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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Top guest favourite

The modern exterior of the home is highlighted by sleek lines and large windows, illuminated by soft outdoor lighting. A spacious driveway leads to an expansive garage, creating an inviting entrance surrounded by freshly fallen snow and natural landscaping.

Home in Lead

Midnight Star

Enjoy the luxury of Powder House Pass in this single level 3 bedroom, 2.5 bathroom home that sleeps 11 people comfortably with 3 King beds, and 2 sets of bunk beds. Enjoy the flow of the open concept living, dining and kitchen allowing your group to optimize time together. Not to worry, there is a large outdoor patio with lounge furniture, a fire table and hot tub for additional space. If the weather doesn't permit outdoor relaxation, you can utilize the heated oversized two car garage, set ...

5.0 out of 5 average rating, 34 reviews

Superhost

Home in Custer

Wind Dance Lodge w/ HOT TUB and Large Shop

The Wind Dance Lodge is ready to take your stress away! Bring your whole group, sleeps up to 12 with 4 1/2 bathrooms! That's right! Everyone will be able to spread out and enjoy what the Black Hills really offer, serenity and peace. Close to Mount Rushmore, Jewel Cave, Wind Cave, Custer State Park. With a large hot tub, deck, firepit and grill, you can enjoy yourselves and relax. Fully equipped kitchen, washer and dryer, central air, large family gather area, game room with football and darts.

4.78 out of 5 average rating, 54 reviews

Top guest favourite

The game room features a classic wooden pool table with a blue felt surface, surrounded by a carpeted floor. A wall of brick showcases various framed memorabilia and decorative items, enhancing the recreational atmosphere. Two high-top chairs are positioned nearby.

Guest house in Rapid City

Priceless Black Hills View!

Two Large Furnished Bedrooms, new Queen Beds Pool Table and Darts Large Living Room with sofa sleeper 65'' UHD Smart TV Netflix, Prime, HD/Local Channels Pool and Rec facilities, seasonal WIFI Highspeed Internet Newly remodeled bathroom Outdoor patio area with gas grill Pool table and darts Full size fridge/freezer Convection oven Induction cooktop Microwave Keurig coffee and breakfast snacks Washer/Dryer Close to Rapid City shopping and dining Nature and wild life Amazing stars out at night!

4.91 out of 5 average rating, 750 reviews

Top guest favourite

Home in Lead

Timeless- Trailer Parking, Pool, Hot tub

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

4.98 out of 5 average rating, 56 reviews

Top guest favourite

A private indoor pool features a vibrant blue surface, with a shallow entry area marked with depth indicators. Large windows allow natural light to fill the space, while lounge chairs are positioned along the edges for relaxation. The pool area is designed for guest privacy.

Home in Rapid City

Private Pool! Great Rapid City Location!

*Please be sure to read all house information! 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!

4.99 out of 5 average rating, 184 reviews

Top guest favourite

A comfortable living area features a brown leather sofa adorned with patterned cushions. Above it, woven wall art is displayed, accompanied by hanging pendant lights. A rustic wooden ladder leans against the wall, and small side tables sit beside the sofa.

Apartment in Lead

Condo Across from Terry Peak*Hot tub*Spacious

Welcome to Story Blu Summit, a newly updated 2BR/2Bath condo within steps of Terry Peak and the use of all the amenities Barefoot Resort. ★ Located across from Terry Peak Ski Hill ★ Gorgeous Views ★ 6 miles to Deadwood, SD ★Minutes to downtown Lead ★ Ski, hike, bike, snowmobile trails all close by ★ Large Smart TV's in each bedroom ★ King Bed in Master ★ High-speed internet ★Remote work friendly ★ Use of communal private Hot Tub x3, heated indoor pools x2, exercise room and sauna

5.0 out of 5 average rating, 130 reviews

Top guest favourite

The exterior of a modern home features a combination of dark wood and stone accents. A spacious driveway leads to a three-car attached garage, flanked by pine trees. The two-story structure includes balconies and a welcoming entryway, all set against a natural wooded backdrop.

