
Holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Pennington County rentals with a pool
House rentals with a pool

Crescent Moon Retreat

The Cottonwood at Powder House Pass

Cozy T Cabin at Powderhouse Pass

Dwntwn Custer Farmhouse on Main St. with Hot Tub

Valley Vista Retreat - New 5BR Cabin

Kickback Shack, Powderhouse Pass, Black Hills, SD

Midnight Star

Two Bedroom Secluded House near Mount Rushmore
Apartment 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

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

B15 Renovated Gem: 2bd/2ba +Pool w/Views, Walk2Ski

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

A4-Bright 2bd/2ba main floor corner unit
Destinations to explore
- Campsite rentals Pennington County
- Hotel rentals Pennington County
- Rentals with a kayak Pennington County
- Rentals with a hot tub Pennington County
- Fitness-friendly rentals Pennington County
- Family-friendly rentals Pennington County
- Apartment rentals Pennington County
- Bed and breakfasts Pennington County
- Rentals with a patio Pennington County
- Rentals with outdoor seating Pennington County
- Waterfront rentals Pennington County
- Cabin rentals Pennington County
- Rentals with lake access Pennington County
- Family-friendly rentals Pennington County
- Chalet rentals Pennington County
- Cottage rentals Pennington County
- Rentals with a fireplace Pennington County
- House rentals Pennington County
- Rentals with an accessible-height toilet Pennington County
- Tiny house rentals Pennington County
- Pet-friendly rentals Pennington County
- Farm stay rentals Pennington County
- Flat rentals Pennington County
- Rentals with a firepit Pennington County
- Private suite rentals Pennington County
- Rentals with a washing machine and dryer Pennington County
- Rentals with breakfast Pennington County
- Rentals with pools South Dakota
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom