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Vacation rentals in Sheboygan

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Top-rated vacation rentals in Sheboygan

Guests agree: these stays are highly rated for location, cleanliness, and more.

Beach/Lake Condo: Waves of Happiness--Unit #2 main
Entire condominium (condo) · 4 guests · 2 beds · 1 bath
Beach/Lake Condo: Waves of Happiness--Unit #2 mainYou will see & hear the beauty of Lake Michigan during your stay at this newly renovated first floor condo. A deck to the north allows views of the magnificent Blue Harbor Resort on the water. The south deck gives more amazing views of the lake, plus an adjacent park just steps out the back door. You can stroll the beach,walk the River Boardwalk; or tour our historical downtown full of shops, art opportunities, and exquisite restaurants, all walkable from the condo.
River Home Getaway with River Access
SUPERHOST
Entire residential home · 8 guests · 4 beds · 2 baths
River Home Getaway with River AccessEnjoy your getaway in the comfort of the River Home. With the Sheboygan River flowing through your backyard and living spaces stylishly decorated, the scene is set for a truly remarkable vacation. The eat in kitchen is equipped with all the necessities to whip up a delightful meal. The family room has a variety of board games as well as a smart TV for entertainment. The space is complete with four well appointed bedrooms. You are welcome to bring your own boat and use the private boat slip.
Relaxing Sheboygan/Kohler Getaway
Entire residential home · 6 guests · 2 beds · 2 baths
Relaxing Sheboygan/Kohler GetawayNewly remodeled townhouse with all the comforts to make you feel at home in quiet neighborhood, boasting a spacious backyard w/patio, fire pit & free parking. Amenities include well-equipped kitchen, 2 BR & 2 BA, washer/dryer, wi-fi, & smart TV. Conveniently located within minutes to Village of Kohler, Downtown Sheboygan & Lakefront, Black Wolf Run, Whistling Straits (14 min), Road America (18 min), Kohler-Andrae State Park (16 min), grocery stores, restaurants, shopping & local entertainment.

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Popular amenities for Sheboygan vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Sheboygan

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2 bedroom unit with full Lake Michigan views
SUPERHOST
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Heart of Downtown Sheboygan
  1. Entire rental unit
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Entire Upper Rental Unit-South Central Sheboygan
SUPERHOST
  1. Entire condominium (condo)
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Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
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  1. Entire guesthouse
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Nautical Themed Guest Suite, Kohler Food & Wine
  1. Entire cottage
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Cozy one bedroom cottage near lake Michigan!
  1. Entire residential home
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1 Block up from the Lake! 4 Min Drive to Beach!
SUPERHOST
  1. Entire rental unit
  2. Sheboygan
Downtown Walk-up
  1. Entire residential home
  2. Sheboygan
Historic Brick Charmer in the Heart of Sheboygan
  1. Entire bungalow
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Cozy bungalow in the heart of Sheboygan
SUPERHOST
  1. Entire residential home
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Group Fun @ Private Wooded Beachfront Home
SUPERHOST
  1. Entire rental unit
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Cozy Sheboygan Upper