Cabin in Lead

Kickback Shack, Black Hills Ski, Easy Trail Access

Centrally located in the beautiful Black Hills, SD near Lead & Deadwood. This home includes 5 bedrooms (7 beds & pull out) 3 1/2 bath, Living, Family, Game Room, Loft, Decks & Fire Pit. Ski, hike, ride ATV and snowmobile, trails minutes away. Lots of parking. Located in the beautiful Powderhouse Pass development. You have access to the Community Building (pool table, shuffle board, fire pits, splash pad and two pools, one year round) for your enjoyment. Relaxation and adventure awaits you!

4.93 out of 5 average rating, 54 reviews

Guest favourite

The home features a single-story brick façade with a well-maintained front yard. A two-car garage is visible on the right, while large windows provide glimpses of the interior. The driveway leads up to the house, bordered by a neat gravel edge.

Home in Rapid City

Pool, deck, fire pit, and trampoline!

Beautiful home in a residential neighborhood on the West Side of Rapid City. Perfect for families and gatherings. 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. If you're looking for a totally updated house, this house might not be for you. Pool opening and closure depends on weather.

4.82 out of 5 average rating, 130 reviews

Superhost

The cabin features a two-story structure with a natural wood exterior and an A-frame design. A spacious wraparound deck is adorned with a US flag, and large windows provide views of the surrounding pines and rolling hills.

Home in Keystone

Views of Mt Rushmore, Private Hot Tub!

"The Jefferson" is a private cabin set in the pines where guests will be embraced by the natural beauty of the Black Hills. Centrally located, this home has easy access Hill City, Custer State Park, Crazy Horse and all the best Hills activities. Featuring 2 Bedrooms, 2 baths, 2 living areas, kitchen, large wraparound deck, bbq grill, fire pit and patio. Both levels have views of Mt Rushmore! Enjoy the heated pool at Ramada or escape to your own private hot tub after a day of exploring.

4.77 out of 5 average rating, 176 reviews

Guest favourite

The exterior of the mountain modern cabin showcases a blend of wood and metal siding, complemented by large windows. The driveway leads to a three-stall garage, surrounded by snow-dusted pines. The home features multiple levels under a cloudy sky, highlighting its spacious design.

Cabin in Lead

44° North Lodge- Luxury Cabin in Powder House Pass

Mountain Modern Cabin with Stunning Views of Terry Peak, Sleeps 26. The crown jewel of the Northern Black Hills. Escape to our beautiful NEW retreat nestled in the pines and aspens of the Black Hills. You will enjoy this immaculate home located in the prestigious Powder House Pass. This luxury mountain modern home features three levels of wonderful amenities with a great floor plan for large groups. It is ideal for family reunions or celebrations with friends.

4.89 out of 5 average rating, 138 reviews

Top guest favourite

A modern cabin with a sloped roof and wooden deck is surrounded by lush greenery. Vibrant wildflowers add color to the scene, while tall pine trees frame the structure. A welcoming sign is visible nearby, enhancing the cabin's rustic charm.

Cabin in Lead

Moonlight Pines-Happy Little Cabin

Moonlight Pines (n.) a place where memories are made. Hello, we are so happy you’re here! Relax, unwind, + consume all the beauty + positive energy our space offers. Steps away from trails + slopes, have fun exploring our beautiful backyard knowing a cozy fire, a game of backgammon, a glass of wine, + a soak in the hot tub await (#hygge)! Connect with the peacefulness of nature and, of course, enjoy the moonlight shining down on all the pines!

4.98 out of 5 average rating, 137 reviews

Superhost

A spacious cabin is set amidst oak trees, featuring a large covered porch with seating. A fire pit area with multiple chairs is positioned in the foreground, surrounded by natural scenery. The well-maintained yard leads to a tranquil view of the wooded surroundings.

Cabin in Keystone

The Oak Grove Cabin

Welcome to the Oak Grove Cabin. This 3 bedroom/2 bath cabin is set apart and surrounded by oak trees. With multiple gathering areas there's enough room for the whole family to be together. Take a deep breath of fresh air and listen to the water run down the stream on this 8 acre property surrounded by National Forest. You will feel complete peace while also being minutes away from Mt Rushmore (2.4 miles) and Custer State Park (15 mins)

4.84 out of 5 average rating, 43 reviews