Sheboygan County pet-friendly rentals

We found 113 pet-friendly rentals — enter your dates for availability

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September 2025

October 2025

Explore Sheboygan County pet-friendly rentals

The Sand Castle Beach House from Lake Michigan

Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room

Sleeps 14 · 4 bedrooms · 3+ bathrooms

Premier Host

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Sleeps 6 · 2 bedrooms · 1+ bathroom

Premier Host

Beautiful Remodeled Lake Michigan Beachfront Home Country Setting w/ 500mbps int

Sleeps 8 · 3 bedrooms · 1+ bathroom

Find spaces that suit your style

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Pet-friendly Rentals in Sheboygan County

Pet-friendly Rentals in Random Lake

Pet-friendly Rentals in Cedar Grove

Pet-friendly Rentals in Hingham

Pet-friendly Rentals in Elkhart Lake

Pet-friendly Rentals in Sheboygan

Pet-friendly Rentals in Plymouth

Pet-friendly Rentals in Adell

Pet-friendly Rentals in Cascade

Pet-friendly Rentals in Oostburg

Pet-friendly Rentals in Glenbeulah

Pet-friendly Rentals in Waldo

Pet-friendly Rentals in Sheboygan Falls

Pet-friendly Rentals in Kohler

Holiday Rental options in Sheboygan County

Ski holiday rentals in Sheboygan County

Holiday rentals with pool in Sheboygan County

Lake holiday rentals in Sheboygan County

Beach holiday rentals in Sheboygan County

Holiday rentals with spa pool in Sheboygan County

Mountain holiday rentals in Sheboygan County

Family-friendly holiday rentals in Sheboygan County

Oceanfront holiday rentals in Sheboygan County

Monthly rentals in Sheboygan County

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