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Top cities with Cottages to explore in Sheboygan County

A warm December day took me here for a walk on Lake Michigan in Wisconsin. Wonderful place, I hope it doesn't turn into a golf course. Great campground here too

Sheboygan

Cottages
Sheboygan

Top Cottages in Sheboygan County

Winter's a good time to stay in & cuddle at Surfdaze

Winter's a good time to stay in & cuddle at Surfdaze

Oostburg WI
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This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Cozy Crystal Lakefront Cottage

Cozy Crystal Lakefront Cottage

3 out of 5
Plymouth WI
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This cottage includes a garden and barbecue grills.
Kitchen
Washer
Lake Breeze Cottage. One block from the lake, walking distance to downtown!

Lake Breeze Cottage. One block from the lake, walking distance to downtown!

Sheboygan WI
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This cottage features laundry facilities.
Kitchen
Washer
Pristine Beach Access, Arcade near Kohler-Andrae

Pristine Beach Access, Arcade near Kohler-Andrae

Oostburg WI
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This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Eat, Drink and be Cozy at Beachdaze this winter!

Eat, Drink and be Cozy at Beachdaze this winter!

Oostburg WI
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This cottage includes a garden and barbecue grills.
Kitchen
Pet friendly
Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!

3 out of 5
N6192 River Heights Dr Plymouth WI
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Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Kitchen
Washer
Oostburg,WI Beach front cottage on Lake Michigan

Oostburg,WI Beach front cottage on Lake Michigan

OOSTBURG WI
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This cottage features a water park, laundry facilities, and barbecue grills.
Kitchen
Washer
Family Home w/ Indoor Pool ~ 2 Mi to Elkhart Lake!

Family Home w/ Indoor Pool ~ 2 Mi to Elkhart Lake!

3 out of 5
N8055 Little Elkhart Lake Rd Elkhart Lake WI
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This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An indoor pool and barbecue grills are also provided.
Pool
Kitchen
Wisconsin Vacation Rental: 1 Mi to Road America!

Wisconsin Vacation Rental: 1 Mi to Road America!

3 out of 5
Plymouth WI
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This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Washer
Pet-friendly Sheboygan Home, 1 Mi to Lake Michigan

Pet-friendly Sheboygan Home, 1 Mi to Lake Michigan

3 out of 5
Sheboygan WI
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Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Kitchen
Washer
Walkable Lake Elkhart Apt: Dine, Shop, Swim!

Walkable Lake Elkhart Apt: Dine, Shop, Swim!

3 out of 5
Elkhart Lake WI
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Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Kitchen
Pet friendly
Updated Sheboygan Home w/ Porch < 1 Mi to Beach

Updated Sheboygan Home w/ Porch < 1 Mi to Beach

3 out of 5
Sheboygan WI
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Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Kitchen
Parking included
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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.

Sheboygan County Cottages essential information

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34 Cottages
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Popular accommodation
Winter's a good time to stay in & cuddle at Surfdaze, Cozy Crystal Lakefront Cottage, Lake Breeze Cottage. One block from the lake, walking distance to downtown!, Pristine Beach Access, Arcade near Kohler-Andrae, Eat, Drink and be Cozy at Beachdaze this winter!, Updated Plymouth Home ~ 5 Mi to Road America!, Oostburg,WI Beach front cottage on Lake Michigan, Family Home w/ Indoor Pool ~ 2 Mi to Elkhart Lake!, Wisconsin Vacation Rental: 1 Mi to Road America!, Pet-friendly Sheboygan Home, 1 Mi to Lake Michigan, Walkable Lake Elkhart Apt: Dine, Shop, Swim!, Updated Sheboygan Home w/ Porch < 1 Mi to Beach

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