Vacation rentals in Sheboygan - HomeToGo base64Hash Vacation rentals in Sheboygan - HomeToGo

Vacation rentals in Sheboygan

Browse 448 available vacation homes and compared across 9 trusted partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • House
    • Apartment
    • Farmhouse

  • Distance to center

    • 1 mi
    • 2 mi
    • 3 mi

  • Rating

    • 4.5+
    • 4+

  • Services

    • Pool
    • WiFi
    • Air conditioning
    • Kitchen
    • TV
    • Microwave
    • Washing machine
    • Balcony/patio
    • Parking
    • Hot tub
    • Dishwasher
    • Fireplace
    • Yard
    • Crib
    Show more

  • Accommodation type

    • Pet-friendly
    • No smoking
    • Wheelchair access
    • No pets

  • Activities

    • Grill
    • Fishing

Top 15 most Recommended Vacation Rentals in Sheboygan

Discover your ideal Sheboygan vacation rental with real-time comparisons of 448 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Condo Sheboygan
Condo ∙ 6 guests ∙ 3 bedrooms

Children-friendly condo | Suitable for remote work

Sheboygan, Sheboygan County, Wisconsin, United States
This downtown condo features a fireplace, kitchen, family-friendly layout, and a balcony, perfect for six guests.
from $301
per night
Outstanding(53 ratings)
from $301
per night
View deal
House Sheboygan
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly vacation home with barbeque | Perfect for remote work | Pets allowed

Sheboygan, Sheboygan County, Wisconsin, United States
This house rental in Farnsworth features a fireplace, kitchen, and room for six, making it perfect for family getaways with pets.
from $198
per night
Outstanding(10 ratings)
from $198
per night
View deal
House Sheboygan
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented spacious house with terrace, yard & barbeque | Nature view | Beach nearby | Pets are welcome

Sheboygan, Sheboygan County, Wisconsin, United States
This Sheboygan house rental for six features a kitchen, yard, and parking, plus it's perfect for families and pets.
from $235
per night
Outstanding(104 ratings)
from $235
per night
View deal
Condo Sheboygan
Condo ∙ 7 guests ∙ 3 bedrooms

Condo with terrace | City view

Sheboygan, Sheboygan County, Wisconsin, United States
This waterfront condo at South Pier features a hot tub, fireplace, kitchen, and balcony, perfect for family gatherings.
from $193
per night
Outstanding(154 ratings)
from $193
per night
View deal
House Sheboygan
House ∙ 11 guests ∙ 4 bedrooms

Vacation home with BBQ, garden & patio | Lake view | Good for workation

Sheboygan, Sheboygan County, Wisconsin, United States
This waterfront house rental in Sheboygan features a fireplace, kitchen, and yard, perfect for family gatherings of up to 11.
from $622
per night
Outstanding(16 ratings)
from $622
per night
View deal
House Sheboygan
House ∙ 7 guests ∙ 2 bedrooms

Vacation home | Nature view | Pet-friendly

Sheboygan, Sheboygan County, Wisconsin, United States
A house rental in End Park, accommodating up to 7 guests, welcomes pets for a memorable getaway.
from $145
per night
Outstanding(24 ratings)
from $145
per night
View deal
Villa Sheboygan
Villa ∙ 4 guests ∙ 2 bedrooms

Fully equipped wonderful villa | Beach nearby

Sheboygan, Sheboygan County, Wisconsin, United States
This villa in King Park features a fireplace, kitchen, and parking, making it the perfect getaway for four guests.
from $263
per night
Outstanding(21 ratings)
from $263
per night
View deal
Cabin Sheboygan
Cabin ∙ 2 guests ∙ 1 bedroom

Cottage with barbecue, yard & patio | Nature view

Sheboygan, Sheboygan County, Wisconsin, United States
This waterfront cabin in Sheboygan features a kitchen, fireplace, and beach access, perfect for a cozy getaway for two.
from $172
per night
Outstanding(305 ratings)
from $172
per night
View deal
Apartment Sheboygan
Apartment ∙ 5 guests ∙ 2 bedrooms

Apartment with 2 rooms for 5 persons

Sheboygan, Sheboygan County, Wisconsin, United States
This apartment in Roosevelt Park features a kitchen, balcony, beach access, and parking, comfortably accommodating five guests.
from $326
per night
Outstanding(9 ratings)
from $326
per night
View deal
House Sheboygan
House ∙ 2 guests ∙ 1 bedroom

Vacation home with grill

Sheboygan, Sheboygan County, Wisconsin, United States
This house rental in the Indiana Corridor features a kitchen, parking, and is perfect for a vacation with your pet.
from $120
per night
Outstanding(26 ratings)
from $120
per night
View deal
House Sheboygan
House ∙ 9 guests ∙ 4 bedrooms

Family-friendly beautiful vacation home with patio, grill & garden | City view | Beach nearby

Sheboygan, Sheboygan County, Wisconsin, United States
This house rental in the Ellis Historical District features a fireplace, kitchen, and yard, accommodating up to 9 guests.
from $360
per night
Outstanding(91 ratings)
from $360
per night
View deal
Condo Sheboygan
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped condo with terrace | Lake view | Beach nearby

Sheboygan, Sheboygan County, Wisconsin, United States
This waterfront condo in King Park features a kitchen and parking, perfect for a getaway with friends or family of four.
from $213
per night
Outstanding(44 ratings)
from $213
per night
View deal
House Sheboygan
House ∙ 12 guests ∙ 5 bedrooms

