
Vacation rentals with a pool in Pennington County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pennington County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Pennington County rentals with a pool
House rentals with a pool

Crescent Moon Retreat

Timber Trails: Pet-Friendly Haven for Adventurers

The Sweet Life

Dwntwn Custer Farmhouse on Main St. with Hot Tub

Blackhorn-Lodge

Valley Vista Retreat - New 5BR Cabin

Midnight Star

Wind Dance Lodge w/ HOT TUB Large Shop garage
Condo rentals with a pool

Remodeled Condo at Terry Peak SD

Roomy Condo on the Mountain

A3- Spacious 2bd/2ba condo w/ hot tub, walk to ski

Kindred Pines At Terry Peak

A8- Bright lodge feel 1bd/1ba walk to ski, w/ view

B2- classic ski vibe 1bd/1ba, walk to ski, w/ pool

B3 classy updated 1bd/1ba, walk to ski, w/ pool

B12 Original woodsy 2bd/2ba, walk to ski, hot tubs
Other vacation rentals with a pool

Mountains & Mimosas

Jackalope Loft in Downtown Custer, Sleeps 6

NEW Johnny Cash on Main Walk to Downtown

Red Rock Private Guest Suite

Red Roof Cottage in Custer walkable to downtown!

Great Escape - shared pool

Silver Moon Black Hills Cabin

The Miner's Cabin
Destinations to explore
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- Rentals with pools South Dakota
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