Sheboygan vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Sheboygan
Guests agree: these vacation rentals 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 vacation rentals
Other great vacation rentals in Sheboygan
Apartment in Waldo
4.98 out of 5 average rating, 258 reviewsThe Blue Cobb House
Dec 22 – 29
Apartment in Sheboygan
4.84 out of 5 average rating, 63 reviewsThe Beach | Sheboygan 2Br/1 Ba
Nov 21 – 28
Guest suite in Sheboygan
4.92 out of 5 average rating, 66 reviewsCozy 1BD RM W/ fireplace by lake
May 8 – 15
Apartment in Sheboygan
4.88 out of 5 average rating, 48 reviewsOne Bdrm Apt - The Erie House near lake & downtown
Jun 9 – 16
Apartment in Sheboygan
4.98 out of 5 average rating, 89 reviewsLovely modern two bedroom home with fire pit
Dec 6 – 13
Townhouse in Sheboygan
4.94 out of 5 average rating, 81 reviewsDanz Sheboygan Retreat. Newly Remodeled in 2021.
Nov 5 – 12
Apartment in Sheboygan
5.0 out of 5 average rating, 36 reviewsQuaint Blast from the Past - walk to lake/8th st
Oct 21 – 28
Home in Sheboygan
4.91 out of 5 average rating, 69 reviewsSpacious MCM Vibe Near Lake MI w/ Fire Pit
Nov 7 – 14
Other great vacation rentals in Sheboygan
Home in Sheboygan
4.94 out of 5 average rating, 54 reviewsClaraVida - Cheerful 1 Bed/2 Bath Near Beach
Oct 26 – Nov 2
Apartment in Sheboygan
5.0 out of 5 average rating, 87 reviewsModern Upstairs Apt - Steps from Lake Michigan
Feb 27 – Mar 6
Apartment in Sheboygan
4.9 out of 5 average rating, 49 reviewsLovely 1 Bedroom Serviced apartment in Sheboygan
Sep 7 – 14
Home in Sheboygan
4.94 out of 5 average rating, 17 reviewsHouse on a quiet street w/ off street parking 3bdr
May 9 – 16
Home in Sheboygan
5.0 out of 5 average rating, 63 reviewsRelaxing Sheboygan/Kohler Getaway
Aug 26 – Sep 2
Home in Sheboygan
5.0 out of 5 average rating, 14 reviewsThe perfect location!
Dec 13 – 20
Apartment in Sheboygan
4.96 out of 5 average rating, 27 reviewsNorth 7th Place - Entire Unit- 2 bedrooms
Jun 16 – 23
Apartment in Sheboygan
4.95 out of 5 average rating, 20 reviewsPeaceful apartment by the lake
Jan 30 – Feb 6
Quick stats about vacation rentals in Sheboygan
Total rentals
250 properties
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
200 properties are a good fit for families
Total number of reviews
9.4K reviews
Nightly prices starting at
R383 ZAR before taxes and fees
Frequently Asked Questions
Where should I stay in Sheboygan?
Make yourself at home in Sheboygan by choosing from our most frequently booked neighborhoods. We have over 200 vacation rentals in James Madison, over 200 vacation rentals in Business Drive North, and over 260 vacation rentals in End Park.
Are there vacation rentals with a dedicated workspace in Sheboygan?
Yes! Work meets play with ease at over 130 vacation rentals in Sheboygan featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Sheboygan?
Four-legged friends are welcome in Sheboygan. Choose from more than 70 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Sheboygan?
Experience the best of Sheboygan with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Sheboygan have a gym?
Absolutely! We offer over 10 house rentals with a gym in Sheboygan. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Sheboygan have a bbq area?
Absolutely! We offer over 60 house rentals with a bbq area in Sheboygan. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Sheboygan have self check-in?
Absolutely! We offer over 10 apartment rentals with self check-in in Sheboygan. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Sheboygan have wifi?
Absolutely! We offer over 130 house rentals with wifi in Sheboygan. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Sheboygan?
Sheboygan has more than 30 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Condo Rentals in Sheboygan?
Enhance your stay in our Condo Rentals with the most popular amenities: over 30 homes with wifi, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
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