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Search results; 667 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
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
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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
Pelican Point - Private Retreat
4 bedrooms, 8 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 8 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
Photo 1 of 29
Guest favourite
Home in Sheboygan
Fairway Getaway
5 bedrooms, 9 beds, 3.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 36 reviews
Photo 1 of 29
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
Photo 1 of 22
Top guest favourite
Guest house in Oostburg
Beach House
2 bedrooms, 2 double beds, 1 bathroom
17–22 Oct
4.92 out of 5 average rating, 432 reviews
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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
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Top guest favourite
Flat in Sheboygan
Boat House | Lower Unit, Walk to Beach & Downtown
2 bedrooms, 4 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 10 reviews
Photo 1 of 29
Top guest favourite
Apartment in Sheboygan
Riverfront Condo w/Sunset Views & Walkable Dining
3 bedrooms, 4 beds, 2 bathrooms
10–15 Oct
5.0 out of 5 average rating, 20 reviews
Photo 1 of 29
Guest favourite
Home in Sheboygan
The perfect location!
3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Oct
4.9 out of 5 average rating, 68 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
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
Photo 1 of 29
Top guest favourite
Flat in Kohler
Church Street Romance & Retreats-Village of Kohler
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 228 reviews
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Superhost
Apartment in Sheboygan
The Lakeside Duo | Side-By-Side Beachfront Condos
6 bedrooms, 10 beds, 5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 4 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