Best Sheboygan County Holiday Cottages in 2025
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Featured Cottages in Sheboygan County
June dates available at SurfDaze!
Oostburg, WI
During your stay at this cottage, you're just a quick walk from Lake Michigan. Enjoy features like laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the cottage.
Küche
Waschmaschine
Cozy Lakefront Escape: Perfect for Seasonal Getaways & Large Groups
Random Lake, WI
At this cottage, you'll find features such as a water park and laundry facilities. Enjoy your stay with amenities like free WiFi and in-room jetted baths in the cottage.
Küche
Waschmaschine
The Pond Cottage - Beach Front auf Beautiful Lake Michigan
Oostburg, WI
During your stay at this cottage, you're just a quick walk from Lake Michigan. Enjoy features like a water park. The cottage includes amenities such as free WiFi and a kitchen.
Küche
Kostenloses WLAN
BeachDaze a Lake Michigan Property
Oostburg, WI
During your stay at this cottage, you're just a quick walk from Lake Michigan. Enjoy your stay with amenities like free WiFi and a kitchen in the cottage.
Küche
Haustierfreundlich
Updated Plymouth Home ~ 5 Mi to Road America!
Plymouth, WI
During your stay at this cottage, you'll be close to Road America. You'll find features such as free WiFi in public areas and free self-parking. The cottage offers a kitchen and a patio.
Küche
Parkplatz inbegriffen
Pet-friendly Sheboygan Home, 1 Mi to Lake Michigan
Sheboygan, WI
During your stay at this cottage, you'll be within walking distance of Lake Michigan. Features include free WiFi in public areas and free self-parking. Enjoy your stay with amenities like a kitchen and a patio in the cottage.
Küche
Waschmaschine
Dog-friendly Sheboygan Home - 1 Mi to Town!
Sheboygan, WI
During your stay at this cottage, you'll be within walking distance of Lake Michigan. Enjoy features like free WiFi in public areas and free self-parking. The cottage offers a kitchen and a patio.
Küche
Haustierfreundlich
Lakefront Plymouth Cottage w/ Private Hot Tub
N7410 Co Rd J, Plymouth, WI
During your stay at this cottage, you'll be close to Road America. Features include free WiFi in public areas and free self-parking. Enjoy your stay with amenities like a kitchen and a fireplace in the cottage.
Pristine Beach Access, Arcade near Kohler-Andrae
Oostburg, WI
During your stay at this cottage, you're just a quick walk from Lake Michigan. Laundry facilities and an arcade/games room are available. The cottage includes amenities such as a kitchen and 2.5 bathrooms.
Küche
Waschmaschine
Pet-friendly Sheboygan Home: 4 Mi to Lake Michigan
Sheboygan, WI
During your stay at this cottage, you'll be within walking distance of HSHS St. Nicholas Hospital. Features include free WiFi in public areas and free self-parking. The cottage includes amenities such as a kitchen and a fireplace.
Küche
Waschmaschine
Spacious Sheboygan Home w/ Grill & Fire Pit!
N7772 County Rd LS, Sheboygan, WI
During your stay at this cottage, you'll be within walking distance of Lake Michigan. Enjoy features like free WiFi in public areas and free self-parking, plus an arcade/games room. The cottage offers a kitchen and a fireplace.
Küche
Haustierfreundlich
Walkable Lake Elkhart Apt: Dine, Shop, Swim!
Elkhart Lake, WI
During your stay at this cottage, you're just a quick walk from Farmers Market. Features include free WiFi in public areas and free self-parking. A kitchen and a TV are available in the cottage.
Küche
Haustierfreundlich
Family-friendly House: Walk to Lake Michigan!
Sheboygan, WI
During your stay at this cottage, you're just a quick walk from Lake Michigan. Enjoy features like free WiFi in public areas and free self-parking. The cottage offers a kitchen and a TV.
Küche
Haustierfreundlich
Family Home w/ Indoor Pool ~ 2 Mi to Elkhart Lake!
N8055 Little Elkhart Lake Rd, Elkhart Lake, WI
During your stay at this cottage, you'll be close to Road America. Features include free WiFi in public areas and free self-parking, plus an indoor pool. The cottage offers a kitchen and a fireplace.
Pool
Küche
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View all propertiesLowest 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
Accommodation | 34 Cottages |
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Highest Price | |
Popular accommodation | June dates available at SurfDaze!, Cozy Lakefront Escape: Perfect for Seasonal Getaways & Large Groups, The Pond Cottage - Beach Front auf Beautiful Lake Michigan, BeachDaze a Lake Michigan Property, Updated Plymouth Home ~ 5 Mi to Road America!, Pet-friendly Sheboygan Home, 1 Mi to Lake Michigan, Dog-friendly Sheboygan Home - 1 Mi to Town!, Lakefront Plymouth Cottage w/ Private Hot Tub, Pristine Beach Access, Arcade near Kohler-Andrae, Pet-friendly Sheboygan Home: 4 Mi to Lake Michigan, Spacious Sheboygan Home w/ Grill & Fire Pit!, Walkable Lake Elkhart Apt: Dine, Shop, Swim!, Family-friendly House: Walk to Lake Michigan!, Family Home w/ Indoor Pool ~ 2 Mi to Elkhart Lake!, 9 Mi to Shore: Home w/ Hot Tub in Howards Grove! |