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Sheboygan Vacation Rentals

Find 361 available offers from 6 partners
Sheboygan
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed and breakfast
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
3.5+

Best Vacation Home Deals in Sheboygan

Save up to 47%

House Sheboygan
Jan 1 - Jan 8
-47%
$262
$139 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Farnsworth with Grill + Wonderful View
4.9
Outstanding (249 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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Cottage Sheboygan
Feb 17 - Feb 24
-25%
$200
$150 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Cottage in Sheboygan with Grill & Yard + Spectacular View
5.0
Outstanding (283 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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Condo Sheboygan
Jun 8 - Jun 15
-26%
$225
$168 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in King Park
5.0
Outstanding (12 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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Top-Rated Rentals and Accommodations in Sheboygan

Book Vacation Rental Offers with the Highest User Rating

House Sheboygan
Nov 4 - Nov 11
-42%
$779
$452 per night
House ∙ 14 guests ∙ 5 bedrooms
Vacation Home in Roosevelt Park with Yard & Grill + Gorgeous Views
5.0
Outstanding (102 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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House Sheboygan
Dec 2 - Dec 9
$800 per night
House ∙ 12 guests ∙ 5 bedrooms
Vacation Home in Sheboygan with Wood-Burning Fireplace + Gorgeous Views + Beach Nearby
4.7
Excellent (22 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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House Sheboygan
Dec 9 - Dec 16
$187 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Sheboygan with Yard
5.0
Outstanding (4 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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Recommended Vacation Rentals in Sheboygan

Find your perfect vacation rental in Sheboygan: from $92 per night

House Sheboygan
Dec 30 - Jan 6
$356 per night
House ∙ 10 guests ∙ 5 bedrooms
Modern Vacation Home in Business Drive North with Yard
5.0
Outstanding (4 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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House Sheboygan
Feb 17 - Feb 24
-38%
$267
$166 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Sheboygan with Grill
5.0
Outstanding (62 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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House Sheboygan
Jul 13 - Jul 20
-30%
$138
$97 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Sheboygan with Yard
5.0
Outstanding (12 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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Condo Sheboygan
Jan 13 - Jan 20
-39%
$273
$166 per night
Condo ∙ 7 guests ∙ 3 bedrooms
Condo in South Pier
4.9
Outstanding (91 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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House Sheboygan
Nov 11 - Nov 18
-72%
$486
$137 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Ellis Historical District
5.0
Outstanding (1 rating)
Sheboygan, Sheboygan County, Wisconsin, United States
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House Sheboygan
Jun 8 - Jun 15
$292 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Farnsworth with Yard & Grill
4.9
Outstanding (12 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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House Sheboygan
Dec 2 - Dec 9
-64%
$450
$161 per night
House ∙ 10 guests ∙ 5 bedrooms
House in Sheboygan with Yard, Hot Tub & Grill
4.9
Outstanding (22 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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House Sheboygan
Dec 16 - Dec 23
$274 per night
House ∙ 9 guests ∙ 4 bedrooms
Beautiful Vacation Home in Ellis Historical District with Grill & Yard + Beach Nearby
4.9
Outstanding (59 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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Condo Sheboygan
Nov 11 - Nov 18
-21%
$458
$363 per night
Condo ∙ 14 guests ∙ 4 bedrooms
Condo in South Pier
4.6
Excellent (16 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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Budget-friendly Vacation Rentals in Sheboygan

Find Fantastic yet Inexpensive Offers

Villa Sheboygan
Dec 16 - Dec 23
-42%
$416
$243 per night
Villa ∙ 7 guests ∙ 2 bedrooms
Villa in South Pier
5.0
Outstanding (69 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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House Sheboygan
Dec 16 - Dec 23
$363 per night
House ∙ 12 guests ∙ 4 bedrooms
House in South Pier
5.0
Outstanding (72 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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Apartment Sheboygan
Nov 11 - Nov 18
-37%
$186
$118 per night
Apartment ∙ 8 guests ∙ 3 bedrooms
Wonderful Rental Apartment in Cleveland Park
5.0
Outstanding (5 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Sheboygan rental with full kitchen.

