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House holiday 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.
Holiday 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 reviewsHome-4 Bdrm-Private Pool+Hot Tub by Road America
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Home in Sheboygan
4.92 out of 5 average rating, 26 reviewsLarge, Modern, Fun three Bedroom Ranch Home
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Home in Newton
4.75 out of 5 average rating, 4 reviewsCountry Cottage Indoor heated pool/Hot tub
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Home in Fond du Lac
6 Acre Paradise With Pool!
![](https://a0.muscache.com/im/pictures/miso/Hosting-805221828765245915/original/9d0c755e-bebe-4426-8b4c-98eb3a557989.jpeg?im_w=720)
Home in Kiel
Stunning Ranch home near Elkhart Lake & Kohler
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Home in Plymouth
4.97 out of 5 average rating, 31 reviewsSummit Road Estate - Top Luxury
Weekly house rentals
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Home in Sheboygan
4.96 out of 5 average rating, 120 reviewsBeach and golf house
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Home in Oostburg
4.96 out of 5 average rating, 169 reviewsShamba on the Lake, Oostburg, WI
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Home in Plymouth
4.96 out of 5 average rating, 140 reviewsThe 2400 sq ft Plymouth Paddock near Road America!
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Home in Manitowoc
5 out of 5 average rating, 106 reviewsRolling Hills Retreat~Hot Tub~KING Bed~ Woods view
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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 New Holstein
4.86 out of 5 average rating, 130 reviewsGrowe's Guest House - just like Grandma's!
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Home in Sheboygan
5 out of 5 average rating, 66 reviewsRelaxing Sheboygan/Kohler Getaway
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Home in Sheboygan
4.95 out of 5 average rating, 58 reviewsClaraVida - Cheerful 1 Bed/2 Bath Near Beach
Private house rentals
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Home in Oostburg
5 out of 5 average rating, 23 reviewsLakefront Blue Dune Cottage on Lake Michigan
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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
4.86 out of 5 average rating, 14 reviews*Centrally Located and Updated* The Barrel House
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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 Sheboygan
4.98 out of 5 average rating, 53 reviewsClose to Lake Michigan and downtown Sheboygan
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Home in Sheboygan
4.96 out of 5 average rating, 23 reviewsBeach Getaway - 3 Beds 1.5Ba - Lake Views
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Home in Sheboygan
4.94 out of 5 average rating, 18 reviewsHouse on a quiet street w/ off street parking 3bdr
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Home in Sheboygan
5 out of 5 average rating, 57 reviewsUpdated Victorian in the Heart of Sheboygan
Quick stats about house rentals in Sheboygan
Total rentals
130 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
4.7K reviews
Nightly prices starting at
$30 AUD before taxes and fees
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