Family-friendly vacation 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.

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Top guest favorite
Chalet in Lead
4.97 out of 5 average rating, 254 reviews

Spearfish Canyon Skye lodge

Skyelodge is located in the heart of Spearfish Canyon. Located on a cliff wall . A 750 Sq. Ft. apartment on the top floor of a private vacation home. Spearfish Falls and Roughlock Falls one mile away can be accessed by hiking trails. FANTASTIC VIEWS! ( DEER, ELK, BALD EAGLES, PEREGINE FALCONS, OSPREYS, VULTURES ARE YOUR NEIGHBORS) HIKING, BIKING, ROCK CLIMBING, PHOTOGRAPHY, TROUT FISHING, OR JUST HANGING OUT. THE STARS AT NIGHT. GREAT COUPLES RETREAT!

Top guest favorite
Cabin in Lead
4.98 out of 5 average rating, 213 reviews

Spearfish Canyon Retreat (Valhalla)

A lovely log home located in spectacular Spearfish Canyon. Situated between Spearfish and Deadwood. Wi-Fi/cell /internet. Northern Black Hills Attractions and Activities: Spearfish Falls Bridal Veil Falls Roughlock Falls Fishing Rock Climbing Hiking Snowmobiling Skiing Many fine restaurants 15 mins to Spearfish 1/2 hour to Lead and Deadwood. 1 hour to Rapid City and Devil’s Tower. 1 1/2 hours to Mt. Rushmore or Badlands. 1 3/4 hours to Crazy Horse, Custer and Custer State Park

Top guest favorite
A spacious dining area is visible, featuring a dark wood table surrounded by white chairs. A light brown countertop is present in the foreground, while a cozy living space with two brown recliners is shown in the background. Large windows provide natural light, enhancing the welcoming feel.
Home in Rapid City
4.98 out of 5 average rating, 212 reviews

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

Top guest favorite
A spacious studio area features a king-sized bed with decorative pillows and a headboard made of wood. Alongside, a cozy seating arrangement with a large leather couch and colorful throw pillows creates a comfortable atmosphere, complemented by a ceiling fan and warm lighting.
Apartment in Rapid City
4.97 out of 5 average rating, 108 reviews

Oversized studio on a 5 acre wooded lot with views

This stylish, 800 sq. ft studio has beautiful views of the Black Hills and is surrounded by national forest. It's a short 10 minute drive to Rapid City on the scenic Rimrock Highway. Amazing hikes and a scenic overlook are a short distance away. There's a private entry to the walk out lower level on a 6 acre lot. Studio has king sized bed, full bathroom, kitchenette w/ lg. fridge, microwave,toaster oven, coffee maker, etc . Outdoor parking or covered parking is available in inclement weather.

Top guest favorite
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
4.99 out of 5 average rating, 265 reviews

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!

Guest favorite
A scenic view of rolling hills and dense tree cover is captured from the outdoor patio area. Lush green grass and a variety of shrubs provide a natural border, while an expansive sky with scattered clouds completes the tranquil landscape.
Guesthouse in Rapid City
4.91 out of 5 average rating, 722 reviews

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!

Guest favorite
Cabin in Custer
4.93 out of 5 average rating, 199 reviews

★Nature Stay with Views Like No Where Else★

This home is truly one-of-a-kind and straight out of a magazine! Beautifully modern and furnished to an exceptional standard. Open the windows and let the soothing sounds of the nearby creek transport you to your own private paradise. Located close to Mount Rushmore, Crazy Horse Memorial, Custer State Park, and many other top attractions, you’re also just under 5 minutes from Hill City. We truly believe this is the ultimate spot to fully experience the breathtaking beauty of the Black Hills.

Guest favorite
An elegant guest house showcases a unique design with large wooden doors and stone details at the entrance. The exterior features a mix of dark siding and shingle roofing. Surrounding greenery and a rocky hillside complement the peaceful setting.
Home in Rapid City
4.96 out of 5 average rating, 118 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!

Top guest favorite
An aerial view of a cabin interior features high vaulted wooden ceilings and warm wood accents. A cozy seating area includes a dark sofa and wooden coffee table. Large windows provide natural light, and a dining table is situated near the kitchen space equipped with a gas stove.
Cabin in Custer
4.97 out of 5 average rating, 127 reviews

Farmhouse Cabin in the Black Hills (Cabin 1)

Enjoy a farmhouse cabin on 120 acres. Experience the best of the Black Hills from your massive front porch. Add a farm tour to your experience if you want to interact with farm staff and animals. Enjoy Mount Rushmore, Crazy Horse, Jewel Cave, and hundreds of other attractions only a few miles from your door. Cabin 1 Sleeps 7 1 Private Bedroom (Queen Bed) 1 Loft Bedroom (2 Twin Beds +1 Partial Trundle {kids only}) 1 Foldout Couch (Queen Bed)

Top guest favorite
A modern living area features a dark sofa with yellow accents and two additional seating options. A coffee table is centered on a textured area rug. A large wall-mounted artwork of a cow complements the space, along with a dining table in the background and a clock on the wall.
Apartment in Rapid City
4.96 out of 5 average rating, 195 reviews

118 Main - Apt. 2

A quite place in the heart of Rapid City! Your own designated covered parking spot right outside the door, walking distance to everything you need. Washer and dryer in the apartment, fully equipped kitchen, your own WiFi network and smart TV. A great place for a night, or all the comforts of home if you want to stay a month or two! Furniture is all new and the sleeper sofa has a foam mattress (it's actually comfortable.)

Top guest favorite
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
4.98 out of 5 average rating, 146 reviews

Mirror Cabin in the Black Hills

You'll love this unique and romantic escape. This tiny mirror cabin, REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills of South Dakota. 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.

Top guest favorite
A well-maintained garden pathway is flanked by vibrant flowers and greenery. The wooden fence is adorned with climbing plants, creating a serene entrance. A grassy area is visible at the end of the path, inviting relaxation in a private outdoor space.
Home in Rapid City
5 out of 5 average rating, 200 reviews

Charming Rushmore House in the heart of Rapid City

You will feel welcomed and comfortable in the Rushmore House's cozy location on a quiet street minutes from Canyon Lake Park, Meadowbrook Golf course, Storybook Island and the bike trail which runs all the way through Rapid City. This newly remodeled home is conveniently located to local grocery stores and restaurants to enjoy during your stay in the Black Hills.

Popular amenities for Pennington County family-friendly rentals