Sheboygan Rentals

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Price: high to low

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19 Houses

Lake Shore House on Lake Michigan! Dog Friendly!

Sheboygan house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$155

Historic Mansion Right on Lake Michigan!

Sheboygan villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 25

Price per night from

$2,056

REMODELED HOUSE ON LAKE MICHIGAN

Sheboygan house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$430

REMODELED HOME OVERLOOKING LAKE MICHIGAN

Sheboygan house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$458

BEACHSIDE GETAWAY

Sheboygan condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$229

Ryder Cup 6.5 - Kohler 3.5 miles away

Sheboygan house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$2,863

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

Sheboygan house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Price per night from

$69

Price per night from

$144

BEACHVIEW GETAWAY

Sheboygan house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$516

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

Sheboygan private room

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Price per night from

$86

Great rentals within 20 miles that match your search

Beautiful Victorian Near Racing, Golfing, & Hiking

Glenbeulah house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$516

*Entertainment Villa. Close to Everything.*

Elkhart Lake villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Price per night from

$1,145

*Luxury Villa. Brilliant Location. Guest Approved.*

Elkhart Lake villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$1,374

Beautiful & Newly Built! Suite in Luxury Motorsport Villa

Elkhart Lake villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$269

Wisconsin Country Retreat

Saint Nazianz house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$344

**Private** 6 Minutes from Elkhart Lake!

Plymouth log cabin

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$705

River Meadow Getaway in Sheboygan Falls

Sheboygan Falls house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$908

Aspen House - Private, peaceful country home near Elkhart Lake

Elkhart Lake house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

“The best vacation rental ever!” I would like to start by thanking Nanette & Hans for their hospitality and personal caring to make my experience even more worthwhile. 95 private acres ... wow, you will feel like you own it! :) I felt completely comfortable. I will return every year ... and say wow each time.

Price per night from

$430

Track View Townhome Next to Road America Raceway

Plymouth townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$687

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