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Search results; 583 homes

Photo 1 of 29
Top guest favourite
Home in Sheboygan
Modern Lakeshore Home with Treehouse
4 bedrooms, 8 beds, 3.5 bathrooms
16–21 Sept
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
17–22 Oct
4.92 out of 5 average rating, 431 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
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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Guest favourite
Home in Sheboygan
The Suncatcher -Steps from Lake - Fenced Yard
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 103 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, 81 reviews
Photo 1 of 29
Guest favourite
Home in Sheboygan
Pelican Point - Private Retreat
4 bedrooms, 8 beds, 2.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 8 reviews
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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
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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
Cottage in Oostburg
Pristine Beach Access, Arcade near Kohler-Andrae
4 bedrooms, 7 beds, 2.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 113 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, 79 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
Luxury Pool Retreat-2 Acres-Near Whistling Straits
4 bedrooms, 8 beds, 4 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 17 reviews
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Guest favourite
Cottage in Random Lake
Private 3 bedroom lake house
3 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
4.85 out of 5 average rating, 121 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
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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
24–29 Sept
4.97 out of 5 average rating, 208 reviews