Sheboygan Holiday Rentals

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Our top choices for Sheboygan holiday rentals

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 S$170
includes taxes & fees
17 May - 18 May
Grandstay Residential Suites Hotel - Sheboygan

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 S$254
includes taxes & fees
12 May - 13 May
Tiki Beach Campground

Home Near Road America & Elkhart Lake

Home Near Road America & Elkhart Lake
3.5 star property
Elkhart Lake
The price is S$1,422
includes taxes & fees
1 Jun - 2 Jun
Home Near Road America & Elkhart Lake

Modern South Pier Condo on Sheboygan River!

Modern South Pier Condo on Sheboygan River!
4.0 star property
Sheboygan
The price is S$495
includes taxes & fees
11 May - 12 May
Modern South Pier Condo on Sheboygan River!

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
Sheboygan
The price is S$519
includes taxes & fees
31 May - 1 Jun
Large Backyard, Walk to Hospital: Sheboygan Abode!

Walk to Beaches + Restaurants: Elkhart Lake Escape

Walk to Beaches + Restaurants: Elkhart Lake Escape
3.0 star property
Elkhart Lake
The price is S$1,864
includes taxes & fees
26 May - 27 May
Walk to Beaches + Restaurants: Elkhart Lake Escape

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

Walkable Thiensville Retreat Near Hiking!

Walkable Thiensville Retreat Near Hiking!
3.0 star property
Thiensville
The price is S$649
includes taxes & fees
31 May - 1 Jun
Walkable Thiensville Retreat Near Hiking!
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

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.

How many holiday rentals will I find in Sheboygan?

Choose from 97 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 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 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.