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

Home in Lead

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

4.93 out of 5 average rating, 61 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, 748 reviews

Guest favourite

A gently sloping yard leads to a welcoming entrance. The exterior features large windows, a covered porch, and a blend of rustic stone and modern siding. Surrounding pine trees provide a natural backdrop against a clear blue sky.

Home in Lead

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.

4.94 out of 5 average rating, 64 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

Superhost

A spacious living area features warm wooden beams and a high ceiling. Comfortable seating includes two orange armchairs and a dark sofa. A large clock and television are visible. A sliding glass door opens to a private balcony with outdoor seating, surrounded by trees.

Cabin in Custer

Storm Mountain | Modern Wedge Cabin Black Hills

Discover a private Black Hills oasis in this tastefully appointed space. With modern design and minimal decor, this space is perfect for you to unwind and relax. A freshly built, fully furnished cabin, near downtown and nestled into the Black Hills National Forest. The beautiful cabin is complete with a king bed, queen bed, two twins beds, and sofa sleeper. The cabin has a kitchenette, full bathroom, personal patio, fire pit, air conditioner, coffee pot, coffee, linens, bedding, and towels.

4.77 out of 5 average rating, 30 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. 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.

4.82 out of 5 average rating, 130 reviews

Top guest favourite

An open-concept living area features a spacious sectional sofa and large windows allowing natural light. A dining table is positioned nearby, accommodating multiple guests. The modern kitchen is equipped with stainless steel appliances and is visible in the background, complemented by warm wooden cabinetry.

Home in Lead

Tatanka Retreat in Powderhouse Pass

Escape to this stunning modern cabin in Powder House Pass! Perfect for families or groups, this spacious retreat features sleek design, vaulted ceilings, a gourmet kitchen, a cozy fireplace, and expansive windows with breathtaking forest views. Enjoy the hot tub, game room, and easy access to ATV/snowmobile trails. Located minutes from Lead and Deadwood, it's the ultimate Black Hills getaway for adventure and relaxation. Sleeps 16+ with luxury and style in every corner!

5.0 out of 5 average rating, 27 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)

4.86 out of 5 average rating, 42 reviews

Guest favourite

Home in Rapid City

Heated pool, views, chef's kitchen, 3 levels

Welcome to Parkridge Views, an upscale 3-level home in one of Rapid City’s best neighborhoods. Enjoy a heated private pool with Black Hills views, a chef’s kitchen with granite island and pro range, a 2-car garage, and 3 spacious bedrooms filled with natural light. Sliding glass doors open to a large deck overlooking the hills. Just 20 miles from Mount Rushmore and minutes from downtown dining in a safe, quiet residential setting.

5.0 out of 5 average rating, 9 reviews

Guest favourite

An aerial view of a spacious living area showcases large windows that invite natural light, framed by a rustic stone accent wall. A modern fireplace is positioned beside a comfortable seating arrangement, with a dining table visible nearby, emphasizing an open layout.

Cabin in Lead

Huge Windows! Modern Powderhouse Pass Home

Welcome to Dancing Clouds Lodge—your perfect mountain escape 🌄✨ This beautifully designed, modern 4-bedroom, 3-bath cabin is located in the highly sought-after Powder House Pass community. Whether you're here to relax or explore, enjoy evenings in the private hot tub ♨️, gather on the spacious deck, or take advantage of the community clubhouse featuring a pool 🏊‍♂️ and more.

4.95 out of 5 average rating, 103 reviews