Villas in Sheboygan
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A lighthouse at sunset with a colorful sky and calm water.

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Our top choices for Sheboygan villas

A deck with a view of a lake, surrounded by various signs and advertisements.

A lakeside patio with outdoor seating and a dock.

A swimming pool surrounded by trees and a building with a covered patio area.

A wooden interior with a foosball table, a sofa, and a jukebox.

1. First Floor Pet Friendly Queen Suite with Single Pull-out

First Floor Pet Friendly Queen Suite with Single Pull-out

Elkhart Lake

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"So convenient to all things Elkhart Lake. Great accommodations and host. Would highly recommend!"

Brenda H.

The price is CA $204

CA $204

CA $375 total

includes taxes & fees

Nov 25 - Nov 26

First Floor Pet Friendly Queen Suite with Single Pull-out

2. Beachfront Paradise: King Suite - Sleeps 8!

Beachfront Paradise: King Suite - Sleeps 8!

Sheboygan

7.0 out of 10, Good, (6 reviews)

7.0/10

Good

(6 reviews)

"Property was clean and the check in process was smooth. Right on the beach which was fantastic!"

Sherrill S.

The price is CA $278

CA $278

CA $885 total

includes taxes & fees

Nov 13 - Nov 14

Beachfront Paradise: King Suite - Sleeps 8!

A beach with clear turquoise water, people kayaking, and beach chairs lined up along the shore.

A swimming pool with lounge chairs and a gazebo, surrounded by trees.

A spacious indoor area with a ping pong table, pool table, and arcade machines.

3. Beautifully Updated Two Queen Suite

Beautifully Updated Two Queen Suite

Elkhart Lake

9.6 out of 10, Exceptional, (4 reviews)

9.6/10

Exceptional

(4 reviews)

"Center located and great access to pools beach etc….dog also had a blast!"

John M.

The price is CA $204

CA $204

CA $375 total

includes taxes & fees

Nov 14 - Nov 15

Beautifully Updated Two Queen Suite

A swimming pool with a glass edge, surrounded by trees and a building with a flag.

An aerial view of a resort with a swimming pool, a boat dock, and a large building with a green roof.

4. Waterfront and Pool View Condo!!

Waterfront and Pool View Condo!!

Elkhart Lake

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"We were in town for activities at Road America. The location of this villa is ideal and only a couple of miles from the track"

Jason A.

The price is CA $383

CA $383

CA $701 total

includes taxes & fees

Nov 21 - Nov 22

Waterfront and Pool View Condo!!

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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Sheboygan and related destinations

Sheboygan
Dover
Green Bay
Monroe
St. Joseph

Stroll the pristine Lake Michigan shoreline where surfers catch surprisingly good waves and locals grill world-class bratwurst. The Kohler-Andrae State Park offers sandy dunes and boardwalk trails, while downtown's art scene thrives in renovated brick buildings from the 1920s.

See all hotels in Sheboygan

Top reviews in Sheboygan

A modern hotel with a flat roof, large windows, and a sign reading "The Watershed."

A spacious lobby with a staircase, seating area, and a stone fireplace.

A modern interior with a stone fireplace, large windows, and a flat-screen TV above it.

A modern interior with a stone fireplace, seating area, and a flat-screen TV mounted above it.

Watershed Hotel

Sheboygan

10/10 Excellent

Beautiful clean rooms

Joshua

Reviewed June 19, 2026Reviewed June 19, 2026

Watershed Hotel

A two-story white building with green shutters, a front porch, and a staircase leading to the upper floor.

A round glass table with two chairs, each with a black and white woven seat and backrest, and a white vase with white flowers on the table.

A bedroom with a four-poster bed, a desk with a chair, a chandelier, and floral wallpaper.

A kitchen with a double sink, wooden cabinets, a microwave, and a shelf with glasses and a bowl.

The Rochester Inn, A Historic Hotel

Sheboygan Falls

10/10 Excellent

A short two-block walk to the historic buildings in Sheboygan Falls, this is a charming B&B. A great choice if you are planning on golfing Whistling Staits. The host is friendly and the almond cinnamon toast breakfast was delicious and beautifully presented. The rooms are outfitted with charming antiques. Lovely!

Anonymous traveller

Reviewed October 11, 2015Reviewed October 11, 2015

The Rochester Inn, A Historic Hotel

A multi-story hotel with a clear entrance, outdoor seating area, and a sign indicating 'HOME 2' suites by Hilton.

A buffet counter with a variety of food items, including bread and pastries, and a coffee station with multiple coffee machines.

A hotel reception area with a modern design, including a reception desk, a minibar, and a snack display.

Home2 Suites By Hilton Sheboygan

Sheboygan

8/10 Good

Good staff.

Marco

Reviewed July 22, 2026Reviewed July 22, 2026

Home2 Suites By Hilton Sheboygan

A large brick building with a central entrance, surrounded by well-maintained lawns and a clear sky.

A spacious living room with a brown leather sofa, a coffee table, and a TV. There is a kitchen area with a microwave and cabinets.

A large banquet hall with multiple round tables set for dining, featuring classic chairs and white tablecloths.

Kress Inn, an Ascend Collection Hotel

De Pere

10/10 Excellent

Set in a beautiful town and neighborhood. Clean rooms, friendly staff, good hot breakfast and a gym. Enjoyed our one week stay during the EAA Airventure at Oshkosh. Highly recommend.

Allen

Reviewed July 24, 2026Reviewed July 24, 2026

Kress Inn, an Ascend Collection Hotel

A modern hotel entrance with a curved canopy, multiple floors, and a prominent sign.

An outdoor patio with stone walls, a fire feature, and seating.

