Find Vacation Rentals in Sheboygan

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Popular Sheboygan Vacation Rentals

Find the perfect Sheboygan vacation rental

House Sheboygan
from $248 per night
House ∙ 7 guests ∙ 3 bedrooms

135 m² House

5.0
Outstanding(158 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
House Sheboygan
from $2,025 per night
House ∙ 24 guests ∙ 10 bedrooms

994 m² House

5.0
Outstanding(89 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
Villa Sheboygan
from $421 per night
12 guests ∙ 4 bedrooms

Villa

5.0
Outstanding(85 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
House Sheboygan
from $591 per night
House ∙ 14 guests ∙ 5 bedrooms

260 m² House

5.0
Outstanding(131 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
Condo Sheboygan
from $282 per night
Condo ∙ 10 guests ∙ 4 bedrooms

186 m² Condo

5.0
Outstanding(10 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
House Sheboygan
from $1,007 per night
House ∙ 11 guests ∙ 4 bedrooms

325 m² House

5.0
Outstanding(8 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
Condo Sheboygan
from $296 per night
8 guests ∙ 2 bedrooms

Condo

4.9
Outstanding(21 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
House Sheboygan
from $177 per night
8 guests ∙ 3 bedrooms

House

5.0
Outstanding(25 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
House Sheboygan
from $230 per night
House ∙ 6 guests ∙ 5 bedrooms

93 m² House

4.9
Outstanding(23 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Vrbo
Details
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Vacation rentals with Wi-Fi

House  Sheboygan
from $220 per night
House ∙ 6 guests ∙ 3 bedrooms

92 m² House

4.7
Excellent(3 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Internet
HomeToGo
Details
House  Sheboygan
from $311 per night
House ∙ 10 guests ∙ 5 bedrooms

353 m² House

4.2
Very good(22 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Internet
HomeToGo
Details
House  Sheboygan
from $368 per night
8 guests ∙ 4 bedrooms

House

5.0
Outstanding(10 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Internet
Vrbo
Details
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Vacation rentals and apartments with air conditioning

House  Sheboygan
from $303 per night
House ∙ 9 guests ∙ 4 bedrooms

177 m² House

5.0
Outstanding(84 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Air conditioning
Vrbo
Details
House  Sheboygan
from $197 per night
House ∙ 6 guests ∙ 3 bedrooms

130 m² House

4.8
Outstanding(103 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Air conditioning
Vrbo
Details
House  Sheboygan
from $220 per night
House ∙ 5 guests ∙ 4 bedrooms

130 m² House

4.9
Outstanding(18 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Air conditioning
Vrbo
Details
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Cabins and Homes With Fireplaces

House  Sheboygan
from $353 per night
House ∙ 10 guests ∙ 7 bedrooms

353 m² House

4.2
Very good(19 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Fireplace
Vrbo
Details
House  Sheboygan
from $281 per night
House ∙ 7 guests ∙ 3 bedrooms

130 m² House

4.9
Outstanding(109 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Fireplace
Vrbo
Details
House  Sheboygan
from $271 per night
House ∙ 7 guests ∙ 3 bedrooms

130 m² House

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 $103 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 518 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

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