Family-friendly holiday 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.

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Guest favourite

Home in Spearfish

4.93 out of 5 average rating, 303 reviews

Jägerhaus - Mountain Lodge on Private Estate

We crossed this summit in '99. Its magnificence & energy kept our family planted here. Two decades later, we open this one-of-a-kind experience—the Jägerhaus—to the world. Views run deep over hundreds of acres of the Black Hills under big skies. We invite you to explore. The hot tub shares these views, and we keep the water crystal clear. Gather around a bonfire, the gas fire pit, or the fireplace. The kitchen is truly "stocked." We don't skimp; we don't cut corners. Welcome to the Jägerhaus.

Guest favourite

Guest house in Rapid City

4.92 out of 5 average rating, 677 reviews

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!

Superhost

Guest suite in Keystone

4.75 out of 5 average rating, 372 reviews

Wild, Wild West Experience

On 10 private acres in the heart of the Black Hills, this airbnb offers the best of both worlds—just 8 minutes to Mount Rushmore and 15 minutes to Rapid City. Surrounded by thr National Forest, it’s the perfect home base for exploring the area's sights and scenic drives. After a day of adventure, unwind where you can soak in the views, spot deer wandering through the trees, and enjoy the quiet sounds of nature. It’s the perfect spot to relax, recharge, and plan your next day in the hills.

Top guest favourite

Flat in Rapid City

4.96 out of 5 average rating, 140 reviews

Black Hills Cabin Canyon Suite

Copper Canyon Lodge is a 5k sq ft mountainside lodge nestled on 20 acres in the Black Hills. The Canyon Suite is the entire lower level of the lodge & sleeps 6. Private entry, kitchenette, full bath, 2 bedrooms (one with a queen bed and the other with a double) and an extra queen behind the TV sitting area. Satellite TV and wifi are included. Box Elder Creek runs through the property, bring your poles if you like to fish! 🐟 Swing set, playhouse and sandbox on site for the kids. 😊

Guest favourite

Cottage in Wasta

4.9 out of 5 average rating, 500 reviews

The Rock and Block house

This is a Great Little House with Rustic yet Modern Charm, Beautiful View of the Cheyenne River Breaks. Two very comfy king sized beds. Wasta is a "very" small town, a gas station, a fabulous military museum and a bar. You can take in the Badlands on your way, you might drop down through Interior, S.D. and drive through the Badlands then come out just south of Wall. We are about 20 miles from the Badlands, 40 miles from Rapid City, and Beautiful Black Hills. Thank You, Billie

Guest favourite

Cabin in Hill City

4.88 out of 5 average rating, 281 reviews

Hideaway Cabin near Rochford

Nestled on a pine filled hillside is the Hideaway Cabin, a secluded A-frame with loft & Deck. It is perfect for 2, fine for 4 ! It is NOT IN HILL CITY, it's by ROCHFORD WE DO NOT HAVE: CELL SERVICE ( landline is available for emergencies) WE DO NOT HAVE: WIFI (very limited availability). WE DO NOT HAVE: Noisy neighbors & traffic ! This property affords quiet and privacy. About the only thing you will hear after 8:00 PM is an occasional coyote call !

Guest favourite

Tiny home in Custer

4.9 out of 5 average rating, 303 reviews

Black Hills Rambler-Tiny House

If you have ever wanted to try out "tiny living" our adorable tiny house is perfect. This hand built tiny home is situated on our family property, but away from the main house to give you the privacy you are looking for. While giving you the opportunity to unplug, the Rambler is surrounded by beautiful national forest but is also ideally located just 3.5 miles from the town of Custer, SD. Easy access to Hwy 16/385 and close to all the beauty that the Black Hills to offer.

Top guest favourite

Home in Rapid City

4.96 out of 5 average rating, 224 reviews

Perfect for families and business travelers!

This 3-bedroom, 1-bathroom house is located in a quiet residential neighborhood in Rapid City. 10-minute drive from downtown. 25-minute drive from Mt. Rushmore. Two bedrooms with Queen-sized beds and one King-sized bed in the other bedroom. Couch in living room may also be slept on. Dishwasher, washing machine, and dryer available for use. Free Wi-Fi, Netflix. ***(I'M SOMEWHAT FLEXIBLE WITH PRICE IN THE OFFSEASON, FEEL FREE TO SHOOT ME AN OFFER)***

Top guest favourite

Cabin in Spearfish

4.97 out of 5 average rating, 364 reviews

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.

Top guest favourite

Home in Rapid City

4.93 out of 5 average rating, 163 reviews

Relaxing, Unique Private Floor & Backyard Oasis.

Plenty of space inside and out. Guests have private access to the ground level floor. Shared spaces are the backyard and grill. A beautiful place where you can recharge after a full day of sightseeing, and enjoy your time. Family friendly. Please read entire listing description to fully understand this listing. Our space is safe haven for those with chemical and EMF sensitivities. This is a smoke free property. No exceptions.

Guest favourite

Cabin in Custer

4.94 out of 5 average rating, 156 reviews

Tenderfoot Creek Retreat

Welcome to Tenderfoot Creek Retreat! You will find yourself surrounded by towering evergreens of the Black Hills National Forest, and steps from the Mickelson Trail. You will occupy the entire main or 2nd floor of this rustic residence. Close to all the major Black Hills attractions yet you will feel at one with nature. Tenderfoot Creek can lull you to sleep or greet the morning with its soothing chatter.

Guest favourite

Home in Rapid City

4.96 out of 5 average rating, 224 reviews

In the Trees, Close to Town! EV Charging Level 2

Beautiful home in Rapid City. Located just outside of the city limits (4 minutes from I-90 access) in secluded and very pleasant wooded area. We are very knowledgeable about the Hills and surrounding area and would be happy to share with you any advice about things to do/see in the area! Winter guests must read full description for road conditions. Absolutely no parties.