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Sheboygan Vacation Rentals

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26 rentals in Sheboygan.
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REMODELED HOUSE ON LAKE MICHIGAN, vacation rental in Sheboygan

REMODELED HOUSE ON LAKE MICHIGAN

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Newly Remodeled 2 Bed/2Bath Townhouse, vacation rental in Sheboygan

Newly Remodeled 2 Bed/2Bath Townhouse

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Lake Michigan home with gorgeous views, great spot for a family or golf retreat, vacation rental in Sheboygan

Lake Michigan home with gorgeous views, great spot for a family or golf retreat

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Sheboygan Retreat in Black River, vacation rental in Sheboygan

Sheboygan Retreat in Black River

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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South Pier Luxury Condo, vacation rental in Sheboygan

South Pier Luxury Condo

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Pier District Condo!, vacation rental in Sheboygan

Beautiful Pier District Condo!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lake Shore House on Lake Michigan! Dog Friendly!, vacation rental in Sheboygan

Lake Shore House on Lake Michigan! Dog Friendly!

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Historic Mansion Right on Lake Michigan!, vacation rental in Sheboygan

Historic Mansion Right on Lake Michigan!

9 bedrooms
9 bathrooms
Sleeps 25
Match: Sleeps
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BEACHSIDE GETAWAY, vacation rental in Sheboygan

BEACHSIDE GETAWAY

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Corporate Travelers, vacation rental in Sheboygan

Corporate Travelers

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious & Peaceful Home in the heart of Sheboygan, vacation rental in Sheboygan

Spacious & Peaceful Home in the heart of Sheboygan

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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NEW! Pet-Friendly House < 1 Mi to Lake Michigan!, vacation rental in Sheboygan

NEW! Pet-Friendly House < 1 Mi to Lake Michigan!

4 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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NEW! Midwest Coastal Gem, Walk to Lake Michigan!, vacation rental in Sheboygan

NEW! Midwest Coastal Gem, Walk to Lake Michigan!

5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Updated Sheboygan Home w/Porch<1 Mi to Beach, vacation rental in Sheboygan

Updated Sheboygan Home w/Porch<1 Mi to Beach

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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REMODELED HOME OVERLOOKING LAKE MICHIGAN, vacation rental in Sheboygan

REMODELED HOME OVERLOOKING LAKE MICHIGAN

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Sheboygan Getaway w/Yard 1Mi to Lake Michigan, vacation rental in Sheboygan

NEW! Sheboygan Getaway w/Yard 1Mi to Lake Michigan

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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NEW! Quiet Apt < 1 Mi to Lake Michigan & Downtown!, vacation rental in Sheboygan

NEW! Quiet Apt < 1 Mi to Lake Michigan & Downtown!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful 3 Bedroom House - Close to Lake Michigan, vacation rental in Sheboygan

Beautiful 3 Bedroom House - Close to Lake Michigan

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The River Bed - Condo sleeps 4 on west side, vacation rental in Sheboygan

The River Bed - Condo sleeps 4 on west side

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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BEACHVIEW GETAWA, vacation rental in Sheboygan

BEACHVIEW GETAWA

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Ryder Cup 6.5 - Kohler 3.5 miles away, vacation rental in Sheboygan

Ryder Cup 6.5 - Kohler 3.5 miles away

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spacious, Comfortable Home 4.5 Miles from Ryder Cup, vacation rental in Sheboygan

Spacious, Comfortable Home 4.5 Miles from Ryder Cup

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private Guest Room 2E - East Room Close to Lake Michigan, vacation rental in Sheboygan

Private Guest Room 2E - East Room Close to Lake Michigan

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Whistling Straights 4 min, Blackwolf Run 7 min, Erin Hills 84 min, 3 Bedroom, vacation rental in Sheboygan

Whistling Straights 4 min, Blackwolf Run 7 min, Erin Hills 84 min, 3 Bedroom

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Private Guest Room 1W - West Room Close to Lake Michigan, vacation rental in Sheboygan

Private Guest Room 1W - West Room Close to Lake Michigan

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Beautiful 3 Bdroom Home - Close to  Ryder Cup 2021 PGA Action and Lake Michigan, vacation rental in Sheboygan

Beautiful 3 Bdroom Home - Close to Ryder Cup 2021 PGA Action and Lake Michigan

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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