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Search results; 557 homes in Sheboygan

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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, 225 reviews
Guest favourite
Flat in Sheboygan
Cozy Sheboygan Upper
4.93 out of 5 average rating, 581 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
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Room in Sheboygan
Private bed in downtown Sheboygan
4.96 out of 5 average rating, 141 reviews, 1 queen bed, 1 bathroom
26–31 Jul
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Room in Sheboygan
Relaxing 1946 Bungalow-Private room/bathroom
4.94 out of 5 average rating, 309 reviews, 1 queen bed, 1 bathroom
17–22 Aug
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Home in Sheboygan
Boutique Wellness Retreat - Hot Tub and Fireplace
4.97 out of 5 average rating, 273 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
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Flat in Sheboygan
Sheboygan Surf House - Jetties
4.84 out of 5 average rating, 252 reviews, 1 bed, 1 bathroom
31 Aug – 5 Sept
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Apartment in Sheboygan
Beachside Condo Downtown with Lake Michigan Views
4.97 out of 5 average rating, 188 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Aug
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Flat in Sheboygan
NEW Riverfront Loft - Fantastic location
5.0 out of 5 average rating, 31 reviews, 1 bedroom, 4 beds, 1 bathroom
30 Aug – 4 Sept
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Apartment in Sheboygan
Sheboygan Sunrise Beach Stay
4.92 out of 5 average rating, 26 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
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Flat in Sheboygan
The Garden | Sheboygan 2 Br/1Ba, Pet Friendly
4.86 out of 5 average rating, 104 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Aug
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Home in Sheboygan
Stylish Getaway | Cozy Vibes | Perfect Girls Trip
4.95 out of 5 average rating, 219 reviews, 3 bedrooms, 3 beds, 2 bathrooms
12–17 Oct
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Apartment in Sheboygan
Welcome to our Cozy Lake Condo!
5.0 out of 5 average rating, 13 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
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Flat in Sheboygan
Modern Upstairs Apt - Steps from Lake Michigan
4.98 out of 5 average rating, 257 reviews, 2 bedrooms, 2 beds, 2 bathrooms
24–29 Sept
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Home in Sheboygan
LUX Downtown Escape | Outdoor Movie Screen
4.95 out of 5 average rating, 192 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
16–21 Aug
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Flat in Sheboygan
Lovely modern two bedroom home with fire pit
4.98 out of 5 average rating, 207 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
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Flat in Sheboygan
A Wave From It All! - Lake Condo
4.99 out of 5 average rating, 67 reviews, 2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
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Home in Sheboygan
River Home Getaway with River Access - Sleeps 8
4.95 out of 5 average rating, 358 reviews, 4 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
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Apartment in Sheboygan
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
4.9 out of 5 average rating, 82 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
18–23 Oct
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Flat in Sheboygan
Clean, Comfy Stay Near Parks, Downtown & Lake!
5.0 out of 5 average rating, 50 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug