Vacation rentals in Sheboygan
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Top-rated vacation rentals in Sheboygan
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Sheboygan vacation rentals
Other great vacation rentals in Sheboygan
Guest favourite
Home in Sheboygan
4.91 out of 5 average rating, 70 reviewsSpacious MCM Vibe Near Lake MI w/ Fire Pit
Oct. 10 – 17
$219 CAD per night
Guest favourite
Apartment in Sheboygan
4.96 out of 5 average rating, 26 reviewsA Wave From It All! - Lake Condo
Aug. 20 – 27
$224 CAD per night
Guest favourite
Home in Sheboygan
4.96 out of 5 average rating, 24 reviewsThe Suncatcher - Steps from Lake Michigan
Jan. 9 – 16
$261 CAD per night
Guest favourite
Home in Sheboygan
5.0 out of 5 average rating, 14 reviewsThe perfect location!
Dec. 11 – 18
$212 CAD per night
Guest favourite
Home in Sheboygan
4.89 out of 5 average rating, 56 reviewsQuaint and Cozy home near beach on Lake Michigan
Mar. 20 – 27
$193 CAD per night
Guest favourite
Loft in Sheboygan
4.97 out of 5 average rating, 75 reviewsSpacious/stylish, 2br loft
Aug. 16 – 23
$233 CAD per night
Guest favourite
Apartment in Sheboygan
5.0 out of 5 average rating, 37 reviewsQuaint Blast from the Past - walk to lake/8th st
Sep. 23 – 30
$240 CAD per night
Guest favourite
Home in Sheboygan
5.0 out of 5 average rating, 63 reviewsRelaxing Sheboygan/Kohler Getaway
Sep. 6 – 13
$230 CAD per night
Quick stats about vacation 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
$27 CAD before taxes and fees
Destinations to explore
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- Rentals with a washer and dryer Sheboygan
- Rentals with a patio Sheboygan
- Rentals with beach access Sheboygan
- Rentals with a fireplace Sheboygan
- Kid-friendly rentals Sheboygan
- Rentals with lake access Sheboygan
- Pet-friendly rentals Sheboygan
- Monthly Rentals Sheboygan
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- Rentals with outdoor seating Sheboygan
- Rentals with a firepit Sheboygan
- Apartment rentals Sheboygan
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