Dickinson County rentals with pool

We found 16 rentals with pool — enter your dates for availability

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September 2025

October 2025

Explore Dickinson County rentals with pools

New 6 bedroom Lake Front Home- Theatre Room- Poker - FirePit- Kayak/Paddleboards

Sleeps 16 · 6 bedrooms · 3 bathrooms

Unit with 2 Double beds. Exact unit will be assigned upon arrival. Views, colors, and decor may vary.

Premier Host

Inviting Lodge with Family-Friendly Amenities - Near Local Attractions

Sleeps 4 · 1 bedroom · 1 bathroom

Unit with King bed. Exact unit will be assigned upon arrival. Views, colors, and decor may vary.

Premier Host

Explore Scenic Overlooks from Charming Ski-in/Ski-out Cabin Near Attractions

Sleeps 5 · 2 bedrooms · 1 bathroom

Step back in time at Clarence's Place retreat, our little farm in the woods.

Sleeps 7 · 3 bedrooms · 1 bathroom

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