Sheboygan, WI USA - September 30, 2022: Aerial view of the Sheboygan marina and surrounding area

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Sheboygan cottages

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)
"Beautiful spot, calm and clean neighborhood, close to the track. A real find."
United States
Thiago
The price is AED 709
AED 1,459 total
includes taxes & fees
10 Aug - 11 Aug
Updated Plymouth Home ~ 5 Mi to Road America!
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 AED 665
AED 1,748 total
includes taxes & fees
18 Jul - 19 Jul
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
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 AED 665
AED 1,520 total
includes taxes & fees
20 Jul - 21 Jul
Large Backyard, Walk to Hospital: Sheboygan Abode!
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 AED 665
AED 1,979 total
includes taxes & fees
20 Jul - 21 Jul
Steps to Beach - Two Rivers Lakeview Cottage
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 AED 1,164
AED 2,953 total
includes taxes & fees
22 Jul - 23 Jul
3 Mi to Road America: Spacious Elkhart Lake Home!
Exterior

Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (49 reviews)
"Amazing stay and accommodation!!"
United States
Samuel W.
The price is AED 1,102
AED 1,930 total
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 AED 962
AED 2,011 total
includes taxes & fees
9 Aug - 10 Aug
2 Mi to Dtwn: Canal-front W/ Deck, Dock, Kayak
House (4 Bedrooms) | Interior

Walkable Thiensville Retreat Near Hiking!

Walkable Thiensville Retreat Near Hiking!
3.0 star property
Thiensville
The price is AED 1,003
AED 1,887 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 AED 1,227
AED 2,835 total
includes taxes & fees
19 Jul - 20 Jul
Eclectic Hubertus Home w/ Game Room & Fire Pit!
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

8/10 Good
"Absolutely loved this hotel! Staff is great, room was perfect, having a balcony is a huge bonus. Breakfast could've had sugar free/diabetic options. Bathroom with handicap accessible shower needs a longer & wider shower curtain. Water covers the floor makes it very slippery. But otherwise this place will definitely be a place we stay on future visits to the area!"
Brianne 4-night trip
Posted 10 hours ago
Watershed Hotel

Frequently asked questions

How much do cottages in Sheboygan cost?
Prices for cottages in Sheboygan range between AED 1,459 and AED 2,953 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?
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