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.

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Guest favourite

Flat

5 out of 5 average rating, 5 reviews

Remodeled Condo at Terry Peak SD

At 6500 feet in elevation, the Barefoot Resort sits among towering pine trees and a rugged, mountainous landscape. With expansive views and a peaceful atmosphere, Barefoot Resort offers the perfect escape from the daily commotion and hectic lifestyle that many are used to. The Barefoot Resort offers an unforgettable experience year-round, so whether you prefer summer, fall, winter, or spring, there is always something to enjoy while you are here. No added Cleaning Fee when booking reservation.

Superhost

Home

4.89 out of 5 average rating, 9 reviews

New, 6 King Beds, 5 .5 Bath, Home Theater, Hot Tub

The whole group will be comfortable in this spacious and unique space. Welcome to "This is Livin'," an extraordinary six-bedroom, 5.5 bath vacation home in the Powder House Pass Development of the northern Black Hills, South Dakota. With sleeping arrangements up to 22 people. This haven of opulence offers an unparalleled experience, ensuring that your stay is nothing short of exceptional. Upon entering, you are greeted by a meticulously designed interior that radiates comfort and sophistication

Superhost

Home

4.75 out of 5 average rating, 8 reviews

Spacious & Accommodating with Great View!

Wake up to an amazing view of the Black Hills in this spacious 4 bedroom 3 bath, 2-level home with full garage. With enough room for everyone, you will have your own space and be very comfortable. The scenic drive to Sturgis on Scenic Nemo Road is only 45 minutes. The community outdoor pool and Rec area is available from Memorial Day to Labor Day for you to enjoy. The property is 15 minutes to Downtown Rapid City also close to Mount Rushmore, Custer State Park, Pactola Lake, and Hill City.

Guest favourite

Cabin

4.96 out of 5 average rating, 24 reviews

Timeless-Trailer Parking,Pool, ATV- Snowmobile

Have fun with the whole family at Timeless Lodge of the Black Hills. This build is just completed with 5 king bedrooms- all own bath, a bonus bedroom-kids area with 4 twins, and 2 y kids fold outs- their own bath. Bonus room is complete with ping pong, Foosball, age variety of toys and books. The lower level set up for game days a 4 screen split TV, recliners, sectional, wall bean bag, game table, and more to come. Access to club house; 2 pools, splash pad, pool table, shuffle board-more

Guest favourite

Home

4.96 out of 5 average rating, 23 reviews

Welcome to Knotty Hideaway

Knotty Hideaway itself boasts an amazing open floor plan perfect for entertaining with the living, kitchen, and dining rooms all connected. Enjoy the covered patio right off the kitchen which consists of a gas fire pit to relax and enjoy. This home is located next to Mickelson Trails and Trail Head #5 Snowmobile Trail. Just a few minutes from Terry Peak Ski Resort and Lead/Deadwood. Enjoy the oversized 2 car garage for the toys. Full access to clubhouse and pools. Come stay, relax and enjoy.

Superhost

Home

4.83 out of 5 average rating, 94 reviews

Pool, deck, fire pit, and trampoline!!!

Beautiful home in a residential neighborhood on the West Side of Rapid City. Perfect for families and gatherings. You will have access to a two car garage, above ground pool, trampoline, large outdoor deck, fire pit, and a grill that’s available when the weather permits. The house is almost 80 years old and there are some features that are still from the 50s and we like those. We don't plan on changing them so if you're looking for a totally updated house this house might not be for you.

Guest favourite

Home

5 out of 5 average rating, 25 reviews

Serenity Now

Enjoy the Serenity of the Black Hills in this spacious, custom built 6 bedroom 5.5 bathroom home that sleeps 20 people. Designed with you in mind and furnished with all the essentials to ensure a relaxing retreat. Nestled in the northern Black Hills of South Dakota, Powder House Pass has direct access to state Snowmobile Trails and close proximity to ATV trails. In addition, there is access to the Nationally Recognized Mickelson Trail with 110 miles of walking and biking trails.

Guest favourite

Home

5 out of 5 average rating, 14 reviews

Ace In The Hills

Come as guests and stay as family in your newest luxury accommodation Ace In The Hills. A newly built custom 5-bedroom 5.5 bath mountain style home located in the highly sought after community of Powder House Pass. The development features paved roads, direct trailhead access for Atv's and snowmobiles, and a clubhouse complete with two pools, game room, fire tables, and indoor lounge area. Situated right outside the historic towns of Lead and Deadwood.

Guest favourite

Home

5 out of 5 average rating, 113 reviews

Private Pool! Great Rapid City Location!

Welcome to Mary Jo's Place, a charming 1950s Rapid City home! Sleeping six with two bedrooms and two bathrooms. Located near the Historic West Boulevard in the center of Rapid City! A great location with nearby parks, walking and hiking trails, grocery, and restaurants. Also, easily access Mount Rushmore Road and Interstate 90. This home has recently been updated and is ready for your stay! Did we mention there is a private heated indoor pool!

Superhost

Cabin

4.86 out of 5 average rating, 43 reviews

Welcome to Iron Horse Cabin

Located near Terry Peak & Deadwood.Quiet ATV/UTV friendly community located on a paved road with parking for up to 3 trucks with 3 trailers or 6 vehicles. The Iron Horse Cabin is in the Gilded Mountain Community & in additional to a private hot tub, Guests have access to a shared salt water pool (heated year-round!), 2 additional hot tubs, exercise room, pool table, sauna & a large space for gatherings at the Community's Clubhouse.

Guest favourite

Home

5 out of 5 average rating, 7 reviews

Cozy T Cabin at Powderhouse Pass

Welcome to your luxury retreat in Powderhouse Pass! Cozy T Cabin is a brand new home built with luxury and relaxation in mind! Enjoy all of the modern luxuries of this home, in addition to a large wrap around deck, a private patio with a hot tub, and the year round heated pool at the community club house! Built in 2023, no detail was overlooked in the design and build of this incredible home!

Guest favourite

Home

4.92 out of 5 average rating, 36 reviews

Valley Vista Retreat - New 5BR Cabin

Retreat to your own outdoor sauna, hot tub, and fireplace after a day of exploring in the beautiful Black Hills! Valley Vista is a brand new 5 bedroom, 5.5 bath cabin scheduled for completion in November of 2022 in the popular Powder House Pass development. It’s the perfect place to stay, play, relax and rejuvenate.