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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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Top guest favourite
The logo of Hills Roost Farm features a warm, earthy orange background with bold, stylized text that reads 'HILLS ROOST' in uppercase letters, and 'Farm' in a cursive font, creating a welcoming and rustic atmosphere.
Farm stay in Rapid City
5 out of 5 average rating, 106 reviews

Farm♡tastic stay @ Hills Roost Farm!

Our farm's only bnb, "The Roost," offers a clean, modern, & fun space to stay. Located in the lower walkout level of our home, it's similar to a suite. Offering 575 sq. ft. of private, clean, well maintained living quarters include, a kitchen, a cozy living space, w/twin sofa bed, & a spacious bed & bathroom. Chickens just outside your door to greet you a "rise & shine" morning & flowers everywhere. Our seasonal gardens are open for you to enjoy picking organic food, along with farm fresh eggs.

Top guest favourite
A vibrant red barn contrasts with lush green trees and a clear sky, with a colorful rainbow arching above. An inviting hammock is shown in a tranquil setting, while a glimpse of the home's exterior reveals a charming farmhouse next to scenic hills.
Farm stay in Nemo
4.99 out of 5 average rating, 107 reviews

Restored Nemo Farmhouse on Centennial Trail W WiFi

Bring your ATV'S! Plenty of parking. On the Centennial Trail system. Fast wifi, smart TV with Dish channels. We are about 20 minutes from Sturgis, half an hour from Deadwood, and 40 minutes from Rapid City. The nighttime sky is very dark for viewing all the constellations; we have solar lights around the house, but it can be dark without a flashlight. Please keep in mind we are in the forest, and there are bugs, flying insects, and small critters. We work very hard to keep them out of the house!

Top guest favourite
The exterior of the cabin showcases a combination of natural wood siding and green accents, framed by tall trees. A welcoming deck extends from the front entrance, and landscaped stone beds add charm. The adjacent structure features a garage and earthy tones, integrating seamlessly with the surroundings.
Cabin in Black Hawk
4.99 out of 5 average rating, 312 reviews

Squirrel Hill Cabin - hot tub, gameroom, wi-fi

A hidden gem in the heart of the Black Hills, our cabin is nestled on 3 private acres lovingly named Squirrel Hill. With decks in every direction, you're encouraged to take in the abundance of nature. Watch for deer, turkey, birds and squirrels. Relax under the pines in the hot tub or on the deck featuring a gas firepit and 10-person table. Inside, you'll find everything you need for a well-appointed getaway. Worlds away from the hustle & bustle of real life; just 10 minutes west of Rapid City.

Top guest favourite
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.
Guest suite in Rapid City
4.98 out of 5 average rating, 526 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.

Top guest favourite
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, 284 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!

Top guest favourite
The game room features a classic wooden pool table with a blue felt surface, surrounded by a carpeted floor. A wall of brick showcases various framed memorabilia and decorative items, enhancing the recreational atmosphere. Two high-top chairs are positioned nearby.
Guest house in Rapid City
4.91 out of 5 average rating, 740 reviews

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!

Guest favourite
A spacious hot tub with lights is positioned on a wooden deck, surrounded by a protective wall. Snow covers the steps leading to the tub, while a small side table is visible next to it. Warm ambient lighting highlights the tub's inviting surface.
Cabin in Sturgis
4.95 out of 5 average rating, 273 reviews

Pet friendly 2 bedroom log cabin with hot tub.

This beautiful large 2 bedroom cabin nestled right outside of Sturgis SD can comfortably accommodate several guests, as it has 2 bedrooms as well as 2 living rooms. One of the living rooms has 2 fold out twin beds. 7 person hot tub! patio furniture as well. This cabin gives you the privacy you need yet the comforts of being 5 mins from a grocery store. Gorgeous views of the Black Hills. Fully furnished home. BBQ grill. We have a few different airbnbs and the cabin is completely private.

Top guest favourite
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.
Home in Rapid City
4.99 out of 5 average rating, 177 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!

Superhost
Home in Rapid City
4.86 out of 5 average rating, 243 reviews

Centrally Located, Fire Pit, Hot Tub, Fenced Yard

Experience a cozy, modern, and clean home in the heart of Rapid City, just 2 minutes from I-90 and 30 minutes from Sturgis and Mt. Rushmore National Park. This home features two bedrooms on the main floor, an open-concept kitchen and living area, and a remodeled attic loft for additional guests. Enjoy the large fenced-in backyard with a fire pit, perfect for relaxing evenings, and unwind in the brand-new hot tub for the ultimate relaxation. A perfect blend of comfort and convenience awaits!

Top guest favourite
A single-story home is seen from a grassy yard, featuring a well-maintained exterior with light grey siding. Large windows are framed by black shutters, and a tidy garden bed is visible in front. A paved driveway leads to a two-car garage on the right.
Home in Rapid City
4.97 out of 5 average rating, 117 reviews

The Gemstone

This wonderful home is located in Rapid City. Come sit relax and enjoy very comfortable reclining leather sectional. Enjoy a 85 inch tv in the basement with a reclining sofa and a wet bar. Very close to Rushmore mall and the interstate. Great place if you’re wanting to travel to all the beautiful places the Black Hills has to offer. Only 20 minutes to the beautiful city of keystone where Mount Rushmore is located. It’s only 30 minutes to the Sturgis Bike Rally and much much more.

Guest favourite
Home in Rapid City
4.96 out of 5 average rating, 135 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 favourite
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.
Home in Rapid City
4.92 out of 5 average rating, 115 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.

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