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Search results; 666 homes in Sheboygan

Photo 1 of 29
Top guest favourite
Home in Sheboygan
Modern Lakeshore Home with Treehouse
4 bedrooms, 8 beds, 3.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 37 reviews
Photo 1 of 29
Home in Sheboygan
Private Beach | Game Room | Near Kohler-Andrae
4 bedrooms, 5 beds, 3 bathrooms
15–20 Oct
New place to stay
Photo 1 of 29
Guest favourite
Home in Sheboygan
Sheboygan Chalet | Nature, Arcade, Sauna & Hot Tub
4 bedrooms, 8 beds, 3 bathrooms
4–9 Oct
4.92 out of 5 average rating, 64 reviews
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Superhost
Home in Sheboygan
Black River Retreat
4 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.83 out of 5 average rating, 48 reviews
Photo 1 of 29
Guest favourite
Home in Sheboygan
Pelican Point - Private Retreat
4 bedrooms, 8 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Sheboygan
Feel at home in this 3 bedroom, 2 bath home.
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.98 out of 5 average rating, 40 reviews
Photo 1 of 29
Top guest favourite
Home in Oostburg
Outdoor Sauna | 6-BRs | Kohler-Andrae
6 bedrooms, 11 beds, 3.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 119 reviews
Photo 1 of 29
Top guest favourite
Home in Sheboygan
Woodland Creek Retreat: explore & relax!
3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 251 reviews
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Top guest favourite
Guest house in Oostburg
Beach House
2 bedrooms, 2 double beds, 1 bathroom
18–23 Oct
4.92 out of 5 average rating, 432 reviews
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Top guest favourite
Cabin in Oostburg
Beach Access near Kohler-Andrae | Hot Tub
4 bedrooms, 7 beds, 3 bathrooms
1–6 Nov
4.95 out of 5 average rating, 157 reviews
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Superhost
Home in Sheboygan
Captain's Quarters | Lake Michigan views for 14
5 bedrooms, 10 beds, 3.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Sheboygan
Luxury Pool Retreat-2 Acres-Near Whistling Straits
4 bedrooms, 8 beds, 4 bathrooms
3–8 Oct
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Home in Sheboygan
Eve’s Place by beach 2 kings 1 queen + Pack’n Play
3 bedrooms, 3 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 30 reviews
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Superhost
Home in Sheboygan
Beach House in Sheboygan Near Downtown
3 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
4.74 out of 5 average rating, 27 reviews
Photo 1 of 29
Top guest favourite
Home in Oostburg
Lake Michigan Beach Home by Frank Lloyd Wright pro
2 bedrooms, 3 beds, 1.5 bathrooms
27 Oct – 3 Nov
4.96 out of 5 average rating, 185 reviews
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Top guest favourite
Flat in Kohler
The Hemingway on Church - It Tolls For Thee
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 168 reviews
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Guest favourite
Home in Sheboygan
Stylish Getaway | Cozy Vibes | Perfect Girls Trip
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.94 out of 5 average rating, 226 reviews
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Guest favourite
Home in Sheboygan
Couple's or Family fun- With outdoor Hot Tub!
3 bedrooms, 3 queen beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 208 reviews