
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.

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!

Cheerful 3 bedroom home
Relax with the whole family at this peaceful place to stay. 3 bedroom home, entire main floor. Basement is a separate office unit. Use upper parking with entry to the kitchen. Located close to Rapid City Regional Airport and Black Hills Speedway. Easy access to Highway 16 bypass which ties into I-90 and Highway 16 to Mount Rushmore & the Black Hills. Great view of Black Elk Peak out the living room window! No pets or smoking please. Approved by Pennington County License Number COVHRLIC25-0019

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!
No cleaning fees Pool and Rec facilities, seasonal Two Large Furnished Bedrooms w/ new Queen Beds Large living room with new sofa sleeper Newly remodeled bathroom 65'' UHD Smart TV, Dish DVR and Bluray 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!

Cabin on 20 acres w/ horses, goats, mini donkey
Enjoy country living close to town! Two bedrooms w/ queen size beds and loft w/ queen size pullout sofa allow you to comfortably sleep 6! Just 4 miles from downtown Hill City. Sits on 20 beautiful acres surrounded on 3 sides by Forest Service! Enjoy beautiful surroundings - a seasonal pond outside your cabin (water level varies), horses, mini donkey, mini goats and chickens. Enjoy private setting with the convenience of the owners just 1/4 mile up the driveway to take care of your needs!

Ponderosa Dome
Furnished with King bed, dual twin beds, coffee-bar, and breakfast table. Private outdoor seating area with lighting, gas and wood fire pit. Wood for purchase. Restroom-guest fav, a few minutes’ walk and located in a shared building, not in unit, pictures in listing. AC in summer (June 1) and electric heater in winter. Non aggressive dogs. No bathroom in unit! Self-check in. Directions are sent the morning of arrival. If your unit requires a passcode, that will be sent upon booking. No WIFI

Flat 6 - East of 5th District, Downtown Rapid City
Artsy and creative loft-style apartment located in the up and coming East of 5th District, just one block from downtown Rapid City. This space has soaring ceilings, private uncovered parking, all the amenities of home and is clean and well-cared for. Harriet & Oak is just around the corner (in the same building) and offers a great selection of coffee and food. Close to everything with easy access to tourist sights and main highways. Unfortunately, parties and/or pets are NOT allowed.

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!

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!

Charming 1 bedroom apartment in 1880s home
Charming 1 bedroom apartment on the 2nd floor of a beautiful, restored 1880s historic home. Lots of historic charm left in place to enjoy. Nine foot ceilings, 5 & 6 foot high windows, original doors and trim and more. 1 mile or less to downtown Rapid City, restaurants, shopping, The Monument Civic Center, 11 mile paved bike path on the Rapid Creek, Hanson-Larson park with 20 miles of hiking / mountain biking trails, playgrounds, parks and so more. Convenient off-street parking.

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!
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

Centrally Located, Fire Pit, Hot Tub, Fenced Yard

A Quaint Escape with Luxury Jacuzzi Hot Tub

Mystic Road Cottage… -Peaceful -Private -Hot tub

Guest Suite with Beautiful Views and Hot Tub

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

Squirrel Hill Cabin - hot tub, gameroom, wi-fi
Family- and pet-friendly home rentals

Modern, Urban, Downtown Apartment - Historic

Perfect for families and business travelers!

The Mercantile at Mad Peak Lodging, sleeps four

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

High Country Guest Ranch - #25 Rodeo

Cozy 2 Bedroom Home

Family Home Fenced XL Yard Trailer Parking

Cozy Warm Stay. Near Badlands NP. Pets Welcome!
Family-friendly home rentals with a pool

Mountain View Suite near Mount Rushmore in the Bla

Moonlight Pines-Happy Little Cabin

NEW Johnny Cash on Main Walk to Downtown

Mineral Mountain Lodge in Gilded Mountain

Explore The Black Hills From Reber’s Retreat.

Rustic Cabin

Condo Across from Terry Peak*Hot tub*Spacious

Red Rock Private One Bedroom Apartment
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