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Search results; 560 homes in Sheboygan

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Top guest favourite
Apartment in Sheboygan
Beachside Condo Downtown with Lake Michigan Views
2 bedrooms, 2 beds, 1 private bathroom
21–26 Sept
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4.96 out of 5 average rating, 197 reviews
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Flat in Sheboygan
Cozy Sheboygan Upper
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 592 reviews
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Flat in Sheboygan
Sheboygan Surf House - Jetties
1 queen bed, 1 bathroom
9–14 Oct
4.84 out of 5 average rating, 260 reviews
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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
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Flat in Sheboygan
Lovely modern two bedroom home with fire pit
2 bedrooms, 2 beds, 1 bathroom
25–30 Sept
4.98 out of 5 average rating, 216 reviews
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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
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Home in Sheboygan
The Suncatcher -Steps from Lake - Fenced Yard
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 102 reviews
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Home in Sheboygan
LUXE Manor With Modern, Elegant Vibes - 4,500 Sq
4 bedrooms, 4 queen beds, 3.5 bathrooms
18–23 Oct
4.97 out of 5 average rating, 248 reviews
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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
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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
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Flat in Sheboygan
Modern Upstairs Apt - Steps from Lake Michigan
2 bedrooms, 2 beds, 2 bathrooms
29 Oct – 3 Nov
4.99 out of 5 average rating, 272 reviews
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Guest favourite
Apartment in Sheboygan
Beachside Condo w/ Stunning Lake Views
2 bedrooms, 4 beds, 1 bathroom
12–17 Sept
4.95 out of 5 average rating, 161 reviews
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Home in Sheboygan
Luxury Pool Retreat-2 Acres-Near Whistling Straits
4 bedrooms, 8 beds, 4 bathrooms
7–12 Sept
5.0 out of 5 average rating, 16 reviews
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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
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Home in Sheboygan
Couple's or Family fun- With outdoor Hot Tub!
3 bedrooms, 3 queen beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 207 reviews
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Home in Sheboygan
Updated Victorian in the Heart of Sheboygan
3 bedrooms, 7 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 90 reviews
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Home in Sheboygan
LUX Downtown Escape | Outdoor Movie Screen
2 bedrooms, 2 king beds, 1.5 bathrooms
25–30 Oct
4.95 out of 5 average rating, 202 reviews
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Villa in Sheboygan
Shoreline Sanctuary | Family Beach Villa with Deck
4 bedrooms, 7 beds, 3 bathrooms
27 Sept – 2 Oct
4.92 out of 5 average rating, 36 reviews
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Top guest favourite
Apartment in Sheboygan
Riverfront Condo Steps to Dining & Lake Michigan
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 16 reviews