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Search results; 564 homes in Sheboygan

Superhost
Home in Sheboygan
Dog Friendly Cozy Cottage Rental on Lake Michigan!
2 bedrooms, 2 beds, 1.5 private bathrooms
30 Aug – 4 Sept
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4.84 out of 5 average rating, 226 reviews
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Apartment in Sheboygan
Riverfront Condo Steps to Dining & Lake Michigan
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 12 reviews
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Home in Sheboygan
Family Cottage, Walk to the lake (pet friendly)
3 bedrooms, 4 beds, 1.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 47 reviews
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Flat in Sheboygan
Storybook Home - 1 mi to Lake & Downtown Sheboygan
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 24 reviews
Guest favourite
Home in Sheboygan
Sheboygan Riverside Condo
2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
4.92 out of 5 average rating, 73 reviews
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Room in Sheboygan
Relaxing 1946 Bungalow-Private room/bathroom
1 queen bed, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 313 reviews
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Home in Sheboygan
Sheboygan's Great Lakes House
4 bedrooms, 5 beds, 1.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 83 reviews
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Home in Sheboygan
Luxury Pool Retreat-2 Acres-Near Whistling Straits
4 bedrooms, 8 beds, 4 bathrooms
11–16 Sept
5.0 out of 5 average rating, 8 reviews
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Home in Sheboygan
River Home Getaway with River Access - Sleeps 8
4 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
4.95 out of 5 average rating, 360 reviews
Guest favourite
Home in Sheboygan
Relax & Play- Walking distance to food & drinks
4 bedrooms, 8 beds, 2 bathrooms
16–21 Aug
4.95 out of 5 average rating, 39 reviews
Home in Sheboygan
Blue Horizons Hideaway— Close to Downtown & Marina
3 bedrooms, 3 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Flat in Sheboygan
The Boat House | Historic Lower Unit, Walk to Beac
2 bedrooms, 4 beds, 1 bathroom
3–8 Aug
New place to stay
Superhost
Home in Sheboygan
Windward House - Entire home in Sheboygan
3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Aug
5.0 out of 5 average rating, 4 reviews
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Flat in Sheboygan
A Wave From It All! - Lake Condo
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.99 out of 5 average rating, 70 reviews
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Home in Sheboygan
Eve’s Place by beach 2 kings 1 queen + Pack’n Play
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 15 reviews
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Flat in Sheboygan
NEW Riverfront Loft - Fantastic location
1 bedroom, 4 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 34 reviews
Guest favourite
Flat in Sheboygan
Sheboygan Surf House - Jetties
1 queen bed, 1 bathroom
7–12 Sept
4.84 out of 5 average rating, 254 reviews
Top guest favourite
Home in Sheboygan
Luxury Villa on Lake Michigan!
4 bedrooms, 7 beds, 3 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 20 reviews
Superhost
Home in Sheboygan
Downtown 4BR-Game Room – 5 Walk to Lake, Pets Ok!
4 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.89 out of 5 average rating, 57 reviews