
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!

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.

Western-Style apartment with off-street parking
Your family will be close to everything when you stay at this centrally-located basement apartment. The Central States Fairground, The Monument Civic Center, downtown Rapid City, and Rushmore Crossing are all within a 10 minute drive. We do have full-time tenants on the property with dogs. Some noise should be expected. The pets have their own dedicated space and contact with the pets should be minimal, if at all. We have one security camera located outside the entrance to the apartment.

Sharp & Modern, close to interstate & attractions
Welcome to your dream vacation or business trip home! This modern and stylish house is perfectly located for exploring Rapid City and the Black Hills. Just 7 minutes from the airport and close to great shopping and dining, it's ideal for both vacation and business travelers. Plus, it's only 30 minutes from Mount Rushmore and the Sturgis Rally. Enjoy the comfort of a quiet neighborhood, complete with all the amenities you need for a memorable stay. Get ready to make unforgettable memories.

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!

Clean, one-level living close to amenities!
**New 12” memory foam mattress on queen bed!** **After multiple guest’s suggestions, I’ve replaced the living room sofa bed and kitchen stools & added a chair to the living room space!** Less than 2 miles from downtown Rapid City! Walking distance to hospital & other amenities. Newly remodeled one bedroom, one bath home with driveway, off-street parking & additional storage available by request. Large deck with patio furniture. Window A/C unit in kitchen during spring/summer months.

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!

Gazebo-4BR-Ping Pong-Arcade Room
This home is large, comfy, clean, and right in the heart of Rapid City! We're just minutes from downtown, and only 40 minutes from Mt Rushmore! Our home has a large open kitchen, two living room areas, 55-inch smart TV in each living room, Pac-Man Arcade Game, and plenty of cozy space for everyone! We've gone to great lengths to make sure that everything you'll need for your stay is provided: including dishes, pans, coffee, washer & dryer, and plenty of towels! Book now!
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

Welcome to Case Place! A spacious quiet retreat!

A Quaint Escape with Luxury Jacuzzi Hot Tub

Mystic Road Cottage… -Peaceful -Private -Hot tub

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

Guest Suite with Beautiful Views and Hot Tub

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

Darby's Cabin in the Woods

Ponderosa Dome

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

The Little House

Turn of the Century, Downtown Cottage

The Rock and Block house

Family Home Fenced XL Yard Trailer Parking Festive

Rapid City Black Hills Westside Home 2
Family-friendly home rentals with a pool

Jackalope Loft in Downtown Custer, Sleeps 6

Crescent Moon Retreat

Mineral Mountain Lodge in Gilded Mountain

Private Pool! Great Rapid City Location!

Explore The Black Hills From Reber’s Retreat.

Iron Horse Cabin

Rustic Cabin

Condo Across from Terry Peak*Hot tub*Spacious
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