
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.

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!

Cozy Family Home fast WI-FI, Fenced Yard near I-90
The Nature Nest is located close to down town Rapid city, as well as being very close to outdoor activities and tourist attractions. This property has a very large backyard to play and relax in and enjoy a fire in the evening after a nice BBQ, or wake up with a morning yoga session. Three comfortable bedrooms give space for 5 guests. Baby and toddler approved home, with a desk space for personal use, complete with patio and picnic table in the yard. Great family vacation home. Come see the Nest!

⁑Forest Haven⁑Secluded & Scenic⁑Close to town⁑
Stay at our newly remodeled Forest Haven. It is secluded and private but still only minutes from town ✔Free covered parking w/3 garage stalls ✔Self check-in via door code ✔Great deck with grill ✔Great views - surrounded by trees ✔Wildlife - Deer love our yard! ✔40 minute drive to Mt. Rushmore ✔1 hr drive to Badlands National Park ✔47 minute drive to Custer State Park ✔50 minute drive to Deadwood ✔Full kitchen ✔Fast Wi-Fi ✔In-suite laundry Approved by Pennington County License Number CUCU24-0010

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.

Cozy Apartment Minutes from Downtown w/Fenced Yard
This is Josh and Christie's basement studio apartment. There is a separate entrance that you have to yourself. We are just a 5-min walk from downtown, so you can easily walk to dinner, tour downtown, and check out Rapid City. Sitting high above Mt Rushmore Road, light from 3 windows makes you feel above ground. Our back patio is nice for relaxing, and our location is convenient. We are pet-friendly with a fully fenced yard! Are we booked? Check out our upstairs space "Modern Meets Cozy"

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!

Rapid City Black Hills Westside Home 2
This house is in a great location in Rapid City, minutes from downtown and a great starting point for exploring the Black Hills. We welcome dogs in our home. No cats! Additional fee will be added if cat is “snuck” into the home!. The yard is fully fenced and there is plenty of off street parking as well as use of a garage. ( Caution! Low Clearance). I am happy to help with trail maps and directions are you kick off your adventures in the Black Hills.
Popular amenities for Pennington County family-friendly rentals
Family-friendly home rentals with a hot tub

Monumental Stay-HOT TUB/lower unit/SUPER CLEAN

Aces & Eights, 1 mile to Deadwood, Hot tub

Mystic Road Cottage… -Peaceful -Private -Hot tub

Adorable loft carriage house with hot tub

Condo Across from Terry Peak*Hot tub*Spacious

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

Cottage #2 - Spearfish Orchard Creek Cottages

Guest Suite with Beautiful Views and Hot Tub
Family- and pet-friendly home rentals

Perfect for families and business travelers!

Cozy Cabin 15 near Mt.Rushmore & CusterStatePark.

Elkview Lodge

Turn of the Century, Downtown Cottage

High Country Guest Ranch - #25 Rodeo

5⭐️ Adorable Home Next to So Much!

The Rock and Block house

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

Moonlight Pines-Happy Little Cabin

Silver Lining Cabin in the Black Hills near Mount

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

Timber Trails: Pet-Friendly Haven for Adventurers

Iron Horse Cabin

Red Rock Private One Bedroom Apartment

Chalet Mt Rushmore VIEWS Hot Tub

44° North Lodge- Luxury Cabin in Powder House Pass
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