Holiday houses in Sheboygan
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Top-rated holiday rentals in Sheboygan
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Sheboygan holiday rentals
Other great holiday rentals in Sheboygan
Guest favourite
Townhouse in Sheboygan
4.94 out of 5 average rating, 81 reviewsDanz Sheboygan Retreat. Newly Remodeled in 2021.
5–12 Nov
$205 NZD per night
Guest favourite
Cottage in Sheboygan
5.0 out of 5 average rating, 68 reviewsCozy one bedroom cottage near lake Michigan!
14–21 May
$283 NZD per night
Guest favourite
Apartment in Sheboygan
5.0 out of 5 average rating, 36 reviewsQuaint Blast from the Past - walk to lake/8th st
21–28 Oct
$278 NZD per night
Guest favourite
Apartment in Sheboygan
5.0 out of 5 average rating, 22 reviewsThe Sheboygan Foodie Flat
13–20 Jul
$301 NZD per night
Guest favourite
Apartment in Sheboygan
4.96 out of 5 average rating, 26 reviewsA Wave From It All! - Lake Condo
15–22 Aug
$277 NZD per night
Guest favourite
Home in Sheboygan
4.94 out of 5 average rating, 54 reviewsClaraVida - Cheerful 1 Bed/2 Bath Near Beach
26 Oct – 2 Nov
$272 NZD per night
Guest favourite
Home in Sheboygan
4.89 out of 5 average rating, 55 reviewsQuaint and Cozy home near beach on Lake Michigan
25 Oct – 1 Nov
$251 NZD per night
Guest favourite
Home in Sheboygan
4.94 out of 5 average rating, 17 reviewsHouse on a quiet street w/ off street parking 3bdr
3–10 May
$239 NZD per night
Quick stats about holiday rentals in Sheboygan
Total rentals
250 properties
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
200 properties are a good fit for families
Total number of reviews
9.4K reviews
Nightly prices starting at
$34 NZD before taxes and fees
Destinations to explore
- Madison Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Green Bay Holiday rentals
- Oshkosh Holiday rentals
- Grand Haven Holiday rentals
- Lake Wisconsin Holiday rentals
- Appleton Holiday rentals
- Fox Lake Holiday rentals
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- Muskegon Holiday rentals
- Chicago Holiday rentals
- Condo rentals Sheboygan
- Rentals with outdoor seating Sheboygan
- Rentals with beach access Sheboygan
- Kid-friendly rentals Sheboygan
- Rentals with a patio Sheboygan
- Pet-friendly rentals Sheboygan
- Rentals with a fireplace Sheboygan
- Rentals with a washing machine and dryer Sheboygan
- Apartment rentals Sheboygan
- Rentals with a fire pit Sheboygan
- Monthly Rentals Sheboygan
- Rentals with lake access Sheboygan
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