
Holiday houses in Sheboygan County
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Top-rated holiday rentals in Sheboygan County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Sheboygan County holiday rentals
Other great holiday rentals in Sheboygan County
Top Guest favourite

Condo in Sheboygan
5 out of 5 average rating, 5 reviewsWelcome to our Cozy Lake Condo!
Top Guest favourite

Home in Sheboygan
5 out of 5 average rating, 26 reviewsModern Lakeshore Home with Treehouse
Guest favourite

Apartment in Sheboygan
5 out of 5 average rating, 30 reviewsGeele Getaway 2 BD Comfortable Stay.
Top Guest favourite

Home in Sheboygan
4.97 out of 5 average rating, 29 reviewsHouse on a quiet street w/ off street parking 3bdr
Top Guest favourite

Home in Sheboygan Falls
4.99 out of 5 average rating, 94 reviewsAdorable bungalow in historic Sheboygan Falls,WI
Top Guest favourite

Home in Sheboygan
4.99 out of 5 average rating, 98 reviewsRelaxing Sheboygan/Kohler Getaway
Top Guest favourite

Barn in Sheboygan
5 out of 5 average rating, 65 reviewsCharacter filled 3 Bedroom Carriage House
Top Guest favourite

Home in Sheboygan
5 out of 5 average rating, 19 reviewsStylish brick cottage - family & pet friendly
Destinations to explore
- Rentals with breakfast Sheboygan County
- Hotel rentals Sheboygan County
- Rentals with lake access Sheboygan County
- Rentals with a fire pit Sheboygan County
- Apartment rentals Sheboygan County
- Rentals with a kayak Sheboygan County
- Pet-friendly rentals Sheboygan County
- Rentals with a washing machine and dryer Sheboygan County
- Condo rentals Sheboygan County
- Rentals with outdoor seating Sheboygan County
- Rentals with a patio Sheboygan County
- Rentals with a hot tub Sheboygan County
- Rentals with a fireplace Sheboygan County
- Beachfront rentals Sheboygan County
- Rentals with beach access Sheboygan County
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Whistling Straits Golf Course
- Harrington Beach State Park
- West Bend Country Club
- Bradford Beach
- Discovery World
- The Bull at Pinehurst Farms Golf Course
- Trout Springs Winery
- Pine Hills Country Club
- Heiliger Huegel Ski Club
- Milwaukee Country Club
- Milwaukee Public Museum
- Sunburst
- Blue Mound Golf and Country Club
- Little Switzerland Ski Area
- Blackwolf Run Golf Course
- Parallel 44 Vineyard & Winery