Photo by ed lee schneider

Sheboygan house rentals

We found 316 house rentals — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday home rentals in Sheboygan?
You can choose from 316 holiday home rentals in Sheboygan. Whether you want to stay in Downtown Sheboygan or another desirable neighbourhood, we'll help you find the right home away from home.
How much does it cost to stay in a holiday rental house in Sheboygan?
Your ideal holiday home rental in Sheboygan is only a few clicks away, with a range of prices from wallet-conscious stays to more luxurious options. Enter your trip details to compare, ensuring you book the right place for you and your crew.
When is the best time to rent a holiday house in Sheboygan?
May is when most Stayz guests stay in a holiday home rental in Sheboygan, which is in Sheboygan County. On average, the temperature ranges from 7ºC to 12ºC during this month.
Where can I rent a Sheboygan holiday house with great views?
Stayz has a range of impressive holiday home rentals in Sheboygan, including houses with views of historic areas. In between touring the sights, chill out and stare at scenes that are an attraction in themselves.
Does Sheboygan have any weekend house rentals?
Some of our holiday houses are available for weekend rental, making them perfect for last-minute getaways. Enter your desired travel dates to view the availability. You may need to play around with dates and be flexible with your plans to find the best holiday home rental in Sheboygan.
Are there any pet-friendly house rentals in Sheboygan?
There are four holiday home rentals that allow pets in Sheboygan, so your four-legged companion doesn't have to miss out on the fun! Use our filter tool to find pet-friendly houses that offer perks like dogs beds and free treats for them, and lots of home comforts for you.
What are the top things to do in Sheboygan?
From Blue Harbour Resort & Conference Centre Water Park to Kohler-Andrae State Park and Blackwolf Run, there are plenty of exciting things to do and see during your family trip to Sheboygan. With the fun stuff taken care of, we're here to help you book a holiday home rental that fits your budget and taste.
Why should I book my holiday rental house with Stayz?
We take the stress out of finding your dream holiday home rental. Use our filters to narrow your search by property type, nightly price, amenities and more. Whatever your preference, you'll always get the whole property for you and whoever you're travelling with. What's more, our cancellation policies offer peace of mind should your plans change. You'll get a complete refund if you cancel your booking within the timeframe specified by the property's cancellation policy.