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
Aug 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

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.
₩117,241
₩133,068 total
includes taxes & fees
Sep 20 - Sep 21
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.
₩150,916
₩171,289 total
includes taxes & fees
Aug 30 - Aug 31
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.
₩134,017
₩152,110 total
includes taxes & fees
Sep 13 - Sep 14
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.
₩192,048
₩217,975 total
includes taxes & fees
Sep 13 - Sep 14
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.
₩110,668
₩122,288 total
includes taxes & fees
Aug 31 - Sep 1
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.
₩166,301
₩188,751 total
includes taxes & fees
Aug 26 - Aug 27
Grandstay Residential Suites Hotel - Sheboygan

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.
₩174,982
₩198,605 total
includes taxes & fees
Sep 14 - Sep 15
The Inn on Maritime Bay, an Ascend Collection Hotel

8. 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.
₩142,998
₩162,302 total
includes taxes & fees
Sep 14 - Sep 15
Comfort Inn & Suites Sheboygan I-43

9. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
₩136,587
₩155,026 total
includes taxes & fees
Sep 16 - Sep 17
Wingate by Wyndham Sheboygan

10. Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan
Sheboygan
  • Dive into year-round aquatic bliss at this lakeside retreat with a pristine indoor pool just minutes from Lake Michigan.
₩185,840
₩210,928 total
includes taxes & fees
Sep 20 - Sep 21
Fairfield Inn & Suites by Marriott Sheboygan
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

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

10/10 Excellent
"Lovely hotel, clean and comfortable beds /pillows. Very welcoming staff. Terrific location. Plentiful hot breakfast items. Outstanding pet fee $20 per dog. Husband teens loved the pool and hot tub."
Janette 1-night trip
Posted 13 hours ago
Comfort Inn & Suites Sheboygan I-43
Grandstay Residential Suites Hotel - Sheboygan

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."
Jennifer 1-night trip
Posted 14 hours ago
Grandstay Residential Suites Hotel - Sheboygan
Lighthouse Inn

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."
Holly 4-night trip
Posted 15 hours ago
Lighthouse Inn
Harbor Town, BW Signature Collection

Harbor Town, BW Signature Collection

10/10 Excellent
"I needed to check out early and booked for made to order eggs but had to leave before 7am when service started. That bummed me out!"
John 1-night trip
Posted 17 hours ago
Harbor Town, BW Signature Collection
The Inn on Maritime Bay, an Ascend Collection Hotel

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!"
Stephanie 1-night trip
Posted 2 days ago
The Inn on Maritime Bay, an Ascend Collection Hotel
The Osthoff Resort

The Osthoff Resort

10/10 Excellent
"Great"
William 6-night trip
Posted 3 days ago
The Osthoff Resort
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 3 days ago
La Quinta Inn by Wyndham Sheboygan

Frequently asked questions

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