Dickinson County rentals with pool

We found 13 rentals with pool — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

November 2025

22

December 2025

Explore Dickinson County rentals with pools

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

Premier Host

Rustic Lodge w/ Heated Pool & Ski-in/Ski-out Access & Golfing- Perfect Retreat!

Sleeps 2 · 1 bedroom · 1 bathroom

Living area. Exact unit will be assigned upon arrival. Views, colors, and decor may vary.

Premier Host

Spacious Room with On-site Dining and Indoor Pool - Ideal for Families

Sleeps 6 · 2 bedrooms · 2 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

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

Premier Host

Tranquil Cabin Perfect for Adventurous Outdoor Escapes Near Local Attractions

Sleeps 8 · 1 bedroom · 2 bathrooms

Outdoor spa tub

RIVER RENTAL NEW LOG CABIN-POOL SPA ON THE PAINT RIVER-DOCK-CANOES FISH GOLF ORV

Sleeps 10 · 4 bedrooms · 2+ bathrooms

Find spaces that suit your style

House

Condo/Apartment

Rentals with Pool in Dickinson County

Holiday Rental options in Dickinson County

d8efc30a-022d-c2c0-971e-5f058361c584ad2eb374-88ea-45be-8a05-8d63cefb6901