Family-friendly holiday rentals in Pennington County

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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 cozy kitchen is equipped with wooden cabinets and a white refrigerator. A window with brown blinds allows natural light, while a clock is mounted on the wall. A countertop extends along one side, paired with a sink and ample space for cooking.
Flat in Rapid City
4.91 out of 5 average rating, 129 reviews

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!

Top guest favourite
Home in Rapid City
4.99 out of 5 average rating, 164 reviews

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!

Guest favourite
The exterior of the home is surrounded by trees, featuring a wooden deck with access steps. A rustic structure resembling a windmill is present beside the deck, which adds character to the outdoor setting. A pathway made of stone leads to the entrance.
Home in Rapid City
4.93 out of 5 average rating, 103 reviews

⁑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

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, 716 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.

Top guest favourite
The sleeping area features a spacious bed with a patterned blue and white coverlet. Two side tables with lamps provide soft lighting, and a large wall art piece in calming colors is displayed above the bed. A mirror and decorative plant add to the aesthetic.
Flat in Rapid City
4.87 out of 5 average rating, 362 reviews

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"

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 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 exterior of the house is showcased, featuring a front yard with manicured grass and landscaping. A gravel pathway leads to the entrance, framed by trees and bushes. A garage is visible in the background, providing additional parking space.
Home in Rapid City
4.91 out of 5 average rating, 351 reviews

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