Sheboygan Villas ￥22,998

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

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

Elkhart Lake

Brenda H.

￥42,243 total

includes taxes & fees

Nov 18 - Nov 19

2. Beachfront Paradise: King Suite - Sleeps 8!

Sheboygan

Sherrill S.

￥99,195 total

includes taxes & fees

Nov 15 - Nov 16

A lakeside patio with outdoor seating and a dock.

3. Beautifully Updated Two Queen Suite

Elkhart Lake

John M.

￥42,243 total

includes taxes & fees

Nov 18 - Nov 19

4. Waterfront and Pool View Condo!!

Elkhart Lake

Jason A.

￥78,937 total

includes taxes & fees

Nov 15 - Nov 16

View all properties

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 two-story white building with green shutters, a front porch, and a staircase leading to the upper floor.

The Rochester Inn, A Historic Hotel

Sheboygan Falls

10/10 Excellent

Anonymous traveler

A large brick building with a central entrance, surrounded by well-maintained lawns and a clear sky.

Kress Inn, an Ascend Collection Hotel

De Pere

10/10 Excellent

Brooke

A modern hotel building with a sign reading "HOME 2 SUITES BY HILTON".

Home2 Suites by Hilton Appleton

Appleton

10/10 Excellent

Rene

A modern hotel entrance with a curved canopy, multiple floors, and a prominent sign.

Fairfield Inn & Suites by Marriott Sheboygan

Sheboygan

10/10 Excellent

My 6 year old daughter and I were taking our first "mother-daughter" vacation to Sheboygan for a few days. We were originally reserved to stay at a nearby hotel. That experience was a nightmare (extremely dirty hotel room, "upgraded" to another dirty room, terrible customer service, etc.) and it looked like I was going to have to cancel our trip and my daughter was very upset. At the last minute, there was an opening at Fairfield Inn that my husband was able to reserve for us. He had been...

Jenny

A hotel with a curved facade, illuminated signage, and snow-covered surroundings.

Inn On Woodlake

Kohler

10/10 Excellent

Dennis

A hotel entrance with a sign reading "HOTEL RETLAW".

Hotel Retlaw, Trademark Collection by Wyndham

Fond du Lac

10/10 Excellent

Historic hotel fully restored with black marble floors, comfortable room & bed, comfortable furniture, free parking, overhead rain forest type bathroom shower, immaculately clean (room, hallways, elevator & lobby), friendly staff & rich flair of the past hotel glory from 1913. Shall stay here again. A delightful change & surprize from todays chain hotels. My wife & I took a unknown risk to stay @ Retlaw for tge first time and were rewarded with a very fine, enjoyable, relaxing & interesting...

Ward

A Hampton Inn by Hilton building with a large sign, a parking lot, and a well-maintained lawn.

Hampton Inn Appleton-Fox River Mall Area

Appleton

10/10 Excellent

Valerie

A multi-story building with a series of vertical banners displaying the name "Copper Leaf".

CopperLeaf Hotel BW Premier Collection

Appleton

10/10 Excellent

Lisa

A Fairfield Inn & Suites hotel with a modern design, featuring a covered entrance and a parking lot.

Fairfield Inn & Suites by Marriott Appleton

Appleton

10/10 Excellent

Andrew

A modern building with a sign for Batley's Grill & Bar, featuring a prominent entrance and awnings.

Best Western Premier Bridgewood Resort Hotel

Neenah

10/10 Excellent

Anonymous traveler

An aerial view of a residential area with a large central building, a lake, and surrounding greenery.

The Osthoff Resort

Elkhart Lake

10/10 Excellent

Had some mechanical issues on a hot first day. A/C compressor was not starting on each cycle. Whirlpool would not shut off. Tried for an hour did not want to bother other guests but finally got it shut off. Minor maintenance issue. We had to leave early and return late from a conference about 70 miles away. Other guests would hog all the parking places on our side every day and had to park on opposite side of resort and walk around late at night after a long day. It is a large resort and a long...

Robert

A building with a green awning labeled "Siebkens" and a brick facade.

Siebkens Resort

Elkhart Lake

10/10 Excellent

We wanted to take a night off in the country away from the Chicago area and our favorite two hour away place is Elkhart Lake, WI. We were upgraded to a 2 bedroom condo due to an issue in the reserved room. The condo had a fireplace, kitchen, a tremendous view of the lake, it was outstanding! We didn't expect the upgrade but the staff was so accommodating, what a delightful stay at Siebken's in Elkhart Lake, thank you!

Mary

A waterfront patio with outdoor seating, a railing, and a view of the water.

The Harborview on Lake Michigan, an Ascend Collection Hotel

Port Washington

10/10 Excellent

Tammy

A Holiday Inn hotel with a brick facade, a covered entrance, and a landscaped area with small trees.

Holiday Inn Appleton by IHG

Appleton

10/10 Excellent

Anonymous traveler

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.

Search Villas in Sheboygan

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Sheboygan villas

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

2. Beachfront Paradise: King Suite - Sleeps 8!

3. Beautifully Updated Two Queen Suite

4. Waterfront and Pool View Condo!!

Sheboygan and related destinations

Top reviews in Sheboygan

The Rochester Inn, A Historic Hotel

10/10 Excellent

Frequently Asked Questions

Why book your villa in Sheboygan with Expedia?

How can I find cheap villas in Sheboygan?

What is there to do near my villa in Sheboygan?