Dickinson County rentals with pool

We found 166 rentals with pool — enter your dates for availability

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November 2025

12

December 2025

Explore Dickinson County rentals with pools

Enjoy a gorgeous lake view while seated comfortably around the fire table.

Premier Host

Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.

Sleeps 10 · 3 bedrooms · 2 bathrooms

One of the best places to see the sunset in Okoboji!

Premier Host

Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes

Sleeps 12 · 4 bedrooms · 2 bathrooms

Expansive covered deck w/ panoramic views, dining for 6, and fire table for 6+

Premier Host

Lakefront BB Corner Condo. Expanded deck & panoramic views & 6 waterpark passes.

Sleeps 12 · 3 bedrooms · 2 bathrooms

Enjoy brilliant sunsets over east lake Okoboji from the covered deck!

Premier Host

Spacious 4 Bedroom Lakefront Luxury. Panoramic Views & 6 waterpark passes at BB.

Sleeps 12 · 4 bedrooms · 2 bathrooms

Enjoy the lake views and sunsets from the expansive, wrap-around, covered deck

Premier Host

Spacious Waterfront Corner Condo at Bridges Bay with 6 daily waterpark passes.

Sleeps 12 · 3 bedrooms · 2 bathrooms

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Rentals with Pool in Dickinson County

Holiday Rental options in Dickinson County

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