House vacation rentals in Sheboygan
Find and book unique houses on Airbnb
Top-rated house rentals in Sheboygan
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Sheboygan house rentals
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
4.93 out of 5 average rating, 27 reviewsLarge, Modern, Fun three Bedroom Ranch Home
Home in Newton
4.75 out of 5 average rating, 4 reviewsCountry Cottage Indoor heated pool/Hot tub
Home in Sheboygan Falls
5 out of 5 average rating, 20 reviewsExperience Gracious Living & Destination Kohler
Weekly house rentals
Home in Oostburg
4.98 out of 5 average rating, 163 reviewsRiver Ridge-HOT TUB, Games, Luxury, 8 bed, 5 STARS
Home in Oostburg
4.96 out of 5 average rating, 170 reviewsShamba on the Lake, Oostburg, WI
Home in Campbellsport
4.98 out of 5 average rating, 133 reviewsThe Lakehouse on Long Lake (plus Heated Boathouse)
Home in Plymouth
4.96 out of 5 average rating, 141 reviewsThe 2400 sq ft Plymouth Paddock near Road America!
Home in Sheboygan
5 out of 5 average rating, 68 reviewsRelaxing Sheboygan/Kohler Getaway
Home in Sheboygan
4.9 out of 5 average rating, 62 reviewsQuaint and Cozy home near beach on Lake Michigan
Home in Sheboygan
5 out of 5 average rating, 16 reviewsThe Riverbed
Home in Sheboygan
4.95 out of 5 average rating, 59 reviewsClaraVida - Cheerful 1 Bed/2 Bath Near Beach
Private house rentals
Home in Sheboygan
4.94 out of 5 average rating, 36 reviewsGrammy’s house in a quiet and convenient location
Home in Sheboygan
4.96 out of 5 average rating, 24 reviewsBeach Getaway - 3 Beds 1.5Ba - Lake Views
Home in Sheboygan
4.98 out of 5 average rating, 54 reviewsClose to Lake Michigan and downtown Sheboygan
Home in Sheboygan
4.87 out of 5 average rating, 15 reviews*Centrally Located and Updated* The Barrel House
Home in Newton
5 out of 5 average rating, 27 reviewsLake Home with Sweeping Views of Lake Michigan.
Home in Cleveland
5 out of 5 average rating, 7 reviewsHidden Haven on 3.5Ac. w/ Hot Tub & Fire Pit
Home in Cleveland
4.86 out of 5 average rating, 14 reviewsPrivate lake home near Whistling Straits Kohler
Home in Sheboygan
4.94 out of 5 average rating, 18 reviewsHouse on a quiet street w/ off street parking 3bdr
Quick stats about house rentals in Sheboygan
Total rentals
130 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
4.7K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
- Madison Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Green Bay Vacation rentals
- Oshkosh Vacation rentals
- Grand Haven Vacation rentals
- Lake Wisconsin Vacation rentals
- Appleton Vacation rentals
- Silver Lake Vacation rentals
- Muskegon Vacation rentals
- Fox Lake Vacation rentals
- Chicago Vacation rentals
- Earth house rentals United States
- Guesthouse rentals United States
- Townhouse rentals United States
- Lighthouse rentals United States
- House rentals United States
- Townhouse rentals Madison
- House rentals Madison
- House rentals Milwaukee
- Lakehouse rentals Milwaukee
- Lakehouse rentals Lake Geneva
- House rentals Lake Geneva
- Apartment rentals Sheboygan
- Rentals with outdoor seating Sheboygan
- Rentals with beach access Sheboygan
- Kid-friendly rentals Sheboygan
- Rentals with lake access Sheboygan
- Rentals with a fire pit Sheboygan
- Rentals with a fireplace Sheboygan
- Rentals with a washer and dryer Sheboygan
- Pet-friendly rentals Sheboygan
- Monthly Rentals Sheboygan
- Rentals with a patio Sheboygan
- Condo rentals Sheboygan
- Tiny house rentals Wisconsin
- Guesthouse rentals Wisconsin
- Townhouse rentals Wisconsin
- House rentals Wisconsin
- Lakehouse rentals Wisconsin
- 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