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Vacation rentals in Sheboygan

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Top-rated holiday rentals in Sheboygan

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

Unique 4-bedroom unit with a private deck
Entire rental unit · 8 guests · 4 beds · 1 bath

Unique 4-bedroom unit with a private deckThis 4-bedroom unit is located above a Craft Beer Bar in a Historical Building right downtown Sheboygan WI. Enjoy being within walking distance to a variety of different restaurants and locally owed unique shops.

Beach/Lake Condo: Waves of Happiness--Unit #2
Entire condominium (condo) · 4 guests · 2 beds · 1 bath

Beach/Lake Condo: Waves of Happiness--Unit #2You 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. You can stroll the beach; walk the River Boardwalk; or tour our historical downtown full of shops, art opportunities, and exquisite restaurants. Fall in love w/Sheboygan.

NEW LISTING - JUST IN TIME FOR THE RYDER CUP!!!!
Entire cottage · 2 guests · 1 bed · 1 bath

NEW LISTING - JUST IN TIME FOR THE RYDER CUP!!!!Welcome to our charming cottage blocks from the majestic Lake Michigan! Newly renovated cottage nestled at the back of the property adds to the feeling of privacy.

Holiday rentals for every style

Get the amount of space that is right for you.

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Popular amenities for Sheboygan holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Sheboygan

SUPERHOST
  1. Entire rental unit
  2. Sheboygan
The Garden | Sheboygan 2 Br/1Ba, Pet Friendly
$1,042 NZD per night
  1. Entire residential home
  2. Sheboygan
Updated Victorian in the Heart of Sheboygan
$2,267 NZD per night
  1. Entire loft
  2. Sheboygan
Ryder Cup, spacious, stylish 2br loft, parking
$434 NZD per night
SUPERHOST
  1. Entire residential home
  2. Sheboygan
*Puppy Friendly* Blue Door Cottage
$833 NZD per night
SUPERHOST
  1. Entire residential home
  2. Sheboygan
*Good Vibes on the Third Coast*
$513 NZD per night
  1. Entire rental unit
  2. Sheboygan
1 bedroom unit with full Lake Michigan views
$496 NZD per night
SUPERHOST
  1. Private room
  2. Sheboygan
Spacious Home on Lake Michigan w/Spectacular Views
$50 NZD per night
SUPERHOST
  1. Entire residential home
  2. Sheboygan
River Home Getaway with River Access
$1,063 NZD per night
SUPERHOST
  1. Entire guesthouse
  2. Sheboygan
Carriage House Sheboygan, Lake Mich beach access!
$527 NZD per night
SUPERHOST
  1. Entire rental unit
  2. Sheboygan
Downtown Walk-up
$123 NZD per night
  1. Entire guesthouse
  2. Sheboygan
Nautical Themed Guest Suite, 14 min from Ryder Cup
$375 NZD per night
  1. Barn
  2. Sheboygan
Character filled 3 Bedroom Carriage House
$425 NZD per night

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