Sheboygan Vacation Rentals - HomeToGo base64Hash Sheboygan Vacation Rentals - HomeToGo

Sheboygan Vacation Rentals

Find 490 available house rentals from 8 partners
Anytime
1 guest
Anytime
1 guest

Top 15 Recommended vacation rentals in Sheboygan

Find your perfect vacation rental in Sheboygan from just $95 per night!

House Sheboygan
Jun 28 - Jul 5
House ∙ 7 guests ∙ 5 bedrooms

Vacation Home with 5 Rooms for 7 Persons

Sheboygan, Sheboygan County, Wisconsin, United States
$248
per night
Outstanding(25 ratings)
$248
per night
View deal
House Sheboygan
-29%
Jun 14 - Jun 21
House ∙ 6 guests ∙ 5 bedrooms

Family-Friendly Vacation Home | Beach Nearby | Pet-Friendly

Sheboygan, Sheboygan County, Wisconsin, United States
$338$365
per night
Outstanding(33 ratings)
$338$365
per night
View deal
House Sheboygan
-28%
Jun 14 - Jun 21
Free cancellation
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with 3 Rooms for 6 Persons

Sheboygan, Sheboygan County, Wisconsin, United States
$484$291
per night
$484$291
per night
View deal
Apartment Sheboygan
-25%
Jun 14 - Jun 21
Free cancellation
Apartment ∙ 5 guests ∙ 2 bedrooms

Wonderful Rental Apartment | Beach Nearby

Sheboygan, Sheboygan County, Wisconsin, United States
$420$337
per night
$420$337
per night
View deal
Condo Sheboygan
-19%
Aug 16 - Aug 23
Condo ∙ 12 guests ∙ 4 bedrooms

Condo with Terrace & Garden | Lake View

Sheboygan, Sheboygan County, Wisconsin, United States
$754$633
per night
Outstanding(13 ratings)
$754$633
per night
View deal
House Sheboygan
-49%
Feb 23 - Mar 2
House ∙ 10 guests ∙ 5 bedrooms

Beautiful Vacation Home | Perfect for Remote Work | Pet-Friendly

Sheboygan, Sheboygan County, Wisconsin, United States
$628$523
per night
$628$523
per night
View deal
Villa Sheboygan
Feb 8 - Feb 15
Villa ∙ 12 guests ∙ 4 bedrooms

Family-Oriented Wonderful Villa with Patio | Beach Nearby

Sheboygan, Sheboygan County, Wisconsin, United States
$445
per night
Outstanding(2 ratings)
$445
per night
View deal
House Sheboygan
Aug 16 - Aug 23
House ∙ 5 guests ∙ 4 bedrooms

Vacation Home with Yard, BBQ & Patio | City View | Suitable for Remote Work

Sheboygan, Sheboygan County, Wisconsin, United States
$239
per night
Outstanding(18 ratings)
$239
per night
View deal
Cottage Sheboygan
-46%
May 31 - Jun 7
Cottage ∙ 6 guests ∙ 2 bedrooms

Cottage with 2 Rooms for 6 Persons

Sheboygan, Sheboygan County, Wisconsin, United States
$372$216
per night
$372$216
per night
View deal
House Sheboygan
Jul 20 - Jul 27
House ∙ 8 guests ∙ 4 bedrooms

House with Terrace, Grill & Yard | City View | Suitable for Remote Work

Sheboygan, Sheboygan County, Wisconsin, United States
$649
per night
Outstanding(11 ratings)
$649
per night
View deal
House Sheboygan
Jul 12 - Jul 19
House ∙ 4 guests ∙ 1 bedroom

Vacation Home | Lake View

Sheboygan, Sheboygan County, Wisconsin, United States
$102
per night
Outstanding(14 ratings)
$102
per night
View deal
House Sheboygan
Jul 12 - Jul 19
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home with Grill, Garden & Terrace

Sheboygan, Sheboygan County, Wisconsin, United States
$436
per night
Outstanding(18 ratings)
$436
per night
View deal
House Sheboygan
Feb 8 - Feb 15
House ∙ 11 guests ∙ 4 bedrooms

Vacation Home with BBQ, Patio & Yard | Lake View | Good for Workation

Sheboygan, Sheboygan County, Wisconsin, United States
$487
per night
Outstanding(10 ratings)
$487
per night
View deal
House Sheboygan
Feb 8 - Feb 15
House ∙ 9 guests ∙ 4 bedrooms

Child-Friendly Charming Vacation Home with Barbeque, Yard & Patio | City View | Next to the Beach

Sheboygan, Sheboygan County, Wisconsin, United States
$366
per night
Outstanding(84 ratings)
$366
per night
View deal
House Sheboygan
Jun 7 - Jun 14
House ∙ 8 guests ∙ 4 bedrooms

Fully Equipped Lovely House with Yard, Barbeque & Terrace | Next to the Beach

Sheboygan, Sheboygan County, Wisconsin, United States
$342
per night
Outstanding(14 ratings)
$342
per night
View deal

Dog-Friendly Vacation Rentals

House  Sheboygan
Jan 4 - Jan 11
-73%
$268
$110
per night
House ∙ 2 guests ∙ 1 bedroom

