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Holiday 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.

  1. Entire apartment
  2. Sheboygan
Riverfront Condo for Rent

1 Bedroom with a great patio viewing the Sheboygan River. A very short walk to the Lake Michigan beach area. Enjoy views...Keep it simple at this peaceful and centrally-located place.

$180 SGD per night
  1. Entire home
  2. Sheboygan
Adorable private home walkable to Lake Michigan

Come stay in our sweet little home close to Lake Michigan and downtown Sheboygan! Located on a tree-lined street, and two blocks away from downtown restaurants, coffee shops, nightlife, and Lake Michigan. Within minutes of world class Kohler golf courses, such as Whistling Straights, and the resort town of Elkhart Lake, WI, home of Road America! Additionally, Sheboygan and this property are positioned within an hour of both Milwaukee and Green Bay. We look forward to hosting you!

$173 SGD per night
SUPERHOST
  1. Entire rental unit
  2. Sheboygan
Sheboygan Surf House "Jetties"

Located just 24 steps above Wisconsin's first Surf Shop, EOS Surf. Our newly remodeled Urban living oasis is a fully equipped studio apartment conveniently located in the heart of downtown, just steps from bars and restaurants and only blocks to Lake Michigan South Pier.and Blue Harbor. Whether you are here for adventure sports like Surfing on the Great Lake, Kite boarding, charter fishing or leisure time SSH is perfect for you.

$93 SGD per night

Holiday rentals for every style

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Other great holiday rentals in Sheboygan

SUPERHOST
  1. Private room
  2. Sheboygan
Stunning Riverfront/ Lake Michigan S Pier Location
$129 SGD per night
SUPERHOST
  1. Entire rental unit
  2. Sheboygan
Spotless Apartment Getaway near Downtown
$118 SGD per night
SUPERHOST
  1. Entire rental unit
  2. Sheboygan
Cozy Sheboygan Upper
$126 SGD per night
SUPERHOST
  1. Entire rental unit
  2. Sheboygan
Sheboygan Surf House "The Elbow"
$114 SGD per night
SUPERHOST
  1. Entire rental unit
  2. Sheboygan
Heart of Downtown Sheboygan
$179 SGD per night
  1. Entire home
  2. Sheboygan
Lake Shore House-directly on Lake Michigan!
$351 SGD per night
SUPERHOST
  1. Private room
  2. Sheboygan
Private bed in downtown Sheboygan
$101 SGD per night
  1. Private room
  2. Sheboygan
Sunny King Bedrm Downtn Sheb w/Bike & Kitchenette
$62 SGD per night
  1. Entire home
  2. Sheboygan
ClaraVida - Cheerful 1 Bed/2 Bath Near Beach
$156 SGD per night
SUPERHOST
  1. Entire apartment
  2. Sheboygan
Main Floor Beach/Lake Condo *NO Guest Service FEE*
$337 SGD per night
SUPERHOST
  1. Entire cottage
  2. Sheboygan
Cozy one bedroom cottage near lake Michigan!
$190 SGD per night
SUPERHOST
  1. Entire home
  2. Sheboygan
Logan's Guest Nest
$170 SGD per night