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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct
On The Rocks. Lake Michigan Beachfront Home.
Property grounds

On The Rocks. Lake Michigan Beachfront Home.

9.6 out of 10, Exceptional, (5)
On The Rocks. Lake Michigan Beachfront Home.
See the Lake! Hear the Waves! Steps to the Beach! Entire cottage. 2 bikes.
Shopko Gate entrance leads to a retail space within the stadium, offering a convenient shopping experience.

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

10.0 out of 10, Exceptional, (13)
"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.
East Shore Retreat
Relax by the fire pit in an outdoor space with a scenic view.

East Shore Retreat

6.0 out of 10, (1)
"Beautiful view and main room. Dishes were dir"
East Shore Retreat
Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4) )
Relax in a serene backyard oasis with a deck, lush greenery, and a well-manicured lawn.

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

10.0 out of 10, Exceptional, (176)
"We experienced a death in the family. The cottage was quiet and healing. I loved being able to look at the lake and hear the ducks. "
Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4) )
NEW! Shoreline Serenity
Situated on a sloped terrain, this single-story house blends seamlessly into its surroundings amidst a dense forest.

NEW! Shoreline Serenity

9.8 out of 10, Exceptional, (9)
"This place is beautiful. It is decorated with a beachy theme that matches the breathtaking views. The attention to detail was superb and the little extras the owner added made our stay very special."
NEW! Shoreline Serenity
Fall dates available at SurfDaze!
Enjoy unobstructed views of the water from this outdoor seating area.

Fall dates available at SurfDaze!

10.0 out of 10, Exceptional, (104)
"This place was as advertised, the host was quick to answer any questions and provide recommendations. We plan on coming back when the weather is nicer to enjoy the outdoor spaces and the lake "
Fall dates available at SurfDaze!
3-bedroom lake cottage in the Kettle Moraine State Forest
Enjoy the serene views from this outdoor deck, surrounded by a natural wooded area.

3-bedroom lake cottage in the Kettle Moraine State Forest

9.8 out of 10, Exceptional, (39)
"Stay was excellent."
3-bedroom lake cottage in the Kettle Moraine State Forest
Cozy Lakefront Escape: Perfect for Seasonal Getaways & Large Groups
Enjoy a peaceful retreat in a serene outdoor space with a deck, patio, and garden surrounded by mature trees.

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
Peaceful Cottage on Lake Michigan
Relax by the ocean with a serene view, a picnic table, and benches surrounded by tall trees.

Peaceful Cottage on Lake Michigan

10.0 out of 10, Exceptional, (59)
"We loved our stay and were sad to leave. Location was great and the cottage had everything we needed and then some. Would definitely stay again!"
Peaceful Cottage on Lake Michigan
Fall dates and holidays available!
Enjoy a peaceful retreat surrounded by a well-manicured lawn, a scenic water view, and a shaded seating area.

Fall dates and holidays available!

10.0 out of 10, Exceptional, (133)
"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!"
Fall dates and holidays available!
Private Beach, Outdoor Dining, Firepit
Relax in Adirondack chairs facing the ocean, with a fire pit at the center.

Private Beach, Outdoor Dining, Firepit

10.0 out of 10, Exceptional, (102)
"It is truly a special little cottage."
Private Beach, Outdoor Dining, Firepit
Updated Plymouth Home ~ 5 Mi to Road America!
Set amidst a lush lawn, this single-story home features a garage and a welcoming porch area.

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!
Steps to Lake Michigan: Manitowoc Home w/ Fire Pit
Stroll up to this charming home, featuring a garage and covered porch, set amidst a serene and lawn with mature trees.

Steps to Lake Michigan: Manitowoc Home w/ Fire Pit

3.0 star property
Steps to Lake Michigan: Manitowoc Home w/ Fire Pit
Lakefront Plymouth Cottage w/ Private Hot Tub
Relax on the deck overlooking the serene lake with a tranquil view of boats.

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
Interior

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
Spacious Recently Built Home < 1 Mi to Lake!
Relax on the deck with a view of the surrounding landscape, featuring a seating area with three chairs.

Spacious Recently Built Home < 1 Mi to Lake!

3.0 star property
Spacious Recently Built Home < 1 Mi to Lake!
Family-friendly House: Walk to Lake Michigan!
Stroll up to the charming entrance, featuring a garage, front porch, and inviting staircase.

Family-friendly House: Walk to Lake Michigan!

3.0 star property
10.0 out of 10, Exceptional, (1)
Family-friendly House: Walk to Lake Michigan!
Pet-friendly Sheboygan Home, 1 Mi to Lake Michigan
Front of property

Pet-friendly Sheboygan Home, 1 Mi to Lake Michigan

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great stay. This is a very nice home. BEAUTIFUL home. Would recommend. Only complaint was lack of electrical outlets. I would recommend and electrician come in and upgrade the home just a bit. OTHER WISE THIS PLACE IS AMAZING WITH TONS OF ROOM!"
Pet-friendly Sheboygan Home, 1 Mi to Lake Michigan
No Cleaning Fee. King Bed. Cedar soaking Hot Tub, 5min walk to Beach
Relax in a serene outdoor setting with a fire pit table surrounded by comfortable seating and lush green surroundings.

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
A-frame on Horseshoe Lake
Situated in a wooded area, this cabin features a steeply pitched roof and a charming front porch with a bench.

A-frame on Horseshoe Lake

10.0 out of 10, Exceptional, (86)
"Super fun property!"
A-frame on Horseshoe Lake
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

Watershed Hotel

Watershed Hotel

10/10 Excellent
"Very clean and new. Quiet hotel in a beautiful location. Friendly staff. Comfortable bed and furniture. Hot shower with great water pressure. "
Patricia 1-night trip
Posted 1 day ago
Watershed Hotel

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.
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