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

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Sheboygan cottages

A suburban street with houses, a gas station, and a clear sky.

1. 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
$423 nightly
The price is $476
Oct 20 - Oct 21
Total with taxes and fees
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
A brick house with a chimney, a front porch, and a well-maintained garden.

2. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (59 reviews)
"Great communication and easy check in and check out. Would definitely recommend!"
United States
Jocelyn S.
$457 nightly
The price is $526
Oct 19 - Oct 20
Total with taxes and fees
Charming cottage on Lake Winnebago
A wooden deck with a glass railing overlooking a snowy landscape with trees.

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

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
$732 nightly
The price is $772
Oct 20 - Oct 21
Total with taxes and fees
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A grassy area with a house, a pond, and a building with a textured exterior.

4. 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.
$1,691 nightly
The price is $1,919
Oct 23 - Oct 24
Total with taxes and fees
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.

5. 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.
$814 nightly
The price is $924
Oct 23 - Oct 24
Total with taxes and fees
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

8/10 Good
"clean breakfast was the weak link."
Tom 2-night trip
Posted 20 hours ago
Grandstay Residential Suites Hotel - Sheboygan

Find out more about Sheboygan

Sheboygan Cottages information

Number of reviews
61
Accommodation
74 Cottages
Lowest Price
$476
Highest Price
$1,919

Frequently asked questions

How much do cottages in Sheboygan cost?
Prices for cottages in Sheboygan range between $476 and $1,919 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 Harbor Resort & Conference Center Water Park and Whistling Straits Golf Course. John Michael Kohler Arts Center, Stefanie H. Weill Center for the Performing Arts and Above & Beyond Children's Museum are also visitor favorites.

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