Find Vacation Rentals in Sheboygan

We have 511 properties to choose from
Anytime
1 guest
Anytime
1 guest

Popular Sheboygan Vacation Rentals

Find the perfect Sheboygan vacation rental

House Sheboygan
from $122 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding(158 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
House Sheboygan
from $1,867 per night
House ∙ 24 guests ∙ 10 bedrooms
5.0
Outstanding(89 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
Villa Sheboygan
from $284 per night
Villa ∙ 12 guests ∙ 4 bedrooms
5.0
Outstanding(85 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
House Sheboygan
from $398 per night
House ∙ 14 guests ∙ 5 bedrooms
5.0
Outstanding(131 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
Apartment Sheboygan
from $151 per night
Apartment ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding(31 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
Condo Sheboygan
from $257 per night
Condo ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding(10 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
House Sheboygan
from $488 per night
House ∙ 11 guests ∙ 4 bedrooms
5.0
Outstanding(8 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
Condo Sheboygan
from $216 per night
Condo ∙ 8 guests ∙ 2 bedrooms
4.9
Outstanding(21 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
House Sheboygan
from $219 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding(25 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
Show more

Vacation rentals and apartments with air conditioning

House  Sheboygan
from $193 per night
House ∙ 6 guests ∙ 3 bedrooms
4.7
Excellent(3 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Air conditioning
HomeToGo
Details
Apartment  Sheboygan
from $247 per night
Apartment ∙ 7 guests ∙ 2 bedrooms
4.0
Very good(1 rating)
Sheboygan, Sheboygan County, Wisconsin, United States
Air conditioning
HomeToGo
Details
Condo  Sheboygan
from $257 per night
Condo ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding(10 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Air conditioning
Vrbo
Details
Show more

Cabins and Homes With Fireplaces

House  Sheboygan
from $333 per night
House ∙ 10 guests ∙ 7 bedrooms
4.2
Very good(19 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Fireplace
Vrbo
Details
House  Sheboygan
from $235 per night
House ∙ 7 guests ∙ 3 bedrooms
4.9
Outstanding(109 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Fireplace
Vrbo
Details
House  Sheboygan
from $253 per night
House ∙ 7 guests ∙ 3 bedrooms
4.9
Outstanding(109 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Fireplace
HomeToGo
Details
Show more

Frequently Asked Questions

Is renting a vacation home in Sheboygan expensive?

Vacation rentals in Sheboygan are priced starting at $95 per night.

Can I see all vacation rentals that are available in Sheboygan?

Our large collection of vacation homes makes it easy to filter and compare 489 offers in Sheboygan.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Sheboygan

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Sheboygan offers 58 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Sheboygan start at an average price of $275 a night with long-term rentals averaging $25 a month. These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 44 of Sheboygan’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 14 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 42 vacation home rentals. Traveling with your dog or cat? Choose from 14 pet-friendly rentals in Sheboygan that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go! Search properties from 6 vacation rental sites in Sheboygan where the top providers in that area are HomeAway, HRS Holidays, and Booking.com. There are 22 HomeAway rentals, 14 HRS Holidays short term rentals and 8 Booking.com vacation rentals.

What are the trendiest neighborhoods in Sheboygan?

Popular Day Trips Near Sheboygan

image-tag