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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Cottages in Sheboygan

Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4) )
Outdoor dining

Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4) )

10.0 out of 10, Exceptional, (167)
"We stayed 2 nights and Mary & Richard's cottage. Clean and comfortable we will stay again!"
Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4) )
BeachDaze a Lake Michigan Property
On the beach, sun loungers

BeachDaze a Lake Michigan Property

10.0 out of 10, Exceptional, (131)
"My husband and I stayed here for a weekend to celebrate my birthday, and as soon as we got there we wanted to extend our stay! This is a wonderfully clean and well cared for home that had everything we needed. The views were amazing, and the fireplace was perfect for a cold March evening. Listening the waves and reading a book were just what we needed for a relaxing weekend. We hadn't left before we started looking into the listing to book our next trip to BeachDaze!"
BeachDaze a Lake Michigan Property
3-bedroom cottage just 10 minutes from Kettle Moraine State Forest
Property grounds

3-bedroom cottage just 10 minutes from Kettle Moraine State Forest

10.0 out of 10, Exceptional, (34)
"Stay was excellent."
3-bedroom cottage just 10 minutes from Kettle Moraine State Forest
See the Lake! Hear the Waves! Steps to the Beach! Entire cottage. 2 bikes.
Exterior

See the Lake! Hear the Waves! Steps to the Beach! Entire cottage. 2 bikes.

10.0 out of 10, Exceptional, (12)
"Cute little house across from the beach. Perfect for biking and beaching."
See the Lake! Hear the Waves! Steps to the Beach! Entire cottage. 2 bikes.
Peaceful Cottage on Lake Michigan
Property grounds

Peaceful Cottage on Lake Michigan

10.0 out of 10, Exceptional, (54)
"We had an amazing weekend getaway! The cottage & the hospitality were top notch, but the location truly surpassed it all. If you're looking for a place to unwind & relax, this is it! The hosts really go the extra mile. We can't wait to visit again!"
Peaceful Cottage on Lake Michigan
Pristine Beach Access, Arcade near Kohler-Andrae
Exterior

Pristine Beach Access, Arcade near Kohler-Andrae

10.0 out of 10, Exceptional, (13)
"Our annual canoe trip got rained out so we were so happy to find this spot! Hiked Kohler Andrae before checking in and had a great time playing ping pong and arcade games after the rain hit. Everything was great!"
Pristine Beach Access, Arcade near Kohler-Andrae
June dates available at SurfDaze!
Property grounds

June dates available at SurfDaze!

10.0 out of 10, Exceptional, (102)
June dates available at SurfDaze!
East Shore Retreat
Outdoor dining

East Shore Retreat

East Shore Retreat
Cozy Lakefront Escape: Perfect for Seasonal Getaways & Large Groups
Fridge, microwave, oven, stovetop

Cozy Lakefront Escape: Perfect for Seasonal Getaways & Large Groups

2.5 star property
10.0 out of 10, Exceptional, (1)
"It’s a cute place with comfortable beds, clean linens, and plenty of seating. There are lots of windows in the downstairs and the view is great. There are four bedrooms upstairs, and a separate loft area over the garage with the other beds. It’s a great place and will be going back!"
Cozy Lakefront Escape: Perfect for Seasonal Getaways & Large Groups
On The Rocks. Lake Michigan Beachfront Home.
4 bedrooms, iron/ironing board, travel crib, WiFi

On The Rocks. Lake Michigan Beachfront Home.

On The Rocks. Lake Michigan Beachfront Home.
Private Beach, Outdoor Dining, Firepit
Property grounds

Private Beach, Outdoor Dining, Firepit

10.0 out of 10, Exceptional, (95)
"It is truly a special little cottage."
Private Beach, Outdoor Dining, Firepit
Updated Plymouth Home ~ 5 Mi to Road America!
Interior

Updated Plymouth Home ~ 5 Mi to Road America!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful spot, calm and clean neighborhood, close to the track. A real find."
Updated Plymouth Home ~ 5 Mi to Road America!
A-frame on Horseshoe Lake
Smart TV

A-frame on Horseshoe Lake

10.0 out of 10, Exceptional, (83)
"Super fun property!"
A-frame on Horseshoe Lake
Lakefront Plymouth Cottage w/ Private Hot Tub
Terrace/patio

Lakefront Plymouth Cottage w/ Private Hot Tub

3.0 star property
Lakefront Plymouth Cottage w/ Private Hot Tub
Riverfront Two Rivers Vacation Rental By Beaches
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Riverfront Two Rivers Vacation Rental By Beaches

3.0 star property
8.0 out of 10, Very Good, (1)
"Overall, a very nice property. Updated amenities, comfortable space and right on the river, which was great. Two small frustrations - there were no toiletries in the house (body wash, shampoo, etc) which we have come to expect with rental properties like this. We had to go and buy our own. Second, there were quite a few flies in the house when we got there. We were able to get rid of them but it was a bit of a hassle. "
Riverfront Two Rivers Vacation Rental By Beaches
Bright and Cheerful Lake Front Beach Cottage
Beach

Bright and Cheerful Lake Front Beach Cottage

10.0 out of 10, Exceptional, (4)
"Adorable cottage with its own beach area!"
Bright and Cheerful Lake Front Beach Cottage
Steps to Lake Michigan: Manitowoc Home w/ Fire Pit
Interior

Steps to Lake Michigan: Manitowoc Home w/ Fire Pit

3.0 star property
Steps to Lake Michigan: Manitowoc Home w/ Fire Pit
Pet-friendly Sheboygan Home: 4 Mi to Lake Michigan
Property grounds

Pet-friendly Sheboygan Home: 4 Mi to Lake Michigan

3.0 star property
Pet-friendly Sheboygan Home: 4 Mi to Lake Michigan
No Cleaning Fee. King Bed. Cedar soaking Hot Tub, 5min walk to Beach
Dining

No Cleaning Fee. King Bed. Cedar soaking Hot Tub, 5min walk to Beach

10.0 out of 10, Exceptional, (16)
"Absolutely beautiful we would highly recommend to anyone looking for a relaxing getaway"
No Cleaning Fee. King Bed. Cedar soaking Hot Tub, 5min walk to Beach
Lakefront Campbellsport Retreat w/ Dock & Yard!
House (4 Bedrooms) | Interior

Lakefront Campbellsport Retreat w/ Dock & Yard!

3.0 star property
Lakefront Campbellsport Retreat w/ Dock & Yard!
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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Frequently asked questions

How much do cottages in Sheboygan cost?
Prices for cottages in Sheboygan range between and per night. No matter your budget, you'll find the ideal place to get in touch with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Sheboygan with Expedia?
We think that vacays should be a breeze, so if you're after cottages in Sheboygan at a great price, Expedia has got you covered. Save those pennies and select a cheap option surrounded by nature, or book an upmarket cottage to pamper your loved ones.
How can I find cheap cottages in Sheboygan?
The easiest way to locate cheap cottages in Sheboygan is with Expedia's useful filter tool. Refine your search results by star rating, amenities and budget to snag awesome rates in just a few keystrokes.