Vacation rentals in Sheboygan

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Sheboygan vacation rentals

Stay near Sheboygan's top sights

John Michael Kohler Arts Center60 locals recommend
Il Ritrovo53 locals recommend
Trattoria Stefano44 locals recommend
Field to Fork44 locals recommend
Blackwolf Run Golf Course43 locals recommend
3 Sheeps Brewing Company42 locals recommend

Quick stats about vacation rentals in Sheboygan

  • Total rentals

    270 properties

  • Nightly prices starting at

    G$8,368 GYD before taxes and fees

  • Total number of reviews

    12K reviews

  • Family-friendly rentals

    210 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with dedicated workspaces

    140 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 210 vacation rentals in James Madison, over 270 vacation rentals in End Park, and over 210 vacation rentals in Business Drive North.

  • Are there vacation rentals with a dedicated workspace in Sheboygan?

    Yes! Work meets play with ease at over 140 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 apartment rentals in Sheboygan?

    Experience the best of Sheboygan with our apartment 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 50 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.

  • What are the most popular amenities for House Rentals in Sheboygan?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with a bbq area, over 10 homes with a gym, over 50 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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