apartment in Sheboygan
4.9 out of 5 average rating, 51 reviewsLovely 1 Bedroom Serviced apartment in Sheboygan
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Rental unit in Sheboygan
5 out of 5 average rating, 49 reviewsQuaint Blast from the Past - walk to lake/8th st
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Home in Sheboygan
4.91 out of 5 average rating, 67 reviewsQuaint and Cozy home near beach on Lake Michigan
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Home in Sheboygan
4.95 out of 5 average rating, 21 reviews4 Bedroom Beachfront Condo
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Guest suite in Waldo
4.93 out of 5 average rating, 45 reviewsAbove Garage Apartment w/ Private Beach
Quick stats about vacation rentals in Sheboygan
Total rentals
240 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
9.7K reviews
Family-friendly rentals
200 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
120 properties have a dedicated workspace
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 Business Drive North, and over 200 vacation rentals in James Madison.
Are there vacation rentals with a dedicated workspace in Sheboygan?
Yes! Work meets play with ease at over 120 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 house rentals in Sheboygan?
Experience the best of Sheboygan with our house rentals, starting at about $40 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 apartment rentals in Sheboygan have self check-in?
Absolutely! We offer over 10 apartment rentals with self check-in in Sheboygan. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Sheboygan have wifi?
Absolutely! We offer over 30 condo rentals with wifi in Sheboygan. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Sheboygan?
Sheboygan has more than 110 family-friendly house 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 50 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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