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Search results; 563 homes in Sheboygan

Top guest favourite
Home in Sheboygan
LUXE Manor With Modern, Elegant Vibes - 4,500 Sq
4 bedrooms, 4 beds, 3.5 private bathrooms
18–23 Oct
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4.97 out of 5 average rating, 248 reviews
Guest favourite
Home in Sheboygan
Windward House | Entire home in Sheboygan
3 bedrooms, 3 beds, 2.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Sheboygan
Cozy Sheboygan Upper
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.93 out of 5 average rating, 595 reviews
Top guest favourite
Flat in Sheboygan
Storybook Home - 1 mi to Lake & Downtown Sheboygan
2 bedrooms, 3 beds, 1 bathroom
18–23 Sept
4.97 out of 5 average rating, 31 reviews
Home in Sheboygan
Sheboygan Ranch w/your own private pool
3 bedrooms, 3 queen beds, 2 bathrooms
8–13 Sept
New place to stay
Top guest favourite
Apartment in Sheboygan
Welcome to our Cozy Lake Condo!
1 bedroom, 1 bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 17 reviews
Superhost
Home in Sheboygan
Captain's Quarters | Lake Michigan views for 14
5 bedrooms, 10 beds, 3.5 bathrooms
13–18 Sept
New place to stay
Top guest favourite
Flat in Sheboygan
Riverfront Loft - Fantastic location
1 bedroom, 4 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Sheboygan
Modern Upstairs Apt - Steps from Lake Michigan
2 bedrooms, 2 beds, 2 bathrooms
1–6 Nov
4.99 out of 5 average rating, 275 reviews
Guest favourite
Flat in Sheboygan
Robin's Den Spacious 3brm King
3 bedrooms, 2 bathrooms
19–24 Sept
4.81 out of 5 average rating, 58 reviews
Top guest favourite
Flat in Sheboygan
Lovely modern two bedroom home with fire pit
2 bedrooms, 2 beds, 1 bathroom
26 Sept – 1 Oct
4.98 out of 5 average rating, 219 reviews
Top guest favourite
Barn in Sheboygan
Character filled 3 Bedroom Carriage House
3 bedrooms, 3 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 88 reviews
Top guest favourite
Home in Sheboygan
Sheboygan's Great Lakes House
4 bedrooms, 5 beds, 1.5 bathrooms
19–24 Sept
4.99 out of 5 average rating, 90 reviews
Top guest favourite
Home in Sheboygan
Updated Victorian in the Heart of Sheboygan
3 bedrooms, 7 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 91 reviews
Guest favourite
Villa in Sheboygan
Breezy Beach | Villa 75 Steps from Lake Michigan
2 bedrooms, 5 beds, 2 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Apartment in Sheboygan
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
3 bedrooms, 4 beds, 2.5 bathrooms
18–23 Oct
4.9 out of 5 average rating, 82 reviews
Top guest favourite
Apartment in Sheboygan
Riverfront Condo w/Sunset Views & Walkable Dining
3 bedrooms, 4 beds, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Villa in Sheboygan
Indigo Waters - Steps to the sand! 2BR | Sleeps 7!
2 bedrooms, 4 beds, 2 bathrooms
30 Sept – 5 Oct
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Apartment in Sheboygan
Beachside Condo Downtown with Lake Michigan Views
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.96 out of 5 average rating, 199 reviews