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

Search Cottages in Sheboygan

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sep - 27 Sep
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
The price is ฿6,351
฿13,071 total
includes taxes & fees
20 Sept - 21 Sept
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 ฿5,956
฿15,660 total
includes taxes & fees
19 Sept - 20 Sept
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
A patio with a table and chairs, a bench, and a view of a lake.

3. 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
Waterfront Algoma Vacation Rental on Lake Michigan
A two-story house with a front porch, a garage, and a well-maintained lawn.

4. Walkable Thiensville Retreat Near Hiking!

Walkable Thiensville Retreat Near Hiking!
3.0 star property
Thiensville
The price is ฿8,983
฿16,908 total
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.

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

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
The price is ฿10,990
฿25,396 total
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sheboygan Hotel Reviews

Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG

10/10 Excellent
"Good"
Anna 1-night trip
Posted 6 hours ago
Holiday Inn Express Sheboygan-Kohler by IHG

Find out more about Sheboygan

Sheboygan Cottages information

Number of reviews
4
Accommodation
48 Cottages
Lowest Price
฿13,071
Highest Price
฿25,396

Frequently asked questions

How much do cottages in Sheboygan cost?
Prices for cottages in Sheboygan range between ฿13,071 and ฿25,396 per night. No matter your budget, you'll find the ideal place to get in touch with nature. These prices were 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.
Why book your cottage in Sheboygan with Expedia?
We think that vacays should be a breeze, so if you're after cottages in Sheboygan at a great price, Expedia has got you covered. Save those pennies and select a cheap option surrounded by nature, or book an upmarket cottage to pamper your loved ones.
How can I find cheap cottages in Sheboygan?
The easiest way to locate cheap cottages in Sheboygan is with Expedia's useful filter tool. Refine your search results by star rating, amenities and budget to snag awesome rates in just a few keystrokes.
What is there to do in Sheboygan near my cottage?
You'll find loads of terrific things to see and do in Sheboygan. Don't miss major attractions like Sheboygan County Historical Museum, Blue Harbour Resort & Conference Centre Water Park and Whistling Straits Golf Course. John Michael Kohler Arts Centre, Stefanie H. Weill Centre for the Performing Arts and Above & Beyond Children's Museum are also visitor favourites.