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Search results; 586 homes

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
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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
27 Sept – 2 Oct
4.83 out of 5 average rating, 48 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, 431 reviews
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Top guest favourite
Apartment in Sheboygan
Riverfront Condo w/Sunset Views & Walkable Dining
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 19 reviews
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Top guest favourite
Apartment in Sheboygan
Ellis District Urban Lake Condo
2 bedrooms, 5 beds, 1 bathroom
11–16 Oct
4.96 out of 5 average rating, 81 reviews
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Guest favourite
Home in Sheboygan
Fairway Getaway
5 bedrooms, 9 beds, 3.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 36 reviews
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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, 184 reviews
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Top guest favourite
Home in Oostburg
Outdoor Sauna | 6-BRs | Kohler-Andrae
6 bedrooms, 11 beds, 3.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 119 reviews
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Guest favourite
Home in Sheboygan
Pelican Point - Private Retreat
4 bedrooms, 8 beds, 2.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Sheboygan
Park View House
4 bedrooms, 7 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 12 reviews
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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, 42 reviews
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Top guest favourite
Flat in Sheboygan
Storybook Home - 1 mi to Lake & Downtown Sheboygan
2 bedrooms, 3 beds, 1 bathroom
26 Sept – 1 Oct
4.94 out of 5 average rating, 33 reviews
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Top guest favourite
Home in Oostburg
Modern | Beachfront | Sleeps 10
5 bedrooms, 6 beds, 4 bathrooms
11–16 Oct
5.0 out of 5 average rating, 9 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
25–30 Sept
5.0 out of 5 average rating, 30 reviews
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Guest favourite
Home in Sheboygan
Sheboygan Riverside Condo
2 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.93 out of 5 average rating, 82 reviews
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Guest favourite
Home in Sheboygan
The Suncatcher -Steps from Lake - Fenced Yard
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 104 reviews
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Guest favourite
Home in Oostburg
Hello Pumpkin! Fall Dates available at Surfdaze!
2 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 31 reviews