Cleveland Holiday Rentals, Wisconsin: Private House Rentals

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Our top choices for Cleveland hotels

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Hotel

Breakfast included

Pet-friendly

Pool

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

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

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

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

1. Watershed Hotel

Sheboygan

Nikolina

4.348.480 ₫

4.935.525 ₫ total

includes taxes & fees

30 Aug - 31 Aug

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

A hotel with a covered entrance, brick pillars, and a sign indicating it is an American hotel.

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

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

2. AmericInn by Wyndham Manitowoc

Manitowoc

Hongmei

2.849.042 ₫

3.233.623 ₫ total

includes taxes & fees

30 Aug - 31 Aug

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

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

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

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

3. Baymont by Wyndham Plymouth

Plymouth

Marvin

3.737.343 ₫

4.242.185 ₫ total

includes taxes & fees

31 Aug - 1 Sept

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

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

A spacious dining area with multiple wooden tables and chairs, a ceiling fan, and a bar area in the background.

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

4. Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan

Kristin

3.316.860 ₫

3.764.636 ₫ total

includes taxes & fees

6 Sept - 7 Sept

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

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

A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.

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

5. Quality Inn Sheboygan North I-43

Sheboygan

Samantha

2.213.305 ₫

2.512.101 ₫ total

includes taxes & fees

20 Sept - 21 Sept

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

A neatly made bed with white bedding, two bedside lamps, a dark headboard, and a small bedside table with a phone and a lamp.

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

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

6. The Oasis Hotel & Bar

Sheboygan Falls

Joe

2.091.972 ₫

2.311.630 ₫ total

includes taxes & fees

30 Aug - 31 Aug

A modern living room with a stone wall, leather sofa, glass coffee table, and a fireplace.

A modern lobby with a stone wall, a fireplace, a reception desk, and a seating area with a sofa and armchairs.

A hotel with a stone facade, a covered entrance, and a parking lot.

A compact kitchen with a black refrigerator, wooden cabinets, a microwave, and a dishwasher.

7. Cobblestone Hotel & Suites - Two Rivers

Two Rivers

gary

2.797.131 ₫

3.314.600 ₫ total

includes taxes & fees

27 Aug - 28 Aug

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

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.

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

8. Harbor Town, BW Signature Collection

Manitowoc

Erik

2.161.965 ₫

2.453.830 ₫ total

includes taxes & fees

9 Sept - 10 Sept

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

A waterfront hotel with a prominent sign, a flagpole, and a reflection in the water.

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.

9. Harbor Winds Hotel

Sheboygan

Michael

3.013.815 ₫

3.420.679 ₫ total

includes taxes & fees

30 Aug - 31 Aug

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 modern living room with a sofa, armchairs, and a coffee table.

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

10. La Quinta Inn by Wyndham Sheboygan

Sheboygan

Eric

2.509.459 ₫

2.848.236 ₫ total

includes taxes & fees

20 Sept - 21 Sept

A view from a window overlooking a coastal area with a pathway leading to a building with a balcony.

A restaurant with wooden tables and chairs, large windows with a view of the sea, and hanging pendant lights.

A modern building with large windows, a pathway lined with rocks, and a view of the sea.

A living room with a view of the sea, a sofa, a wooden table, and a painting on the wall.

11. Lighthouse Inn

Two Rivers

Andy

2.679.604 ₫

3.041.324 ₫ total

includes taxes & fees

1 Sept - 2 Sept

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

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

A coffee station with a chalkboard sign reading "Welcome to the Beginning of Day!" and various coffee-making equipment.

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

12. AmericInn by Wyndham Sheboygan

Sheboygan

Mark

2.530.998 ₫

2.872.683 ₫ total

includes taxes & fees

15 Sept - 16 Sept

A hotel with a modern design, featuring a prominent tower with the hotel name, a covered entrance, and a well-maintained lawn.

An indoor swimming pool with clear water, tiled floor, and safety railings.

A hotel room with a sofa, a small round table, a bed, a desk, and a lamp.

A modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.

