Cleveland Holiday Rentals, Wisconsin: Private House Rentals

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Our top choices for Cleveland hotels

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

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

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

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

1. Watershed Hotel

Sheboygan

Brian

Rp2.336.341

Rp2.651.747 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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.

2. Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan

Kristin

Rp1.879.815

Rp2.133.590 total

includes taxes & fees

27 Sept - 28 Sept

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

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

3. AmericInn by Wyndham Manitowoc

Manitowoc

Kimberly

Rp2.023.934

Rp2.297.165 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

4. Baymont by Wyndham Plymouth

Plymouth

Paula

Rp2.364.091

Rp2.683.243 total

includes taxes & fees

11 Oct - 12 Oct

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

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

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

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

5. Lighthouse Inn

Two Rivers

Christine

Rp1.653.163

Rp1.876.413 total

includes taxes & fees

27 Sept - 28 Sept

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

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

A hotel room with a large bed, a wooden headboard, two bedside lamps, a nightstand, a hanging coat rack, and a window with curtains.

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

6. Cobblestone Hotel & Suites - Two Rivers

Two Rivers

Mark

Rp2.400.792

Rp2.844.940 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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

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

7. La Quinta Inn by Wyndham Sheboygan

Sheboygan

Tony Michael Williams

Rp1.764.520

Rp2.002.731 total

includes taxes & fees

25 Oct - 26 Oct

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 television.

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.

8. Quality Inn Sheboygan North I-43

Sheboygan

Christine

Rp1.638.483

Rp1.859.677 total

includes taxes & fees

18 Oct - 19 Oct

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.

9. Fairfield Inn & Suites by Marriott Sheboygan

Sheboygan

Napolean

Rp2.239.665

Rp2.542.020 total

includes taxes & fees

4 Oct - 5 Oct

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

An indoor swimming pool with a geometric ceiling design, a seating area with chairs, and a view of the outdoors through large windows.

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

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

10. Home2 Suites By Hilton Sheboygan

Sheboygan

Susan

Rp2.334.193

Rp2.649.309 total

includes taxes & fees

4 Oct - 5 Oct

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.

A modern living room with a grey sofa, a coffee table, and a dining area with a wooden table and chairs. A kitchen with white cabinets and stainless steel appliances is visible in the background.

11. Harbor Town, BW Signature Collection

Manitowoc

Patrick

Rp1.315.333

Rp1.492.904 total

includes taxes & fees

19 Oct - 20 Oct

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

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.

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

12. Harbor Winds Hotel

Sheboygan

janice

Rp1.877.488

Rp2.130.815 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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.

13. AmericInn by Wyndham Sheboygan

Sheboygan

Thomas

Rp1.582.625

Rp1.796.281 total

includes taxes & fees

4 Oct - 5 Oct

A modern hotel lobby with a TV, wooden paneling, a round light fixture, and a reception desk.

A modern dining area with a dark wooden table and matching stools, a grey carpet, and a wall-mounted artwork.

A modern bedroom with a large bed, a fireplace, and a cityscape artwork on the wall.

A living room with two sofas, a coffee table, and a lamp. Large windows with curtains are on the walls, and the room has a carpeted floor.

14. Plymouth Suites Hotel

Plymouth

Grace

Rp1.740.172

Rp1.975.095 total

includes taxes & fees

27 Sept - 28 Sept

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

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

A hot tub area with wooden ceiling beams, tiled walls, and a sign indicating a 3-foot depth limit.

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

15. Best Western Stanton Inn

Chilton

deborah

Rp2.577.853

Rp2.925.887 total

includes taxes & fees

29 Sept - 30 Sept

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

A reception desk with a digital screen, a sign indicating check-in times, and a door.

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

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

16. Super 8 by Wyndham Sheboygan WI

Sheboygan

Dana

Rp1.700.785

Rp1.930.480 total

includes taxes & fees

18 Oct - 19 Oct

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 two beds, a desk, a chair, a sofa, and a round yellow table.

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

17. Comfort Inn & Suites Sheboygan I-43

Sheboygan

Chelsea

Rp1.450.143

Rp1.645.913 total

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

18. The Oasis Hotel & Bar

Sheboygan Falls

Shane

Rp1.272.903

Rp1.406.558 total

includes taxes & fees

4 Oct - 5 Oct

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 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.

19. Wingate by Wyndham Sheboygan

Downtown Sheboygan

Joell

Rp1.654.237

Rp1.877.560 total

includes taxes & fees

19 Oct - 20 Oct

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

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

A modern hotel lobby with a high ceiling, a zebra-patterned carpet, and a glass partition with a view of the lobby area.

20. Holiday Inn Manitowoc by IHG

Manitowoc

Cathleen

Rp1.772.397

Rp2.011.671 total

includes taxes & fees

25 Oct - 26 Oct

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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?

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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.

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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.

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Top Cleveland Hotel Reviews

The Oasis Hotel & Bar

8/10 Good

"The rooms are clean however it is an old property and smells food a lot. Lot of construction workers but beds were okay. Not for families. Fine for single guys...if you just want to sleep for a night"

Harbor Town, BW Signature Collection

10/10 Excellent

"nice place and a good breakfast"

Blue Harbor Resort and Conference Center

10/10 Excellent

"It was so special! Clean fun!"

Quality Inn Sheboygan North I-43

8/10 Good

"Pleased that a room was ready even though we arrived much earlier than expected. Housekeeping came in one of the days (we forgot to put out the DND sign) but they provided fresh towels and toiletries without disturbing or rearranging any of our personal items. Much appreciated."

AmericInn by Wyndham Sheboygan

8/10 Good

"The proper"

Super 8 by Wyndham Sheboygan WI

8/10 Good

"Fair pricing, been in worse for a lot more money. Beds were a bit hard, showers were hot, reserved an accessable room, apparently that means it's on the first floor. No grab bars in the shower or by the toilet. Good for the price."

La Quinta Inn by Wyndham Sheboygan

10/10 Excellent

"Great location. Great price. Great room."