Sheboygan holiday rentals

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Best Sheboygan vacation rentals

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R0 - R13 423R13 423 - R26 845R26 845 - R40 268R40 268 - R53 690R53 690+ per night

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Most recommended vacation rentals in Sheboygan

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Downtown Sheboygan Apartment with Private Deck! - Sheboygan - Kitchen
Downtown Sheboygan Apartment with Private Deck!
Sheboygan, WI, United States
Free Wi-Fi
Pet-friendly
Air conditioning
R5 780+
Check availability
Plymouth Rock Camping Resort - Sheboygan - Patio
Plymouth Rock Camping Resort
Sheboygan, WI, United States
9.0Wonderful(6)
Parking
Free Wi-Fi
Pool
Air conditioning
R5 218+
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Dog-Friendly Sheboygan Home - 1 Mi to Town! - Sheboygan - Living room
Dog-Friendly Sheboygan Home - 1 Mi to Town!
Sheboygan, WI, United States
10Wonderful(4)
Free Wi-Fi
Pet-friendly
Air conditioning
R3 953+
Check availability
Family-Friendly House Walk to Lake Michigan! - Sheboygan - Kitchen
Family-Friendly House Walk to Lake Michigan!
Sheboygan, WI, United States
9.6Wonderful(9)
Free Wi-Fi
Pet-friendly
Air conditioning
R6 342+
Check availability
Ontario Ave - Kiwanis Park - Sheboygan - Outdoor view
Ontario Ave - Kiwanis Park
Sheboygan, WI, United States
10Wonderful(1)
Free Wi-Fi
Pet-friendly
Air conditioning
R1 353+
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Riverfront Sheboygan Townhome with Grill! - Sheboygan - Living room
Riverfront Sheboygan Townhome with Grill!
Sheboygan, WI, United States
9.7Wonderful(14)
Free Wi-Fi
Air conditioning
R5 780+
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Sheboygan Getaway with Deck and On-Site Lake Access! - Sheboygan - Bedroom
Sheboygan Getaway with Deck and On-Site Lake Access!
Sheboygan, WI, United States
9.8Wonderful(4)
Free Wi-Fi
Air conditioning
R5 956+
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Private, 4-bedroom, 2.5-bath near Kohler golf & walking distance to winery! - Sheboygan - Kitchen
Private, 4-bedroom, 2.5-bath near Kohler golf & walking distance to winery!
Sheboygan, WI, United States
Air conditioning
R40 882+
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A Glorious Getaway Sheboygan - Blue Harbor Condo - Sheboygan - Balcony
A Glorious Getaway Sheboygan - Blue Harbor Condo
Sheboygan, WI, United States
9.8Wonderful(9)
Parking
Free Wi-Fi
Air conditioning
R22 506+
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3 Bedroom lower unit -Brand New Remodel - Sheboygan - Living room
3 Bedroom lower unit -Brand New Remodel
Sheboygan, WI, United States
R2 952+
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The River Bed - Condo sleeps 4 on west side - Sheboygan - Living room
The River Bed - Condo sleeps 4 on west side
Sheboygan, WI, United States
Free Wi-Fi
Air conditioning
R3 883+
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Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops! - Sheboygan - Bedroom
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Sheboygan, WI, United States
Air conditioning
R5 745+
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2br Duplex Lower Overlooking Kiwanis Park - Sheboygan - Building
2br Duplex Lower Overlooking Kiwanis Park
Sheboygan, WI, United States
Free Wi-Fi
Air conditioning
R2 864+
Check availability
Modern South Pier Condo on Sheboygan River! - Sheboygan - Balcony
Modern South Pier Condo on Sheboygan River!
Sheboygan, WI, United States
Free Wi-Fi
Air conditioning
R5 411+
Check availability
2 Mi to Dtwn Studio Suite in Sheboygan - Sheboygan
2 Mi to Dtwn Studio Suite in Sheboygan
Sheboygan, WI, United States
Free Wi-Fi
Pet-friendly
Air conditioning
R3 369+
Check availability
Spacious & Peaceful Home in the heart of Sheboygan - Sheboygan
Spacious & Peaceful Home in the heart of Sheboygan
Sheboygan, WI, United States
8.0Very Good(8)
Parking
Free Wi-Fi
Air conditioning
R4 269+
Check availability
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KAYAK's top tips for finding Sheboygan holiday rental deals

FAQs when booking a holiday home in Sheboygan

  • What types of holiday rentals are available in Sheboygan?

    There are loads of different property types that you can make your holiday home in Sheboygan. You’ll find apartments, cabins, condos, cottages, houses, homestays and villas.

  • Are there any pet-friendly holiday rentals in Sheboygan?

    There are a number of dog and pet-friendly Sheboygan holiday rentals, with around 19% allowing you to bring your pet along with you.

  • How much is a holiday rental in Sheboygan for tonight?

    In the last 72 hours, users have found Sheboygan holiday rentals for tonight for as low as R5 505. Search here for similar prices

  • How can I find holiday rentals near me in Sheboygan?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

Where to stay in Sheboygan?

Our map will help you find the perfect place to stay in Sheboygan by showing you the exact location of each holiday rental.

Everything you need to know for your stay in Sheboygan

Sheboygan holiday rental deals. Search for holiday homes, apartments, condos, cabins, cottages, villas and more in Sheboygan. Find cheap holiday homes to rent in Sheboygan. KAYAK searches hundreds of travel sites to help you find and book a holiday rental in Sheboygan that suits you best.

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