House with Barbecue

5.0
Outstanding(3 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Pet-friendly
View deal
House  Sheboygan
Mar 10 - Mar 17
-63%
$576
$284
per night
House ∙ 10 guests ∙ 5 bedrooms

House with Terrace, Garden & BBQ | Water View

4.2
Very good(21 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Free cancellation
Pet-friendly
View deal
House  Sheboygan
Jan 4 - Jan 11
-59%
$600
$324
per night
House ∙ 10 guests ∙ 4 bedrooms

House with Patio

4.9
Outstanding(36 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Pet-friendly
View deal
See all offers

Best Vacation Home Deals in Sheboygan

Save up to 58%

House Sheboygan
Jun 8 - Jun 15
-30%
$454
$248
per night
House ∙ 7 guests ∙ 3 bedrooms

House with 3 Rooms for 7 Persons

4.9
Outstanding(109 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
View deal
House Sheboygan
Jun 7 - Jun 14
-19%
$1,190
$684
per night
House ∙ 9 guests ∙ 4 bedrooms

Child-Friendly Lovely House with Barbeque, Terrace & Yard | City View | Close to the Beach | Good for Workation

4.9
Outstanding(46 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
View deal
House Sheboygan
Jan 11 - Jan 18
-58%
$450
$240
per night
House ∙ 7 guests ∙ 3 bedrooms

Children-Friendly House | Beach Nearby

4.9
Outstanding(109 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
View deal

490 amazing properties from 8 providers can be compared in Sheboygan, with prices beginning at $95 per night. HomeToGo instantly shows the best offers by comparing all of the available vacation homes in Sheboygan from its various partners.

Budget-friendly Vacation Rentals in Sheboygan

Find Fantastic yet Inexpensive Offers

House Sheboygan
Jan 11 - Jan 18
-52%
$533
$345
per night
House ∙ 7 guests ∙ 3 bedrooms

House with Barbeque, Patio & Garden | Suitable for Remote Work

4.9
Outstanding(59 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
View deal
House Sheboygan
Jan 4 - Jan 11
-59%
$600
$324
per night
House ∙ 10 guests ∙ 4 bedrooms

House with Patio

4.9
Outstanding(36 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
View deal
Farmhouse Sheboygan
Aug 23 - Aug 30
$199
per night
Farmhouse ∙ 13 guests ∙ 4 bedrooms

Farm with Barbecue & Yard

4.9
Outstanding
Sheboygan, Sheboygan County, Wisconsin, United States
Free cancellation
View deal

Top-Rated Rentals and Accommodations in Sheboygan

Book Vacation Rental Offers with the Highest User Rating

House Sheboygan
Jun 29 - Jul 6
$281
per night
House ∙ 6 guests ∙ 3 bedrooms

House with Barbeque & Patio | Lake View

4.9
Outstanding(260 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
View deal
House Sheboygan
Feb 21 - Feb 28
$466
per night
House ∙ 14 guests ∙ 5 bedrooms

Vacation Home with Grill, Terrace & Yard | Lake View | Suitable for Remote Work

5.0
Outstanding(136 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
View deal
Condo Sheboygan
Feb 13 - Feb 20
$184
per night
Condo ∙ 7 guests ∙ 4 bedrooms

Condo with Terrace | City View

4.9
Outstanding(131 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
View deal

Why choose HomeToGo?

Securely pay and stay your way

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform vacation planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Sheboygan

  • Pet-friendly (141)
  • Pool (153)
  • WiFi (497)
  • Air conditioning (474)
  • Kitchen (266)
  • TV (428)
  • Microwave (347)
  • Grill (93)
  • Washing machine (212)
  • Balcony/patio (79)
  • Parking (22)
  • Hot tub (94)

Sheboygan is a great vacation destination if you want an accommodation with a pool, as 31% of the accommodations provide one. Additionally, more House rental have pools than any other accommodation type. They are a great choice if you go in a group of 12, as that is the number of people they can welcome on average. If you would ideally like to be close to the water, two-thirds of the accommodations with a pool are within 2 miles of the waterfront.

Information about vacation rentals in Sheboygan

🏡 Vacation rentals available 490 rentals
💳 Possible discounts up to 58%
🌙 Nightly prices starting at $95
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 119 homes
🏊 Vacation rentals with pools 153 homes
64,512 reviews
Sheboygan vacation rentals have an average rating of 4.3/5 on 64,512 reviews left by travelers.

Frequently Asked Questions

What is the average price per night for a vacation rental in Sheboygan?

The nightly price of accommodations in Sheboygan starts at $95. $556 is the average nightly price for house rentals in Sheboygan. Apartment rentals in Sheboygan cost on average $368 per night.

How many vacation homes are available to book in Sheboygan?

Currently there are 490 vacation rentals from 8 providers in Sheboygan.

How many vacation rentals with pools are in Sheboygan?

Check out 153 vacation rentals available to book in Sheboygan.

Are dogs allowed in vacation rentals in Sheboygan?

Yes, currently there are 119 vacation homes in Sheboygan that allow dogs , with an average price of $290 per night.

Top Vacation Destinations in Sheboygan

Show more

Top cities to visit

image-tag