Compare Cottages, Resorts, & Rentals in Sheboygan, Wisconsin, USA
About Sheboygan Vacation Rentals
There are over 772 amazing vacation rentals available in Sheboygan. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Sheboygan.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Sheboygan, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Sheboygan. The average size of places to stay near Sheboygan is approximately 866.39 ft², with prices averaging US $432 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Sheboygan. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Sheboygan, WI
Frequently Asked Questions About Sheboygan?
What are the top cottages, summer homes, and lake houses in Sheboygan?
- Seagull Beach Guest House, Unique Lake Michigan Cottagenon private beach
- Point Beach Guest House - Large, comfortable & quiet. Large yard. Near beach!
- 2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub
- 30 minutes from Lambeau & steps from Lake Michigan! 2 beauties in one!
- Lake Michigan Home with gorgeous views, great spot for family or golf retreat
- Large 5 Bedroom House with Huge 6 mile Sandy Beach On Lake Michigan State Park!
- Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
- Halloween on a Friday? Spooky opportunity to hunker down in an old mansion.
- Walk to Road America! Lake House on Private Peninsula
- Perfect Rating DT Home! Walk to Beach, Eats and More! 5 Min. to Road America!
How many rentals, hotels, or resorts are available in Sheboygan?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 772 properties listed by Vacation Cottage in the Sheboygan area for the year 2025, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Sheboygan.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Downtown Rental Cottages and Private Getaways in Sheboygan, Wisconsin | 194 |
| Ellis Historical District Rental Cottages and Private Getaways in Sheboygan, Wisconsin | 201 |
| Raider Rental Cottages and Private Getaways in Sheboygan, Wisconsin | 200 |
