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.

%{current} / %{total}1 / 1
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 exterior of the cabin showcases a combination of natural wood siding and green accents, framed by tall trees. A welcoming deck extends from the front entrance, and landscaped stone beds add charm. The adjacent structure features a garage and earthy tones, integrating seamlessly with the surroundings.
Cabin in Black Hawk
4.99 out of 5 average rating, 293 reviews

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

A hidden gem in the heart of the Black Hills, our cabin is nestled on 3 private acres lovingly named Squirrel Hill. With decks in every direction, you're encouraged to take in the abundance of nature. Watch for deer, turkey, birds and squirrels. Relax under the pines in the hot tub or on the deck featuring a gas firepit and 10-person table. Inside, you'll find everything you need for a well-appointed getaway. Worlds away from the hustle & bustle of real life; just 10 minutes west of Rapid City.

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.
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.

Guest favourite
An outdoor seating area is showcased, featuring four wicker chairs arranged around a circular stone firepit. A wooden bench is positioned nearby, surrounded by lush green grass and natural foliage. A wooden fence adds privacy to the space.
Cabin in Rapid City
4.93 out of 5 average rating, 158 reviews

❖Charming Log Cabin❖Firepit❖Great Deck with Grill❖

Stay at our charming log cabin. It is secluded and private but still only minutes from town. ✔824 sq ft w/free parking & private entrance ✔Self check-in via door code ✔Dog friendly ✔Firepit and complimentary firewood ✔Great deck with grill ✔Close to Canyon Lake Park and a dog park ✔36 minute drive to Mt. Rushmore ✔1 hour drive to Badlands National Park ✔47 minute drive to Custer State Park ✔Full kitchen ✔Fast Wi-Fi ✔In-suite laundry Approved by Pennington County License Number COVHRLIC24-0019

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, 718 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.
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!

Guest favourite
A warm living space is highlighted by a leather couch and decorative pillows, centered on a wooden coffee table over a patterned area rug. An accent light fixture and artwork adorn the walls, while a small desk and bar seating are visible near the window.
Apartment in Rapid City
4.91 out of 5 average rating, 243 reviews

Black Hills Getaway

Rest and recharge at your Black Hills get away in this newly finished apartment. Enjoy the walk-in shower with 2 shower heads and then get a soothing night sleep on the top of the line mattress produced by Nectar. Kick back at the end of your night by trying out the retro arcade game or watching a movie accompanied by your own bucket of popcorn from the popcorn maker and supplies provided. All of this is centrally located within driving distance to all the sites and attractions!

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
The A-frame cabin is framed by tall pine trees, showcasing a blend of wood and metal in its exterior design. Warm lights illuminate the structure, highlighting the large windows and inviting entrance. A stairway leads to the deck, enhancing accessibility to the cozy retreat.
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.

Popular amenities for Pennington County family-friendly rentals