Holiday rentals in Pennington County

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Top-rated holiday rentals in Pennington County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A hot tub is situated under a covered porch, providing serene views of a vibrant sunset over the expansive landscape. The sky showcases hues of orange and purple, while the peaceful surroundings feature rolling hills and an open horizon.
Flat in Box Elder
4.99 out of 5 average rating, 122 reviews

Welcome to Case Place! A spacious quiet retreat!

Welcome! This relaxing & unique a space sets the stage for beautiful views of the Black Hills & gorgeous sunrises & sunsets right from the hot tub! Case Place is 15 minutes from Rapid City and 30-40 minutes from Mt. Rushmore, Custer & Keystone, & Sturgis. Box Elder is growing & a has public golf course, Ellsworth Air Force Base/Museum! Guests often take in the unique experience of seeing & hearing the sound of freedom from the majestic B-1's! Honeymooners /Anniversaries ❤️ Inquire w/ options.

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Top guest favourite
A scenic view showcases the cabin nestled amongst tall pine trees, surrounded by expansive green meadows. A winding gravel driveway leads to the property, with a seasonal pond visible in the foreground, reflecting the clear blue sky.
Home in Hill City
4.99 out of 5 average rating, 289 reviews

Cabin on 20 acres w/ horses, goats, & mini donkey

Enjoy country living close to town! Two bedrooms w/ queen size beds and loft w/ queen size pullout sofa allow you to comfortably sleep 6! Just 4 miles from downtown Hill City. Sits on 20 beautiful acres surrounded on 3 sides by Forest Service! Enjoy beautiful surroundings - a seasonal pond outside your cabin (water level varies), horses, mini donkey, mini goats and chickens. Enjoy private setting with the convenience of the owners just 1/4 mile up the driveway to take care of your needs!

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Top guest favourite
Flat in Rapid City
4.92 out of 5 average rating, 276 reviews

Lovely Basement Apartment, 1 Bdrm, private entry

Bring friends or family to this great place, pet, smoke, vape free property, with lots of room for 4 ppl w/ private entry, 1000 sq ft cozy basement, apartment w/ 1 bdrm, Q bed, 1 full size hide a bed sofa. W/D for 2 + nite. Lg sectional with 3 loungers. Discount for traveling nurses or Ellsworth Base temps, Oct-May, only 2 people on long stays. 25 min. to Mt Rushmore, Keystone and 1 hr to Badlands. Near downtown. Kitchen and Livingroom, full bath Lg Bdrm, Coffee bar, 2 lg Roku Tv's. 😊 ENJOY

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Top guest favourite
The interior showcases a rustic stone fireplace wall adorned with buffalo and moose mounts. Exposed wooden beams stretch across a high ceiling, complemented by soft lighting. A framed photograph and a shelf with decorative items add character to the cozy cabin atmosphere.
Cabin in Rapid City
4.96 out of 5 average rating, 176 reviews

Cabin in Hills! Centrally Located! Fully equipped!

Our cozy cabin is located in a quiet neighborhood in the Heart of the Hills. Take in the abundance of nature, smell the fresh pines, and relax after a fun day in the Hills. Inside will be everything you need to make your vacation in the Black Hills a memorable one! Rustic, stone fireplace with buffalo and moose mounts. Fully equipped kitchen. Smoke-free home. 10 minutes from Rapid City, 35 minutes to Mt. Rushmore & Deadwood and 45 minutes to Sturgis or Custer State Park. Paved roads!

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Superhost
A spacious hot tub with lights is positioned on a wooden deck, surrounded by a protective wall. Snow covers the steps leading to the tub, while a small side table is visible next to it. Warm ambient lighting highlights the tub's inviting surface.
Cabin in Sturgis
4.94 out of 5 average rating, 276 reviews

Pet friendly 2 bedroom log cabin with hot tub.

This beautiful large 2 bedroom cabin nestled right outside of Sturgis SD can comfortably accommodate several guests, as it has 2 bedrooms as well as 2 living rooms. One of the living rooms has 2 fold out twin beds. 7 person hot tub! patio furniture as well. This cabin gives you the privacy you need yet the comforts of being 5 mins from a grocery store. Gorgeous views of the Black Hills. Fully furnished home. BBQ grill. We have a few different airbnbs and the cabin is completely private.

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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.

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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!

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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, 130 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.

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Top guest favourite
Cabin in Sturgis
5 out of 5 average rating, 71 reviews

Deadwood Two Bit Cabin on the Creek

Escape to our peaceful 2-bedroom Black Hills cabin on 4 private acres just minutes from historic Deadwood. A gentle creek runs through the property where guests often see deer, wild turkeys, and other wildlife. Enjoy quiet forest surroundings while being only 4 miles from Deadwood, 10 miles from Sturgis, and 13 miles from Terry Peak. Perfect for couples, families, and anyone looking for a relaxing Black Hills getaway close to hiking, skiing, and adventure.

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Top guest favourite
The exterior of a modern guesthouse displays a blend of wood and stone accents, framed by a well-maintained lawn. A small tree and a rock landscaping feature are visible, while the sky above showcases a clear evening hue.
Farm stay in Rapid City
5 out of 5 average rating, 248 reviews

Luxury Ranch Stay

Be our guest on 40 private and fully gated acres. From all windows of the house you can watch 2 horses and cattle grazing through the meadow. The evening sunsets are magical with deer & turkeys wandering through. Relax under the stars at our fire pit (all supplies provided). Let your kids run wild with water guns & a water fall pond to refill at! Located right off HWY 16 makes you only 10 minutes to downtown Rapid City and 20 minutes to Mt. Rushmore!

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Top guest favourite
The exterior of the building features a welcoming entrance with a teal door, surrounded by light-colored brick and neutral wall tones. Flowers and landscaping are present by the entryway, and the design includes awnings above the doors.
Flat in Rapid City
4.98 out of 5 average rating, 137 reviews

118 Main - Apt. 4

A quite place in the heart of Rapid City! Your own designated covered parking spot right outside the door, walking distance to everything you need. Washer and dryer in the apartment, fully equipped kitchen, your own WiFi network and smart TV. A great place for a night, or all the comforts of home if you want to stay a month or two! Furniture is all new and the sleeper sofa has a foam mattress (it's actually comfortable.)

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Top guest favourite
Townhouse in Rapid City
4.91 out of 5 average rating, 174 reviews

Modern Townhouse | King Bed | Black Hills Base

A sleek, modern townhouse in Rapid City that checks every box — stylish interiors, a king master bedroom, stunning views of the Black Hills, and an unbeatable location just 7 minutes from the airport and 30 minutes from Mount Rushmore. Whether you're here for a Black Hills adventure, a Sturgis Rally trip, or a business visit, this top-rated space delivers comfort, convenience, and a seamless stay from check-in to checkout.

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