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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Cottages in Sheboygan

Our top choices for Sheboygan cottages

Charming cottage on Lake Winnebago
3 bedrooms, travel cot, free WiFi, bed sheets

Charming cottage on Lake Winnebago

10.0 out of 10, Exceptional, (35)
"Amazing stay and accommodation!!"
The price is AU$758
includes taxes & fees
27 Aug - 28 Aug
Charming cottage on Lake Winnebago
Waterfront Cottage, with sand beach, near Lambeau and Door County!
On the beach, sun-loungers, beach towels

Waterfront Cottage, with sand beach, near Lambeau and Door County!

9.8 out of 10, Exceptional, (47)
"Great location and great property "
The price is AU$830
includes taxes & fees
28 Aug - 29 Aug
Waterfront Cottage, with sand beach, near Lambeau and Door County!
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
"Always enjoy staying at the Watershed whenever I’m in Sheboygan!"
Dan 1-night trip
Posted 1 day ago
Watershed Hotel

Frequently asked questions

How much do cottages in Sheboygan cost?
Cottages in Sheboygan range between and 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.