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Search results; 555 homes in Sheboygan

Top guest favourite
Flat in Sheboygan
Lovely modern two bedroom home with fire pit
2 bedrooms, 2 beds, 1 private bathroom
27 Sept – 2 Oct
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4.98 out of 5 average rating, 219 reviews
Home in Sheboygan
Sheboygan Ranch w/your own private pool
3 bedrooms, 3 queen beds, 2 bathrooms
9–14 Sept
New place to stay
Top guest favourite
Flat in Sheboygan
Cozy Sheboygan Upper
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.93 out of 5 average rating, 595 reviews
Superhost
Home in Sheboygan
Captain's Quarters | Lake Michigan views for 14
5 bedrooms, 10 beds, 3.5 bathrooms
13–18 Sept
New place to stay
Guest favourite
Flat in Sheboygan
Sheboygan Surf House - Jetties
1 queen bed, 1 bathroom
9–14 Oct
4.84 out of 5 average rating, 263 reviews
Top guest favourite
Apartment in Sheboygan
Beachside Condo Downtown with Lake Michigan Views
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.96 out of 5 average rating, 199 reviews
Top guest favourite
Apartment in Sheboygan
Welcome to our Cozy Lake Condo!
1 bedroom, 1 bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Sheboygan
Modern Upstairs Apt - Steps from Lake Michigan
2 bedrooms, 2 beds, 2 bathrooms
1–6 Nov
4.99 out of 5 average rating, 275 reviews
Guest favourite
Home in Sheboygan
Windward House | Entire home in Sheboygan
3 bedrooms, 3 beds, 2.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 7 reviews
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
Guest favourite
Flat in Sheboygan
Robin's Den Spacious 3brm King
3 bedrooms, 2 bathrooms
19–24 Sept
4.81 out of 5 average rating, 58 reviews
Superhost
Flat in Sheboygan
Boat House | Upper Unit, Walk to Beach & Downtown
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Flat in Sheboygan
Townhouse 2 blocks from downtown minutes to lake
1 bed, No bathroom
10–15 Sept
New place to stay
Top guest favourite
Flat in Sheboygan
Lovely modern home with fire pit
1 bedroom, 1 queen bed, 1.5 bathrooms
11–16 Oct
4.98 out of 5 average rating, 52 reviews
Guest favourite
Villa in Sheboygan
Breezy Beach | Villa 75 Steps from Lake Michigan
2 bedrooms, 5 beds, 2 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Sheboygan
The perfect location!
3 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
4.89 out of 5 average rating, 65 reviews
Guest favourite
Room in Sheboygan
Relaxing 1946 Bungalow-Private room/bathroom
1 queen bed, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 321 reviews
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
Top guest favourite
Apartment in Sheboygan
Riverfront Condo w/Sunset Views & Walkable Dining
3 bedrooms, 4 beds, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 17 reviews