
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 house rentals in Sheboygan
House rentals with a pool

Home in Newton
4.88 out of 5 average rating, 8 reviewsCountry Cottage Indoor pool-HOT TUB NFL Draft avai

Home in Kiel
4.92 out of 5 average rating, 12 reviewsFamily Home w/ Indoor Pool ~ 2 Mi to Elkhart Lake!

Home in Plymouth
4.97 out of 5 average rating, 33 reviewsPrivate Home 4 BR+2Ba, Heated Pool by Road America

Home in Elkhart Lake
5 out of 5 average rating, 8 reviewsParker House - Elkhart Lake, WI
Weekly house rentals

Home in Campbellsport
4.71 out of 5 average rating, 14 reviewsPrivate Family Friendly Lakehouse Retreat Sleeps 8

Home in Sheboygan
4.76 out of 5 average rating, 21 reviewsModern 5 Bedroom Getaway House

Home in Elkhart Lake
4.98 out of 5 average rating, 81 reviewsFernwood Lodge: Your Elkhart Lakefront Retreat

Home in Oostburg
5 out of 5 average rating, 10 reviewsSurfDaze! A Lake Michigan property

Home in Plymouth
4.81 out of 5 average rating, 37 reviewsLake Front Cottage With Dock. Walk to Road America

Home in Glenbeulah
4.98 out of 5 average rating, 125 reviewsStay at Sunrise LLC, Like being at Grandma's

Home in Sheboygan
5 out of 5 average rating, 10 reviewsLuxury 4B-2Ba Lake & Beach House

Home in Sheboygan
4.93 out of 5 average rating, 90 reviewsBeautiful Home Near Lake Michigan & Downtown
Private house rentals

Home in Sheboygan
5 out of 5 average rating, 69 reviewsUpdated Victorian in the Heart of Sheboygan

Home in Sheboygan
5 out of 5 average rating, 18 reviewsModern Executive Lakeside Home with Treehouse

Home in Plymouth
4.72 out of 5 average rating, 18 reviewsSummit Ranch - Elkhart Lake/Road America- 3 mins

Home in Rhine
5 out of 5 average rating, 3 reviewsJAmbers Road America Track House

Home in Sheboygan
5 out of 5 average rating, 85 reviewsRelaxing Sheboygan/Kohler Getaway

Home in Sheboygan Falls
4.99 out of 5 average rating, 80 reviewsAdorable bungalow in historic Sheboygan Falls,WI

Home in Sheboygan
4.85 out of 5 average rating, 27 reviews*Centrally Located and Updated* The Barrel House

Home in Plymouth
5 out of 5 average rating, 32 reviewsThe Woods Estate walk to RoadAmerica modern luxury
Quick stats about house rentals in Sheboygan
Total rentals
140 properties
Nightly prices starting at
$40 SGD before taxes and fees
Total number of reviews
6K reviews
Family-friendly rentals
120 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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