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
Home in Sheboygan
4.96 out of 5 average rating, 122 reviewsBright and Beautiful Lake Escape
Jun 9 – 16
Home in Campbellsport
4.99 out of 5 average rating, 137 reviewsGleason's Chouse
Sep 10 – 17
Apartment in Sheboygan
5.0 out of 5 average rating, 3 reviewsModern Lower Apt - One block to the Lake
Nov 8 – 15
Apartment in Sheboygan
4.88 out of 5 average rating, 48 reviewsOne Bdrm Apt - The Erie House near lake & downtown
Jan 15 – 22
Guest suite in Sheboygan
4.93 out of 5 average rating, 67 reviewsCozy 1BD RM W/ fireplace by lake
Aug 4 – 11
Apartment in Sheboygan
4.98 out of 5 average rating, 89 reviewsLovely modern two bedroom home with fire pit
Dec 11 – 18
Apartment in Sheboygan
5.0 out of 5 average rating, 22 reviewsThe Sheboygan Foodie Flat
Sep 18 – 25
Home in Sheboygan
4.91 out of 5 average rating, 70 reviewsSpacious MCM Vibe Near Lake MI w/ Fire Pit
Nov 6 – 13
Other great vacation rentals in Sheboygan
Home in Sheboygan
4.89 out of 5 average rating, 56 reviewsQuaint and Cozy home near beach on Lake Michigan
Mar 20 – 27
Home in Sheboygan
5.0 out of 5 average rating, 63 reviewsRelaxing Sheboygan/Kohler Getaway
Sep 9 – 16
Guesthouse in Sheboygan
5.0 out of 5 average rating, 10 reviewsThe Studio
Jan 11 – 18
Townhouse in Sheboygan
4.94 out of 5 average rating, 81 reviewsDanz Sheboygan Retreat. Newly Remodeled in 2021.
Nov 11 – 18
Loft in Sheboygan
4.97 out of 5 average rating, 75 reviewsSpacious/stylish, 2br loft
Jan 6 – 13
Home in Sheboygan
4.94 out of 5 average rating, 17 reviewsHouse on a quiet street w/ off street parking 3bdr
Jul 15 – 22
Home in Sheboygan
4.87 out of 5 average rating, 45 reviews3 Blks from Lake Spacious 1 BDRM all place for you
May 9 – 16
Home in Waldo
4.97 out of 5 average rating, 62 reviewsEnjoy Spring & Relaxing in Waldo
Nov 12 – 19
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
$20 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 260 vacation rentals in End Park, over 200 vacation rentals in Business Drive North, and over 200 vacation rentals in James Madison.
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 apartment rentals in Sheboygan?
Experience the best of Sheboygan with our apartment rentals, starting at about $50 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 condo rentals in Sheboygan have wifi?
Absolutely! We offer over 30 condo rentals with wifi in Sheboygan. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Sheboygan?
Sheboygan has more than 110 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Sheboygan?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 60 homes with wifi, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Madison Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Green Bay Vacation rentals
- Oshkosh Vacation rentals
- Grand Haven Vacation rentals
- Lake Wisconsin Vacation rentals
- Appleton Vacation rentals
- Fox Lake Vacation rentals
- Silver Lake Vacation rentals
- Muskegon Vacation rentals
- Chicago Vacation rentals
- Condo rentals Sheboygan
- Rentals with a fire pit Sheboygan
- Rentals with beach access Sheboygan
- Rentals with a fireplace Sheboygan
- Monthly Rentals Sheboygan
- Apartment rentals Sheboygan
- Rentals with a patio Sheboygan
- Rentals with a washer and dryer Sheboygan
- Pet-friendly rentals Sheboygan
- Rentals with outdoor seating Sheboygan
- Kid-friendly rentals Sheboygan
- Rentals with lake access Sheboygan
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom