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Search results; 555 homes in Sheboygan

Descriptions are based on details hosts provide
Top guest favourite
Home in Sheboygan
Dog Friendly Blue Door Cottage / Fully Fenced Yard
3 bedrooms, 4 beds, 1 private bathroom
16–21 Aug
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4.94 out of 5 average rating, 308 reviews
Top guest favourite
Room in Sheboygan
Private bed in downtown Sheboygan
4.96 out of 5 average rating, 142 reviews, 1 queen bed, 1 bathroom
26–31 Jul
Top guest favourite
Flat in Sheboygan
NEW Riverfront Loft - Fantastic location
5.0 out of 5 average rating, 32 reviews, 1 bedroom, 4 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Sheboygan
Fire pit and pinball near the lake
5.0 out of 5 average rating, 42 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
23–28 Aug
Top guest favourite
Flat in Sheboygan
Whimsical storybook home near the lake
4.95 out of 5 average rating, 22 reviews, 2 bedrooms, 3 beds, 1 bathroom
14–19 Aug
Home in Cascade
Three bedroom lake home Road America, Kohler golf
New place to stay, 3 bedrooms, 6 beds, 1 bathroom
13–18 Sept
Top guest favourite
Home in Sheboygan
Eve’s Place by beach 2 kings 1 queen + Pack’n Play
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Guest favourite
Home in Sheboygan
Boutique Wellness Retreat - Hot Tub and Fireplace
4.97 out of 5 average rating, 273 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Superhost
Home in Sheboygan
Windward House - Entire home in Sheboygan
New place to stay, 3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Aug
Home in Sheboygan
Blue Horizons Hideaway— Close to Downtown & Marina
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 3 bathrooms
16–21 Aug
Top guest favourite
Flat in Sheboygan
Lovely modern two bedroom home with fire pit
4.98 out of 5 average rating, 207 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
Guest favourite
Flat in Sheboygan
Downtown studio above a surf shop
4.84 out of 5 average rating, 252 reviews, 1 bed, 1 bathroom
31 Aug – 5 Sept
Guest favourite
Apartment in Sheboygan
Walkable to Lake Michigan with a fireplace
4.92 out of 5 average rating, 26 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Flat in Sheboygan
Newly remodeled with a garden-facing balcony
4.9 out of 5 average rating, 31 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Jul
Top guest favourite
Home in Sheboygan
Renovated historic home across from the beach
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Guest favourite
Room in Sheboygan
Art-filled 1946 bungalow near Lake Michigan
4.94 out of 5 average rating, 309 reviews, 1 queen bed, 1 bathroom
17–22 Aug
Guest favourite
Flat in Sheboygan
Remodeled 1870s home near the beach
4.93 out of 5 average rating, 581 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
Guest favourite
Home in Sheboygan
Riverfront with a fireplace and fire pit
4.92 out of 5 average rating, 71 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
Top guest favourite
Home in Sheboygan
LUX Downtown Escape | Outdoor Movie Screen
4.95 out of 5 average rating, 192 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
16–21 Aug