Search Sheboygan Villa Rentals from CA $204

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Sheboygan villas

A deck with a view of a lake, surrounded by various signs and advertisements.

1. First Floor Pet Friendly Queen Suite with Single Pull-out

First Floor Pet Friendly Queen Suite with Single Pull-out
Elkhart Lake
10.0 out of 10, Exceptional, (3 reviews)
"So convenient to all things Elkhart Lake. Great accommodations and host. Would highly recommend!"
United States
Brenda H.
The price is CA $204
CA $375 total
includes taxes & fees
Nov 25 - Nov 26
First Floor Pet Friendly Queen Suite with Single Pull-out
This unit is a beachfront facing unit

2. Beachfront Paradise: King Suite - Sleeps 8!

Beachfront Paradise: King Suite - Sleeps 8!
Sheboygan
7.0 out of 10, Good, (6 reviews)
"Property was clean and the check in process was smooth. Right on the beach which was fantastic!"
United States
Sherrill S.
The price is CA $278
CA $885 total
includes taxes & fees
Nov 13 - Nov 14
Beachfront Paradise: King Suite - Sleeps 8!
A lakeside patio with outdoor seating and a dock.

3. Beautifully Updated Two Queen Suite

Beautifully Updated Two Queen Suite
Elkhart Lake
9.6 out of 10, Exceptional, (4 reviews)
"Center located and great access to pools beach etc….dog also had a blast!"
United States
John M.
The price is CA $204
CA $375 total
includes taxes & fees
Nov 14 - Nov 15
Beautifully Updated Two Queen Suite
A deck with a view of a lake, surrounded by various signs and advertisements.

4. Waterfront and Pool View Condo!!

Waterfront and Pool View Condo!!
Elkhart Lake
10.0 out of 10, Exceptional, (4 reviews)
"We were in town for activities at Road America. The location of this villa is ideal and only a couple of miles from the track"
United States
Jason A.
The price is CA $383
CA $701 total
includes taxes & fees
Nov 21 - Nov 22
Waterfront and Pool View Condo!!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Sheboygan and related destinations

Stroll the pristine Lake Michigan shoreline where surfers catch surprisingly good waves and locals grill world-class bratwurst. The Kohler-Andrae State Park offers sandy dunes and boardwalk trails, while downtown's art scene thrives in renovated brick buildings from the 1920s.

See all hotels in Sheboygan
A lighthouse at sunset with a colorful sky and calm water.

Top reviews in Sheboygan

A modern hotel with a flat roof, large windows, and a sign reading "The Watershed."
Watershed Hotel

Watershed Hotel

Watershed Hotel
Sheboygan

10/10 Excellent

Beautiful clean rooms
Canada
Joshua
Reviewed June 19, 2026
Watershed Hotel

Frequently Asked Questions

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How can I find cheap villas in Sheboygan?

With Expedia's convenient filter tool, reserving cheap villas in Sheboygan is easy. To find accommodations that will keep some cash in your pocket, narrow your search by star rating, budget and amenities.

What is there to do near my villa in Sheboygan?

Whatever you love doing, Sheboygan has lots of things to keep you on the move. Sheboygan County Historical Museum, Blue Harbor Resort & Conference Center Water Park and Whistling Straits Golf Course are on most visitors' agendas. You shouldn't miss John Michael Kohler Arts Center, Stefanie H. Weill Center for the Performing Arts and Above & Beyond Children's Museum either. With Expedia's Sheboygan hotel deals, you can discover even more fantastic attractions like these with the money you save.

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