Sheboygan Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Sheboygan holiday rentals

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

1. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,131 reviews)
"Was a very nice stay, hotel room was nice and staff was very helpful and friendly. Will definitely be coming back"
United States
Maxim
The price is NZ$212
includes taxes & fees
16 Nov - 17 Nov
Grandstay Residential Suites Hotel - Sheboygan
A deck with a view of a lake, surrounded by various signs and advertisements.

2. Victorian Inn Elkhart Lake Wisconsin

Victorian Inn Elkhart Lake Wisconsin
3.0 star property
Elkhart Lake
8.8 out of 10, Excellent, (3 reviews)
"Perfect location, great amenities."
United States
Deirdre
The price is NZ$1,020
includes taxes & fees
15 Nov - 16 Nov
Victorian Inn Elkhart Lake Wisconsin
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!

1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
3.0 star property
Two Rivers
The price is NZ$873
includes taxes & fees
19 Nov - 20 Nov
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
A beachside area with a sandy shore, a small dock, and several beach huts.

4. Tiki Beach Campground

Tiki Beach Campground
3.0 star property
Campbellsport
8.0 out of 10, Very good, (7 reviews)
"Me and my brother had an incredible time here. It was exactly what we were looking for. From the staff, to the property and the room itself. The natures walls close by. It was great and will be returning with more of the family again."
United States
Jessica
The price is NZ$322
includes taxes & fees
14 Nov - 15 Nov
Tiki Beach Campground
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!

Bright Little Chute Condo w/ Deck & Yard!
4.0 star property
Little Chute
The price is NZ$764
includes taxes & fees
24 Nov - 25 Nov
Bright Little Chute Condo w/ Deck & Yard!
A wooden deck with a glass railing overlooking a snowy landscape with trees.

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

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
The price is NZ$1,388
includes taxes & fees
16 Nov - 17 Nov
Eclectic Hubertus Home w/ Game Room & Fire Pit!
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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Find holiday rentals that suit your style

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Top Sheboygan Hotel Reviews

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

Kress Inn, an Ascend Collection Hotel

Kress Inn, an Ascend Collection Hotel
De Pere

10/10 Excellent

Kress Inn is well located to service families leaving their children at St Norbert College De Pere. There are several excellent and well priced dining options available within walking distance and there is also a reliable metro bus service that is affordable and services major land marks and shopping centres. An excellent continental breakfast is included as are, ice cold lemonade all day, homemade cookies, wine and cheese platters in the late afternoon, a great way to relax after a long day of...
Australia
Crenno
Reviewed August 28, 2012
Kress Inn, an Ascend Collection Hotel

Find out more about Sheboygan

Everything you need to know about Sheboygan holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sheboygan holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sheboygan holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sheboygan holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sheboygan. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sheboygan holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sheboygan holiday rentals we have selected for you start as low as NZ$157 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sheboygan rentals

At Expedia, we put the best Sheboygan holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Sheboygan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sheboygan holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sheboygan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find a holiday rental in Sheboygan?

Yes, there are holiday rentals in Sheboygan close to John Michael Kohler Arts Center, or you can select a more secluded option if you're looking for 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.

What are some of the best holiday rentals that Sheboygan has to offer?

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!: This highly rated holiday home rental in Sheboygan is located on a lake, and has a fireplace, a balcony and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games. Our travellers also rate REMODELED HOME ON LAKE MICHIGAN as a favourite home for rent in Sheboygan.

How many holiday rentals will I find in Sheboygan?

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

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 holiday rental in Sheboygan like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sheboygan. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family trip.