Sheboygan Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Sheboygan vacation rentals

Cabin, Lake View | Beach

Tiki Beach Campground

Tiki Beach Campground
3.0 star property
Campbellsport
10.0 out of 10, Exceptional, (1 review)
"Beautiful"
United States
Angela
The price is ￥29,765
￥31,402 total
includes taxes & fees
May 3 - May 4
Tiki Beach Campground
Lobby

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,030 reviews)
"Room was clean, staff was nice. The breakfast was pretty darn good. "
United States
andrea
The price is ￥21,253
￥24,121 total
includes taxes & fees
May 4 - May 5
Grandstay Residential Suites Hotel - Sheboygan
Bar (on property)

Victorian Inn Elkhart Lake Wisconsin

Victorian Inn Elkhart Lake Wisconsin
4.0 star property
Elkhart Lake
8.8 out of 10, Excellent, (3 reviews)
"Perfect location, great amenities."
United States
Deirdre
Victorian Inn Elkhart Lake Wisconsin
Apartment (2 Bedrooms) | Front of property

Modern South Pier Condo on Sheboygan River!

Modern South Pier Condo on Sheboygan River!
4.0 star property
Sheboygan
The price is ￥25,222
￥61,216 total
includes taxes & fees
May 8 - May 9
Modern South Pier Condo on Sheboygan River!
House (4 Bedrooms) | Interior

Walk to Beaches + Restaurants: Elkhart Lake Escape

Walk to Beaches + Restaurants: Elkhart Lake Escape
3.0 star property
Elkhart Lake
The price is ￥133,944
￥230,459 total
includes taxes & fees
May 26 - May 27
Walk to Beaches + Restaurants: Elkhart Lake Escape
Apartment (0 Bedroom) | Interior

Peaceful Horicon Studio w/ Rock River Access!

Peaceful Horicon Studio w/ Rock River Access!
3.5 star property
Horicon
Peaceful Horicon Studio w/ Rock River Access!
House (3 Bedrooms) | Interior

2 Mi to Dtwn: Canal-front W/ Deck, Dock, Kayak

2 Mi to Dtwn: Canal-front W/ Deck, Dock, Kayak
3.0 star property
Oshkosh
The price is ￥36,658
￥85,036 total
includes taxes & fees
May 17 - May 18
2 Mi to Dtwn: Canal-front W/ Deck, Dock, Kayak
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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Top Sheboygan Hotel Reviews

Harbor Winds Hotel

Harbor Winds Hotel

10/10 Excellent
"Yes "
Sady 2-night trip
Posted 5 hours ago
Harbor Winds Hotel

Find out more about Sheboygan

Search for holiday rentals in Sheboygan on Expedia! You can easily find your home rentals, villas, holiday apartments in Sheboygan using one of the methods below:

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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 popular beaches 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 vacation home rentals in Sheboygan?

REMODELED HOME ON LAKE MICHIGAN: This Sheboygan vacation home rental is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. Some other homes for rent in Sheboygan include Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host! and Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city.

How many vacation rentals will I find in Sheboygan?

Choose from 97 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 North Side Municipal Beach, 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.