Cleveland Hotels with Swimming Pool

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Check availability on Cleveland Hotels with Swimming Pools

Our top choices for Cleveland hotels with a pool

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Victorian Inn Elkhart Lake Wisconsin

Victorian Inn Elkhart Lake Wisconsin

Victorian Inn Elkhart Lake Wisconsin
4.0 star property
Elkhart Lake
8.8 out of 10, Excellent, (3)
"Perfect location, great amenities."
United States
Deirdre
Victorian Inn Elkhart Lake Wisconsin
Indoor pool
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
2.5 star property
Sheboygan
8.6 out of 10, Excellent, (135)
"Thevroom was clean and spacious "
United States
Kimbery
The price is RM295
RM335 total
includes taxes & fees
13 Jan - 14 Jan 2026
Comfort Inn & Suites Sheboygan I-43
Indoor pool
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
2.5 star property
Sheboygan
8.2 out of 10, Very good, (743)
"Thank you for the stay."
United States
Todd
The price is RM291
RM331 total
includes taxes & fees
23 Dec - 24 Dec
Quality Inn Sheboygan North I-43
Indoor pool
Lighthouse Inn

Lighthouse Inn

Lighthouse Inn
2.5 star property
Two Rivers
9.0 out of 10, Wonderful, (1000)
"Great place clean room awesome staff and great food at restaurant "
United States
Jason
The price is RM406
RM460 total
includes taxes & fees
16 Dec - 17 Dec
Lighthouse Inn
Indoor pool, open 6:00 AM to 10:00 PM, pool loungers
The Oasis Hotel & Bar

The Oasis Hotel & Bar

The Oasis Hotel & Bar
2.5 star property
Sheboygan Falls
8.2 out of 10, Very good, (338)
"Great place to stay"
United States
Sherry
The price is RM291
RM322 total
includes taxes & fees
15 Dec - 16 Dec
The Oasis Hotel & Bar
Indoor pool
Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG
3.0 star property
Manitowoc
8.2 out of 10, Very good, (545)
"Modern! A lot of food options!"
United States
Roman
The price is RM356
RM405 total
includes taxes & fees
16 Dec - 17 Dec
Holiday Inn Manitowoc by IHG
Indoor pool
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan
2.0 star property
Sheboygan
8.6 out of 10, Excellent, (1000)
"Nice room and friendly staff "
United States
John
The price is RM293
RM332 total
includes taxes & fees
28 Dec - 29 Dec
AmericInn by Wyndham Sheboygan
Indoor pool
Cobblestone Hotel & Suites - Two Rivers

Cobblestone Hotel & Suites - Two Rivers

Cobblestone Hotel & Suites - Two Rivers
3.0 star property
Two Rivers
8.8 out of 10, Excellent, (810)
"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
Cobblestone Hotel & Suites - Two Rivers
Indoor pool
Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
3.0 star property
Sheboygan
9.6 out of 10, Exceptional, (91)
"Great place to stay "
United States
BEE
The price is RM456
RM517 total
includes taxes & fees
21 Dec - 22 Dec
Home2 Suites By Hilton Sheboygan
Indoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers
Fairway Inn & Suites

Fairway Inn & Suites

Fairway Inn & Suites
3.0 star property
Mishicot
7.8 out of 10, Good, (485)
"Nice staff, had the place basically to ourselves"
United States
Mark
The price is RM204
RM231 total
includes taxes & fees
21 Dec - 22 Dec
Fairway Inn & Suites
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

Harbor Town Inn, BW Signature Collection

Harbor Town Inn, BW Signature Collection

10/10 Excellent
"Everything about our stay was great"
Richard 1-night trip
Posted 5 days ago
Harbor Town Inn, BW Signature Collection

Frequently asked questions

What are some accommodation options with pools in Cleveland?
The American Club: Holiday home, 1-minute walk from Lake Michigan. Provides complimentary wireless Internet access, a pool and kitchens. Grandstay Residential Suites Hotel - Sheboygan: Aparthotel, 14-minute walk from Lake Michigan. Offers daily, an indoor pool and free self parking. Holiday Inn Manitowoc by IHG: Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Watershed Hotel: Hotel, 1-minute walk from Lake Michigan. Features a private beach, an indoor pool and cooked-to-order. Harbor Town Inn, BW Signature Collection: 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 such as 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 the local weather in Cleveland into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Cleveland are January, March, February and October, with each month seeing an average of 17 cm of snowfall.