A wooden boardwalk along a sandy beach with dunes and a clear sky.

Vacation Rentals in Sheboygan County

Dates

November 2026

December 2026

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Top cities in Sheboygan County

A lighthouse at sunset with a colorful sky and calm water.

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Our top choices for Sheboygan County vacation rentals

A spacious living area with a fireplace, a sofa, and a dining area in the background.

1. Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan

Vivian

NT$4,474 total

includes taxes & fees

Nov 9 - Nov 10

A lakeside patio with outdoor seating and a dock.

2. Victorian Inn Elkhart Lake Wisconsin

Elkhart Lake

Deirdre

NT$18,778 total

includes taxes & fees

Nov 9 - Nov 10

A cozy cabin with a loft bed, a ladder leading to the upper sleeping area, a kitchenette, and a fireplace.

3. Tiki Beach Campground

Campbellsport

Jessica

NT$5,927 total

includes taxes & fees

Nov 9 - Nov 10

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Top Sheboygan County Hotel Reviews

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

Home2 Suites By Hilton Sheboygan

Sheboygan

10/10 Excellent

Terry

A hotel room with a bed, bedside tables, a desk, a chair, and a window with curtains.

Hampton Inn Manitowoc

Manitowoc

10/10 Excellent

Joshua

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 modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

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 large building with a stone entrance, two flags, and a sign that reads 'The Osborn.'

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

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.

Baymont by Wyndham Plymouth

Plymouth

10/10 Excellent

Anonymous traveler

AmericInn by Wyndham Plymouth

Plymouth

10/10 Excellent

Rob

Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan

10/10 Excellent

Adam

A kitchen with dark cabinets, a wooden countertop, and pendant lights.

Harbor Winds Hotel

Sheboygan

10/10 Excellent

jim

A spacious living area with a stone fireplace, comfortable seating, and a balcony with a railing.

AmericInn by Wyndham Sheboygan

Sheboygan

10/10 Excellent

Gina

A hotel with a modern design, featuring a prominent tower with the hotel name, a covered entrance, and a well-maintained lawn.

Comfort Inn & Suites Sheboygan I-43

Sheboygan

10/10 Excellent

Michelle

A spacious atrium with a grand chandelier, multiple balconies, and large windows allowing natural light.

Blue Harbor Resort and Conference Center

Sheboygan

10/10 Excellent

Anonymous traveler

Find out more about Sheboygan County

Vacation Apartments in Sheboygan County

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Vacation Rentals in Sheboygan County

Change your mind

Treat yourself

Be picky

Top cities in Sheboygan County

Sheboygan

Check prices for these dates

Our top choices for Sheboygan County vacation rentals

1. Grandstay Residential Suites Hotel - Sheboygan

2. Victorian Inn Elkhart Lake Wisconsin

3. Tiki Beach Campground

Find vacation rentals that suit your style

Top Sheboygan County Hotel Reviews

The Rochester Inn, A Historic Hotel

10/10 Excellent

Find out more about Sheboygan County

Vacation Apartments in Sheboygan County