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.

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Guest favorite

A scenic view of rolling hills and dense tree cover is captured from the outdoor patio area. Lush green grass and a variety of shrubs provide a natural border, while an expansive sky with scattered clouds completes the tranquil landscape.

Guesthouse in Rapid City

4.91 out of 5 average rating, 722 reviews

Priceless Black Hills View!

Two Large Furnished Bedrooms, new Queen Beds Pool Table and Darts Large living room with new sofa sleeper Newly remodeled bathroom 65'' UHD Smart TV, Dish DVR, Bluray Pool and Rec facilities, seasonal WIFI Highspeed Internet Outdoor patio area with seating Gas grill Pool table and darts Full size fridge/freezer Convection oven Induction cooktop Microwave Keurig coffee and breakfast snacks Washer and dryer Close to Rapid City shopping and dining Nature and wild life Amazing stars out at night!

Superhost

The kitchen area features modern cabinetry with a brown finish, complemented by a white marble countertop. Stainless steel appliances, including a refrigerator and oven, are clearly visible. A coffee maker, canister set, and sink are positioned on the countertop, enhancing functionality.

Apartment in Rapid City

4.89 out of 5 average rating, 27 reviews

Red Rock Private One Bedroom Apartment

Enjoy your stay in the beautiful Black Hills in our fully furnished, private one bedroom apartment! Comfortable queen size bed with fresh linens, blankets, & pillows. Tub & shower and full size washer and dryer in the bathroom. Kitchen has a full size refrigerator, flat top electric stove, built-in microwave, & dishwasher! Plates, cups, silverware, pots, pans, & cooking utensils are also available for your use. Living room has TV, full size pull- out bed in couch, & bar area for dining.

Guest favorite

A spacious living area showcases a cozy stone fireplace with a mounted television above. Large windows offer views of surrounding trees, while plush furniture invites relaxation. The wooden ceiling with exposed beams enhances the rustic charm, complemented by a soft area rug beneath coffee tables.

Home in Lead

4.93 out of 5 average rating, 46 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.

Top guest favorite

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

5 out of 5 average rating, 155 reviews

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!

Guest favorite

Cottage in Custer

4.85 out of 5 average rating, 40 reviews

Red Roof*Sauna*HotTub*Pet Friendly

Hot tub and Sauna and Pet friendly in Custer, SD! Custom wood cottage with 2 bathrooms, set up for families. Only 8 min to Custer State Park, 20 min to Mount Rushmore, 16 min to Jewel Cave, 15 min to Crazy Horse Memorial, and 21 min to Wind Cave! Full kitchen, BBQ grill, air conditioning, bunk room, and a fully fenced yard for privacy. Walking distance to downtown restaurants, shops, and museums. Free off-street parking and additional parking are available for large vehicles and trailers.

Top guest favorite

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.

Condo in Lead

5 out of 5 average rating, 102 reviews

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

Guest favorite

A wooden cabin is nestled among towering pine trees with expansive windows reflecting the natural surroundings. A wrap-around deck features a private hot tub, and an American flag is displayed proudly outside, contributing to the serene ambiance of the location.

Home in Keystone

4.83 out of 5 average rating, 143 reviews

Chalet Mt Rushmore VIEWS Hot Tub

You’ll be amazed at the breath-taking view of Mt. Rushmore and the surrounding Black Hills from inside and out of this beautiful air-conditioned cabin situated amidst the quiet whispers of majestic pines in Keystone, SD. The location offers privacy along with comfort as you enjoy the large open deck with gas grill and fire pit, plenty of seating, private hot tub and lots of fresh air. Wrap-around deck with ample dining seating, guest parking and access to the Ramada Mt Rushmore indoor pool!

Superhost

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

4.81 out of 5 average rating, 113 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 favorite

A hot tub is visible on a private deck, surrounded by trees, with a stunning view of the sunset over the mountains. The cozy bedroom features a spacious blue bed set against a rustic wood wall. A modern bathroom with understated decor is also shown.

Condo in North Lawrence

5 out of 5 average rating, 26 reviews

Kindred Pines At Terry Peak

Welcome to Kindred Pines. A charming Black Hills Condo, privately owned, just steps away from the slopes of Terry Peak Ski Area, nestled in a town rich in history & surrounded by so much natural beauty. Our condo is perfectly situated for outdoor adventure and cozy relaxation. In the winter, enjoy some of the best skiing and snowboarding in the region. When the snow melts, the Black Hills transforms in to a haven for hiking, biking and exploring iconic landmarks.

Guest favorite

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

4.89 out of 5 average rating, 132 reviews

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.

Superhost

A rustic cabin constructed from wood stands beside a well-maintained gravel path. Vibrant red flowers adorn the windows. Lush greenery surrounds the cabin, with tall trees and rolling hills in the background. A vintage train is faintly visible in the distance, adding character to the scenery.

Barn in Keystone

4.86 out of 5 average rating, 7 reviews

The Barn near Mt Rushmore

Welcome to The Barn at Backroads Inn and Cabins. Originally a 1900's sawmill this barn transformed in 2012 with a complete renovation to provide a truly unique and unforgettable stay. Take a deep breath of fresh air and listen to the water run down the stream outside the barn 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).

Top guest favorite

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

4.97 out of 5 average rating, 102 reviews

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!