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Villas in Sheboygan

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Jul 25 - Jul 27
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Aug 1 - Aug 3
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Aug 15 - Aug 17
In two months
Sep 12 - Sep 14

Villas in Sheboygan

Beach front luxury spacious villa !
Fireplace, books

Beach front luxury spacious villa !

10.0 out of 10, Exceptional, (62)
"Wonderful stay in a beautiful area, we hope to be back!! "
Beach front luxury spacious villa !
Wandering Waves - Beachfront condo right on Lake Michigan.
Smart TV, fireplace

Wandering Waves - Beachfront condo right on Lake Michigan.

10.0 out of 10, Exceptional, (1)
"The property was clean and well furnished. The view was amazing. The host communication was excellent. 5 stars. "
Wandering Waves - Beachfront condo right on Lake Michigan.
First Floor Pet Friendly Queen Suite with Single Pull-out
Bar (on property)

First Floor Pet Friendly Queen Suite with Single Pull-out

10.0 out of 10, Exceptional, (1)
"So convenient to all things Elkhart Lake. Great accommodations and host. Would highly recommend!"
$453 nightly
The price is $499
Jul 16 - Jul 17
Total includes taxes and fees
First Floor Pet Friendly Queen Suite with Single Pull-out
Lakefront Condo- Step-free & accessible! Sleeps 8!
Beach nearby

Lakefront Condo- Step-free & accessible! Sleeps 8!

2.0 star property
8.8 out of 10, Excellent, (3)
"Beautiful location right on Lake Michigan. So easy to watch the sun rise in the morning. Easy to access, plenty of parking, and comfortable accommodations. "
$594 nightly
The price is $674
Jul 23 - Jul 24
Total includes taxes and fees
Lakefront Condo- Step-free & accessible! Sleeps 8!
The Vintage Elkhart Lake Room First Floor
Bar (on property)

The Vintage Elkhart Lake Room First Floor

$453 nightly
The price is $499
Jul 16 - Jul 17
Total includes taxes and fees
The Vintage Elkhart Lake Room First Floor
Pet Friendly Courtyard View
Exterior

Pet Friendly Courtyard View

10.0 out of 10, Exceptional, (1)
"This property was perfect for our family! Room is exactly as the pictures show, but even larger in person (much larger than a standard hotel room.) Check in was a breeze with Michelle meeting us out front of the building (they were even able to get us checked in a few hours early!) Appears the entire hotel has been updated and overall is very family friendly. The lake was perfect and had boat rentals right on the property. The indoor and outdoor pools were nice as well. Everything is walking...
$453 nightly
The price is $499
Jul 16 - Jul 17
Total includes taxes and fees
Pet Friendly Courtyard View
Beachfront Paradise: King Suite - Sleeps 8!
Beach

Beachfront Paradise: King Suite - Sleeps 8!

2.0 star property
5.0 out of 10, (2)
"Rough start with presentation of rental due to it seemed to good to be true and a scam. My investigation didn’t find much to the contrary. After connecting with the rental property manager and Vrbo, all went smoothly. That was a week before arrival so I was very tense about the deal. I was set at ease and the stay was wonderful. Condo was clean and a great location right on the lake with many available restaurants and sights near. The sunrise was gorgeous. Condo’s amenities met needs. The jetted...
$594 nightly
The price is $674
Jul 16 - Jul 17
Total includes taxes and fees
Beachfront Paradise: King Suite - Sleeps 8!
Modern Pet Friendly Courtyard View
Bar (on property)

Modern Pet Friendly Courtyard View

$518 nightly
The price is $573
Jul 29 - Jul 30
Total includes taxes and fees
Modern Pet Friendly Courtyard View
Luxurious Home Near Legendary Elkhart Lake
Interior

Luxurious Home Near Legendary Elkhart Lake

9.8 out of 10, Exceptional, (7)
"This is a beautiful home on a large, private lot. The manager is responsive and kind, and it was the perfect place for our family gathering. "
Luxurious Home Near Legendary Elkhart Lake
Upscale Waterfront and Pool View Condo!!
Indoor pool

Upscale Waterfront and Pool View Condo!!

10.0 out of 10, Exceptional, (3)
"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"
$824 nightly
The price is $909
Jul 16 - Jul 17
Total includes taxes and fees
Upscale Waterfront and Pool View Condo!!
Country Guest House
Smart TV

Country Guest House

9.8 out of 10, Exceptional, (14)
"Property was very clean. Enjoyed the pool and fuzball tables!"
Country Guest House
Country Cheese Factory - King Bed!
Property grounds

Country Cheese Factory - King Bed!

10.0 out of 10, Exceptional, (8)
"Lovely place; very easy to get to and very comfortable to relax in after a hot day at Road America. Close to Plymouth for meals and close to the racetrack. We will definitely be back the next time we are in the area."
Country Cheese Factory - King Bed!
Modern Room Near Indoor Pool
Indoor pool

Modern Room Near Indoor Pool

9.0 out of 10, Wonderful, (2)
"Center located and great access to pools beach etc….dog also had a blast!"
$518 nightly
The price is $573
Jul 29 - Jul 30
Total includes taxes and fees
Modern Room Near Indoor Pool
Sleeps 8! 2 Full Bath with Kitchenette!
Indoor pool

Sleeps 8! 2 Full Bath with Kitchenette!

$790 nightly
The price is $871
Jul 16 - Jul 17
Total includes taxes and fees
Sleeps 8! 2 Full Bath with Kitchenette!
1st Floor Double Suite Courtyard View
Indoor pool

1st Floor Double Suite Courtyard View

$768 nightly
The price is $847
Jul 16 - Jul 17
Total includes taxes and fees
1st Floor Double Suite Courtyard View
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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Frequently asked questions

Why book your villa in Sheboygan with Expedia?
We think arranging a vacation should be a walk in the park, so if you're on the lookout for villas at the right price, Expedia has your back. Save cash and opt for an all-inclusive stay, or splurge on a 5-star villa to spoil your loved ones. Our search filters make it easy to find a place in Sheboygan that suits you best.
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.