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Search results; 568 homes in Sheboygan

Top guest favorite
Townhouse in Sheboygan
Updated townhouse near Whistling Straits
1 bedroom, 1 bed, 1 private bath
Aug 30 – Sep 4
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4.94 out of 5 average rating, 145 reviews
Top guest favorite
Apartment in Sheboygan
Riverfront loft on the boardwalk
5.0 out of 5 average rating, 37 reviews, 1 bedroom, 4 beds, 1 bath
Aug 30 – Sep 4
Top guest favorite
Home in Sheboygan
Modern-retro mix, one block from Lake Michigan
4.98 out of 5 average rating, 161 reviews, 2 bedrooms, 2 beds, 1 bath
Sep 27 – Oct 2
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Home in Sheboygan
1885 home with an outdoor movie screen
4.95 out of 5 average rating, 198 reviews, 2 bedrooms, 2 beds, 1.5 baths
Aug 16 – 21
Guest favorite
Apartment in Sheboygan
Downtown studio above a surf shop
4.84 out of 5 average rating, 258 reviews, 1 bed, 1 bath
Aug 17 – 22
Superhost
Home in Sheboygan
Panoramic Lake Michigan views from the bluff
New place to stay, 5 bedrooms, 10 beds, 3.5 baths
Aug 16 – 21
Top guest favorite
Condo in Sheboygan
Lake Michigan views, one lot from shore
4.88 out of 5 average rating, 217 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 30 – Sep 4
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Home in Sheboygan
Direct beach access on Lake Michigan
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 7 beds, 3 baths
Aug 29 – Sep 3
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Condo in Sheboygan
Harborside in the Ellis Historic District
4.96 out of 5 average rating, 76 reviews, 2 bedrooms, 5 beds, 1 bath
Oct 11 – 16
Guest favorite
Home in Sheboygan
Riverfront with a fireplace and fire pit
4.92 out of 5 average rating, 74 reviews, 2 bedrooms, 3 beds, 1.5 baths
Aug 16 – 21
Guest favorite
Apartment in Sheboygan
Remodeled 1870s home near the beach
4.93 out of 5 average rating, 590 reviews, 1 bedroom, 1 bed, 1 bath
Sep 27 – Oct 2
Top guest favorite
Apartment in Sheboygan
Newly renovated with a fire pit
4.98 out of 5 average rating, 213 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 30 – Sep 4
Top guest favorite
Home in Sheboygan
Old-world charm, 3-minute walk to beach
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 3 beds, 1 bath
Aug 16 – 21
Top guest favorite
Home in Sheboygan
One block from Lake Michigan’s sandy beach
5.0 out of 5 average rating, 87 reviews, 4 bedrooms, 5 beds, 1.5 baths
Aug 23 – 28
Guest favorite
Home in Sheboygan
Private riverfront with kayaks and a fire pit
4.95 out of 5 average rating, 364 reviews, 4 bedrooms, 4 beds, 2 baths
Oct 31 – Nov 5
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Condo in Sheboygan
Riverfront with balcony views and arcade
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 4 beds, 2 baths
Sep 7 – 12
Guest favorite
Home in Sheboygan
Game room, wet bar, and outdoor fire pit
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 3 beds, 3 baths
Aug 16 – 21
Top guest favorite
Condo in Sheboygan
Walk out to the beach from your balcony
4.97 out of 5 average rating, 94 reviews, 4 bedrooms, 7 beds, 2.5 baths
Oct 26 – 31
Guest favorite
Villa in Sheboygan
Beachfront with a fireplace and lake views
4.93 out of 5 average rating, 40 reviews, 2 bedrooms, 2 beds, 2 baths
Sep 22 – 27