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Sheboygan rentals with pool

We found 187 rentals with pool — enter your dates for availability

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  • 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 rentals with a pool in Sheboygan?
Sheboygan has 187 holiday rentals with a pool to select from, including in popular neighbourhoods like Downtown Sheboygan. Whether you'd like to swim or unwind poolside, these properties add an extra level of fun to your break.
How much does it cost to stay in a holiday rental with a pool in Sheboygan?
If you're hoping to save on your holiday rental with a pool, Stayz's filters are here to help. After finishing your initial search, fine-tune your results based on your preferences, including location, total price and features and amenities. We've got properties in Sheboygan to suit any budget, so make the most of our filters to discover the ideal stay.
When is the best time to book a holiday rental with a pool in Sheboygan?
Our holiday rentals with a pool in Sheboygan see the greatest influx of bookings in May. You can expect average temperatures that range between 7ºC and 12ºC if you're going to visit this corner of Sheboygan County then. If there is limited availability in May, consider your options in the months before and after.
What holiday rentals with a pool in Sheboygan have nice views?
Book a holiday rental with a pool in Sheboygan and you can spend your time alternating between enjoying dips and gazing out at stunning vistas. Some of our most popular rental houses here boast views of historic areas.
Are there holiday rentals with a private pool in Sheboygan?
In Sheboygan, you won't find any holiday rentals with a private pool, but we do have some outstanding stays we know will tempt you. From basic amenities like living rooms to perks like hot tubs, our accommodation come with an array of features to cater to every budget and preference. And the best thing about staying in a Stayz holiday rental? You and whoever you're holidaying with will have the entire place to yourselves.
What are the top things to do in Sheboygan?
Fun times in Sheboygan await for the family when you stay at a holiday home rental with a pool. On top of visiting well-known attractions like Blue Harbour Resort & Conference Centre Water Park, Kohler-Andrae State Park and Blackwolf Run, you'll be able to spend your downtime relaxing by the water.
Why should I book my holiday rental with a pool with Stayz?
When you select a Stayz holiday rental with a pool, the only people you'll share your living space with are the people you take with you. It'll only be you and your family with the entire property to yourselves enjoying a splashing good time. Our flexible cancellation policies also mean you can book your rental house with peace of mind if you have to change your plans.