A lighthouse at sunset with a colorful sky and calm water.

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Sheboygan cottages

A two-story house with a front yard and a birdhouse.

1. Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!
3.0 star property
Plymouth
10.0 out of 10, Exceptional, (3 reviews)
"Everything was great, very convenient to Road America."
United States
Kelis
Updated Plymouth Home ~ 5 Mi to Road America!
A suburban street with houses, a gas station, and a clear sky.

2. 1 Mi to Shore: Lake Michigan Retreat w/ Game Room!

1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
3.0 star property
Two Rivers
The price is AU$664
includes taxes & fees
15 Sept - 16 Sept
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
A brick house with a chimney, a front porch, and a well-maintained garden.

3. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (59 reviews)
"Great communication and easy check in and check out. Would definitely recommend!"
United States
Jocelyn S.
The price is AU$734
includes taxes & fees
16 Sept - 17 Sept
Charming cottage on Lake Winnebago
A patio with a table and chairs, a bench, and a view of a lake.

4. Waterfront Algoma Vacation Rental on Lake Michigan

Waterfront Algoma Vacation Rental on Lake Michigan
3.0 star property
Algoma
10.0 out of 10, Exceptional, (1 review)
"Its a perfect place to stay inside out. Beautiful rooms, well equipped kitchen and a stunning backyard. We thoroughly enjoyed our stay at this place. Do not miss the perfect sunrise and full moon views from the backyard. Its altogether memorable experience to stay in this place."
United States
Shashi
The price is AU$663
includes taxes & fees
14 Sept - 15 Sept
Waterfront Algoma Vacation Rental on Lake Michigan
A two-story house with a front porch, a garage, and a well-maintained lawn.

5. Walkable Thiensville Retreat Near Hiking!

Walkable Thiensville Retreat Near Hiking!
3.0 star property
Thiensville
The price is AU$718
includes taxes & fees
20 Sept - 21 Sept
Walkable Thiensville Retreat Near Hiking!
A wooden deck with a glass railing overlooking a snowy landscape with trees.

6. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
The price is AU$1,077
includes taxes & fees
13 Sept - 14 Sept
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sheboygan Hotel Reviews

Watershed Hotel

Watershed Hotel

10/10 Excellent
"This is a beautiful hotel with great staff!"
Andrea 1-night trip
Posted 15 hours ago
Watershed Hotel

Find out more about Sheboygan

Sheboygan Cottages information

Number of reviews
63
Accommodation
74 Cottages
Lowest Price
AU$663
Highest Price
AU$1,077

Frequently asked questions

How much do cottages in Sheboygan cost?
Cottages in Sheboygan range between AU$663 and AU$1,077 per night. These properties offer a chance to touch base with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in Sheboygan near my cottage?
Sheboygan has enough activities and sights to entertain you for weeks, beginning with Blue Harbour Resort & Conference Centre Water Park. Stefanie H. Weill Centre for the Performing Arts, John Michael Kohler Arts Centre and Sheboygan County Historical Museum are other terrific attractions. If you have more time, Above & Beyond Childrens Museum and St. Peter Claver Parish will put the finishing touches on your itinerary.