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.

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Guest favorite

Cabin in Lead

4.97 out of 5 average rating, 179 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

Guest favorite

Guesthouse in Rapid City

4.92 out of 5 average rating, 638 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!

Guest favorite

Home in Spearfish

4.98 out of 5 average rating, 254 reviews

Falsebottom Hide-away

This is a great place to relax and enjoy the sounds of nature after a long day vacationing. Sleeps six with a secure fenced yard for the safety of your pets. Located in beautiful Maitland Canyon with seasonal Falsebottom Creek right off the private back deck featuring a BBQ and outdoor table. We have lived here for 40 years and are still amazed with the beauty of the Northern Black Hills. Close to so much, but with a real connection to the pristine nature that the Black Hills are famous for.

Guest favorite

Home in Hill City

4.98 out of 5 average rating, 107 reviews

The Farmstead Vacation Rental.

Welcome to the Farmstead. Our 2500 square foot ranch style house has 4 bedrooms, 2 ½ baths, two living rooms and two kitchens. There are two decks and a patio area and a large combo gas/charcoal grill. We are located just east of Hill City with easy access to many of the Black Hills National Forest attractions such as Mount Rushmore, Crazy Horse, the 1880 Train, Custer State Park and the Mickelson Trail. This central location allows easy access to everything the Black Hills has to offer.

Guest favorite

Cottage in Wasta

4.89 out of 5 average rating, 480 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 favorite

Cabin in Rapid City

4.97 out of 5 average rating, 212 reviews

Cozy Cabin Black Hills

Breathtaking setting and incredible views! Family-built comfy cabin. Microwave, fridge, coffee maker, toaster, electric frying pan, crockpot, hot plate, satellite TV, dinette table/chairs, picnic table, propane grill. Creek side. Huge lawn to play! New flat screen TV! Great hiking trails! New deck. Limited cell service. Pet friendly! Dogs and cats please, no other pets. :) Wifi. Self-check in. Newly renovated bathroom! Swing set, playhouse and sandbox on site for the kids. 😁

Guest favorite

Cabin in Hill City

4.9 out of 5 average rating, 261 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 favorite

Rental unit in Rapid City

4.97 out of 5 average rating, 339 reviews

Modern, Urban, Downtown Apartment - Historic

Top rated urban apartment in the heart of downtown. Located in the recently renovated 1930's Dean Building, the space is a rich blend of modern convenience and historic architecture. Walking distance to downtown shopping, dining, entertainment, and nightlife. Pet friendly. Next door to the new Harriet & Oak coffee shop/bistro. Newer furniture and appliances including LG washer/dryer combo. Free off-street parking. Includes use of two bicycles. Owner's office onsite.

Guest favorite

Home in Rapid City

4.94 out of 5 average rating, 506 reviews

Rapid City Black Hills Westside Home 1

The home is in a great location in Rapid City, minutes from downtown, easy access to trails and paths, and a good starting point for exploring the Black Hills! We welcome dogs in our home. No cats! Additional fee will be added if cat is “snuck” into home! There is a nice fully fenced back yard, plenty of off street parking, as well as use of the garage (low clearance). I am happy to help with trail maps and directions as you kick off your adventures in the Black Hills.

Guest favorite

Guest suite in Rapid City

4.93 out of 5 average rating, 101 reviews

Beautiful & Convenient Studio Apartment

A cozy basement studio on the west side of Rapid City, within walking distance of Canyon Lake, Meadowbrook Golf Course, and the bike path. Hosted by a welcoming family in a quiet neighborhood, it's perfect for traveling professionals, small families, and couples. **Our family lives upstairs with young children who are home during the day. We strive to maintain a quiet environment for our guests, particularly in the evenings, though some noise is to be expected.**

Guest favorite

Cabin in Spearfish

4.97 out of 5 average rating, 348 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.

Guest favorite

Cabin in Custer

4.93 out of 5 average rating, 152 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.