Family-friendly vacation rentals in Pennington County

A spacious home is nestled among tall trees, overlooking a gently flowing creek. The property features a large deck and stonework, blending harmoniously with the natural surroundings, while vibrant greenery enhances the serene environment.

4.98 out of 5 average rating, 125 reviews

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.

4.91 out of 5 average rating, 101 reviews

The image captures a vibrant sunset sky, with hues of orange and pink blending above a distant mountain range. The foreground features gently rolling plains, complemented by scattered grass and subtle shadows that enhance the serene landscape.

Cabin in Hermosa

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.

Guest suite in Rapid City

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.

4.98 out of 5 average rating, 535 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.

4.99 out of 5 average rating, 290 reviews

A scenic view showcases the cabin nestled amongst tall pine trees, surrounded by expansive green meadows. A winding gravel driveway leads to the property, with a seasonal pond visible in the foreground, reflecting the clear blue sky.

Home in Hill City

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!

4.91 out of 5 average rating, 742 reviews

A spacious outdoor pool is visible with clear, turquoise water reflecting the blue sky. A nearby covered seating area provides shade and includes tables and chairs. Fencing surrounds the pool area, adding to its inviting atmosphere.

Guesthouse in Rapid City

Priceless Black Hills View!

Two Large Furnished Bedrooms, new Queen Beds Pool Table and Darts Large Living Room with sofa sleeper 65'' UHD Smart TV Netflix, Prime, HD/Local Channels Pool and Rec facilities, seasonal WIFI Highspeed Internet Newly remodeled bathroom Outdoor patio area with gas grill Pool table and darts Full size fridge/freezer Convection oven Induction cooktop Microwave Keurig coffee and breakfast snacks Washer/Dryer Close to Rapid City shopping and dining Nature and wild life Amazing stars out at night!

4.98 out of 5 average rating, 177 reviews

A modern tiny cabin features reflective walls, blending into the surrounding nature. Tall trees and a blue sky are mirrored on the surface, creating a seamless connection with the forest. The cabin's structure is set among rocky terrain, emphasizing its unique design.

Tiny home in Lead

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.

A private indoor pool features a vibrant blue surface, with a shallow entry area marked with depth indicators. Large windows allow natural light to fill the space, while lounge chairs are positioned along the edges for relaxation. The pool area is designed for guest privacy.

4.99 out of 5 average rating, 181 reviews

Private Pool! Great Rapid City Location!

*Please be sure to read all house information! Welcome to Mary Jo's Place, a charming 1950s Rapid City home! Sleeping six with two bedrooms and two bathrooms. Located near the Historic West Boulevard in the center of Rapid City! A great location with nearby parks, walking and hiking trails, grocery, and restaurants. Also, easily access Mount Rushmore Road and Interstate 90. This home has recently been updated and is ready for your stay! Did we mention there is a private heated indoor pool!

A spacious living room features a large, L-shaped sectional couch adorned with decorative pillows. Natural light filters through a wide window framed by light-colored curtains, illuminating a soft area rug on the floor. A small pendant light hangs above, complementing the neutral color scheme.

4.91 out of 5 average rating, 111 reviews

*4Bed*Beautifully updated home*Close to airport!

Kick back and relax in this beautifully decorated home. This stunning 4 bed, 2 bath home offers comfort and convenience, located just 8 minutes from Rapid City Regional Airport, 10 minutes from Rushmore Crossing (Shopping Center & Restaurants), 3 minutes from Black Hills Speedway, 10 minutes from Hwy 16 for Black Hills attractions, and 5 minutes from I-90 for a trip to Deadwood’s casinos or the Sturgis Motorcycle Rally. Perfect for families, groups, or solo travelers exploring the area!

An expansive indoor pool area features a large swimming pool with a water slide. Natural light filters through skylights and large windows. A basketball hoop stands at the side of the pool, while lounge chairs provide space for relaxation.

4.92 out of 5 average rating, 143 reviews

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.

4.93 out of 5 average rating, 142 reviews

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!

A vibrant arcade area features two vintage arcade games and a foosball table, surrounded by colorful, glowing carpet patterns. The walls are adorned with neon artwork, while LED lights accentuate the space, creating an engaging environment for family entertainment.

4.93 out of 5 average rating, 120 reviews

Classic Monroe, 2 blocks from The Monument Civic

Welcome to our Classic Monroe home. This property features 3 bedrooms and 1 bath. Family fun is just around the corner with an arcade in the basement. Sleeping accommodations include a two queen sized beds, and four twin size beds. Additional features of the home include a full kitchen, a full sized refrigerator, stove, microwave, K-cup maker, & air fryer. This home is located one block off a main street to Downtown and two blocks from The Monument Event Center.