House holiday rentals in Sheboygan County
Find and book unique houses on Airbnb
Top-rated house rentals in Sheboygan County
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Sheboygan County
House rentals with a pool
Home in Plymouth
5 out of 5 average rating, 26 reviewsSelma House-4 BR+2Ba, Pool by Road America/Golf
Home in Sheboygan
4.92 out of 5 average rating, 26 reviewsLarge, Modern, Fun three Bedroom Ranch Home
Home in Kiel
New place to stayFamily Home w/ Indoor Pool ~ 2 Mi to Elkhart Lake!
Home in Plymouth
4.97 out of 5 average rating, 32 reviewsSummit Road Estate - Top Luxury
Weekly house rentals
Home in Sheboygan
4.99 out of 5 average rating, 113 reviews2 Min Walk to Food, 15 to Pier! 4 Bedrooms 2K/2Q
Home in Sheboygan
4.96 out of 5 average rating, 120 reviewsBeach and golf house
Home in Sheboygan
5 out of 5 average rating, 66 reviewsRelaxing Sheboygan/Kohler Getaway
Home in Sheboygan Falls
4.98 out of 5 average rating, 63 reviewsAdorable bungalow in historic Sheboygan Falls,WI
Home in Sheboygan
5 out of 5 average rating, 16 reviewsThe Riverbed
Home in Sheboygan
4.95 out of 5 average rating, 58 reviewsClaraVida - Cheerful 1 Bed/2 Bath Near Beach
Home in Sheboygan
4.9 out of 5 average rating, 62 reviewsQuaint and Cozy home near beach on Lake Michigan
Home in Oostburg
5 out of 5 average rating, 23 reviewsLakefront Blue Dune Cottage on Lake Michigan
Private house rentals
Home in Kohler
4.99 out of 5 average rating, 87 reviewsSouth Road Foursomes & Families - Putt & Play
Home in Cascade
5 out of 5 average rating, 52 reviewsRelax at The Pines-Spacious Property, Hot Tub
Home in Sheboygan Falls
4.95 out of 5 average rating, 19 reviewsHD Acres - Close to Elkhart Lake & Road America
Home in Kohler
4.96 out of 5 average rating, 24 reviewsThe Kohler House
Home in Plymouth
4.97 out of 5 average rating, 77 reviewsSage Cottage
Home in Plymouth
5 out of 5 average rating, 14 reviewsCute and Cozy cape cod home
Home in Plymouth
5 out of 5 average rating, 54 reviewsLakeside Luxury. Walk to Road America+Hot Tub
Home in Sheboygan
4.87 out of 5 average rating, 15 reviews*Centrally Located and Updated* The Barrel House
Destinations to explore
- Earth house rentals United States
- Lighthouse rentals United States
- Townhouse rentals United States
- Guest house rentals United States
- House rentals United States
- House rentals Madison
- Townhouse rentals Madison
- Lakehouse rentals Milwaukee
- House rentals Milwaukee
- House rentals Lake Geneva
- Lakehouse rentals Lake Geneva
- Guest house rentals Wisconsin
- Tiny house rentals Wisconsin
- House rentals Wisconsin
- Townhouse rentals Wisconsin
- Lakehouse rentals Wisconsin
- Rentals with outdoor seating Sheboygan County
- Rentals with a washing machine and dryer Sheboygan County
- Rentals with a firepit Sheboygan County
- Family-friendly rentals Sheboygan County
- Rentals with a patio Sheboygan County
- Monthly Rentals Sheboygan County
- Rentals with lake access Sheboygan County
- Rentals with pools Sheboygan County
- Pet-friendly rentals Sheboygan County
- Rentals with a fireplace Sheboygan County
- Apartment rentals Sheboygan County
- Flat rentals Sheboygan County
- Rentals with a kayak Sheboygan County
- Rentals with beach access Sheboygan County
- Rentals with breakfast Sheboygan County
- Rentals with a hot tub Sheboygan County
- Beachfront rentals Sheboygan County
- 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