
Vacation rentals in Sheboygan
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Top-rated vacation rentals in Sheboygan
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Sheboygan vacation rentals
Other great vacation rentals in Sheboygan
Guest favourite

Home in Sheboygan
4.98 out of 5 average rating, 42 reviewsSleeps 7{SPACIOUS}Pets Welcome!
Top guest favourite

Apartment in Ellis Historic
5 out of 5 average rating, 73 reviewsRecombobulation Station-Locally Owned Surf Escape
Superhost

Apartment in Ellis Historic
5 out of 5 average rating, 3 reviewsOverlook Oasis - Walk to Lake | Ellis District.
Top guest favourite

Guest suite in Ellis Historic
5 out of 5 average rating, 42 reviewsUnmatched Location, Views, & Style. Welcome Home!
Guest favourite

Condo in South Pier
4.93 out of 5 average rating, 91 reviewsJanelle's Dockside Condo
Top guest favourite

Apartment in Sheboygan
5 out of 5 average rating, 8 reviewsLoriRandyParkside come see us just off I43 garage
Guest favourite

Home in Sheboygan
5 out of 5 average rating, 6 reviewsCozy Cottage just steps from Lake MI
Guest favourite

Apartment in Sheboygan
4.91 out of 5 average rating, 68 reviewsEntire Upper Rental Unit-South Central Sheboygan
Quick stats about vacation rentals in Sheboygan
Total rentals
270 properties
Nightly prices starting at
$54 CAD before taxes and fees
Total number of reviews
12K reviews
Family-friendly rentals
210 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Destinations to explore
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
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- Pet-friendly rentals Sheboygan
- Rentals with a washer and dryer Sheboygan
- Rentals with a firepit Sheboygan
- Rentals with beach access Sheboygan
- Apartment rentals Sheboygan
- Rentals with lake access Sheboygan
- Rentals with outdoor seating Sheboygan
- Rentals with a patio Sheboygan
- Kid-friendly rentals Sheboygan
- Condo rentals Sheboygan
- Rentals with a fireplace Sheboygan
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- Erin Hills Golf Course
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Harrington Beach State Park
- Bradford Beach
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- West Bend Country Club
- Trout Springs Winery
- Pine Hills Country Club
- Heiliger Huegel Ski Club
- Green Bay Country Club Sports Center
- Sunburst
- Blue Mound Golf and Country Club
- Pollock Community Water Park