Holiday houses in Pennington County

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Top-rated holiday rentals in Pennington County

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Top Guest favourite
The cozy kitchen is equipped with wooden cabinets and a white refrigerator. A window with brown blinds allows natural light, while a clock is mounted on the wall. A countertop extends along one side, paired with a sink and ample space for cooking.
Apartment in Rapid City
4.89 out of 5 average rating, 131 reviews

Quaint 1-bedroom-West Boulevard!

Quaint 1-bedroom in Historic West Boulevard. Enjoy easy access to downtown for shopping, restaurants, tourist attractions, and grocery stores. This newly remodeled unit was originally an early 1900s farmhouse that was relocated to this spot. You'll enjoy soaking in the cast iron clawfoot tub that has 1889 stamped on the bottom, the year South Dakota earned statehood! Fully equipped kitchen! Full-sized bed. Pine floors with South Dakota decor! Easy access to Mt Rushmore & other sights!

Top Guest favourite
A spacious dining area is visible, featuring a dark wood table surrounded by white chairs. A light brown countertop is present in the foreground, while a cozy living space with two brown recliners is shown in the background. Large windows provide natural light, enhancing the welcoming feel.
Home in Rapid City
4.98 out of 5 average rating, 212 reviews

Cheerful 3 bedroom home

Relax with the whole family at this peaceful place to stay. 3 bedroom home, entire main floor. Basement is a separate office unit. Use upper parking with entry to the kitchen. Located close to Rapid City Regional Airport and Black Hills Speedway. Easy access to Highway 16 bypass which ties into I-90 and Highway 16 to Mount Rushmore & the Black Hills. Great view of Black Elk Peak out the living room window! No pets or smoking please. Approved by Pennington County License Number COVHRLIC25-0019

Top Guest favourite
A cozy bedroom features a spacious bed covered with a red blanket. Two framed artworks adorn the wall above the bed. A mounted TV is positioned nearby, while a light wood closet with double doors is visible to the right. Natural light enters through a window.
Guest suite in Rapid City
4.98 out of 5 average rating, 496 reviews

Quiet private suite with garage bay & kitchenette

Quiet private bedroom and kitchenette isolated from the main house with common use sun room between. Rural setting off Hwy 44 just minutes from Rapid City Airport. Tesla 11kw destination charging outlet in your garage bay directly accessible from the suite. Starlink 150mbps internet. Pet friendly to friendly pets with pet door from the suite out to the fenced back yard & patio isolated from our dog & cat. Private bath has in-floor heat and endless hot water with continuous flow water heater.

Guest favourite
A scenic view reveals a snow-covered landscape, with tall evergreen trees dotting the foreground. The distant hills and valleys can be seen under a clear blue sky, creating a serene winter atmosphere.
Guesthouse in Rapid City
4.91 out of 5 average rating, 720 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!

Top Guest favourite
The loft features a cozy sleeping area with a spacious bed dressed in a light blanket. Bright pillows add a pop of color. Natural light fills the room from a large window with red curtains, and a smaller window enhances the airy feel. A decorative feature stands nearby.
Loft in Lead
4.98 out of 5 average rating, 683 reviews

Harley Court Loft

Cozy loft in the Lead, SD. Moments from downtown, but secluded. Minutes to outdoor activities, skiing, snowshoeing, hiking, biking, or snowmobiling. Winter months, all wheel / 4 wheel drive vehicle is a must!! Close to restaurants, brew pub, and night life!! Kitchenette: microwave, coffee maker, toaster, hot plate, (with pans), and small frig. The loft has electric heat and portable AC. There are 18 steps to get to the loft, for two people. Not kid proof. No pets accepted.

Guest favourite
Cabin in Custer
4.93 out of 5 average rating, 199 reviews

★Nature Stay with Views Like No Where Else★

This home is truly one-of-a-kind and straight out of a magazine! Beautifully modern and furnished to an exceptional standard. Open the windows and let the soothing sounds of the nearby creek transport you to your own private paradise. Located close to Mount Rushmore, Crazy Horse Memorial, Custer State Park, and many other top attractions, you’re also just under 5 minutes from Hill City. We truly believe this is the ultimate spot to fully experience the breathtaking beauty of the Black Hills.

Top Guest favourite
A modern kitchen features a large island counter with bar stools and a sleek range hood above. Shelving displays various kitchen items, while natural light fills the space through large windows overlooking the dining area with a wooden dining table.
Townhouse in Rapid City
4.9 out of 5 average rating, 157 reviews

Sharp & Modern, close to interstate & attractions

Welcome to your dream vacation or business trip home! This modern and stylish house is perfectly located for exploring Rapid City and the Black Hills. Just 7 minutes from the airport and close to great shopping and dining, it's ideal for both vacation and business travelers. Plus, it's only 30 minutes from Mount Rushmore and the Sturgis Rally. Enjoy the comfort of a quiet neighborhood, complete with all the amenities you need for a memorable stay. Get ready to make unforgettable memories.

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
4.99 out of 5 average rating, 168 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
Apartment in Rapid City
4.92 out of 5 average rating, 111 reviews

No airbnb fees! Cleaning fee only 2bedroomDowntown

Enjoy a stylish experience at this centrally-located, 2-bedroom, 1-bath upstairs apartment! Total remodel just finished updating everything to the current code but restoring all of the early 1900's characters. Beautiful Wood floors and walkout breakfast balcony! Stairs Access Only to the unit. *This is an apartment. There will likely be noise pollution between units* -Fully stocked Kitchen -Queen-size beds -NO PETS -Separate Entrance -Washer and Dryer in unit

Top Guest favourite
A modern tiny cabin features reflective walls, blending into the surrounding nature. Tall trees and a blue sky are mirrored on the surface, creating a seamless connection with the forest. The cabin's structure is set among rocky terrain, emphasizing its unique design.
Tiny home in Lead
4.98 out of 5 average rating, 145 reviews

Mirror Cabin in the Black Hills

You'll love this unique and romantic escape. This tiny mirror cabin, REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills of South Dakota. It creates a rejuvenating and memorable experience. This unique retreat is designed to offer you a chance to disconnect from the hustle and bustle of everyday life and reconnect with the special person in your life, yourself, and the surrounding nature.

Top Guest favourite
A living room is showcased with a combination of seating options, including a gray sofa and two yellow accent chairs. A round wooden coffee table sits on a patterned area rug, while a clock and framed artwork adorn the walls. Natural light brightens the space.
Holiday home in Rapid City
4.87 out of 5 average rating, 179 reviews

Apt 1, Historic District, Downtown

West Boulevard is Rapid City's most historic and architecturally eclectic neighborhood. Clean, quiet, safe, convenient, and comfortable...all the things you're looking for! You’ll be walking distance from downtown, and a short drive to all the Black Hills has to offer. I am born and raised in the Black Hills so I know all the good spots to eat, hike, bike, or whatever you're after here on your vacation.

Guest favourite
A modern studio space features a spacious bed with a neutral-colored blanket. A streamlined washer and dryer unit is positioned against the wall, while a small television is mounted on a white shelving unit nearby. Soft lighting is provided by a contemporary circular pendant.
Apartment in Rapid City
4.88 out of 5 average rating, 110 reviews

Historic Modern 1 Bedroom Downtown Luxury Flat

Enjoy a stylish experience at this centrally-located newly renovated apartment! This beautiful large studio apartment is nestled right between West Blvd (Historic Neighborhood) and Mt. Rushmore Rd. Perfectly located in a peacefully quiet neighborhood, minutes from Interstate 90 or Hwy 16 and blocks from the fun of Downtown Rapid City.

Popular amenities for Pennington County holiday rentals