The Best Hotels with a Pool in Cleveland, WI from SAR 330 in 2026

Q: What are some accommodations with pools in Cleveland?

Shoreline Serenity - 2 Private Acres : Vacation home, 1-minute walk from Lake Michigan. Provides complimentary wireless internet access, a pool, and kitchens. Insane luxury beachfront estate - complete with indoor pool, arcade and theater! : Hotel located near Lake Michigan. Features a private beach, an indoor pool, and cooked-to-order. Hidden Haven - Luxury Cottage w/ Hot Tub & Scenic Views : Aparthotel, 14-minute walk from Lake Michigan. Offers daily, an indoor pool, and free self parking. Driftwood Cottage | Lake Michigan Sauna + Fire Pit : Resort located near Road America. Offers a seasonal outdoor pool, an indoor pool, and a full-service spa. Lighthouse Inn : Hotel located near Lake Michigan. Features daily, an indoor pool, and free self parking.

Check availability on Cleveland Hotels with a Pool

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Cleveland hotels with a pool

Cobblestone Hotel & Suites - Two Rivers

Two Rivers

Luxurious indoor pool retreat beckons with year-round swimming and riverside relaxation in a clean, modern hotel setting.

SAR 376 total

includes taxes & fees

22 Jun - 23 Jun

Lighthouse Inn

Two Rivers

Lakeside relaxation awaits with a private beach and stunning indoor pool, just steps from white sand shores of Lake Michigan.

SAR 437 total

includes taxes & fees

22 Jun - 23 Jun

Best Western Stanton Inn

Chilton

Relaxing indoor pool and hot tub experience awaits at this hotel with fitness amenities.

SAR 443 total

includes taxes & fees

28 Jun - 29 Jun

Indoor pool, open 6:00 AM to 10:00 PM, sun loungers

The Oasis Hotel & Bar

Sheboygan Falls

Splash into serenity at this Lake Michigan hotel with year-round indoor pool and arcade fun.

SAR 330 total

includes taxes & fees

24 Jun - 25 Jun

AmericInn by Wyndham Sheboygan

Sheboygan

Splash into warmth and comfort at this hotel's indoor pool oasis with year-round swim escapes.

SAR 431 total

includes taxes & fees

28 Jun - 29 Jun

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.

SAR 563 total

includes taxes & fees

24 Jun - 25 Jun

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.

SAR 464 total

includes taxes & fees

24 Jun - 25 Jun

Comfort Inn & Suites Sheboygan I-43

Sheboygan

Aquatic paradise features waterslide, children's pool, and hot tub for family fun all day long.

SAR 486 total

includes taxes & fees

9 Jul - 10 Jul

View all properties

Choose what matters most at hotels with a pool in Cleveland

Breakfast included

4 stars

Top Cleveland Hotel Reviews

Holiday Inn Manitowoc by IHG

8/10 Good

"it is ok property"

Lighthouse Inn

10/10 Excellent

"We especially enjoyed the breakfast available whereby patrons were provided with a voucher worth $7.50 per guest at their lovely restaurant, which offered a creative menu as well as a beautiful, sweeping views overlooking Lake Michigan. The room itself was large, beds were comfortable and staff were friendly upon check in. Great experience!"

Harbor Town, BW Signature Collection by Best Western

8/10 Good

"The lobby, eating area and outdoor sitting area were very nice and well-maintained. The room we had was ok. It smelled a bit musty at first. The bathroom had been re-done but the stuffed chair and carpet were stained. The microwave needed a good outside cleaning. The refrigerator was clean. The walls had so.e stains, etc. Sadly most places never deep clean. The bed was comfortable, sheets seemed clean and the pillows were big and very nice, and the air conditioner / heater worked well."

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Find More Hotels near Cleveland

Explore more hotels

See a list of all hotels in Cleveland

Frequently asked questions

What are some accommodations with pools in Cleveland?

Shoreline Serenity - 2 Private Acres: Vacation home, 1-minute walk from Lake Michigan. Provides complimentary wireless internet access, a pool, and kitchens. Insane luxury beachfront estate - complete with indoor pool, arcade and theater!: Hotel located near Lake Michigan. Features a private beach, an indoor pool, and cooked-to-order. Hidden Haven - Luxury Cottage w/ Hot Tub & Scenic Views: Aparthotel, 14-minute walk from Lake Michigan. Offers daily, an indoor pool, and free self parking. Driftwood Cottage | Lake Michigan Sauna + Fire Pit: Resort located near Road America. Offers a seasonal outdoor pool, an indoor pool, and a full-service spa. Lighthouse Inn: Hotel located near Lake Michigan. Features daily, an indoor pool, and free self parking.

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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Cleveland Hotels with a Pool