A serene pond surrounded by autumn-colored trees and a grassy landscape.

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Check availability on Cumberland Hotels with a Pool

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Cumberland hotels with a pool

A shower area with a blue-tiled wall and a showerhead. There are two bottles of shampoo and body wash on a shelf.

1. Lake Street Retreat: Charming Getaway with Stunning Lake View Sunsets

Lake Street Retreat: Charming Getaway with Stunning Lake View Sunsets
Cumberland
9.2 out of 10, Wonderful, (13 reviews)
"Great location.We would stay here again.The only thing that could change is there is some peeling paint on the kitchen ceiling."
United States
Cheryl M.
The price is ￥35,136
￥76,466 total
includes taxes & fees
Nov 3 - Nov 4
Lake Street Retreat: Charming Getaway with Stunning Lake View Sunsets
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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Choose what matters most at hotels with a pool in Cumberland

Breakfast included
4 stars

Top Cumberland Hotel Reviews

Shell Lake Lodge, a Travelodge by Wyndham

Shell Lake Lodge, a Travelodge by Wyndham

8/10 Good
"Everything was great except the bar only served beer and wine and the pool was filled with screaming kids. The latter of course is not controlled by the hotel."
Gene 1-night trip
Posted 7 days ago
Shell Lake Lodge, a Travelodge by Wyndham

Frequently asked questions

What are some hotels with pools in Cumberland?
'Cumberland Retreat' w/ Lakefront Yard & Dock: Offers daily, an indoor pool, and free self parking. Cozy 3-bedroom cabin on beautiful Sand Lake in lovely Cumberland, WI.: Features a sauna, an indoor pool, and daily. Lakefront Cumberland Cabin w/ Dock & Fire Pit!: Offers a snack bar/deli, an indoor pool, and full. Northwoods Best Inn -Turtle Lake: Provides daily, an indoor pool, and free self parking. The Lodge at Crooked Lake: Features a sauna, an indoor pool, and free self parking.
What is there to see and do in Cumberland?
Surround yourself with nature at Eagle Point Park and Duck Lake. During your stay, check out sights such as Granite Lake, Cumberland Public Library, and Cumberland City Hall.
When is the best time to book a hotel with a pool in Cumberland?
Taking into account the local weather in Cumberland can help you maximize your time at the pool during your trip. 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 19°F. The snowiest months in Cumberland are March, April, January, and February, with each month seeing an average of 8 inches of snowfall.