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

Apartment in Sheboygan
5 out of 5 average rating, 73 reviewsRecombobulation Station-Locally Owned Surf Escape
Guest favourite

Condo in Sheboygan
4.71 out of 5 average rating, 14 reviewsModern 2 Bedroom Condo with Lake Michigan View
Superhost

Home in Oostburg
4.78 out of 5 average rating, 147 reviewsNewly Renovated Beach Front Home in Oostburg WI
Guest favourite

Home in Sheboygan
5 out of 5 average rating, 17 reviewsBeachside Beautifully Renovated Historic Home
Superhost

Apartment in Sheboygan
4.65 out of 5 average rating, 17 reviewsSheboygan Getaway w/ Yard: 1 Mi to Lake Michigan
Top Guest favourite

Home in Sheboygan
5 out of 5 average rating, 6 reviewsStylish brick cottage - family & pet friendly
Guest favourite

Guest suite in Waldo
4.95 out of 5 average rating, 63 reviewsAbove Garage Apartment w/ Private Beach

Home in Sheboygan
4.83 out of 5 average rating, 30 reviewsSheboygan Riverside Condo
Destinations to explore
- Pet-friendly rentals Sheboygan County
- Rentals with lake access Sheboygan County
- Rentals with a washing machine and dryer Sheboygan County
- Rentals with outdoor seating Sheboygan County
- Rentals with breakfast Sheboygan County
- Rentals with a fire pit Sheboygan County
- Rentals with a fireplace Sheboygan County
- Kid-friendly rentals Sheboygan County
- Rentals with a hot tub Sheboygan County
- Beachfront rentals Sheboygan County
- Rentals with beach access Sheboygan County
- Rentals with a patio Sheboygan County
- Apartment rentals Sheboygan County
- Rentals with a kayak Sheboygan County
- Condo rentals Sheboygan County
- Cabins United States
- Treehouses United States
- Tiny Houses United States
- Beach Houses United States
- Lakehouses United States
- 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
- Milwaukee Public Museum
- Whistling Straits Golf Course
- Harrington Beach State Park
- Bradford Beach
- West Bend Country Club
- Milwaukee Country Club
- Discovery World
- The Bull at Pinehurst Farms Golf Course
- Pine Hills Country Club
- Trout Springs Winery
- Sunburst
- Blue Mound Golf and Country Club