House with patio & BBQ | Good for workation

Sheboygan, Sheboygan County, Wisconsin, United States
This house rental on South Pier offers a fireplace, kitchen, balcony, and parking for up to 12 guests, perfect for family gatherings.
from $389
per night
Outstanding(4 ratings)
from $389
per night
View deal
House Sheboygan
House ∙ 14 guests ∙ 5 bedrooms

Vacation home with patio, yard & grill | Lake view | Good for workation

Sheboygan, Sheboygan County, Wisconsin, United States
This house rental in Roosevelt Park features a fireplace, kitchen, and balcony, perfect for family gatherings by the waterfront.
from $704
per night
Outstanding(158 ratings)
from $704
per night
View deal
House Sheboygan
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped house with barbeque | Beach nearby

Sheboygan, Sheboygan County, Wisconsin, United States
This house rental in Farnsworth features a kitchen, balcony, and parking for 8 guests, perfect for your next getaway.
from $213
per night
Outstanding(7 ratings)
from $213
per night
View deal

Vacation Rentals With Fireplaces

House Sheboygan
from $256
per night
House ∙ 7 guests ∙ 3 bedrooms

Child-friendly house with barbeque & terrace | Beach nearby

4.9
Outstanding(182 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Fireplace
View deal
House Sheboygan
from $240
per night
House ∙ 8 guests ∙ 4 bedrooms

Family-oriented spacious vacation home with grill | Good for workation

4.9
Outstanding(45 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Fireplace
View deal
House Sheboygan
from $185
per night
House ∙ 6 guests ∙ 4 bedrooms

Vacation home with terrace, garden & BBQ | City view | Perfect for remote work

5.0
Outstanding(23 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Fireplace
View deal
See all offers

Vacation rentals and apartments with air conditioning

Apartment Sheboygan
from $121
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental apartment for 2 persons

5.0
Outstanding(1 rating)
Sheboygan, Sheboygan County, Wisconsin, United States
Air conditioning
View deal
House Sheboygan
from $268
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with patio

5.0
Outstanding(76 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Air conditioning
View deal
House Sheboygan
from $224
per night
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly vacation home | Next to the beach | Pets are welcome

4.8
Outstanding(74 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Air conditioning
View deal
See all offers

Vacation rentals with a balcony

House Sheboygan
from $269
per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation home with terrace | Lake view

4.9
Outstanding(291 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Balcony
View deal
Villa Sheboygan
from $512
per night
Villa ∙ 12 guests ∙ 4 bedrooms

Children-friendly villa | Close to the beach

5.0
Outstanding(25 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Balcony
View deal
Condo Sheboygan
from $406
per night
Condo ∙ 10 guests ∙ 4 bedrooms

Children-friendly ample condo | City view | Close to the beach | Perfect for remote work

4.9
Outstanding(48 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
Balcony
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Sheboygan offering exceptional value for money

Apartment Sheboygan
from $177
per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Child-friendly wonderful rental apartment with yard | Lake view | Suitable for remote work | Dogs allowed

5.0
Outstanding(44 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
View deal
House Sheboygan
from $161
per night
House ∙ 7 guests ∙ 3 bedrooms

Vacation home with barbeque

5.0
Outstanding(16 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
View deal
House Sheboygan
from $118
per night
House ∙ 2 guests ∙ 1 bedroom

Children-friendly pleasant house with barbeque & terrace | Perfect for remote work | Pets allowed

5.0
Outstanding(40 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
View deal

Top-Rated Vacation rentals in Sheboygan

Book the highest-rated Sheboygan vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Apartment Sheboygan
from $145
per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Family-oriented apartment with yard | Lake view | Good for workation | Dogs allowed

4.9
Outstanding(32 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
View deal
House Sheboygan
from $325
per night
House ∙ 9 guests ∙ 3 bedrooms

Vacation home with yard, terrace & BBQ | City view | Perfect for remote work

5.0
Outstanding(25 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
View deal
House Sheboygan
from $211
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with garden, patio & BBQ | City view | Perfect for remote work

4.9
Outstanding(20 ratings)
Sheboygan, Sheboygan County, Wisconsin, United States
View deal

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

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Popular Features & Amenities in Sheboygan

  • Pet-friendly (139)
  • Pool (173)
  • WiFi (424)
  • Air conditioning (426)
  • Kitchen (215)
  • TV (390)
  • Microwave (344)
  • Grill (94)
  • Washing machine (215)
  • Balcony/patio (76)
  • Parking (17)
  • Hot tub (24)

Sheboygan is a great vacation destination if you want an accommodation with a pool, as 40% 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, many of the accommodations with a pool are within 2 miles of the waterfront.

Information about vacation rentals in Sheboygan

🏡 Vacation rentals available 448 rentals
💳 Possible discounts up to 13%
🌙 Nightly prices starting at $120
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 124 homes
🏊 Vacation rentals with pools 179 homes

Frequently Asked Questions

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

The price of a night's stay in Sheboygan starts at $120. Nightly prices for house rentals are $700 on average. Condos in Sheboygan cost on average $580 per night.

How many vacation homes are available for booking in Sheboygan?

There are currently 448 vacation homes from 9 providers in Sheboygan.

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

Usually travelers look for Pool, Pets allowed, and Internet when booking a vacation rental in Sheboygan.

How many vacation rentals with pools are in Sheboygan?

Check out 179 vacation rentals available to book in Sheboygan.

Are dogs allowed in vacation homes in Sheboygan?

Absolutely, currently there are 124 rentals in Sheboygan that allow dogs , with an average nightly rate of $318.

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