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House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Sheboygan County 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
![](https://a0.muscache.com/im/pictures/miso/Hosting-31389139/original/8d3768ce-8586-4726-9df2-da5a60efb0ec.jpeg?im_w=720)
Home in Sheboygan
4.93 out of 5 average rating, 27 reviewsLarge, Modern, Fun three Bedroom Ranch Home
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-1133420712415917167/original/cf05c98f-b89b-4e93-a4ad-956c037be7d2.jpeg?im_w=720)
Home in Kiel
5 out of 5 average rating, 4 reviewsFamily Home w/ Indoor Pool ~ 2 Mi to Elkhart Lake!
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Home in Plymouth
New place to stayRoad America lake house.
![](https://a0.muscache.com/im/pictures/miso/Hosting-975282812900133585/original/07f2dc97-82e3-4b37-9ce4-5b7a6997c579.jpeg?im_w=720)
Home in Plymouth
4.97 out of 5 average rating, 33 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 Sheboygan
4.85 out of 5 average rating, 185 reviewsSerene Home One Block From Lake Michigan
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Home in Sheboygan
5 out of 5 average rating, 68 reviewsRelaxing Sheboygan/Kohler Getaway
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Home in Oostburg
5 out of 5 average rating, 44 reviewsLake House w/ 6-BR's near Kohler-Andrae/Sheboygan
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Home in Sheboygan
5 out of 5 average rating, 16 reviewsThe Riverbed
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Home in Sheboygan
4.9 out of 5 average rating, 62 reviewsQuaint and Cozy home near beach on Lake Michigan
![](https://a0.muscache.com/im/pictures/miso/Hosting-594001838321623998/original/3581f250-6371-4d81-903f-7e065b7051dc.jpeg?im_w=720)
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 Oostburg
5 out of 5 average rating, 23 reviewsLakefront Blue Dune Cottage on Lake Michigan
Private house rentals
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Home in Sheboygan
4.94 out of 5 average rating, 36 reviewsGrammy’s house in a quiet and convenient location
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Home in Sheboygan Falls
4.95 out of 5 average rating, 19 reviewsHD Acres - Close to Elkhart Lake & Road America
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Home in Plymouth
5 out of 5 average rating, 55 reviewsLakeside Luxury. Walk to Road America+Hot Tub
![](https://a0.muscache.com/im/pictures/miso/Hosting-14472907/original/fb5cb04e-97f5-40d2-bdf0-925adc4d59b2.jpeg?im_w=720)
Home in Oostburg
4.92 out of 5 average rating, 36 reviews260 Feet of Sandy Lake Michigan Beachfront
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Home in Sheboygan
4.94 out of 5 average rating, 17 reviews4 Bedroom Beachfront Condo
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Home in Plymouth
4.97 out of 5 average rating, 78 reviewsSage Cottage
![](https://a0.muscache.com/im/pictures/miso/Hosting-42611714/original/f241fb3d-ab0a-4719-b9e1-a541fd09a1d9.jpeg?im_w=720)
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, 54 reviewsClose to Lake Michigan and downtown Sheboygan
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