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Sheboygan Holiday Rentals

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24 rentals in Sheboygan.
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Lake Shore House on Lake Michigan! Dog Friendly!
2 bedrooms
2 bathrooms
Sleeps 7
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21 other travellers have booked this property
Historic Mansion Right on Lake Michigan!
9 bedrooms
9 bathrooms
Sleeps 25
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2 other travellers have booked this property
REMODELED HOUSE ON LAKE MICHIGAN
3 bedrooms
2 bathrooms
Sleeps 8
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6 other travellers have booked this property
Serene Peaceful Retreat
1 bedroom
1 bathroom
Sleeps 5
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Large Executive Home close to the attractions! PGA, EAA, and Road America!
6 bedrooms
4 bathrooms
Sleeps 15
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REMODELED HOME OVERLOOKING LAKE MICHIGAN
3 bedrooms
2 bathrooms
Sleeps 8
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Centrally Located Sheboygan Charmer: Near Blue Harbor, Kohler & Lake MIchigan
4 bedrooms
2 bathrooms
Sleeps 7
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BEACHSIDE GETAWAY
2 bedrooms
1 bathroom
Sleeps 4
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2 other travellers have booked this property
Lake Michigan home with gorgeous views, great spot for a family or golf retreat
5 bedrooms
3 bathrooms
Sleeps 12
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Newly Remodeled 2 Bed/2Bath Townhouse
2 bedrooms
2 bathrooms
Sleeps 5
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Seagull Beach Guest House, Lake Michigan Cottage On Private Beach
1 bedroom
2 bathrooms
Sleeps 4
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Beautiful Pier District Condo!
3 bedrooms
2 bathrooms
Sleeps 8
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50' from the sand!!!
1 bedroom
1 bathroom
Sleeps 6
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South Pier Luxury Condo
2 bedrooms
2 bathrooms
Sleeps 6
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Sheboygan Retreat in Black River
3 bedrooms
2 bathrooms
Sleeps 6
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Updated Sheboygan Home w/Porch<1 Mi to Beach
3 bedrooms
2 bathrooms
Sleeps 7
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1 other traveller has booked this property
Scenic Lake Views in Sheboygan
2 bedrooms
1 bathroom
Sleeps 6
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Ryder Cup 6.5 - Kohler 3.5 miles away
4 bedrooms
3 bathrooms
Sleeps 8
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NEW! Pet-Friendly House < 1 Mi to Lake Michigan!
4 bedrooms
1 bathroom
Sleeps 10
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Beautiful 3 Bedroom House - Close to Lake Michigan
3 bedrooms
2 bathrooms
Sleeps 6
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NEW! Midwest Coastal Gem, Walk to Lake Michigan!
5 bedrooms
2 bathrooms
Sleeps 10
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Aunt Dot's Cottage on the Shores of Lake Michigan
3 bedrooms
2 bathrooms
Sleeps 6
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River Meadow Getaway in Sheboygan Falls
4 bedrooms
4 bathrooms
Sleeps 8
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Gorgeous Lake Michigan beach Mid-Century “smart” home
4 bedrooms
2 bathrooms
Sleeps 12
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