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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.

Spacious, Private Lower Level
Entire house · 2 guests · 1 bed · 1 bath

Spacious, Private Lower LevelPrivate lower level of house. Private backyard. Separate entrance. Gas fireplace. Netflix& Disney+. Free WiFi. Refrigerator, microwave, and coffee machine. Located near the shores of Lake Michigan, Whistling Straights, Road America, Kohler Shops. Easy access to interstate. Bonfire available upon request.

Lake Michigan Beach Home by Frank Lloyd Wright pro
SUPERHOST
Entire house · 5 guests · 5 beds · 1.5 baths

Lake Michigan Beach Home by Frank Lloyd Wright proBeautiful view and sand beach on Lake Michigan completely private surrounded by mature white pine trees and cedar trees. The spacious home is fully equipped with an "eat in" kitchen, dining room and living room entertainment space, den with see thru log fired fireplace, screened in porch to accommodate additional eating space, large outdoor deck with grill and fire pit. A canoe and row boat are available for the boating enthusiast, with life jackets and other floating devices.

Sandalwood Cottage - 300 Feet From Lake Michigan
SUPERHOST
Entire cottage · 6 guests · 3 beds · 1 bath

Sandalwood Cottage - 300 Feet From Lake MichiganA hideaway one mile East of I-43 nestled in beautiful wooded acreage across from Lake Michigan on a private drive. Just south of Sheboygan, Whistling Straits & PGA golf courses. Ryder Cup 2021, is a 20 minute drive. Also close to Elkhart Lakes - Road America, Charter Fishing, Local 5 Star Restauranteurs, Boutiques & Wedding Venues. We are 2 hrs. & 10 min away from Chicago. 45 min from Milwaukee. 65 min from Green Bay. Rest, Relax and Unwind in the tranquil setting at Sandalwood.

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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

SUPERHOST
  1. Entire cottage
  2. Manitowoc
Year Round Home on English Lake in Manitowoc Cty
$129 per night
SUPERHOST
  1. Entire condominium
  2. Sheboygan
Little Wisconsin Getaway
$75 per night
SUPERHOST
  1. Entire house
  2. Elkhart Lake
Spacious Lakefront Home, Private Pier
$453 per night
SUPERHOST
  1. Entire house
  2. Plymouth
Country Guest House - Sparkling Clean & Sanitized!
$126 per night
SUPERHOST
  1. Entire apartment
  2. Kohler
Washington Walk House Upper-Village of Kohler
$185 per night
  1. Entire guest suite
  2. Plymouth
De' Udder Place on the Water
$139 per night
SUPERHOST
  1. Entire apartment
  2. Kohler
Church Street House Upper-Village of Kohler
$169 per night
SUPERHOST
  1. Entire house
  2. Elkhart Lake
The LODGE in Elkhart Lake
$235 per night
SUPERHOST
  1. Entire house
  2. Sheboygan
River Home Getaway with River Access
$155 per night
SUPERHOST
  1. Private room
  2. Plymouth
Private 2 Bedroom Suite Near Road America
$93 per night
  1. Entire apartment
  2. Sheboygan
Sheboygan Surf House "The Elbow"
$66 per night
  1. Entire apartment
  2. Sheboygan
Sheboygan Surf House "Jetties"
$71 per night

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