Sheboygan Vacation Rentals from NT$2,183: Search Short-Term Rentals

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Our top choices for Sheboygan 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

Maxim

NT$3,916 total

includes taxes & fees

Nov 15 - Nov 16

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

2. Victorian Inn Elkhart Lake Wisconsin

Elkhart Lake

Deirdre

NT$18,783 total

includes taxes & fees

Nov 15 - Nov 16

A room with a wooden ceiling, large windows, and a seating area with two chairs and a table.

3. 1 Mi to Shore: Lake Michigan Retreat w/ Game Room!

Two Rivers

NT$16,088 total

includes taxes & fees

Nov 15 - Nov 16

A beachside area with a sandy shore, a small dock, and several beach huts.

4. Tiki Beach Campground

Campbellsport

Jessica

NT$5,928 total

includes taxes & fees

Nov 13 - Nov 14

A modern living room with a sectional sofa, a coffee table, and a kitchen in the background.

5. Bright Little Chute Condo w/ Deck & Yard!

Little Chute

NT$13,958 total

includes taxes & fees

Nov 24 - Nov 25

A wooden deck with a glass railing overlooking a snowy landscape with trees.

6. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Hubertus

NT$25,363 total

includes taxes & fees

Nov 16 - Nov 17

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Find vacation rentals that suit your style

Top Sheboygan 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

A spacious living room with a brown leather sofa, a coffee table, and a TV. There is a kitchen area with a microwave and cabinets.

Kress Inn, an Ascend Collection Hotel

De Pere

10/10 Excellent

Brooke

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

An outdoor seating area with a fire pit, yellow and red chairs, and a covered patio with string lights.

Home2 Suites by Hilton Appleton

Appleton

10/10 Excellent

Rene

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

Inn On Woodlake

Kohler

10/10 Excellent

Dennis

A hotel room with a large bathtub, a bedside table with a lamp, and artwork on the wall.

CopperLeaf Hotel BW Premier Collection

Appleton

10/10 Excellent

Lisa

A grand lobby with a checkered floor, large chandeliers, and potted plants.

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 spacious restaurant with high ceilings, exposed beams, and large windows. Tables and chairs are arranged for dining.

Best Western Premier Bridgewood Resort Hotel

Neenah

10/10 Excellent

Anonymous traveler

A hotel room with a bed, a sofa, a small table, a TV, and a window with a view of buildings.

Hampton Inn Appleton-Fox River Mall Area

Appleton

10/10 Excellent

Valerie

A restaurant with multiple tables set for dining, featuring white tablecloths and floral centerpieces.

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

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 patio with tables and chairs, a red umbrella, and a view of a body of water and buildings.

The Harborview on Lake Michigan, an Ascend Collection Hotel

Port Washington

10/10 Excellent

Tammy

A pool area with a glass enclosure, a metal ladder, and a clock on the wall.

Holiday Inn Express & Suites Green Bay East by IHG

Green Bay

10/10 Excellent

Jacqueline

A modern restaurant with wooden walls and exposed ceilings, featuring multiple dining tables and chairs.

Cobblestone Hotel & Suites - De Pere/Green Bay

De Pere

10/10 Excellent

Diane

Find out more about Sheboygan

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Frequently Asked Questions

Can I find a vacation rental in Sheboygan?

Yes, we offer vacation rentals in Sheboygan close to John Michael Kohler Arts Center, or you can go with a more remote option if you want a relaxing stay. Visitors to Sheboygan speak positively about the scenic lakeside and top-notch restaurants in this destination. Leave some time to check out the marina and museums during your trip.

How many vacation rentals will I find in Sheboygan?

Choose from 95 Expedia vacation rentals in Sheboygan for a memorable vacation.

What’s there to see and do in Sheboygan?

Enjoy the outdoors at Lake Michigan and Bookworm Gardens, or simply take in cultural attractions like John Michael Kohler Arts Center and Sheboygan County Historical Museum. While here, Stefanie H. Weill Center for the Performing Arts and Blue Harbor Resort & Conference Center Water Park are other places worth a visit.

What’s a vacation rental in Sheboygan like?

A vacation rental is a private property where you can stay for a long or short time in Sheboygan. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family getaway.

Sheboygan Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Sheboygan vacation rentals

1. Grandstay Residential Suites Hotel - Sheboygan

2. Victorian Inn Elkhart Lake Wisconsin

3. 1 Mi to Shore: Lake Michigan Retreat w/ Game Room!

4. Tiki Beach Campground

5. Bright Little Chute Condo w/ Deck & Yard!

6. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Find vacation rentals that suit your style

Top Sheboygan Hotel Reviews

The Rochester Inn, A Historic Hotel

10/10 Excellent

Find out more about Sheboygan

Frequently Asked Questions

Can I find a vacation rental in Sheboygan?

How many vacation rentals will I find in Sheboygan?

What’s there to see and do in Sheboygan?

What’s a vacation rental in Sheboygan like?