Sheboygan County rentals with hot tubs

We found 44 rentals with hot tubs — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

September 2025

October 2025

Explore Sheboygan County rentals with spa pools

Classy? Yes, but comfy, too! Enjoy yesteryear's elegance with modern perks.

Premier Host

Halloween on a Friday? Spooky opportunity to hunker down in an old mansion.

Sleeps 24 · 10 bedrooms · 6+ bathrooms

Enjoy the fire pit just off the side of the front deck

Peace & Calm Awaits You on Your Own Private Beach… it’s Your Happy Place

Sleeps 10 · 4 bedrooms · 2 bathrooms

Premier Host

Beautiful country home (3800 sq ft) on 4 acres with river frontage - 10 beds!

Sleeps 14 · 5 bedrooms · 3+ bathrooms

Find spaces that suit your style

Rentals with Spa pools in Sheboygan County

Rentals with Spa pools in Oostburg

Rentals with Spa pools in Cascade

Rentals with Spa pools in Elkhart Lake

Rentals with Spa pools in Waldo

Rentals with Spa pools in Random Lake

Rentals with Spa pools in Sheboygan

Rentals with Spa pools in Plymouth

Rentals with Spa pools in Hingham

Rentals with Spa pools in Glenbeulah

Rentals with Spa pools in Kohler

Rentals with Spa pools in Cedar Grove

Rentals with Spa pools in Adell

Rentals with Spa pools in Sheboygan Falls

Holiday Rental options in Sheboygan County

Ski holiday rentals in Sheboygan County

Holiday rentals with pool in Sheboygan County

Pet-friendly holiday rentals in Sheboygan County

Beach holiday rentals in Sheboygan County

Family-friendly holiday rentals in Sheboygan County

Mountain holiday rentals in Sheboygan County

Monthly rentals in Sheboygan County

Oceanfront holiday rentals in Sheboygan County

Lake holiday rentals in Sheboygan County

It's easy to contact hosts and keep track of all your messages when you have a Bookabach account