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

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Sheboygan cottages

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 SAR 679
SAR 1,553 total
includes taxes & fees
19 Aug - 20 Aug
Large Backyard, Walk to Hospital: Sheboygan Abode!
House (3 Bedrooms) | Interior

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 SAR 725
SAR 1,491 total
includes taxes & fees
10 Aug - 11 Aug
Updated Plymouth Home ~ 5 Mi to Road America!
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 SAR 1,190
SAR 3,018 total
includes taxes & fees
26 Jul - 27 Jul
3 Mi to Road America: Spacious Elkhart Lake Home!
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 SAR 679
SAR 1,787 total
includes taxes & fees
28 Jul - 29 Jul
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
Cottage (2 Bedrooms) | Interior

Steps to Beach - Two Rivers Lakeview Cottage

Steps to Beach - Two Rivers Lakeview Cottage
3.0 star property
Two Rivers
Steps to Beach - Two Rivers Lakeview Cottage
House (4 Bedrooms) | Interior

Walkable Thiensville Retreat Near Hiking!

Walkable Thiensville Retreat Near Hiking!
3.0 star property
Thiensville
The price is SAR 1,025
SAR 1,929 total
includes taxes & fees
28 Jul - 29 Jul
Walkable Thiensville Retreat Near Hiking!
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 SAR 1,254
SAR 2,897 total
includes taxes & fees
5 Aug - 6 Aug
Eclectic Hubertus Home w/ Game Room & Fire Pit!
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 SAR 984
SAR 2,055 total
includes taxes & fees
9 Aug - 10 Aug
2 Mi to Dtwn: Canal-front W/ Deck, Dock, Kayak
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
"We had a great experience, the front desk staff was very welcoming and polite. The hotel and our room were both very clean and quiet at night, the location was excellent. I also want to say thank you to Bailey for making our stay comfortable and for giving us suggestions on where to eat for dinner and for telling us a little history about why Sheboygan is a must to visit and will definitely come back and stay here again."
Anna 1-night trip
Posted 12 hours ago
Watershed Hotel

Frequently asked questions

How much do cottages in Sheboygan cost?
Prices for cottages in Sheboygan range between SAR 1,491 and SAR 3,018 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.