Find Hotels with a Pool in Cleveland, WI

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Nov 26 - Nov 27
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Nov 28 - Nov 30
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Dec 5 - Dec 7

Top Cleveland Hotels with a Pool

Indoor pool
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

2.5 star property
Sheboygan
  • Indoor pool
  • Children's pool
  • Near the beach
  • Hot tub
8.6 out of 10, Excellent, (131)
Aquatic adventures await families at this Sheboygan hotel's impressive pool facilities. Little swimmers enjoy their own designated pool while adults relax in the hot tub. After enjoying the waterslide, guests can refuel with a complimentary breakfast buffet.
$76 nightly
The price is $86
Dec 1 - Dec 2
Total with taxes and fees
Comfort Inn & Suites Sheboygan I-43
Indoor pool
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

2.0 star property
Sheboygan
  • Indoor pool
8.6 out of 10, Excellent, (1002)
Aquatic relaxation awaits in the year-round indoor pool, a refreshing retreat after hiking local trails or snowmobiling adventures. Guests praise the plentiful breakfast options, spotless accommodations, and exceptionally friendly staff.
$77 nightly
The price is $87
Dec 1 - Dec 2
Total with taxes and fees
AmericInn by Wyndham Sheboygan
Indoor pool
Lighthouse Inn

Lighthouse Inn

2.5 star property
Two Rivers
  • Indoor pool
  • On private beach
  • Hot tub
8.8 out of 10, Excellent, (1003)
Aquatic bliss defines this lakeside retreat, where an indoor pool complements the private white sand beach. Soak in the bubbling hot tub, enjoy beachfront dining at Waters Edge Restaurant, or explore nature through kayaking and hiking trails.
$99 nightly
The price is $112
Nov 30 - Dec 1
Total with taxes and fees
Lighthouse Inn
Indoor pool
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

2.5 star property
Sheboygan
  • Indoor pool
  • Hot tub
8.2 out of 10, Very Good, (736)
Immerse in the clean indoor pool after exploring Lake Michigan, then soak tired muscles in the pristine hot tub. Friendly staff ensure a comfortable stay while guests enjoy full breakfasts before venturing to nearby attractions.
$71 nightly
The price is $81
Dec 7 - Dec 8
Total with taxes and fees
Quality Inn Sheboygan North I-43
Interior entrance
Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG

3.0 star property
Manitowoc
  • Indoor pool
  • Hot tub
8.2 out of 10, Very Good, (536)
Sparkling waters welcome swimmers to the immaculate indoor pool, accessible from morning until late evening. Beyond swimming, guests relish the divine hot tub experience, complemented by convenient access to the 24-hour fitness center and on-site American cuisine.
$83 nightly
The price is $94
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Manitowoc by IHG
Indoor pool
Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG

2.5 star property
Sheboygan
  • Indoor pool
8.8 out of 10, Excellent, (368)
Splash into the pristine indoor pool, accessible from morning until evening after enjoying the well-stocked breakfast buffet. Friendly staff, spotless rooms with premium bedding, and fitness facilities create a refreshing lakeside getaway.
$103 nightly
The price is $117
Nov 29 - Nov 30
Total with taxes and fees
Holiday Inn Express Sheboygan-Kohler by IHG
Indoor pool
Village Inn on the Lake

Village Inn on the Lake

2.5 star property
Two Rivers
  • Indoor pool
  • Hot tub
8.8 out of 10, Excellent, (153)
Floating in the heated indoor pool, guests admire Lake Michigan views through panoramic windows. This lakeside motel combines aquatic relaxation with outdoor fun featuring a nautical mini-golf course, bike rentals, and a welcoming firepit for evening gatherings.
$99 nightly
The price is $112
Nov 30 - Dec 1
Total with taxes and fees
Village Inn on the Lake
Indoor pool, open 6:00 AM to 10:00 PM, sun loungers
The Oasis Hotel & Bar

The Oasis Hotel & Bar

2.5 star property
Sheboygan Falls
  • Indoor pool
  • Pool loungers
8.2 out of 10, Very Good, (333)
Splash into the inviting indoor pool, accessible from early morning until late evening, creating perfect family moments regardless of weather. Memory foam beds and freshly maintained spaces promise restful nights after aquatic adventures.
$79 nightly
The price is $87
Nov 27 - Nov 28
Total with taxes and fees
The Oasis Hotel & Bar
Indoor pool
Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth

2.5 star property
Plymouth
  • Indoor pool
  • Hot tub
9.0 out of 10, Wonderful, (556)
Sparkling clean waters welcome swimmers to the spacious indoor pool, open from early morning until midnight. Nearby, a rejuvenating hot tub soothes tired muscles after workouts in the fitness center, complementing the hotel's comfortable, quiet rooms.
$110 nightly
The price is $124
Nov 27 - Nov 28
Total with taxes and fees
Baymont by Wyndham Plymouth
Indoor pool
Cobblestone Hotel & Suites - Two Rivers

Cobblestone Hotel & Suites - Two Rivers

3.0 star property
Two Rivers
  • Indoor pool
  • Near the beach
8.8 out of 10, Excellent, (804)
Splash into the pristine indoor pool sanctuary, a favorite feature among guests seeking relaxation after exploring nearby Lake Michigan. Clean rooms, comfortable beds, and a riverside location with scenic outdoor patio complete this refreshing getaway.
$117 nightly
The price is $132
Dec 1 - Dec 2
Total with taxes and fees
Cobblestone Hotel & Suites - Two Rivers
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
"Clean rooms, staff, amenities lakeside views of lake Michigan absolutely beautiful sunset and sunrise "
Mary 1-night trip
Posted 3 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!: Features complimentary wired internet access, an indoor pool, and free self parking. The American Club: Hotel, 1-minute walk from Lake Michigan. Features a private beach, an indoor pool, and cooked-to-order. Grandstay Residential Suites Hotel - Sheboygan: Hotel, 6-minute walk from Lake Michigan. Offers a snack bar/deli, an indoor pool, and continental.
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.

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