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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
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Home in Plymouth
5 out of 5 average rating, 26 reviewsSelma House-4 BR+2Ba, Pool by Road America/Golf
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Home in Sheboygan
4.93 out of 5 average rating, 27 reviewsLarge, Modern, Fun three Bedroom Ranch Home
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Home in Plymouth
New place to stayRoad America lake house.
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Home in Kiel
Stunning Ranch home near Elkhart Lake & Kohler
Weekly house rentals
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Home in Oostburg
4.98 out of 5 average rating, 163 reviewsRiver Ridge-HOT TUB, Games, Luxury, 8 bed, 5 STARS
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Home in Oostburg
4.96 out of 5 average rating, 170 reviewsShamba on the Lake, Oostburg, WI
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Home in Campbellsport
4.98 out of 5 average rating, 133 reviewsThe Lakehouse on Long Lake (plus Heated Boathouse)
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Home in Plymouth
4.96 out of 5 average rating, 141 reviewsThe 2400 sq ft Plymouth Paddock near Road America!
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Home in Sheboygan
5 out of 5 average rating, 68 reviewsRelaxing Sheboygan/Kohler Getaway
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Home in Sheboygan
5 out of 5 average rating, 16 reviewsThe Riverbed
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Home in Sheboygan
4.95 out of 5 average rating, 59 reviewsClaraVida - Cheerful 1 Bed/2 Bath Near Beach
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Home in Sheboygan Falls
4.98 out of 5 average rating, 64 reviewsAdorable bungalow in historic Sheboygan Falls,WI
Private house rentals
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Home in Sheboygan
4.95 out of 5 average rating, 37 reviewsGrammy’s house in a quiet and convenient location
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Home in Sheboygan
5 out of 5 average rating, 8 reviewsRose & Fern's Delightful Seaside Picnic
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Home in Sheboygan
4.98 out of 5 average rating, 55 reviewsClose to Lake Michigan and downtown Sheboygan
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Home in Newton
5 out of 5 average rating, 27 reviewsLake Home with Sweeping Views of Lake Michigan.
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Home in Cleveland
5 out of 5 average rating, 7 reviewsHidden Haven on 3.5Ac. w/ Hot Tub & Fire Pit
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Home in Sheboygan
4.87 out of 5 average rating, 15 reviews*Centrally Located and Updated* The Barrel House
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Home in Cleveland
4.86 out of 5 average rating, 14 reviewsPrivate lake home near Whistling Straits Kohler
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Home in Sheboygan Falls
4.95 out of 5 average rating, 19 reviewsHD Acres - Close to Elkhart Lake & Road America
Quick stats about house rentals in Sheboygan
Total rentals
130 properties
Nightly prices starting at
$20 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
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