Holiday houses in Pennington County

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Top-rated holiday rentals in Pennington County

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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.

Top Guest favourite
Guesthouse in Box Elder
5 out of 5 average rating, 236 reviews

Country Guesthouse close to many attractions

COUNTRY GUESTHOUSE: Looking for a quiet get away in a country environment close to the Black Hills, Ellsworth Airforce Base, the Event Center and Regional Airport in Rapid City? We are near several attractions including Mt. Rushmore, Reptile Gardens, Bear Country, Badlands, plus many more. We also have several animals on our property including horses, dogs, cats and wildlife such as antelope. It involves a private entrance with a rustic atmosphere and open concept with all modern amenities.

Top Guest favourite
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
A modern kitchen sink is positioned within a granite countertop, featuring a sleek black faucet. Above, vibrant orange towels with the word 'gather' hang from a decorative holder. A soap dispenser is placed nearby, complementing the overall design.
Apartment in Rapid City
4.9 out of 5 average rating, 204 reviews

Beautiful 2 Bedroom West Blvd!

Beautiful 2 bedroom in a historic West Boulevard four-plex. Enjoy your morning cup of coffee during your Black Hills stay in this recently updated, fully equipped kitchen with new hickory cabinets and River Birch Countertop. Apartment comes with 2 bedrooms: a queen and full size bed. Enjoy streaming on the Samsung Smart TV with included wifi. You will be centrally located to the best spots in the Hills and just minutes from downtown Rapid. Let your Black Hills Vacation begin!

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, 167 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!

Top Guest favourite
The kitchen features white cabinetry and a countertop with a marble-like finish. Appliances include a microwave and dishwasher. A small black table is accompanied by a wooden stool. A window allows natural light to illuminate the space, with a patterned rug adding texture.
Home in Rapid City
4.9 out of 5 average rating, 203 reviews

Clean, one-level living close to amenities!

**New 12” memory foam mattress on queen bed!** **After multiple guest’s suggestions, I’ve replaced the living room sofa bed and kitchen stools & added a chair to the living room space!** Less than 2 miles from downtown Rapid City! Walking distance to hospital & other amenities. Newly remodeled one bedroom, one bath home with driveway, off-street parking & additional storage available by request. Large deck with patio furniture. Window A/C unit in kitchen during spring/summer months.

Top 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
4.97 out of 5 average rating, 116 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
A single-story home is viewed from the exterior, featuring a front entrance with three steps and a railing. Large windows allow natural light to enter the living space, and a concrete driveway leads to the house. A grassy area surrounds the home, providing outdoor open space.
Home in Rapid City
4.92 out of 5 average rating, 119 reviews

★Walk to Parks★Pet Friendly★Top Neighborhood★

Enjoy a stylish experience at this centrally-located place. Within walking distance to the nicest parks in Rapid City and if you bring your furry friends along the beautiful dog park is close by. Located minutes from downtown Rapid City, 30 minutes from Sturgis, and 45 minutes to Mount Rushmore! It features 2 bedrooms, a stunning freshly remodeled kitchen, living room with a sleeper sofa, and a grill that has a direct gas line to never worry about running out of propane! Book Now!

Top Guest favourite
The exterior of the modern A-Frame cabin is highlighted by its sharp triangular roof and wooden siding. A spacious deck with a railing surrounds the entrance, where rocking chairs are visible. Soft lighting illuminates the façade, surrounded by pines and the natural landscape.
Tiny home in Custer
4.99 out of 5 average rating, 196 reviews

Modern A-Frame Cabin Next to Custer State Park

Enjoy this spacious modern A-Frame Cabin. Located just 5 minutes to Custer State Park. Experience views of the Needles Highway and Black Elk Peak while you drink your morning coffee! You will have access to the entire house all to yourself! Great area to hike, bike, see the fluffy buffalo. Just a two minute drive to downtown Custer. This area has great ATV and kayak, trail ride rentals near by! Feel refreshed when you stay in this rustic gem.

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
4.86 out of 5 average rating, 177 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.

Top Guest favourite
A cozy studio apartment features a queen size bed with soft linens and two bedside lamps. A dining table and chairs are positioned beside a kitchenette. A seating area with cushions is present, complemented by decorative wall art and ample natural light from the window.
Guest suite in Rapid City
4.93 out of 5 average rating, 151 reviews

Cozy studio central to Black Hills amenities

Newly renovated cozy studio apartment in Rapid City, near Black Hills amenities. Just 5 minute drive to downtown and central to Sturgis, Spearfish, Hill City, Deadwood, Mt. Rushmore, and much more. Queen size bed, microwave, sink, full bathroom, TV, Wi-Fi, A/C unit. (Accommodations for 1 or 2 motorcycles)

Top Guest favourite
A spacious deck extends from the building, featuring a hot tub under warm evening light. Large windows provide views of the surrounding trees, while two outdoor lights illuminate the entryway. A stool is positioned near the door, enhancing convenience.
Guest suite in Rapid City
4.99 out of 5 average rating, 286 reviews

Private and peaceful. Hot tub and scenic views.

This unique place has a style all its own. Beautiful views of the Black Hills. Big windows(with blinds if you find them necessary) to enjoy the views. Close to downtown Rapid City yet out in the woods. Quiet neighborhood. Electric fireplace. New appliances. King size bed. Hiking right out your door.

Popular amenities for Pennington County holiday rentals