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

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Check availability on Cleveland Hotels with a Pool

Tonight
Sep 12 - Sep 13
Tomorrow
Sep 13 - Sep 14
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Cleveland hotels with a pool

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.
NT$2,506
NT$2,845 total
includes taxes & fees
Oct 11 - Oct 12
Quality Inn Sheboygan North I-43

2. AmericInn by Wyndham Manitowoc

AmericInn by Wyndham Manitowoc
Manitowoc
  • Indoor pool paradise with a children's pool and hot tub for aquatic fun in Manitowoc.
NT$3,658
NT$4,152 total
includes taxes & fees
Oct 1 - Oct 2
AmericInn by Wyndham Manitowoc

3. 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.
NT$3,196
NT$3,628 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Manitowoc by IHG

4. 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.
NT$4,372
NT$4,962 total
includes taxes & fees
Sep 27 - Sep 28
Home2 Suites By Hilton Sheboygan

5. 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.
NT$2,250
NT$2,486 total
includes taxes & fees
Oct 4 - Oct 5
The Oasis Hotel & Bar

6. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
Downtown Sheboygan
  • Splash into tranquil waters at this Sheboygan retreat with a pristine indoor pool.
NT$3,323
NT$3,771 total
includes taxes & fees
Sep 27 - Sep 28
Grandstay Residential Suites Hotel - Sheboygan

7. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
NT$2,673
NT$3,034 total
includes taxes & fees
Oct 12 - Oct 13
Wingate by Wyndham Sheboygan

8. 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.
NT$4,131
NT$4,689 total
includes taxes & fees
Oct 12 - Oct 13
The Inn on Maritime Bay, an Ascend Collection Hotel

9. 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.
NT$2,563
NT$2,909 total
includes taxes & fees
Oct 8 - Oct 9
Comfort Inn & Suites Sheboygan I-43

10. Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
  • Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.
NT$4,179
NT$4,743 total
includes taxes & fees
Oct 11 - Oct 12
Baymont by Wyndham Plymouth
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

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent
"The suite was perfect for all of us. The beds were clean and soft and the breakfast was nice. I loved the location and that it was walking distance to Lake Michigan. We played and swam at the beach all day. I would stay here again and the front desk ladies were very friendly and gave us great tips on what to do. I recommend the bookworm for kids close by too!"
Whitney 1-night trip
Posted 2 days ago
Grandstay Residential Suites Hotel - Sheboygan
Harbor Town, BW Signature Collection

Harbor Town, BW Signature Collection

8/10 Good
"Overall a nice place to stay. My reason for my rating is:"
Allan F 1-night trip
Posted 2 days ago
Harbor Town, BW Signature Collection
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

8/10 Good
"The staff was very polite and helpful. The hotel was pretty clean for the most part. The floors could have been swept better. Maintenance wise, the toilet had too much caulk that was spread around the toilet. It was turning the color of urine. I wiped it with a rag to see if it was clean. It appeared to be stained not neglected during cleaning."
Joe 1-night trip
Posted 3 days ago
Comfort Inn & Suites Sheboygan I-43
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

8/10 Good
"clean room friendly staff"
Cecilia 2-night trip
Posted 4 days ago
Quality Inn Sheboygan North I-43
Super 8 by Wyndham Sheboygan WI

Super 8 by Wyndham Sheboygan WI

10/10 Excellent
"Every thing was Clean, and the AC work very god I rest like queen after a long trip."
Nery 1-night trip
Posted 4 days ago
Super 8 by Wyndham Sheboygan WI
Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG

10/10 Excellent
"Great staff to work with!"
Robert 1-night trip
Posted 4 days ago
Holiday Inn Manitowoc by IHG

Frequently asked questions

What are some accommodations with pools in Cleveland?
Lighthouse Inn: Vacation home, 1-minute walk from Lake Michigan. Features complimentary wireless internet access, a pool, and kitchens. Grandstay Residential Suites Hotel - Sheboygan: Hotel, 1-minute walk from Lake Michigan. Offers a private beach, an indoor pool, and cooked-to-order. Watershed Hotel: Aparthotel, 14-minute walk from Lake Michigan. Features daily, an indoor pool, and free self parking. Harbor Town, BW Signature Collection: Hotel, 6-minute walk from Lake Michigan. Features a snack bar/deli, an indoor pool, and continental. Cobblestone Hotel & Suites - Two Rivers: Hotel located near Lake Michigan. Offers 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 Bookworm Gardens.
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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