Aerial view of Deland Park (North Beach) and residential area in Sheboygan WI

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
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Sheboygan cottages

Interior

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 €353
includes taxes & fees
16 Jun - 17 Jun
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
House (2 Bedrooms) | Interior

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
Sheboygan
The price is €354
includes taxes & fees
21 Jun - 22 Jun
Large Backyard, Walk to Hospital: Sheboygan Abode!
House (5 Bedrooms) | Interior

3 Mi to Road America: Spacious Elkhart Lake Home!

3 Mi to Road America: Spacious Elkhart Lake Home!
3.0 star property
Elkhart Lake
The price is €691
includes taxes & fees
6 Jul - 7 Jul
3 Mi to Road America: Spacious Elkhart Lake Home!
House (4 Bedrooms) | Interior

Walk to Beaches + Restaurants: Elkhart Lake Escape

Walk to Beaches + Restaurants: Elkhart Lake Escape
3.0 star property
Elkhart Lake
Walk to Beaches + Restaurants: Elkhart Lake Escape
House (2 Bedrooms) | Interior

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 €409
includes taxes & fees
13 Jul - 14 Jul
Waterfront Algoma Vacation Rental on Lake Michigan
Exterior

Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (49 reviews)
"Very nice home, had a great time! "
United States
Jake J.
The price is €416
includes taxes & fees
22 Jun - 23 Jun
Charming cottage on Lake Winnebago
House (4 Bedrooms) | Interior

Walkable Thiensville Retreat Near Hiking!

Walkable Thiensville Retreat Near Hiking!
3.0 star property
Thiensville
The price is €442
includes taxes & fees
21 Jun - 22 Jun
Walkable Thiensville Retreat Near Hiking!
House (3 Bedrooms) | Interior

2 Mi to Dtwn: Canal-front W/ Deck, Dock, Kayak

2 Mi to Dtwn: Canal-front W/ Deck, Dock, Kayak
3.0 star property
Oshkosh
The price is €567
includes taxes & fees
5 Jul - 6 Jul
2 Mi to Dtwn: Canal-front W/ Deck, Dock, Kayak
House (3 Bedrooms) | Interior

Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
The price is €665
includes taxes & fees
28 Jun - 29 Jun
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

Watershed Hotel

Watershed Hotel

10/10 Excellent
"I wish I could give the Watershed Hotel more than 5 Stars. It was at least 10 Stars. I was so impressed. Everything was great. The people were friendly. The room was fantastic. The hotel was very clean. They have thought of everything for their patrons. It was very pet friendly and as a woman traveling alone with my fur-baby I felt very safe. I will definitely be going back. "
Gayle 1-night trip
Posted 1 hour ago
Watershed Hotel

Find out more about Sheboygan

Sheboygan Cottages information

Number of reviews
50
Accommodation
74 Cottages
Lowest Price
€353
Highest Price
€1,511

Frequently asked questions

How much do cottages in Sheboygan cost?
Prices for cottages in Sheboygan range between €353 and €1,511 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.