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
Home in Sheboygan
4.96 out of 5 average rating, 122 reviewsBright and Beautiful Lake Escape
1–8 Jun
$714 NZD per night
Guest favourite
Home in Glenbeulah
4.98 out of 5 average rating, 111 reviewsStay at Sunrise LLC, Like being at Grandma's
14–21 Mar
$163 NZD per night
Guest favourite
Home in Sheboygan
4.99 out of 5 average rating, 190 reviewsWoodland Creek Retreat: explore & relax!
9–16 Sep
$536 NZD per night
Guest favourite
Cabin in Elkhart Lake
4.99 out of 5 average rating, 192 reviewsElkhart A-Frame, Wooded Retreat near Road America
3–10 Dec
$392 NZD per night
Guest favourite
Apartment in Kohler
5.0 out of 5 average rating, 158 reviewsChurch Street Romance & Retreats-Village of Kohler
13–20 Feb
$382 NZD per night
Guest favourite
Home in Sheboygan
4.97 out of 5 average rating, 115 reviewsLake Michigan home with gorgeous views!
15–22 Nov
$1,081 NZD per night
Guest favourite
Guesthouse in Oostburg
4.9 out of 5 average rating, 258 reviewsBeach House
2–9 Nov
$407 NZD per night
Guest favourite
Home in Sheboygan
4.85 out of 5 average rating, 177 reviewsSerene Home One Block From Lake Michigan
8–15 Apr
$440 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
- Silver Lake Holiday rentals
- Muskegon Holiday rentals
- Chicago Holiday rentals
- Monthly Rentals Sheboygan
- Rentals with a washing machine and dryer Sheboygan
- Kid-friendly rentals Sheboygan
- Rentals with a patio Sheboygan
- Rentals with lake access Sheboygan
- Rentals with a fire pit Sheboygan
- Rentals with outdoor seating Sheboygan
- Rentals with beach access Sheboygan
- Condo rentals Sheboygan
- Rentals with a fireplace Sheboygan
- Pet-friendly rentals Sheboygan
- Apartment rentals Sheboygan
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