Family-friendly holiday rentals in Pennington County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Pennington County

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
The logo of Hills Roost Farm features a warm, earthy orange background with bold, stylized text that reads 'HILLS ROOST' in uppercase letters, and 'Farm' in a cursive font, creating a welcoming and rustic atmosphere.
Farm stay in Rapid City
5 out of 5 average rating, 101 reviews

Farm♡tastic stay @ Hills Roost Farm!

Our farm's only bnb, "The Roost," offers a clean, modern, & fun space to stay. Located in the lower walkout level of our home, it's similar to a suite. Offering 575 sq. ft. of private, clean, well maintained living quarters include, a kitchen, a cozy living space, w/twin sofa bed, & a spacious bed & bathroom. Chickens just outside your door to greet you a "rise & shine" morning & flowers everywhere. Our seasonal gardens are open for you to enjoy picking organic food, along with farm fresh eggs.

Top guest favourite
The charming exterior of a historic cottage is displayed, featuring a white facade and arched entranceways. Lush greenery and colorful flowers enhance the inviting landscape. A bright blue sky with scattered clouds provides a tranquil backdrop.
Bungalow in Rapid City
4.97 out of 5 average rating, 136 reviews

The 1904 Columbus House | Historic Downtown Area

Beautiful cottage circa. 1904 is conveniently located in The West Blvd Historic Neighborhood near downtown. This lovely historic home features 10.5 ft ceilings and has two large bedrooms, living room, dinning room, sunroom, screened back porch, two patios, fenced backyard, original oak floors, claw foot tub and more. The property is just a few blocks from the city center so you can walk to many restaurants & shops, as well as easy driving access to Mt Rushmore and other Black Hills attractions.

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
A rustic open-concept space features a spacious living area with a comfortable sofa, a wooden coffee table, and a decorative area rug. The kitchen area includes modern appliances. A handmade log bed is visible in the background, accentuated by warm wood accents and natural lighting.
Guest house 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.

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.
Guest house in Rapid City
4.91 out of 5 average rating, 719 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
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.
Flat in Rapid City
4.9 out of 5 average rating, 205 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, 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!

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, 236 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!

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, 178 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.
Flat 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.

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)

Popular amenities for Pennington County family-friendly rentals