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

4.96 out of 5 average rating, 23 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

Villa in Nemo

5 out of 5 average rating, 14 reviews

Osprey Poolhouse·Stunning Property·Pool· -5% wk!

🔶Welcome to the Osprey Poolhouse - Your Private Black Hills Retreat Escape to the ultimate retreat at the Osprey Poolhouse, where modern comfort meets resort-style relaxation. Nestled in the heart of Nemo Valley, this 3000-square-foot luxurious getaway offers a 40' heated saltwater pool, spacious accommodations, and serene surroundings. Whether you're seeking a peaceful escape or an adventure-filled stay, the Osprey Poolhouse provides the perfect setting for families, couples, and small groups.

Guest favourite

Guest house in Rapid City

4.91 out of 5 average rating, 683 reviews

Priceless Black Hills View!

No cleaning fees Pool and Rec facilities, seasonal Two Large Furnished Bedrooms w/ new Queen Beds Large living room with new sofa sleeper Newly remodeled bathroom 65'' UHD Smart TV, Dish DVR and Bluray 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

Home in Custer

4.83 out of 5 average rating, 30 reviews

Wind Dance Lodge w/ HOT TUB Large Shop garage

Premier Property 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 Custer, South Dakota grocery, restaurants, shops, wineries, National Parks and Monuments, and so much more. With a large hot tub, deck, and propane grill, you can enjoy yourselves and relax. This well-appointed vacation home has 5 bdrms.

Guest favourite

Flat in Rapid City

5 out of 5 average rating, 19 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 favourite

Home in Rapid City

4.82 out of 5 average rating, 100 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 in Rapid City

4.93 out of 5 average rating, 95 reviews

lNDOOR POOL! The FUN house

Ready for an unforgettable getaway? Welcome to your 7,000 sq. ft. vacation dream home! Packed with fun for all ages and designed with sustainability in mind, thanks to solar-powered energy! Whether you're splashing down the water slide, soaking in the hot tub, or enjoying a friendly game of foosball, this is where epic memories are made. Everyone in the family will thank you for choosing this one-of-a-kind escape! This property is pet-free and 100% smoke-free – indoors and out.

Guest favourite

Cabin in Lead

4.89 out of 5 average rating, 124 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.

Top guest favourite

Cabin in Lead

4.96 out of 5 average rating, 82 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!

Top guest favourite

Home in Rapid City

5 out of 5 average rating, 131 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 in Keystone

5 out of 5 average rating, 6 reviews

The Minnesota Ridge Cabin

Welcome to The Minnesota Ridge Cabin. Newly restyled into a clean, simple, and beautiful space. This 2 bedroom/1bathroom cabin has a queen sized beds, living room and apartment sized kitchen. 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)

Guest favourite

Cabin in Lead

4.95 out of 5 average rating, 77 reviews

Huge Windows! Modern Powderhouse Pass Home

Welcome to the Dancing Clouds Lodge! This modern new 4 bedroom, 3 bathroom cabin built in the highly regarded Powder House Pass Development is a great place to spend a vacation! Complete with hot tub, open family room, large deck, garage access, paved roads and access to the community clubhouse that features a pool.