Cleveland Holiday Rentals, Wisconsin: Private House Rentals

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Our top choices for Cleveland hotels

An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.

A pathway leading to a building with a patio area, surrounded by sunflowers and marigolds.

A hotel room with a bed, a sofa, a desk, and a painting on the wall.

A hotel room with a bed, a sofa, a desk, and a television.

1. Quality Inn Sheboygan North I-43

Sheboygan

Christine

2.067.173 ₫

2.346.241 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with tables and chairs, string lights, and a view of the building in the background.

A buffet counter with a coffee machine, a display case with food, and a digital menu board.

A modern hotel room with two beds, a desk, and a view of the outdoors.

A multi-story hotel with a modern design, featuring a covered outdoor seating area and a visible fire feature.

2. Home2 Suites By Hilton Sheboygan

Sheboygan

Susan

3.716.513 ₫

4.218.241 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with a marble countertop, a coffee machine, and various food items displayed.

A hotel lobby with a staircase, seating area, and a reception desk.

A spacious lobby with a wooden staircase, a reception desk, and a seating area.

A modern hotel bathroom with a large mirror, a sink, and a shower area.

3. La Quinta Inn by Wyndham Sheboygan

Sheboygan

Tony Michael Williams

2.367.805 ₫

2.687.458 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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 building entrance with glass doors, a covered walkway, and a view of a green landscape.

4. Watershed Hotel

Sheboygan

Stephan

3.376.296 ₫

3.832.097 ₫ total

includes taxes & fees

11 Oct - 12 Oct

An indoor swimming pool with wooden walls and ceiling, surrounded by tables and chairs.

A restaurant interior with a bar area, multiple seating options including bar stools and tables, and wall decorations.

A bar area with a counter, stools, and a neon sign. There are tables and chairs around the bar.

A hotel room with a bed, a red chair, a wooden door, a nightstand with a lamp, and a bathtub.

5. AmericInn by Wyndham Manitowoc

Manitowoc

Kimberly

2.616.953 ₫

2.970.241 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A spacious living area with a fireplace, a sofa, and a dining area in the background.

A GrandStay hotel with a modern design, featuring a prominent entrance and a clear view of the parking area.

A swimming pool with a no diving sign, chairs around it, and a max pool capacity sign.

A hotel room with two beds, a sofa, a TV, and a dining table.

6. Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan

Kristin

3.104.640 ₫

3.523.767 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A spacious dining area with white chairs and tables, large windows with blinds, and a view of the outdoors.

An outdoor patio with seating, a fire pit, and umbrellas.

A hotel room with a large bed, a wooden headboard, a nightstand with a lamp, a desk with a TV, and a window with a view of the outdoors.

A modern interior with a stone wall, a flat-screen TV, a fireplace, a sofa, and a staircase.

7. Harbor Town, BW Signature Collection

Manitowoc

Patrick

1.900.816 ₫

2.157.427 ₫ total

includes taxes & fees

8 Nov - 9 Nov

An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.

A bar area with a long counter, multiple stools, and a selection of beverages.

A spacious lobby with marble flooring, vending machines, and a staircase.

A reception area with two counters, a marble wall, an ATM, and a staircase.

8. The Oasis Hotel & Bar

Sheboygan Falls

Gregory

2.072.347 ₫

2.289.943 ₫ total

includes taxes & fees

11 Oct - 12 Oct

A hotel room with two beds, a desk, and a window with a view of a parking lot.

A Super 8 motel with a red roof, brick facade, and a signboard.

A bathroom with a sink, mirror, towel rack, and toiletries.

A laundry room with two washing machines, a storage door, and a control panel.

9. Super 8 by Wyndham Sheboygan WI

Sheboygan

David

2.072.347 ₫

2.352.114 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A hotel lobby with a glass door leading to a pool area.

A hotel room with a sofa, armchair, and a small table. There is a mirror on the wall and a lamp. The room has a carpeted floor and a picture of a sunset on the wall.

A living room with two couches, a coffee table, and a round mirror on the wall.

10. Holiday Inn Manitowoc by IHG

Manitowoc

Patricia

2.411.862 ₫

2.737.463 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A Holiday Inn Express hotel with a brick facade, a covered entrance, and an American flag.

A modern dining area with a central island, bar stools, and a sofa.

An indoor swimming pool with clear blue water, surrounded by white chairs and tables, and large windows offering views of the outdoors.

A hotel room with a sofa, a desk, a chair, a television, and a window with curtains.