Villa  Sheboygan
Dec 2 - Dec 9
-30%
$590
$411 per night
Villa ∙ 12 guests ∙ 4 bedrooms
Villa in South Pier
5.0
Outstanding (28 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Kitchen
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Condo  Sheboygan
Dec 9 - Dec 16
-28%
$247
$178 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Beautiful Condo in South Pier
5.0
Outstanding (30 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Kitchen
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Apartment  Sheboygan
Oct 1 - Oct 8
-60%
$235
$95 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Apartment in Cleveland Park
5.0
Outstanding (3 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Kitchen
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Sheboygan and book a vacation rental with air conditioning.

House  Sheboygan
Dec 2 - Dec 9
-71%
$757
$216 per night
House ∙ 6 guests ∙ 4 bedrooms
House in North Point with Yard & Grill
4.9
Outstanding (9 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Air conditioning
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Condo  Sheboygan
Nov 11 - Nov 18
-42%
$390
$225 per night
Condo ∙ 7 guests ∙ 2 bedrooms
Condo in South Pier
5.0
Outstanding (84 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Air conditioning
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Condo  Sheboygan
Oct 20 - Oct 27
$598 per night
Condo ∙ 8 guests ∙ 4 bedrooms
Condo in South Pier
5.0
Outstanding (1 rating)
Sheboygan, Sheboygan County, Wisconsin, United States
Air conditioning
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Best vacation rentals with a balcony

Looking for a home with a balcony? Check out these vacation homes in Sheboygan with their own private patios and balconies.

House  Sheboygan
Mar 23 - Mar 30
-21%
$2,250
$1,771 per night
House ∙ 24 guests ∙ 10 bedrooms
House in Sheboygan with Pool, Yard & Grill
5.0
Outstanding (88 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Balcony
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House  Sheboygan
Dec 2 - Dec 9
$240 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Sheboygan + Lake View
5.0
Outstanding (2 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Balcony
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Condo  Sheboygan
Dec 2 - Dec 9
$158 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Ellis Historical District with Yard
4.7
Excellent (3 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Balcony
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Popular Rental Amenities in Sheboygan

  • Pet-friendly (49)
  • Pool (99)
  • WiFi (370)
  • Air conditioning (326)
  • Kitchen (181)
  • TV (339)
  • Microwave (304)
  • Grill (76)
  • Washing machine (186)
  • Balcony/patio (14)
  • Parking (9)
  • Hot tub (34)

Sheboygan is a good vacation destination if you want an accommodation with a pool, as 27% of the properties there provide one. In addition, more House rental have pools than any other property type. They are a great choice if you go in a group of 11, as that is the number of people they can usually accommodate. If you would also like to be close to the water, most of the rentals providing a pool are situated within 2 miles of the waterfront.

7-Day Weather Forecast in Sheboygan

Wed, 27 Sep
62°
59°

15%

8 h

13 mi/h

Thu, 28 Sep
59°
55°

15%

0 h

12 mi/h

Fri, 29 Sep
62°
57°

15%

0 h

6 mi/h

Sat, 30 Sep
62°
55°

15%

2 h

9 mi/h

Sun, 1 Oct
62°
55°

0%

10 h

6 mi/h

Mon, 2 Oct
64°
59°

10%

9 h

12 mi/h

Tue, 3 Oct
69°
62°

15%

0 h

6 mi/h

Information about vacation rentals in Sheboygan

🏡 Vacation rentals available 361 homes
💳 Possible discounts up to 47%
🌙 Nightly prices starting at $92
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 41 homes
🏊 Vacation rentals with pools 99 homes

Frequently Asked Questions

What is the nightly price for a vacation rental in Sheboygan?

The nightly price of accommodations in Sheboygan starts at $92. If you would like to stay in a house rental, the average price is $570 per night. A apartment rental Sheboygan will cost on average $339 per night.

How many vacation homes are available for booking in Sheboygan?

Currently there are 361 vacation homes from 6 different providers in Sheboygan.

What are the most popular amenities for vacation homes in Sheboygan?

The most popular amenities for vacation rentals in Sheboygan include accommodations that have: Pool, Pets allowed, and Internet.

How many vacation homes with a pool are there in Sheboygan?

Sheboygan offers 99 Hotel room and Aparthotel available for renting.

Are pets allowed in vacation rentals in Sheboygan?

Absolutely, currently there are 41 vacation homes in Sheboygan that allow dogs and the average nightly cost is $287.

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