13. Comfort Inn & Suites Sheboygan I-43

Sheboygan

Chueyee

2.703.110 ₫

3.068.030 ₫ total

includes taxes & fees

16 Sept - 17 Sept

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

A hotel room with two beds, a wooden headboard, bedside tables with lamps, and a small shelf.

A buffet with labeled containers of omelets and other dishes.

A hotel lobby with a seating area, a reception desk, and framed artwork on the walls.

14. Holiday Inn Express Sheboygan-Kohler by IHG

Sheboygan

Ryan

3.871.976 ₫

4.394.693 ₫ total

includes taxes & fees

20 Sept - 21 Sept

An indoor swimming pool with clear glass walls, wooden ceiling beams, and a poolside seating area with chairs and potted plants.

A hotel dining area with multiple tables and chairs, a kitchen area with a coffee machine, and a large window providing natural light.

A hotel with a covered outdoor area, a parking lot, and a well-lit entrance.

A hotel room with a large bed, a fireplace, a television, and a microwave.

15. Best Western Stanton Inn

Chilton

deborah

3.760.587 ₫

4.268.266 ₫ total

includes taxes & fees

31 Aug - 1 Sept

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

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

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

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

16. Super 8 by Wyndham Sheboygan WI

Sheboygan

Ryan

1.927.435 ₫

2.187.639 ₫ total

includes taxes & fees

15 Sept - 16 Sept

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

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

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.

17. Fairfield Inn & Suites by Marriott Sheboygan

Sheboygan

Kari

3.508.324 ₫

3.981.948 ₫ total

includes taxes & fees

20 Sept - 21 Sept

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

A restaurant with multiple dining tables, chairs, and a bar area.

A reception area with a wooden reception desk, a seating area with two chairs and a table, and a kitchen in the background.

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

18. Wingate by Wyndham Sheboygan

Downtown Sheboygan

Elizabeth

2.594.985 ₫

2.945.307 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A modern lobby with a grey sofa, armchairs, and a large ship's wheel on the wall.

An outdoor patio with tables and chairs, large umbrellas, and a view of the water.

A spacious indoor dining area with multiple tables and chairs, large windows offering views of the outdoors, and pendant lighting fixtures.

A hotel room with two beds, a desk, a TV, and a dresser.

19. The Inn on Maritime Bay, an Ascend Collection Hotel

Manitowoc

Kara

3.307.718 ₫

3.754.260 ₫ total

includes taxes & fees

17 Sept - 18 Sept

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

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

20. Home2 Suites By Hilton Sheboygan

Sheboygan

Syda

3.625.530 ₫

4.114.978 ₫ total

includes taxes & fees

20 Sept - 21 Sept

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Stay near popular Cleveland attractions

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?

See properties

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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Veterans Memorial Park

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

See properties

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

Comfort Inn & Suites Sheboygan I-43

10/10 Excellent

"The hot tub switch wouldn’t turn on one time and parts of its floor looked like it needed repainting soon but otherwise very clean and comfortable stay. The room even smelled fresh as you entered! Loved the purple glow of the outside sign at night."

Harbor Winds Hotel

10/10 Excellent

"Room was very clean and the staff was very helpful. Breakfast was just ok."

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good

"The room was super clean! And the property is located within easy walking distance of the Kohler museum, the library, and restaurants/coffee shops. But there was a lot of noise within the room. Also, there was basically no security - anyone could walk into the property without a key and go all the way to the elevator or stairs; the front desk person was never actually sitting at the front desk, they were always in some back room."

Lighthouse Inn

8/10 Good

"The setting of this hotel is wonderful and lovely right on Lake Michigan, and the staff is lovely, friendly and very accomodating. However, the hotel/room decor is very (out)dated and my room smelled strongly of mildew. I left the window open, ran the A/C and the bathroom fan all the time, and that helped somewhat with the odor. But I was pretty put off by the long black hairs on the bathroom floor, they were not mine. It was gross, and it tells me either the floor didn't get swept or the housekeeper's hair is long and black. Doesn't matter, it was nasty and unhygienic. thank you for your attention."