11. Holiday Inn Express Sheboygan-Kohler by IHG

Sheboygan

3.156.384 ₫

3.582.496 ₫ total

includes taxes & fees

16 Oct - 17 Oct

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.

A hotel room with a flat-screen TV, a desk with a chair, a bed, a sofa, and a large window with curtains.

A breakfast area with wooden tables and chairs, a coffee station, and a wall-mounted TV.

A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.

12. Baymont by Wyndham Plymouth

Plymouth

Paula

3.213.302 ₫

3.647.175 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A spacious atrium with a grand chandelier, multiple balconies, and large windows allowing natural light.

A beachfront hotel with multiple red-roofed buildings, a sandy path leading to the beach, and clear blue water.

A large, white building with a symmetrical facade and multiple balconies.

A coastal hotel with a wooden boardwalk leading to beach chairs.

13. Blue Harbor Resort and Conference Center

Sheboygan

Alexis

4.760.189 ₫

6.084.835 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A kitchen with dark cabinets, a wooden countertop, and pendant lights.

A restaurant with multiple tables and chairs, large windows, and a view of the outside.

A view of a bridge with a tower, a river, and a sunset sky.

A hotel room with two beds, a desk, a chair, a TV, and framed pictures on the walls.

14. Harbor Winds Hotel

Sheboygan

Theresa

2.529.764 ₫

2.871.274 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A spacious living area with a stone fireplace, comfortable seating, and a balcony with a railing.

A reception area with two desks, a TV, and orange chairs.

A hotel room with a bed, a desk with a sink, a chair, a small table, and a window with curtains.

A family sitting by a poolside with chairs and a tiled wall in the background.

15. AmericInn by Wyndham Sheboygan

Sheboygan

Diane

2.221.111 ₫

2.520.960 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A coastal golf course with a 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.

Two people sitting on a couch facing a fireplace with a fruit platter on the table.

16. Inn On Woodlake

Kohler

MARTHA

5.924.688 ₫

6.546.910 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with lounge chairs and tables, a clear blue pool, and a high ceiling with visible structural beams.

A reception area with a wooden reception desk, a flat-screen TV, and a seating area with two chairs and a small table.

A conference room with a long table, six chairs, and a wooden accent wall.

A hotel room with two beds, a desk, a chair, a TV, and an air conditioning unit.

17. Wingate by Wyndham Sheboygan

Downtown Sheboygan

Joell

2.208.434 ₫

2.506.573 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

A reception area with a wooden reception desk, a digital display, and a refrigerator stocked with beverages.

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

A swimming pool with a lifeguard sign, lounge chairs, and a view of the outdoors.

18. Fairfield Inn & Suites by Marriott Sheboygan

Sheboygan

Lawrence

3.236.587 ₫

3.673.526 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A restaurant with a clean, modern interior featuring a central dining area with tables and chairs, a kitchen area with appliances and a refrigerator, and wall decorations including fruit and waffle images.

A hotel room with two beds, a nightstand with a lamp, and a headboard.

A room with two sofas, a small round table with a vase, and a large abstract painting on the wall.

A gym with a treadmill, weight bench, and various exercise machines.

19. Quality Inn Manitowoc

Manitowoc

Anna

1.869.252 ₫

2.147.473 ₫ total

includes taxes & fees

9 Nov - 10 Nov

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Stay near popular Cleveland attractions

Fischer Creek State Recreation Area

You can take time to visit Fischer Creek State Recreation Area during your travels to Cleveland.

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Dairyland Park

Dairyland Park is just one of the places to see in Cleveland, so why not enjoy the other things to explore during your travels?

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Veterans Memorial Park

Explore the great outdoors at Veterans Memorial Park, a lovely green space in Cleveland.

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Learn more about Cleveland

Nestled along Lake Michigan's shores, this charming village invites visitors to hike scenic trails at Fischer Creek State Recreation Area. Spend sunny afternoons at North Side Municipal Beach before exploring Hika Bay and the peaceful grounds of Veterans Memorial Park.

See all hotels in Cleveland

Top Cleveland Hotel Reviews

Lighthouse Inn

8/10 Good

"The view from our room was excellent. The bed was very comfortable, fridge and Microwave worked great. The location more than makes up for the building being a bit dated, the internet could be sporadic at times which was annoying. But all in all we would come back again as Two Rivers is a groovy little town."

Harbor Town, BW Signature Collection

10/10 Excellent

"It was clean, friendly and breakfast was nice."

