A red lighthouse amidst rough seas with waves crashing against a pier.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Sheboygan cottages

A covered outdoor deck with a blue wall, wicker furniture, and a glass table.

1. 'aj's Retreat' w/ Deck: Walk to Lake Michigan!

'aj's Retreat' w/ Deck: Walk to Lake Michigan!
3.0 star property
Two Rivers
'aj's Retreat' w/ Deck: Walk to Lake Michigan!
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$729
includes taxes & fees
1 Nov - 2 Nov
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, (60 reviews)
"Amazing clean and host very easy to get ahold of"
United States
Candice P.
The price is AU$737
includes taxes & fees
20 Nov - 21 Nov
Charming cottage on Lake Winnebago
A wooden deck with a glass railing overlooking a snowy landscape with trees.

4. 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$1,097
includes taxes & fees
1 Nov - 2 Nov
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A grassy area with a house, a pond, and a building with a textured exterior.

5. Pontoon Included with Cottage! Boat or JetSki Lake Winnebago! Package Deal!

Pontoon Included with Cottage! Boat or JetSki Lake Winnebago! Package Deal!
Fond du Lac
10.0 out of 10, Exceptional, (1 review)
"My husband and I just had the absolute best stay at this amazing little cottage on the Fond du Lac River! If you are looking for a perfect getaway just down the river from Lake Winnebago, this is absolutely the place to book.The cottage itself is incredibly cute, beautifully decorated, and was spotless when we arrived. The host has thought of everything to make it feel like a home away from home. We spent our days making full use of the kayaks (provided by host at no charge) and fishing right...
United States
Dani H.
The price is AU$2,570
includes taxes & fees
2 Nov - 3 Nov
Pontoon Included with Cottage! Boat or JetSki Lake Winnebago! Package Deal!
A grassy area with a house, a pond, and a building with a textured exterior.

6. Boat or WaveRunner Rentals available next door! Relax or Explore Lake Winnebago!

Boat or WaveRunner Rentals available next door! Relax or Explore Lake Winnebago!
Fond du Lac
10.0 out of 10, Exceptional, (1 review)
"Excellent stay! We couldn’t be happier with our time at this cottage. We enjoyed using their four complimentary kayaks (they had life jackets and paddles for us), had a fire at night (host supplied free chopped firewood), grilled out burgers on the grill, and rented a pontoon boat and wave runner (Lake Winnebago Boat & WaveRunner Rentals is next door. The host (Brad) who owns this cottage also owns the boat rental place next door). We even did some fishing (there is a bait shop also next door)...
United States
Magen S.
The price is AU$1,288
includes taxes & fees
2 Nov - 3 Nov
Boat or WaveRunner Rentals available next door! Relax or Explore Lake Winnebago!
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

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent
"Quiet place near the lake."
Vivian 2-night trip
Posted 14 hours ago
Grandstay Residential Suites Hotel - Sheboygan

Find out more about Sheboygan

Sheboygan Cottages information

Number of reviews
62
Accommodation
74 Cottages
Lowest Price
AU$729
Highest Price
AU$2,570

Frequently asked questions

How much do cottages in Sheboygan cost?
Cottages in Sheboygan range between AU$729 and AU$2,570 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.