803+ Rental Villas and Private Getaways in Sheboygan |
  1. USA
  2. Wisconsin
  3. Sheboygan

Sheboygan Villa Rentals

About Sheboygan Vacation Rentals

There are more than 803 incredible getaway rentals that are available in Sheboygan. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Sheboygan.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Sheboygan, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Sheboygan. Places to stay near Sheboygan are 869.66 ft² on average, with prices averaging $443 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Sheboygan. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

Show more
Show less

Top Private Villas, Resorts, and Rentals in Sheboygan

Type Count
Vacation Homes 411
Holiday Apartments 145
Villas 29
Cottages 22
Cabin Rentals 18
Others 9
Unique Vacation Rentals 5
B&B 4
Unique Vacation Rentals 1
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Sheboygan

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Sheboygan with BedroomVillas.

Weather in Sheboygan, WI

View the weather forecast for Sheboygan before booking your Sheboygan Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Sheboygan's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Sheboygan's Research Top Attractions For Your Vacation


Whistling Straits Golf Course
Blue Harbor Resort & Conference Center Water Park
Road America
Kettle Moraine State Forest
Wisconsin Maritime Museum
Kohler Design Center
Lincoln Park Zoo
Blackwolf Run
Skip Barber Driving School
Kohler-Andrae State Park
John Michael Kohler Arts Center
University of Wisconsin-Sheboygan
Chilton Speedway
St. Peter Claver Parish
Children's Museum
Wade House Historic Site
The Bull at Pinehurst Farms Golf Course
Hamilton Wood Type and Printing Museum
Stefanie H. Weill Center for the Performing Arts
Harrington Beach State Park

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Sheboygan County 423 Properties
Downtown 180 Properties
Mishicot 139 Properties
Sheboygan Falls 97 Properties
Plymouth 84 Properties
Rhine 83 Properties
Elkhart Lake 83 Properties
Two Rivers 53 Properties
Manitowoc 48 Properties
Chilton 38 Properties
Calumet County 32 Properties
Campbellsport 27 Properties

Complexes around Sheboygan, WI


Downtown 4 Properties
Plymouth Rock Camping Resort 4 Properties
Resort 4 Properties
Lakefront Manitowoc Mi Arrow Park 3 Properties
Quality Inn Manitowoc 3 Properties
Quality Inn Sheboygan 3 Properties
Americinn 2 Properties
Baymont 2 Properties
The Shore Club Wisconsin 2 Properties
Harbor Town Inn 1 Properties
Holiday Inn Manitowoc 1 Properties

Frequently Asked Questions About Sheboygan?

What are the top hotels or resorts in Sheboygan?

We provide an array of great vacation destinations in Sheboygan. If you are looking to stay in or around the Sheboygan area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Sheboygan:

How many vacation rentals have private pools in Sheboygan?

We have 26 luxury villas and vacation rentals featuriung a private pool in and near Sheboygan. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Sheboygan is best for families?

Searching for a family-friendly getaway in Sheboygan? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Sheboygan?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 803 in the Sheboygan area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Sheboygan. 

Nearby Neighborhood (3) 
Neighborhood Property Count
Downtown Rental Villas and Private Getaways in Sheboygan, Wisconsin 180
Ellis Historical District Rental Villas and Private Getaways in Sheboygan, Wisconsin 201
Raider Rental Villas and Private Getaways in Sheboygan, Wisconsin 200

People Also Ask

There are 69 hotels in Sheboygan 12 resorts, and 603 rentals

Recently Booked Hotels, Resorts, or Rentals in Sheboygan