The Oasis Hotel & Bar

8/10 Good

"Nice spacious room, comfortable bed. Helpful staff as always."

Watershed Hotel

10/10 Excellent

"Great location to all of Sheyboygan's activities. Staff very friendly and helpful. Large room with a walk-in shower. Comfortable beds. Quiet"

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good

"😊"

Village Inn on the Lake

10/10 Excellent

"Nice stay."

La Quinta Inn by Wyndham Sheboygan

8/10 Good

"Room was clean. Smelled like the perfume strippers wear. Staff was friendly and helpful. Sign said rooms not made up on Friday and Sunday unless requested. We stayed over and our room was not made up on Saturday, but trash removed. VERY convenient to Road America. Don’t know if restaurants are near, but there is a McDonald’s very close. Would stay here again."

Holiday Inn Manitowoc by IHG

10/10 Excellent

"Great stay! Quiet and very clean!!"

Blue Harbor Resort and Conference Center

10/10 Excellent

"Perfect weekend getaway spent looking out the balcony at the beach waves!"

More cheap stays in Cleveland

Harbor Town, BW Signature Collection

4004 Calumet Ave. Manitowoc WI

1.900.816 ₫

2.157.427 ₫ total

8 Nov - 9 Nov

includes taxes & fees

8.8/10 Excellent! (1,000 reviews)

The Oasis Hotel & Bar

600 N Main St Sheboygan Falls WI

2.072.347 ₫

2.289.943 ₫ total

11 Oct - 12 Oct

includes taxes & fees

8/10 Very good! (440 reviews)

Quality Inn Sheboygan North I-43

4332 N 40th St Sheboygan WI

2.067.173 ₫

2.346.241 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Comfort Inn & Suites Sheboygan I-43

3912 Motel Rd Sheboygan WI

2.328.480 ₫

2.642.825 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Lighthouse Inn

1515 Memorial Dr Two Rivers WI

2.654.467 ₫

3.012.794 ₫ total

26 Oct - 27 Oct

includes taxes & fees

9/10 Wonderful! (1,007 reviews)

Grandstay Residential Suites Hotel - Sheboygan

708 Niagara Avenue Sheboygan WI

3.104.640 ₫

3.523.767 ₫ total

1 Nov - 2 Nov

includes taxes & fees

8.6/10 Excellent! (1,105 reviews)

Hotels in Cleveland with star rating

Frequently asked questions

What's the seasonal weather like in Cleveland?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Cleveland are January, March, February and October, with each month seeing an average of 17 cm of snowfall.

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Book Hotels in Cleveland on Expedia.com

Find hotels in Cleveland, WI from 2.147.473 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Cleveland

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Cleveland hotels

1. Quality Inn Sheboygan North I-43

2. Home2 Suites By Hilton Sheboygan

3. La Quinta Inn by Wyndham Sheboygan

4. Watershed Hotel

5. AmericInn by Wyndham Manitowoc

6. Grandstay Residential Suites Hotel - Sheboygan

7. Harbor Town, BW Signature Collection

8. The Oasis Hotel & Bar

9. Super 8 by Wyndham Sheboygan WI

10. Holiday Inn Manitowoc by IHG

11. Holiday Inn Express Sheboygan-Kohler by IHG

12. Baymont by Wyndham Plymouth

13. Blue Harbor Resort and Conference Center

14. Harbor Winds Hotel

15. AmericInn by Wyndham Sheboygan

16. Inn On Woodlake

17. Wingate by Wyndham Sheboygan

18. Fairfield Inn & Suites by Marriott Sheboygan

19. Quality Inn Manitowoc

Stay near popular Cleveland attractions

Fischer Creek State Recreation Area

Dairyland Park

Veterans Memorial Park

Learn more about Cleveland

Top Cleveland Hotel Reviews

Lighthouse Inn

Harbor Town, BW Signature Collection

The Oasis Hotel & Bar

Watershed Hotel

Grandstay Residential Suites Hotel - Sheboygan

Village Inn on the Lake

La Quinta Inn by Wyndham Sheboygan

Holiday Inn Manitowoc by IHG

Blue Harbor Resort and Conference Center

More cheap stays in Cleveland

Harbor Town, BW Signature Collection

The Oasis Hotel & Bar

Quality Inn Sheboygan North I-43

Comfort Inn & Suites Sheboygan I-43

Lighthouse Inn

Grandstay Residential Suites Hotel - Sheboygan

Hotels in Cleveland with star rating

Frequently asked questions

Explore a world of travel with Expedia

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