Sheboygan, WI Vacation Rentals

Top vacation rentals in Sheboygan

4.8

Outstanding(213 Reviews)

House

in Sheboygan

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

6 guests · 2 bedrooms · 2 baths

Pets allowed · Kitchen / Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Sheboygan, at $262 per night for your next great vacation.

$$$$

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4.1

Excellent(249 Reviews)

Hotel

in Sheboygan

2star

Harbor Winds Hotel

Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for a memorable stay in Sheboygan? Our Hotel might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Kitchen / Kitchenette, and more during your stay.

$$$$

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4.1

Excellent(81 Reviews)

Hotel

in Sheboygan

3star

Holiday Inn Express Sheboygan-Kohler / I-43, an IHG Hotel

Pool · Kitchen / Kitchenette · Air conditioner

This attractive Hotel in Sheboygan, $82 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$

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4.0

Good(161 Reviews)

Hotel

in Sheboygan

3star

GrandStay Hotel & Suites Downtown Sheboygan

Pool · Pets allowed · Kitchen / Kitchenette

Experience vacation in Sheboygan with our Hotel, GrandStay Hotel & Suites Downtown Sheboygan. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$

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Explore vacation rentals with the most popular amenities in Sheboygan

Vacation rentals with internet & wifi in Sheboygan

5.0

Outstanding(79 Reviews)

House

in Sheboygan

NFL Draft 2025–April 24-26. Lodging in Greenbay will be tight. Book now!

24 guests · 10 bedrooms · 9 baths

Garden · Pool · Kitchen / Kitchenette

Indulge in a peaceful retreat at NFL Draft 2025–April 24-26. Lodging in Greenbay will be tight. Book now!, our elegant House in Sheboygan. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$

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4.9

Outstanding(141 Reviews)

House

in Sheboygan

REMODELED HOME ON LAKE MICHIGAN

7 guests · 3 bedrooms · 2 baths

Garden · Pool · Kitchen / Kitchenette

Experience vacation in Sheboygan with our House, REMODELED HOME ON LAKE MICHIGAN. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$

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4.0

Good(107 Reviews)

Motel

in Sheboygan Falls

AmericInn by Wyndham Sheboygan

Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Experience the best of Sheboygan with this Motel available for $80. This property is equipped with amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$

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Motel

in Sheboygan

Super 8 by Wyndham Sheboygan WI

Kitchen / Kitchenette · Air conditioner · Internet / Wifi

When traveling to Sheboygan, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $85 per night.

$$$$

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Sheboygan

Sheboygan travel guide

Let us help you plan your perfect Sheboygan vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Sheboygan, and more.