House holiday rentals in Pennington County

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Top-rated house rentals in Pennington County

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Guest favourite
The outdoor hot tub is positioned with a view of the surrounding greenery and tall trees, set against a backdrop of rolling mountains and clear blue skies.
Home in Spearfish
4.92 out of 5 average rating, 355 reviews

Jägerhaus - Mountain Lodge on Private Estate

Our family first crossed this summit in the late '90s. The endless views over cascading pines, harmonious wildlife, and starry skies caused us to settle down and we've been here ever since. Over the years, we've welcomed lovely people from near and far to enjoy the Jägerhaus — join us for your next adventure. If you've stayed with us before, please note some changes + Double-bunk replaced with 1 King bed + House capacity changed from 10 to 8 + Upgraded living room furniture + Repainted spaces

Guest favourite
The exterior of the house features a well-maintained yard with green grass and a concrete patio. A picnic table is placed on the patio, with a large umbrella overhead. The back entrance of the house is highlighted by a set of steps leading up to the door.
Home in Rapid City
4.91 out of 5 average rating, 227 reviews

The Clark Street House | Downtown Historic Gem

Enjoy this charming 1939 Farm house right in the heart of Rapid City. Walking distance to downtown restaurants, hikes, and coffee shops. Located in the center of the historic West Blvd district it’s perfect for exploring town and a short drive to the beautiful Black Hills. This quaint historic house has two queen bedrooms upstairs, kitchen, dining and living rooms and a private yard with patio and ample off-street parking. We would love to host you! Please message if you have any questions.

Superhost
Home in Rapid City
4.87 out of 5 average rating, 245 reviews

Centrally Located, Fire Pit, Hot Tub, Fenced Yard

Experience a cozy, modern, and clean home in the heart of Rapid City, just 2 minutes from I-90 and 30 minutes from Sturgis and Mt. Rushmore National Park. This home features two bedrooms on the main floor, an open-concept kitchen and living area, and a remodeled attic loft for additional guests. Enjoy the large fenced-in backyard with a fire pit, perfect for relaxing evenings, and unwind in the brand-new hot tub for the ultimate relaxation. A perfect blend of comfort and convenience awaits!

Top Guest favourite
A cozy living area features a gray sofa adorned with decorative cushions. A large rug covers the wooden floor, and a fireplace provides a focal point. Art pieces are displayed on the walls, complemented by natural light filtering through sheer curtains.
Home in Rapid City
4.98 out of 5 average rating, 185 reviews

Mid-Century Modern Living in the Black Hills

Upper two levels of my four level mid-century modern home with private entrances! Located in a quiet cul-de-sac near the foothills of the Black Hills and ~10 min from downtown Rapid City. This property features ample living space, a fully equipped kitchen with complimentary breakfast, plenty of natural light and a spacious back yard. It includes two bedrooms and one bathroom. I live on the completely separated lower levels of the home so you can enjoy the upper levels all to yourself!

Guest favourite
A spacious living room features a large, L-shaped sectional couch adorned with decorative pillows. Natural light filters through a wide window framed by light-colored curtains, illuminating a soft area rug on the floor. A small pendant light hangs above, complementing the neutral color scheme.
Home in Rapid City
4.91 out of 5 average rating, 111 reviews

*4Bed*Beautifully updated home*Close to airport!

Kick back and relax in this beautifully decorated home. This stunning 4 bed, 2 bath home offers comfort and convenience, located just 8 minutes from Rapid City Regional Airport, 10 minutes from Rushmore Crossing (Shopping Center & Restaurants), 3 minutes from Black Hills Speedway, 10 minutes from Hwy 16 for Black Hills attractions, and 5 minutes from I-90 for a trip to Deadwood’s casinos or the Sturgis Motorcycle Rally. Perfect for families, groups, or solo travelers exploring the area!

