
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.

Creekside Sanctuary
Creekside Sanctuary is a 6+ acre paradise for families, friends, celebrations or retreats. Naming this property was not easy, not only is this a Sanctuary for relaxation and rejuvenation, guests can also enjoy the popular site seeing and abundant wildlife native to our beautiful Black Hills. Whether winter or summer, there are activates nearby - fishing, hiking, skiing, snowmobiling, ice skating. The large yard is host to deer and turkey, an ideal gathering spot for celebration, fun and games.

Rushmore Ranch Guest Cabin
Enjoy a peaceful & cozy stay in this guest cabin situated on 22 acres with views of Mt Rushmore in the distance. 15 mins from both Custer State Park & Rapid City. Cabin offers 2 queen beds, shower, sink, heat, AC, breakfast nook, refrigerator, microwave, coffee maker, toaster, utensils. Excellent cell service. Picnic area just outsof cabin to enjoy views of Rushmore Mtn Range. 220V NEMA 14-50 camper/EV outlet on cabin by parking pad. Clean private outdoor toilet with lights right next to cabin.

Restored Nemo Farmhouse on Centennial Trail W WiFi
Bring your ATV'S! Plenty of parking. On the Centennial Trail system. Fast wifi, smart TV with Dish channels. We are about 20 minutes from Sturgis, half an hour from Deadwood, and 40 minutes from Rapid City. The nighttime sky is very dark for viewing all the constellations; we have solar lights around the house, but it can be dark without a flashlight. Please keep in mind we are in the forest, and there are bugs, flying insects, and small critters. We work very hard to keep them out of the house!

Welcome to Case Place! A spacious quiet retreat!
Welcome! This relaxing & unique a space sets the stage for beautiful views of the Black Hills & gorgeous sunrises & sunsets right from the hot tub! Case Place is 15 minutes from Rapid City and 30-40 minutes from Mt. Rushmore, Custer & Keystone, & Sturgis. Box Elder is growing & a has public golf course, Ellsworth Air Force Base/Museum! Guests often take in the unique experience of seeing & hearing the sound of freedom from the majestic B-1's! Honeymooners /Anniversaries ❤️ Inquire w/ options.

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.

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.

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!

Mirror Cabin in the Black Hills
You'll love this unique and romantic escape. This tiny Mirror Cabin by REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills. It creates a rejuvenating and memorable experience. This unique retreat is designed to offer you a chance to disconnect from the hustle and bustle of everyday life and reconnect with the special person in your life, yourself, and the surrounding nature. Come for the adventure. Stay for the connection. Leave feeling refreshed, reconnected, and renewed.

lNDOOR POOL! The FUN house
Ready for an unforgettable getaway? Welcome to your 7,000 sq. ft. vacation dream home! Packed with fun for all ages and designed with sustainability in mind, thanks to solar-powered energy! Whether you're splashing down the water slide, soaking in the hot tub, or enjoying a friendly game of foosball, this is where epic memories are made. Everyone in the family will thank you for choosing this one-of-a-kind escape! This property is pet-free and 100% smoke-free – indoors and out.

Castle in the Sky
Are you looking for a luxurious, unique place to stay? This house sits overlooking Rapid City with incredible skyline views, every evening is as picture perfect as the glowing city lights. This unique house is a fun mix of eclectic and fancy. Originally built as a local builder's "Coup de Grande", he ended up only finishing the guest house. You will find high-end finishes mixed with eclectic choices. We promise this will be one of the most memorable places you'll ever stay!

Creek-side Cabin | Hot Tub + Trout Fishing
Wake up to the sound of a babbling creek, sip your morning coffee on the deck while bighorn sheep graze on the hillside, and spend your evenings soaking in the hot tub under a sky full of stars. This beautifully furnished 3-bedroom Black Hills cabin sits right on the water — perfect for trout fishing, family gatherings, romantic getaways, or simply unplugging from the world. With stunning creek and mountain views, This is a Complete Black Hills retreat.

Secluded Cabin - Coyote Ridge Lodge
A unique, secluded, rustic cabin nestled on 10 acres of Ponderosa pine forest. Enjoy morning coffee on the sunny, spacious deck, afternoon picnics by the creek, a cozy wood fire in the evening and a sky full of stars at night. Only 12 minutes from great food and cafes in Spearfish; 20 minutes to Deadwood. The cabin is best for couples, families and groups of close friends. Note limited privacy; there are no bedrooms with doors you can close.
Popular amenities for Pennington County family-friendly rentals
Family-friendly home rentals with a hot tub

Pet friendly 2 bedroom log cabin with hot tub.

Jägerhaus - Mountain Lodge on Private Estate

Tenderfoot Creek Retreat

Granite Point

Moonlight Pines-Happy Little Cabin

Two Pines Forested Home w/hot tub

Luxury Escape w/Hot Tub, Firepit and Barrel Sauna

Black Hills Hideaway • Private + Hot Tub
Family- and pet-friendly home rentals

Priceless Black Hills View!

Neel Apt

Luxury Ranch Stay

Black Hills Bungalow

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

Ponderosa City Council

Cozy 2 Bedroom Home

Deadwood & Sturgis 5 bedroom next to golf course
Family-friendly home rentals with a pool

Private Pool! Great Rapid City Location!

Chalet Mt Rushmore VIEWS Hot Tub

High Country Guest Ranch - #25 Rodeo

Condo Across from Terry Peak*Hot tub*Spacious

Huge Windows! Modern Powderhouse Pass Home

Mineral Mountain Lodge in Gilded Mountain

The Coop Treehouse with Forest + Mountain Views

Timber Trails: Pet-Friendly Haven for Adventurers
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