Sheboygan Vacation Rentals

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Vacation Rentals in Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 out of 5
708 Niagara Avenue, Sheboygan, WI, 53081
Fully refundableReserve now, pay when you stay
The price is $149 per night from Sep 1 to Sep 2
Stay at this business-friendly aparthotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
4.3/5 Excellent! (629 reviews)
"The tub Didn't drain very well. Standing in water the whole time."

Reviewed on Aug 2, 2022

Grandstay Residential Suites Hotel - Sheboygan
Directly on Lake Michigan! Last Minute Bookings Welcome!
Stay at this family-friendly vacation home in Sheboygan. Enjoy WiFi, onsite parking, and an in-room DVD player. Our guests praise the bathrooms in our reviews. ...
4.8/5 Exceptional! (149 reviews)
Great Stay in Sheboygan
"We loved our stay in Sheboygan. The location was great, the house perfect for our stay!!! We hope to be back soon."

Reviewed on Aug 4, 2022

Directly on Lake Michigan! Last Minute Bookings Welcome!
The perfect Ryder Cup Rental
The price is $2,250 per night from Aug 11 to Aug 12
Stay at this golf vacation home in Sheboygan. Enjoy WiFi, a fitness center, and onsite parking. Popular attractions Blue Harbor Resort & Conference Center Water ...
The perfect Ryder Cup Rental
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BEST LOCATION IN SHEBOYGAN! Walk to beach and downtown attractions.
The price is $159 per night from Aug 30 to Aug 31
Stay at this vacation home in Sheboygan. Enjoy free WiFi, a water park, and onsite parking. Popular attractions Blue Harbor Resort & Conference Center Water ...
4.9/5 Exceptional! (30 reviews)
Great location
"The location of this property is great. Amost right on the beach. Great communication with the owner. Thank you!"

Reviewed on Aug 4, 2022

BEST LOCATION IN SHEBOYGAN! Walk to beach and downtown attractions.
Newly Remodeled 2 Bed/2Bath Townhouse
Stay at this vacation home in Sheboygan. Enjoy free WiFi, a spa tub, and onsite parking. Popular attractions Blue Harbor Resort & Conference Center Water Park ...
5/5 Exceptional! (115 reviews)
Perfect Home Away From Home!
"I wanted a getaway trip from the city life and decided to take my pup and I here to Sheboygan for a few days. The house was perfect - from upgraded appliances, to snacks, hot tub, to clean linens; it was incredibly comfortable and had more than we needed. We enjoyed the pond and the yard which was ..."

Reviewed on Aug 4, 2022

Newly Remodeled 2 Bed/2Bath Townhouse
Amazing downtown waterfront condo with boat slip! Walking distance to activities
Stay at this condo in Sheboygan. Enjoy free WiFi, onsite parking, and a patio. Popular attractions Blue Harbor Resort & Conference Center Water Park and John ...
5/5 Exceptional! (13 reviews)
Great Property
"Great experience! Property was great and would highly recommend."

Reviewed on Aug 7, 2022

Amazing downtown waterfront condo with boat slip! Walking distance to activities
Sheboygan Marina 2br Upper Unit. Close to beach and boat launch.
Stay at this condo in Sheboygan. Enjoy free WiFi, onsite parking, and a garden. Popular attractions Blue Harbor Resort & Conference Center Water Park and John ...
Sheboygan Marina 2br Upper Unit. Close to beach and boat launch.
New modern 2 bedroom 2 bath riverfront condo in Sheboygan!
Stay at this condo in Sheboygan. Enjoy free WiFi, a fitness center, and onsite parking. Popular attractions Blue Harbor Resort & Conference Center Water Park ...
5/5 Exceptional! (1 review)
Beautiful location.
"Nick and his wife were great hosts. The house was beautiful! We enjoyed our stay tremendously And would rent this again."

Reviewed on Jul 8, 2022

New modern 2 bedroom 2 bath riverfront condo in Sheboygan!
REMODELED HOME ON LAKE MICHIGAN
Stay at this family-friendly vacation home in Sheboygan. Enjoy a water park, WiFi, and onsite parking. Our guests praise the comfy beds and the family amenities ...
4.9/5 Exceptional! (114 reviews)
Very Nice!!
"We were in town for two nights. We enjoyed the very nice home and the convenient location to Elkhart Lake. We also discovered a nearby Supper Club and liked it so much, we visited twice. We will definitely be back!"

Reviewed on Jul 30, 2022

REMODELED HOME ON LAKE MICHIGAN
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
Stay at this family-friendly condo in Sheboygan. Enjoy free WiFi, a water park, and onsite parking. Popular attractions Blue Harbor Resort & Conference Center ...
4.9/5 Exceptional! (29 reviews)
Who knew about Sheboygan?!!!
"I put in "Lake Michigan" and this property was one that came up and immediately caught my eye. Never was good at geography and only learned Lake Michigan was also in Wisconsin when I went to book my trip! This was my first time using VRBO - I've always stayed in B&B's and inns but my son has used ..."

Reviewed on Aug 1, 2022

Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
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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.

Other types of properties in Sheboygan you may be interested in

Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

3 out of 5
725 Blue Harbor Drive, Sheboygan, WI, 53081
The price is $211 per night from Sep 6 to Sep 7
Blue Harbor Resort and Conference Center
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue, Sheboygan, WI, 53081
Fully refundableReserve now, pay when you stay
The price is $149 per night from Sep 1 to Sep 2
Grandstay Residential Suites Hotel - Sheboygan
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.

Everything you need to know about Sheboygan vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway, or the ultimate city break, we’ve got the Sheboygan vacation rental for you. At Expedia, you can take your pick from:

  • private vacation homes,
  • apartments,
  • condos,
  • resorts,
  • cabins,
  • villas,
  • motels,

The list goes on, and on… and on.

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

Sheboygan vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sheboygan. No matter what time of year you decide to visit, Sheboygan has something for everyone. If you’re looking for a little peace, consider booking during the low season months. For more hustle and bustle, you may prefer to visit Sheboygan in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $149 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals.

How to find incredible deals on Sheboygan rentals

At Expedia, we put the best Sheboygan vacation rentals in one place. All you need to do is take your pick. We offer book now, pay later options, and free cancellation on some properties, so 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 vacation.

If you’re looking for a little inspiration, browse our latest incredible offers. 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. It’s easy to save and book with Expedia in complete confidence.

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