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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Guesthouse in Rapid City

4.91 out of 5 average rating, 602 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!

Apr 18 – 25

G$27,121 GYD per night

Guest favorite

Chalet in Lead

4.93 out of 5 average rating, 128 reviews

Tucked Away Chalet minutes to Deadwood and Skiing

PLEASE READ THE ENTIRE LISTING DESCRIPTION, REVIEW ALL FEATURES, AND VIEW ALL PICTURES TO KNOW EXACTLY WHAT TO EXPECT! Conveniently located in the northern Black Hills in the City of Lead, central to all that it has to offer. Minutes to historic Deadwood and Terry Peak ski area. Snowmobile trails, mountain biking and hiking trails minutes away. Visit the many local breweries and restaurants while taking in all the history of this historic mining town. Please enjoy and respect our home!

Sep 3 – 10

G$22,455 GYD per night

Guest favorite

Cottage in Wasta

4.9 out of 5 average rating, 437 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

Oct 11 – 18

G$21,558 GYD per night

Guest favorite

Cabin in Hill City

4.9 out of 5 average rating, 229 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 !

Apr 11 – 18

G$21,962 GYD per night

Guest favorite

Tiny home in Custer

4.91 out of 5 average rating, 267 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.

Oct 6 – 13

G$33,225 GYD per night

Guest favorite

Farm stay in Spearfish

4.97 out of 5 average rating, 117 reviews

Black Hills Getaway - Country Setting

This guest space is part of our home, it is the entire 1st floor of our 3 story home. (We live on the 2nd-3rd floors). This comfy space includes 3 private bedrooms, private bathroom with shower, outdoor space with seating, grill & fireplace. Living room and food prep area with fridge, microwave, toaster, coffee maker, toaster oven, tea kettle, dishes, silverware, grilling tools. Quiet, scenic location 4 miles from Spearfish. 42 acres with scenery, hiking trails & wildlife.

Dec 27 – Jan 3

G$25,693 GYD per night

Guest favorite

Home in Rapid City

4.95 out of 5 average rating, 153 reviews

A Quaint Escape with Luxury Jacuzzi Hot Tub

Standing on the beautiful 6 acres of cliffside views, our home combines traditional coziness with rustic modern to create your perfect getaway vacation in the Black Hills! Enjoy watching wildlife and stunning sunsets right from our large wrap-around deck. In the evenings, relax in our brand new luxury massage hot tub after a long day outdoors, or head downstairs to sit at the bar, play a game of ping pong, or enjoy your favorite movie, show, or game on our 125" screen.

Sep 18 – 25

G$64,969 GYD per night

Guest favorite

Home in Rapid City

4.93 out of 5 average rating, 461 reviews

Rapid City Black Hills Westside Home 1

The house 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 and will consider hosting other types of pets with communication ( No cats). There is a nice fenced back yard, plenty of off street parking, as well as use of the garage. I am happy to help with trail maps and directions as you kick off your adventures in the Black Hills!

Nov 19 – 26

G$28,039 GYD per night

Guest favorite

Home in Rapid City

5.0 out of 5 average rating, 162 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.

Sep 26 – Oct 3

G$40,765 GYD per night

Guest favorite

Cabin in Rapid City

4.97 out of 5 average rating, 197 reviews

Cozy Cabin Black Hills

Breathtaking setting and incredible views! Family-built comfy cabin. Microwave, fridge, coffee maker, toaster, satellite TV, dinette table/chairs, picnic table, creek side! Huge lawn to play! New flat screen TV! Great hiking trails! No cell service. Pet friendly! Dogs only please, no other pets. :) Wifi is spotty. Self-check in. Newly renovated bathroom!

Jan 4 – 11

G$32,390 GYD per night

Guest favorite

Tiny home in Rapid City

4.98 out of 5 average rating, 215 reviews

Bale & Butterfly Bungalow

Cleverly designed studio centrally located at 8340 Schroeder Rd in the Black Hills, SD. Tiny home, and a tiny paradise! 3/4 mile to Nation Forestland, 4 miles from Rapid City. Beautiful high meadow location on two acres. Pavement to driveway and less than a minute from some of the best riding/viewing the Hills have to offer.

Jan 23 – 30

G$41,279 GYD per night

Guest favorite

Cabin in Spearfish

4.97 out of 5 average rating, 325 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.

Apr 7 – 14

G$35,686 GYD per night