Aerial view of Deland Park (North Beach) and residential area in Sheboygan WI

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sep - 6 Sep
In four months
2 Oct - 4 Oct

Our top choices for Sheboygan cottages

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 SAR 454
SAR 1,531 total
includes taxes & fees
14 Jun - 15 Jun
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 SAR 574
SAR 1,537 total
includes taxes & fees
15 Jun - 16 Jun
Large Backyard, Walk to Hospital: Sheboygan Abode!
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 SAR 1,085
SAR 3,004 total
includes taxes & fees
24 Jun - 25 Jun
3 Mi to Road America: Spacious Elkhart Lake Home!
House (4 Bedrooms) | Interior

Walk to Beaches + Restaurants: Elkhart Lake Escape

Walk to Beaches + Restaurants: Elkhart Lake Escape
3.0 star property
Elkhart Lake
The price is SAR 4,133
SAR 6,561 total
includes taxes & fees
28 Jun - 29 Jun
Walk to Beaches + Restaurants: Elkhart Lake Escape
Exterior

Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (49 reviews)
"Very nice home, had a great time! "
United States
Jake J.
The price is SAR 1,014
SAR 1,826 total
includes taxes & fees
15 Jun - 16 Jun
Charming cottage on Lake Winnebago
House (2 Bedrooms) | Interior

Waterfront Algoma Vacation Rental on Lake Michigan

Waterfront Algoma Vacation Rental on Lake Michigan
3.0 star property
Algoma
10.0 out of 10, Exceptional, (1 review)
"Its a perfect place to stay inside out. Beautiful rooms, well equipped kitchen and a stunning backyard. We thoroughly enjoyed our stay at this place. Do not miss the perfect sunrise and full moon views from the backyard. Its altogether memorable experience to stay in this place."
United States
Shashi
The price is SAR 803
SAR 1,774 total
includes taxes & fees
15 Jun - 16 Jun
Waterfront Algoma Vacation Rental on Lake Michigan
House (4 Bedrooms) | Interior

Walkable Thiensville Retreat Near Hiking!

Walkable Thiensville Retreat Near Hiking!
3.0 star property
Thiensville
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 SAR 1,149
SAR 2,890 total
includes taxes & fees
28 Jun - 29 Jun
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

Harbor Winds Hotel

Harbor Winds Hotel

8/10 Good
"good place"
Paul 1-night trip
Posted 13 hours ago
Harbor Winds Hotel

Frequently asked questions

How much do cottages in Sheboygan cost?
Prices for cottages in Sheboygan range between SAR 1,531 and SAR 6,561 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.