
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.

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.

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.

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.

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.

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!

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.

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!

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!

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!

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.

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.

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
Family-friendly home rentals with a hot tub

Monumental Stay-HOT TUB/lower unit/SUPER CLEAN

Mirror Cabin in the Black Hills

Moonlight Pines-Happy Little Cabin

Condo Across from Terry Peak*Hot tub*Spacious

Reato House--Cozy comfort away from home, HOT TUB!

Squirrel Hill Cabin - hot tub, gameroom, wi-fi

Castle in the Sky

The Hills Hide-a-While ~ Minutes from Deadwood
Family- and pet-friendly home rentals

Perfect for families and business travelers!

Darby's Cabin in the Woods

Cozy Cabin 15 near Mt.Rushmore & CusterStatePark.

Elkview Lodge

Turn of the Century, Downtown Cottage

The Rock and Block house

Falsebottom Hide-away

Cozy Apartment in Rapid City
Family-friendly home rentals with a pool

Kindred Pines At Terry Peak

Mineral Mountain Lodge in Gilded Mountain

Pool, deck, fire pit, and trampoline!!!

6 Person Cabin near Mount Rushmore

Timber Trails: Pet-Friendly Haven for Adventurers

Iron Horse Cabin

High Country Guest Ranch - #25 Rodeo

Rustic Cabin
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