Find Hotels with a Pool in Cleveland, WI

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Check availability on Cleveland Hotels with a Pool

Tonight
Dec 3 - Dec 4
Tomorrow
Dec 4 - Dec 5
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top Cleveland Hotels with a Pool

Indoor pool
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

2.0 star property
Sheboygan
8.6 out of 10, Excellent, (1004)
"Nice room and friendly staff "
United States
John
The price is ￥11,784
￥13,374 total
includes taxes & fees
Dec 7 - Dec 8
AmericInn by Wyndham Sheboygan
Indoor pool
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1009)
"Would definitely stay here again!"
United States
Donna
The price is ￥19,451
￥22,076 total
includes taxes & fees
Dec 7 - Dec 8
Grandstay Residential Suites Hotel - Sheboygan
Indoor pool
Lighthouse Inn

Lighthouse Inn

2.5 star property
Two Rivers
8.8 out of 10, Excellent, (1000)
"Room was wonderful, staff was very friendly, everything was clean, the view was breath taking, will be staying her again. "
United States
Michelle
The price is ￥14,720
￥16,708 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Lighthouse Inn
Couples treatment rooms, sauna, steam room, body treatments
The American Club

The American Club

5.0 star property
Kohler
9.6 out of 10, Exceptional, (233)
"The shower was amazing "
United States
Patrick
The price is ￥68,695
￥75,909 total
includes taxes & fees
Dec 7 - Dec 8
The American Club
Indoor pool
Cobblestone Hotel & Suites - Two Rivers

Cobblestone Hotel & Suites - Two Rivers

3.0 star property
Two Rivers
8.8 out of 10, Excellent, (805)
"The room was immaculate! Beds were super comfortable! The breakfast had many choices and the dining area overlooks the lake and rivers! Staff was super friendly and helpful!"
United States
Traci
The price is ￥17,356
￥20,568 total
includes taxes & fees
Dec 9 - Dec 10
Cobblestone Hotel & Suites - Two Rivers
Spa
Inn On Woodlake

Inn On Woodlake

3.5 star property
Kohler
9.4 out of 10, Exceptional, (253)
"Very roomy and clean. "
United States
William
The price is ￥32,104
￥35,476 total
includes taxes & fees
Dec 7 - Dec 8
Inn On Woodlake
Interior entrance
Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG

3.0 star property
Manitowoc
8.2 out of 10, Very Good, (541)
"Modern! A lot of food options!"
United States
Roman
The price is ￥12,337
￥14,002 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Manitowoc by IHG
Indoor pool
The Inn on Maritime Bay, an Ascend Collection Hotel

The Inn on Maritime Bay, an Ascend Collection Hotel

2.5 star property
Manitowoc
7.6 out of 10, Good, (1001)
"Staff was great. Views were beautiful"
United States
Lillian Roundy
The price is ￥19,064
￥21,637 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Inn on Maritime Bay, an Ascend Collection Hotel
Indoor pool
Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth

2.5 star property
Plymouth
9.0 out of 10, Wonderful, (559)
"very nice room staff was spot on great stay"
United States
KEVIN
The price is ￥17,057
￥19,359 total
includes taxes & fees
Dec 14 - Dec 15
Baymont by Wyndham Plymouth
Aerial view
The Osthoff Resort

The Osthoff Resort

3.5 star property
Elkhart Lake
9.2 out of 10, Wonderful, (427)
"Everything was amazing!!! Can't wait to go back."
United States
Cassey
The Osthoff Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cleveland Hotel Reviews

Lighthouse Inn

Lighthouse Inn

10/10 Excellent
"We loved this property! It is definitely older, but located right on Lake Michigan. The views from both the bar area and the restaurant were great. We also enjoyed the lake perch and the Old Fashioneds in the restaurant! In the morning you were given a voucher for breakfast which we made use of before heading to Green Bay for the Packers game. As I said, it is an older property, so if you have a problem with that this is not the place for you. We found it to be charming with staff that were friendly and helpful. "
Debra 1-night trip
Posted 4 days ago
Lighthouse Inn

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!: Aparthotel, 14-minute walk from Lake Michigan. Offers daily, an indoor pool, and free self parking. Stunning castle with working vineyard - the ultimate luxury VRBO property!: Hotel, 1-minute walk from Lake Michigan. Provides a private beach, an indoor pool, and cooked-to-order. The American Club: Hotel, 7-minute walk from Lake Michigan. Features a sauna, an indoor pool, and daily. Grandstay Residential Suites Hotel - Sheboygan: Features daily, an indoor pool, and complimentary wired internet access.
What is there to see and do in Cleveland?
Explore places like Lake Michigan while you're in Cleveland. Take in the natural beauty with a stop at Dairyland Park.
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.