A modern living room with a leather sofa, a dining table with chairs, and a stone accent wall.

A modern office space with a desktop computer, a flat-screen monitor, and a printer.

Fairfield Inn & Suites by Marriott Sheboygan

Sheboygan

10/10 Excellent

Great location. Friendly staff. I recommend this property for personal or business visits

Denzil

Reviewed April 25, 2023Reviewed April 25, 2023

Fairfield Inn & Suites by Marriott Sheboygan

A multi-story hotel with a prominent 'La Quinta' sign, a covered entrance, and a parking lot.

An indoor swimming pool with clear water, a diving board, and a seating area with tables and chairs.

A modern living room with a large sectional sofa, a flat-screen TV mounted on a wooden panel, and a fireplace.

A modern apartment with a kitchen featuring a stainless steel sink, a microwave, and wooden cabinets. There is a large window providing a view of the outdoors.

La Quinta Inn & Suites by Wyndham Kaukauna

Kaukauna

10/10 Excellent

Nice rooms

Jason

Reviewed November 2, 2026Reviewed November 2, 2026

La Quinta Inn & Suites by Wyndham Kaukauna

A modern hotel building with a sign reading "HOME 2 SUITES BY HILTON".

An outdoor seating area with a fire pit, yellow and red chairs, and a covered patio with string lights.

A modern lounge area with seating arrangements, tables, and a television screen.

A hotel room with a large bed, a sofa with colorful cushions, a nightstand with a lamp, and a painting on the wall.

Home2 Suites by Hilton Appleton

Appleton

10/10 Excellent

Great spot

Shaun

Reviewed April 25, 2026Reviewed April 25, 2026

Home2 Suites by Hilton Appleton

A hotel with a curved facade, illuminated signage, and snow-covered surroundings.

A coastal golf course with a flag on the green, a rocky shoreline, and a clear view of the ocean.

A spa area with a green heated floor, a ceiling with a cloud mural, and two relaxation chairs on either side.

A cozy living room with a fireplace, leather furniture, and a chandelier.

Inn On Woodlake

Kohler

10/10 Excellent

The staff were excellent!! Very friendly and helpful and the shuttle service and drivers were great!

Rae-Anne

Reviewed August 8, 2023Reviewed August 8, 2023

Inn On Woodlake

A multi-story building with a series of vertical banners displaying the name "Copper Leaf".

A hotel room with a large bathtub, a bedside table with a lamp, and artwork on the wall.

A hotel room with a desk, office chair, sofa, ottoman, and a TV mounted on the wall.

A gym with exercise equipment like a rowing machine, a bench, and various exercise balls.

CopperLeaf Hotel BW Premier Collection

Appleton

10/10 Excellent

Great hotel and next door to Rye restaurant which was superb. Comfortable and safe. Right next to a farmers market. Parking is $6 per night at the public parade next door.

Alexander

Reviewed July 31, 2023Reviewed July 31, 2023

CopperLeaf Hotel BW Premier Collection

A hotel entrance with a sign reading "HOTEL RETLAW".

A grand lobby with a checkered floor, large chandeliers, and potted plants.

A spacious lobby with a checkered floor, high ceilings, and ornate chandeliers.

A spacious lobby with a checkered floor, elegant furniture, and chandeliers.

Hotel Retlaw, Trademark Collection by Wyndham

Fond du Lac

10/10 Excellent

Clean and comfortable. Really beautiful lobby and hotel.

Zahraa

Reviewed August 8, 2026Reviewed August 8, 2026

Hotel Retlaw, Trademark Collection by Wyndham

A Hampton Inn by Hilton building with a large sign, a parking lot, and a well-maintained lawn.

A hotel room with a bed, a sofa, a small table, a TV, and a window with a view of buildings.

A breakfast buffet with various food items, a coffee machine, and a waffle maker.

An indoor swimming pool with clear water, surrounded by lounge chairs and tables.

Hampton Inn Appleton-Fox River Mall Area

Appleton

10/10 Excellent

The staff were all very kind and accommodating. The breakfast food was amazing every morning.

Daniel

Reviewed April 27, 2025Reviewed April 27, 2025

Hampton Inn Appleton-Fox River Mall Area

A modern building with a sign for Batley's Grill & Bar, featuring a prominent entrance and awnings.

A spacious restaurant with high ceilings, exposed beams, and large windows. Tables and chairs are arranged for dining.

An outdoor patio area with tables and chairs, string lights, and two gazebos.

A bar area with a central island, bar stools, and a high ceiling with exposed beams.

Best Western Premier Bridgewood Resort Hotel

Neenah

10/10 Excellent

The Hotel is Excellent. I travel for work and stay there very briefly but every time I go I have a great experience.

Marcelo

Reviewed July 17, 2026Reviewed July 17, 2026

Best Western Premier Bridgewood Resort Hotel

A Holiday Inn hotel with a brick facade, a covered entrance, and a landscaped area with small trees.

A modern office space with a long table, chairs, and a television.

Holiday Inn Appleton by IHG

A modern interior with seating areas, a kitchen, and a dining space.

Holiday Inn Appleton by IHG

Appleton

10/10 Excellent

Comfortable

whitney

Reviewed October 25, 2025Reviewed October 25, 2025

Holiday Inn Appleton by IHG

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Search Sheboygan Villa Rentals from CA $204

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Sheboygan villas

1. First Floor Pet Friendly Queen Suite with Single Pull-out

2. Beachfront Paradise: King Suite - Sleeps 8!

3. Beautifully Updated Two Queen Suite

4. Waterfront and Pool View Condo!!

Sheboygan and related destinations

Top reviews in Sheboygan

Watershed Hotel

10/10 Excellent

Explore a world of travel with Expedia