
Holiday rentals in Sheboygan
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Sheboygan
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Sheboygan holiday rentals
Other great holiday rentals in Sheboygan
Top guest favourite

Home in Ellis Historic
4.97 out of 5 average rating, 34 reviewsBeach Getaway - 3 Beds 1.5Ba - Lake Views
Top guest favourite

Flat in Ellis Historic
5 out of 5 average rating, 73 reviewsRecombobulation Station-Locally Owned Surf Escape
Guest favourite

Apartment in South Pier
4.71 out of 5 average rating, 14 reviewsModern 2 Bedroom Condo with Lake Michigan View
Guest favourite

Guest house in Sheboygan
4.93 out of 5 average rating, 28 reviewsUnique Guest House close to everything

Home in South Pier
5 out of 5 average rating, 4 reviewsLuxury Villa on Lake Michigan!
Top guest favourite

Home in North Point
4.99 out of 5 average rating, 71 reviewsThe Suncatcher -Steps from Lake - Fenced Yard
Top guest favourite

Home in Sheboygan
5 out of 5 average rating, 90 reviewsRelaxing Sheboygan/Kohler Getaway
Top guest favourite

Barn in Sheboygan
5 out of 5 average rating, 56 reviewsCharacter filled 3 Bedroom Carriage House
Quick stats about holiday rentals in Sheboygan
Total rentals
270 properties
Nightly prices starting at
£30 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
- Rentals with outdoor seating Sheboygan
- Rentals with beach access Sheboygan
- Pet-friendly rentals Sheboygan
- Flat rentals Sheboygan
- Rentals with a firepit Sheboygan
- Rentals with a patio Sheboygan
- Rentals with a washing machine and dryer Sheboygan
- Family-friendly rentals Sheboygan
- Apartment rentals Sheboygan
- Rentals with lake access Sheboygan
- Rentals with a fireplace Sheboygan
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Erin Hills Golf Course
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Harrington Beach State Park
- Bradford Beach
- West Bend Country Club
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- Pine Hills Country Club
- Trout Springs Winery
- Heiliger Huegel Ski Club
- Green Bay Country Club Sports Center
- Sunburst
- Blue Mound Golf and Country Club
- Pollock Community Water Park