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

Search Sheboygan Cottage Accommodations

  • 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
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 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 AU$592
includes taxes & fees
4 Aug - 5 Aug
Large Backyard, Walk to Hospital: Sheboygan Abode!
Terrace/patio

Pet Friendly! Steps to Beach - ‘Lakeview Cottage’

Pet Friendly! Steps to Beach - ‘Lakeview Cottage’
Two Rivers
10.0 out of 10, Exceptional, (1 review)
"Very clean and beautiful spot."
United States
Jessica B.
The price is AU$795
includes taxes & fees
15 Aug - 16 Aug
Pet Friendly! Steps to Beach - ‘Lakeview Cottage’
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 AU$568
includes taxes & fees
10 Aug - 11 Aug
Updated Plymouth Home ~ 5 Mi to Road America!
Cottage (2 Bedrooms) | Interior

Steps to Beach - Two Rivers Lakeview Cottage

Steps to Beach - Two Rivers Lakeview Cottage
3.0 star property
Two Rivers
The price is AU$783
includes taxes & fees
15 Aug - 16 Aug
Steps to Beach - Two Rivers Lakeview Cottage
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 AU$681
includes taxes & fees
3 Aug - 4 Aug
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
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 AU$1,151
includes taxes & fees
10 Aug - 11 Aug
3 Mi to Road America: Spacious Elkhart Lake Home!
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 AU$1,105
includes taxes & fees
3 Aug - 4 Aug
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Exterior

Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (54 reviews)
"Amazing stay and accommodation!!"
United States
Samuel W.
The price is AU$746
includes taxes & fees
2 Aug - 3 Aug
Charming cottage on Lake Winnebago
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 AU$761
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.
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

Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan

10/10 Excellent
"The property was really clean and the staff was really nice. I would stay there again."
Syda 1-night trip
Posted 13 hours ago
Home2 Suites By Hilton Sheboygan

Find out more about Sheboygan

Sheboygan Cottages information

Number of reviews
58
Accommodation
77 Cottages
Lowest Price
AU$568
Highest Price
AU$1,151

Frequently asked questions

How much do cottages in Sheboygan cost?
Cottages in Sheboygan range between AU$568 and AU$1,151 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.