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Search results; 595 homes

Top guest favourite
Home in Sheboygan
Modern Lakeshore Home with Treehouse
4 bedrooms, 8 beds
12–17 Sept
5.0 out of 5 average rating, 36 reviews
Guest favourite
Home in Sheboygan
Black River Retreat
4 bedrooms, 4 beds
20–25 Sept
4.85 out of 5 average rating, 47 reviews
Guest favourite
Home in Sheboygan
Sheboygan Chalet | Nature, Arcade, Sauna & Hot Tub
4 bedrooms, 8 beds
4–9 Oct
4.92 out of 5 average rating, 64 reviews
Top guest favourite
Guest house in Oostburg
Beach House
2 bedrooms, 2 double beds
30 Sept – 5 Oct
4.92 out of 5 average rating, 430 reviews
Guest favourite
Home in Sheboygan
Fairway Getaway
5 bedrooms, 9 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Home in Oostburg
Outdoor Sauna | 6-BRs | Kohler-Andrae
6 bedrooms, 11 beds
13–18 Sept
5.0 out of 5 average rating, 119 reviews
Top guest favourite
Apartment in Sheboygan
Riverfront Condo w/Sunset Views & Walkable Dining
3 bedrooms, 4 beds
25–30 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Sheboygan
Pelican Point - Private Retreat
4 bedrooms, 8 beds
9–14 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Sheboygan
Fully Loaded and Clean! King
2 bedrooms, 2 beds
1–6 Oct
4.84 out of 5 average rating, 101 reviews
Top guest favourite
Home in Sheboygan
Woodland Creek Retreat: explore & relax!
3 bedrooms, 3 beds
10–15 Sept
5.0 out of 5 average rating, 251 reviews
Top guest favourite
Home in Sheboygan
Luxury Pool Retreat-2 Acres-Near Whistling Straits
4 bedrooms, 8 beds
14–19 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Sheboygan
Lovely modern two bedroom home with fire pit
2 bedrooms, 2 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 220 reviews
Top guest favourite
Home in Sheboygan
The Suncatcher -Steps from Lake - Fenced Yard
3 bedrooms, 3 beds
20–25 Sept
4.99 out of 5 average rating, 102 reviews
Superhost
Home in Sheboygan
Captain's Quarters | Lake Michigan views for 14
5 bedrooms, 10 beds
13–18 Sept
New place to stay
Top guest favourite
Cottage in Oostburg
Pristine Beach Access, Arcade near Kohler-Andrae
4 bedrooms, 7 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 111 reviews
Guest favourite
Home in Oostburg
Summer is booked but Fall is available at Surfdaze
2 bedrooms, 3 beds
3–8 Oct
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Flat in Sheboygan
Storybook Home - 1 mi to Lake & Downtown Sheboygan
2 bedrooms, 3 beds
18–23 Sept
4.97 out of 5 average rating, 31 reviews
Superhost
Flat in Sheboygan
Townhouse 2 blocks from downtown minutes to lake
1 bed
10–15 Sept
New place to stay