A rocky shoreline with waves crashing against the rocks and a large weeping willow tree in the background.

Find Hotels with a Pool in Cleveland, WI from CA $122

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Check availability on Cleveland Hotels with a Pool

Tonight
Aug 30 - Aug 31
Tomorrow
Aug 31 - Sep 1
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Cleveland hotels with a pool

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

1. Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
Sheboygan
  • Pool paradise awaits at this inviting hotel, where year-round swimming meets pure relaxation.
CA $115
CA $131 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn Sheboygan North I-43
An indoor swimming pool with multiple lanes, lounge chairs, and a tiled floor.
A modern building with a glass facade and a red awning.
A modern outdoor seating area with a glass ceiling, featuring a sectional sofa and round tables.

2. Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG
Manitowoc
  • Indoor oasis awaits with divine hot tub and pool for year-round swimming and relaxation.
CA $140
CA $159 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Manitowoc by IHG
A family sitting by a poolside with chairs and a tiled wall in the background.
A hotel room with a bed, a desk with a sink, a chair, a small table, and a window with curtains.
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.

3. AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan
Sheboygan
  • Splash into warmth and comfort at this hotel's indoor pool oasis with year-round swim escapes.
CA $135
CA $153 total
includes taxes & fees
Sep 7 - Sep 8
AmericInn by Wyndham Sheboygan
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 neatly made bed with white bedding, two bedside lamps, a dark headboard, and a small bedside table with a phone and a lamp.
A spacious lobby with marble flooring, vending machines, and a staircase.

4. The Oasis Hotel & Bar

The Oasis Hotel & Bar
Sheboygan Falls
  • Splash into serenity at this Lake Michigan hotel with year-round indoor pool and arcade fun.
CA $110
CA $122 total
includes taxes & fees
Sep 15 - Sep 16
The Oasis Hotel & Bar
An indoor swimming pool with a geometric ceiling design, a seating area with chairs, and a view of the outdoors through large windows.
An outdoor patio area with tables and chairs, string lights, and a view of the building in the background.
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.

5. Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
Sheboygan
  • Sleek indoor pool oasis minutes from Lake Michigan creates a serene retreat for year-round swimming at this modern hotel.
CA $193
CA $219 total
includes taxes & fees
Sep 27 - Sep 28
Home2 Suites By Hilton Sheboygan
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 modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.
A hotel room with a sofa, a small round table, a bed, a desk, and a lamp.

6. Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
Sheboygan
  • Aquatic paradise features waterslide, children's pool, and hot tub for family fun all day long.
CA $124
CA $141 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn & Suites Sheboygan I-43
An indoor swimming pool with a clear view of the sky through the ceiling, surrounded by lounge chairs and a brick floor.
A modern lobby with a grey sofa, armchairs, and a large ship's wheel on the wall.
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.

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

The Inn on Maritime Bay, an Ascend Collection Hotel
Manitowoc
  • Splash into relaxation at this maritime hotel with an indoor pool oasis for all-weather fun.
CA $176
CA $200 total
includes taxes & fees
Sep 20 - Sep 21
The Inn on Maritime Bay, an Ascend Collection Hotel
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.

8. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
CA $119
CA $135 total
includes taxes & fees
Sep 27 - Sep 28
Wingate by Wyndham Sheboygan
An indoor swimming pool with a mural of a coastal scene, a lounge area with chairs, and a small table.
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 restaurant with wooden tables and chairs, large windows with a view of the sea, and hanging pendant lights.

9. Lighthouse Inn

Lighthouse Inn
Two Rivers
  • Lakeside relaxation awaits with a private beach and stunning indoor pool, just steps from white sand shores of Lake Michigan.
CA $143
CA $162 total
includes taxes & fees
Sep 1 - Sep 2
Lighthouse Inn
An indoor swimming pool with clear water, wooden walls, and a tiled floor.
A wooden interior with a pool area, lounge chairs, and a table with chairs.
A hotel room with a bed, a fireplace, a television, a sauna, a dining table, and a kitchen area.
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a wooden table and chairs.

10. Village Inn on the Lake

Village Inn on the Lake
Two Rivers
  • Sparkling indoor pool retreat near Lake Michigan offers warm swimming and relaxing hot tub soaks in any season.
CA $152
CA $172 total
includes taxes & fees
Sep 1 - Sep 2
Village Inn on the Lake
View all properties

Choose what matters most at hotels with a pool in Cleveland

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Cleveland Hotel Reviews

Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG

8/10 Good
"The staff was friendly. Breakfast was good with a nice variety. The pool was nice. The fitness room was nice."
Christine 1-night trip
Posted less than an hour ago
Holiday Inn Manitowoc by IHG
AmericInn by Wyndham Manitowoc

AmericInn by Wyndham Manitowoc

10/10 Excellent
"We had 2 rooms (married couple and adult son) each was one queen bed with a sofa. This is a very clean, quiet, well ran hotel/motel with a great breakfast, a friendly staff and nice rooms. I don't know how old it is, but you would think it was new (except for no elevators, which tells me it was built pre-ADA). Cement interior and hallway walls make it very quiet. We would definitely stay here again."
James 1-night trip
Posted 5 hours ago
AmericInn by Wyndham Manitowoc
The Osthoff Resort

The Osthoff Resort

8/10 Good
"Stunning views. Very well kept exterior with wonderful views. All staff was super friendly and helpful. Otto's is just ok. Concourse tasty and Moira was very helpful and fun. Courtyard view rooms are roomy. But old. Knobs on dresser loose. Screens ripped and kept together with scotch tape. Balcony super webby. Toilet takes a long time to complete flush. Water pressure and temps are perfect and easily adjustable. Plenty nearby to do. Great bands and entertainment on hotel grounds and 3 min walk away at Tiki. 3.85/5. Rounded to a 4."
Jonathan 2-night trip
Posted 9 hours ago
The Osthoff Resort
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

8/10 Good
"Clean room. Frriendly staff."
Susan 3-night trip
Posted 1 day ago
AmericInn by Wyndham Sheboygan
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

10/10 Excellent
"Easy location and great room, very clean and comfortable."
April 2-night trip
Posted 2 days ago
Comfort Inn & Suites Sheboygan I-43
La Quinta Inn by Wyndham Sheboygan

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."
Michael 2-night trip
Posted 8 days ago
La Quinta Inn by Wyndham Sheboygan

Frequently asked questions

What are some accommodations with pools in Cleveland?
Shoreline Serenity - 2 Private Acres: Vacation home, 1-minute walk from Lake Michigan. Offers complimentary wireless internet access, a pool, and kitchens. Insane luxury beachfront estate - complete with indoor pool, arcade and theater!: Hotel, 1-minute walk from Lake Michigan. Features a private beach, an indoor pool, and cooked-to-order. Lighthouse Inn: Aparthotel, 14-minute walk from Lake Michigan. Offers daily, an indoor pool, and free self parking. Harbor Town, BW Signature Collection: Hotel, 6-minute walk from Lake Michigan. Provides a snack bar/deli, an indoor pool, and continental. Watershed Hotel: Hotel, 7-minute walk from Lake Michigan. Features a sauna, an indoor pool, and daily.
What is there to see and do in Cleveland?
Explore places like Lake Michigan while you're in Cleveland. Make a point to visit attractions like North Side Municipal Beach and Wilke Lake.
When is the best time to book a hotel with a pool in Cleveland?
Taking into account the local weather in Cleveland is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Cleveland are January, March, February, and October, with each month seeing an average of 7 inches of snowfall.

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