Holiday Inn Manitowoc by IHG

10/10 Excellent

"The room was clean and well kept during our stay. The food was good and the staff pleasant."

The Inn on Maritime Bay, an Ascend Collection Hotel

10/10 Excellent

"Cute place, right on the water. Super friendly staff. Nothing grand for breakfast (cereal, bagels, yogurt), but perfect for what we needed!"

La Quinta Inn by Wyndham Sheboygan

10/10 Excellent

"The facility was clean and well maintained across the board. Excellent and generous dog walk area with appropriate disposal facility."

The Oasis Hotel & Bar

10/10 Excellent

"Staff was very friendly very clean property. Definitely recommend"

More cheap stays in Cleveland

The Oasis Hotel & Bar

600 N Main St Sheboygan Falls WI

2.091.972 ₫

2.311.630 ₫ total

30 Aug - 31 Aug

includes taxes & fees

8/10 Very good! (409 reviews)

Harbor Town, BW Signature Collection

4004 Calumet Ave. Manitowoc WI

2.161.965 ₫

2.453.830 ₫ total

9 Sept - 10 Sept

includes taxes & fees

Quality Inn Sheboygan North I-43

4332 N 40th St Sheboygan WI

2.213.305 ₫

2.512.101 ₫ total

20 Sept - 21 Sept

includes taxes & fees

8.2/10 Very good! (836 reviews)

Lighthouse Inn

1515 Memorial Dr Two Rivers WI

2.679.604 ₫

3.041.324 ₫ total

1 Sept - 2 Sept

includes taxes & fees

9/10 Wonderful! (1,001 reviews)

The Inn on Maritime Bay, an Ascend Collection Hotel

101 Maritime Dr Manitowoc WI

3.307.718 ₫

3.754.260 ₫ total

17 Sept - 18 Sept

includes taxes & fees

7.8/10 Good! (1,000 reviews)

Grandstay Residential Suites Hotel - Sheboygan

708 Niagara Avenue Sheboygan WI

3.316.860 ₫

3.764.636 ₫ total

6 Sept - 7 Sept

includes taxes & fees

8.6/10 Excellent! (1,073 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 2.187.639 ₫

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. Watershed Hotel

2. AmericInn by Wyndham Manitowoc

3. Baymont by Wyndham Plymouth

4. Grandstay Residential Suites Hotel - Sheboygan

5. Quality Inn Sheboygan North I-43

6. The Oasis Hotel & Bar

7. Cobblestone Hotel & Suites - Two Rivers

8. Harbor Town, BW Signature Collection

9. Harbor Winds Hotel

10. La Quinta Inn by Wyndham Sheboygan

11. Lighthouse Inn

12. AmericInn by Wyndham Sheboygan

13. Comfort Inn & Suites Sheboygan I-43

14. Holiday Inn Express Sheboygan-Kohler by IHG

15. Best Western Stanton Inn

16. Super 8 by Wyndham Sheboygan WI

17. Fairfield Inn & Suites by Marriott Sheboygan

18. Wingate by Wyndham Sheboygan

19. The Inn on Maritime Bay, an Ascend Collection Hotel

20. Home2 Suites By Hilton Sheboygan

Stay near popular Cleveland attractions

Dairyland Park

Fischer Creek State Recreation Area

Veterans Memorial Park

Learn more about Cleveland

Top Cleveland Hotel Reviews

Comfort Inn & Suites Sheboygan I-43

Harbor Winds Hotel

Grandstay Residential Suites Hotel - Sheboygan

Lighthouse Inn

Holiday Inn Manitowoc by IHG

The Inn on Maritime Bay, an Ascend Collection Hotel

La Quinta Inn by Wyndham Sheboygan

The Oasis Hotel & Bar

More cheap stays in Cleveland

The Oasis Hotel & Bar

Harbor Town, BW Signature Collection

Quality Inn Sheboygan North I-43

Lighthouse Inn

The Inn on Maritime Bay, an Ascend Collection Hotel

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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