
Family-friendly vacation 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.

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.

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!
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.

Rose Building - Apt 1
Perfect place for any length of stay! On the boarder of both the Downtown and West Blvd Residential Historic Districts. Steps away from multiple dining and entertainment options. One of the only buildings in the area with owned off-street parking. The 2nd floor of the Rose Building was converted from offices to apartments in 2022. You can walk to The Monument for a concert, the bike path and parks, Main Street Square. The perfect place to relax after a day exploring the Black Hills.

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!

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!

Darby's Cabin in the Woods
Kick back and relax in our cozy cabin. Built in 2021 and decorated with love to make you feel at home in the woods! Includes two bedrooms, two bathrooms, living room, full kitchen, loft with two queen-size beds, porch, and fire-pit. Enjoy sitting outside on the porch or share a drink and camp stories around the fire-pit. Books, TV and board games are available for in-home entertainment. If you're looking for a peaceful getaway, Darby’s Cabin is the place for you!

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
Family-friendly home rentals with a hot tub

Monumental Stay-HOT TUB/lower unit/SUPER CLEAN

Modern 5-bed cabin with Hot Tub, King size beds

lNDOOR POOL! The FUN house

A Quaint Escape with Luxury Jacuzzi Hot Tub

Aces & Eights, 1 mile to Deadwood, 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
Family- and pet-friendly home rentals

Modern, Urban, Downtown Apartment - Historic

Cozy Apartment Minutes from Downtown w/Fenced Yard

The Little House

Deadwood & Sturgis 5 bedroom next to golf course

Turn of the Century, Downtown Cottage

High Country Guest Ranch - #25 Rodeo

The Rock and Block house

Family Home Fenced XLYard Trailer Parking Near I90
Family-friendly home rentals with a pool

Moonlight Pines-Happy Little Cabin

Cozy T Cabin at Powderhouse Pass

Explore The Black Hills From Reber’s Retreat.

Silver Lining Cabin in the Black Hills near Mount

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

Iron Horse Cabin

Rustic Cabin

Condo Across from Terry Peak*Hot tub*Spacious
Destinations to explore
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