Guest favourite
The exterior of a cozy cabin is illuminated by soft outdoor lighting. A hot tub sits on the deck alongside a fire pit, both enhancing the tranquil setting. A grill is positioned nearby, and the cabin's large windows reflect warm indoor lighting, inviting a sense of comfort.
Home in Lead
4.91 out of 5 average rating, 105 reviews

Lead/Deadwood, Pet friendly. Central location

Pet friendly!!! Cozy and fully furnished cabin nestled in the serene Black Hills of South Dakota. Features two private bedrooms upstairs, each with a queen bed, plus a spacious open basement with two queen beds and a day bed. Enjoy the new hot tub, a fire pit, and hammock outside. Keurig coffee machine ( coffee provided!). The fully equipped kitchen and grill make mealtime a breeze. Located just minutes from a premier ski resort, you’ll have easy access to outdoor adventures year-round

Guest favourite
The exterior of a charming two-story cottage is visible, featuring white siding and black trim. A well-maintained green lawn surrounds the home, with trees providing shade. The inviting front entrance is framed by a simple walkway leading from the driveway.
Home in Rapid City
4.96 out of 5 average rating, 136 reviews

Historical Downtown Cottage with Hot Tub

Welcome to your downtown cottage retreat in this renovated 1914 home. After a day of Black Hills adventuring enjoy dinner and a movie with a relaxing soak in the hot tub. Experience luxury mattresses and linens that will leave you feeling refreshed. Located less than a mile from restaurants, coffee shops, shopping, and hiking in the Skyline Wilderness. Minutes from SDSM&T, Monument Health, and the Civic Center. 30-40 mins to Mount Rushmore, Crazy Horse, Custer State Park and more!

Guest favourite
An expansive indoor pool area features a large swimming pool with a water slide. Natural light filters through skylights and large windows. A basketball hoop stands at the side of the pool, while lounge chairs provide space for relaxation.
Home in Rapid City
4.92 out of 5 average rating, 142 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.

Superhost
Home in Rapid City
4.94 out of 5 average rating, 139 reviews

Castle in the Sky

Are you looking for a luxurious, unique place to stay? This house sits overlooking Rapid City with incredible skyline views, every evening is as picture perfect as the glowing city lights. This unique house is a fun mix of eclectic and fancy. Originally built as a local builder's "Coup de Grande", he ended up only finishing the guest house. You will find high-end finishes mixed with eclectic choices. We promise this will be one of the most memorable places you'll ever stay!

Top Guest favourite
The exterior of the guesthouse is showcased, featuring a light-colored façade and a welcoming front porch. A covered carport and landscaped lawn enhance the entrance, while trees provide natural shade alongside the walkway. The driveway is spacious, allowing for convenient access.
Home in Rapid City
4.98 out of 5 average rating, 131 reviews

Enchantment hills retreat guesthouse.

This is a guesthouse beautiful Black Hills of South Dakota. Incredible views . 25 minutes from Mount Rushmore and all of Black Hills. Centrally located. Enjoy watching the deer ,wild turkeys , foxes and other wildlife wandering through. Use as a locum's medical professional, couples retreat or business executive . Approximately 700 sq/ft, and exquisitely decorated. Driveway private. Stunning views overlooking enchantment Canyon and the beautiful prairies.

Top Guest favourite
Home in Rapid City
4.95 out of 5 average rating, 151 reviews

Executive Golf Course Home, Family Friendly

Quiet stay in an exclusive golf course neighborhood entering the Black Hills - 30 minutes to Mount Rushmore, 20 mins to Sheridan Lake, while being a quick 10 mins to Walmart Supercenter or 12 minutes to downtown Rapid City. Easy access to Black Hills and Badlands National Park attractions. Senior and Active Military Discounts available - must be person making reservation and be willing to provide proof of ID at time of booking.

Top Guest favourite
The living area features a cozy seating arrangement with a light couch accented by a striped pillow. A mounted television is positioned above a modern electric fireplace, while built-in shelves display a variety of books and children's toys, creating an engaging environment for families.
Home in Rapid City
4.96 out of 5 average rating, 140 reviews

Family Friendly Home | Games, Toys & Books

Spacious family-friendly 4BR home perfectly located in Rapid City as your central Black Hills base! Enjoy a large backyard with basketball hoop, game room, kids' toys & games, fully stocked kitchen, and comfortable beds. Thoughtful touches throughout — ideal for creating memories near Mt Rushmore, Custer State Park, and more.

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