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Sheboygan Holiday Rentals

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Holiday Rentals in Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property
8.6 out of 10, Excellent, (979)
"Very friendly staff, clean establishment from inside and out. "
The price is AU$199
includes taxes & fees
9 Oct - 10 Oct
Grandstay Residential Suites Hotel - Sheboygan

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

9.8 out of 10, Exceptional, (250)
"Minutes from Blue Harbor & River complex of shops, restaurants & beaches. Sweet lake view from private back yard. "
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Lake Michigan Home with gorgeous views, great spot for family or golf retreat

10.0 out of 10, Exceptional, (116)
"We had 10 people staying at this property. Plenty of space for all of us. So close to the beaches. Beautiful view of Lake Michigan. "
Lake Michigan Home with gorgeous views, great spot for family or golf retreat

Beach front luxury spacious villa !

10.0 out of 10, Exceptional, (69)
"Wonderful view, great time!"
Beach front luxury spacious villa !

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

9.8 out of 10, Exceptional, (20)
"Top notch, close to everything you want in Sheboygan "
The price is AU$200
includes taxes & fees
11 Oct - 12 Oct
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

10.0 out of 10, Exceptional, (107)
"Great stay close to marina and restaurants "
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

9.8 out of 10, Exceptional, (6)
"We found this location to be the perfect balance during our stay. We were a short drive away from all the places we hoped to go. Downtown, shopping, and the coast were just minutes away. Despite this luxury, the neighborhood we were in was quiet, private and removed from the hustle of crowds and traffic. The property was very well cared for and beautifully decorated. We all had plenty of room to stretch out and prepare for an event we were attending. Grabbing a snack or a meal was a breeze with...
The price is AU$282
includes taxes & fees
9 Oct - 10 Oct
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Lakeview Farm | Beach · Hot Tub · Theater · Views

10.0 out of 10, Exceptional, (1)
"Fun time! Very buggy by the lake but not much you can do about that. "
Lakeview Farm | Beach · Hot Tub · Theater · Views

Edgewater Escape: 4 Bedroom, Sleeps 14!

The price is AU$958
includes taxes & fees
9 Oct - 10 Oct
Edgewater Escape: 4 Bedroom, Sleeps 14!

Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX

10.0 out of 10, Exceptional, (3)
"Awesome place, we loved it!"
Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX

2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub

10.0 out of 10, Exceptional, (187)
"We had a lovely stay! Beautiful view and loved the hot tub! "
2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub

BEACHSIDE GETAWAY IN SHEBOYGAN

10.0 out of 10, Exceptional, (26)
"We were up there racing in MotoAmerica. Was close to the track and was perfect for our stay."
BEACHSIDE GETAWAY IN SHEBOYGAN

Pelican Point - Private Retreat - just 4 miles to downtown Sheboygan

10.0 out of 10, Exceptional, (2)
"Great place to stay. The lake views were amazing!"
Pelican Point - Private Retreat - just 4 miles to downtown Sheboygan

Beachside Condo w/ Stunning Lake Views

10.0 out of 10, Exceptional, (23)
"Condo was just as pictured, loved the views from the balconies in this upper unit! Location was perfect with the beach and park within steps, the kids (ages 3-10) loved it. Everything needed to enjoy the beach being provided was very helpful. Also very close to restaurants and other things to check out. Looking forward to returning again! "
Beachside Condo w/ Stunning Lake Views

Perfect Paradise - Lakeview Condo w/ 7 Beds, Jacuzzi, and Balcony

10.0 out of 10, Exceptional, (21)
"This is a great spot in this destination. Walking distance to a great Italian restaurant and the resort with arcade and waterpark."
Perfect Paradise - Lakeview Condo w/ 7 Beds, Jacuzzi, and Balcony

Malibu of the Midwest Condo steps from the Lake

10.0 out of 10, Exceptional, (64)
"Absolutely perfect. Great place, comfy and clean. Would definitely return again. "
Malibu of the Midwest Condo steps from the Lake

*NEW* Beautiful & Convenient!

10.0 out of 10, Exceptional, (18)
"Easy check in. Great communication from host. Very clean. Perfect home base to enjoy Sheboygan area. "
The price is AU$496
includes taxes & fees
21 Oct - 22 Oct
*NEW* Beautiful & Convenient!

4 Bedroom Home on the River with Private River access

9.8 out of 10, Exceptional, (31)
"All was as advertised. Perfect space for what we were looking for."
4 Bedroom Home on the River with Private River access

REMODELED HOME ON LAKE MICHIGAN

9.8 out of 10, Exceptional, (158)
"Beautiful, clean house with spectacular views of Lake Michigan. If we are ever back in the area, we will be staying here, again!"
REMODELED HOME ON LAKE MICHIGAN

Lake Breeze on 11th

9.8 out of 10, Exceptional, (6)
"We had a great time here. The kids loved the little toy room. We highly recommend this stay when traveling with littles. "
Lake Breeze on 11th
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

Find out more about Sheboygan

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 favourite 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 depend 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 AU$199 per night. Entering your travel dates in the search wizard might find you 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 Blue Harbor Resort & Conference Center Water Park, 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?

Lake Michigan Home with gorgeous views, great spot for family or golf retreat: This highly rated holiday home rental in Sheboygan is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Our travellers also rate Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host! as a favourite home for rent in Sheboygan.

How many holiday rentals will I find in Sheboygan?

Choose from 98 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 Stefanie H. Weill Center for the Performing Arts. While here, Blue Harbor Resort & Conference Center Water Park and Kohler-Andrae State 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.