Sheboygan Cottages

A red lighthouse amidst rough seas with waves crashing against a pier.

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Our top choices for Sheboygan cottages

A suburban street with houses, a gas station, and a clear sky.

1. 1 Mi to Shore: Lake Michigan Retreat w/ Game Room!

Two Rivers

includes taxes & fees

2 Nov - 3 Nov

A brick house with a chimney, a front porch, and a well-maintained garden.

2. Charming cottage on Lake Winnebago

Neenah

Candice P.

includes taxes & fees

16 Nov - 17 Nov

A wooden deck with a glass railing overlooking a snowy landscape with trees.

3. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Hubertus

includes taxes & fees

29 Nov - 30 Nov

A grassy area with a house, a pond, and a building with a textured exterior.

4. Pontoon Included with Cottage! Boat or JetSki Lake Winnebago! Package Deal!

Fond du Lac

"My husband and I just had the absolute best stay at this amazing little cottage on the Fond du Lac River! If you are looking for a perfect getaway just down the river from Lake Winnebago, this is absolutely the place to book.The cottage itself is incredibly cute, beautifully decorated, and was spotless when we arrived. The host has thought of everything to make it feel like a home away from home. We spent our days making full use of the kayaks (provided by host at no charge) and fishing right...

Dani H.

includes taxes & fees

7 Nov - 8 Nov

5. Boat or WaveRunner Rentals available next door! Relax or Explore Lake Winnebago!

Fond du Lac

"Excellent stay! We couldn’t be happier with our time at this cottage. We enjoyed using their four complimentary kayaks (they had life jackets and paddles for us), had a fire at night (host supplied free chopped firewood), grilled out burgers on the grill, and rented a pontoon boat and wave runner (Lake Winnebago Boat & WaveRunner Rentals is next door. The host (Brad) who owns this cottage also owns the boat rental place next door). We even did some fishing (there is a bait shop also next door)...

Magen S.

includes taxes & fees

7 Nov - 8 Nov

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Top Sheboygan Hotel Reviews

Harbor Winds Hotel

8/10 Good

"This is like a boutique hotel. Small cozy rooms. The location is great, very walkable to restaurants and downtown. Nice breakfast in a room that looks at the water. Will return."

Quality Inn Sheboygan North I-43

10/10 Excellent

"The rooms were very clean, comfortable & spacious. Breakfast eating area a little tight but good selection for a quick bite & very clean. Pool smaller than photo and not used by our group. Friendly & helpful staff, no washer or dryer available for guests. Good location easy access off expressway; chain restaurants, diner & Kwik Trip within walking distance. Close to Downtown Sheybogan & attractions, price was right & we all agreed we would stay there again"

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

10/10 Excellent

"This is a very scenic property with a lake view. Nice spot for a relaxing girl's trip. Nice location as well. The check in was very easy. The two bedrooms are upstairs, and the bathrooms were on the 1st floor and basement, we are older women, and I was not aware of this."

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