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Family-friendly vacation rentals in West Pennington

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in West Pennington

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A charming red house is surrounded by lush green grass and tall trees, with a sloped hill rising in the background. A small deck with white chairs is visible at the front, offering a welcoming outdoor space.
Cabin in Hill City
4.94 out of 5 average rating, 118 reviews

Grandma's House in the Heart of the Black Hills

Grandma's House is in the heart of the Black Hills, located 1 mile from Hill City, it is minutes away from Mt. Rushmore, Crazy Horse, Custer State Park and more. It sits alone on the edge of a meadow with hills directly behind it and a small, bubbly creek in front of the house. It has plenty of room for kids to run and play outside, and a cozy, quaint inside for families to enjoy each other's company. Grandma’s House is available for extended stays November thru April. Contact host for details

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, 275 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 favorite
A charming yellow cabin is framed by lush greenery, with a wooden deck leading to the entrance. The path is bordered by plants, and a lantern-style fixture adds to the tranquil setting. Sunlight filters through the surrounding trees, highlighting the welcoming entrance.
Home in Spearfish
4.98 out of 5 average rating, 278 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
Cabin in Custer
4.94 out of 5 average rating, 204 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
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, 265 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.

Guest favorite
A large lodging building is shown, featuring a combination of wood and stone exterior. The front showcases a spacious deck with wooden railings, surrounded by trees. A garage door is visible on the left side, contributing to the rustic, natural atmosphere of the area.
Guest suite in Keystone
4.76 out of 5 average rating, 415 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 favorite
The entrance features a welcoming red door framed by neutral siding, with a small wooden step area leading up to it. A gravel pathway leads to the doorway, complemented by a decorative pot with greenery visible beside the door.
Guesthouse in Whitewood
4.99 out of 5 average rating, 144 reviews

Country Lodge ~Where the Prairie Meets the Pines

Our space started as my husbands "man cave." A place to display his hunting accomplishments and do all things manly. Yet, as the project progressed it turned into a lovely rustic lodge that we'd like to share with you. Just 5 miles North of Sturgis we provide a space that is minutes away from Bear Butte State park, the beautiful Black Hills and sits on a quiet valley acreage. It would be ideal for anyone visiting the area who enjoys fresh country air and a bit of rustic charm.

Top guest favorite
The exterior of the guesthouse is showcased, featuring a light-colored façade and a welcoming front porch. A covered carport and landscaped lawn enhance the entrance, while trees provide natural shade alongside the walkway. The driveway is spacious, allowing for convenient access.
Home in Rapid City
4.97 out of 5 average rating, 117 reviews

Enchantment hills retreat guesthouse.

This is a guesthouse beautiful Black Hills of South Dakota. Incredible views . 25 minutes from Mount Rushmore and all of Black Hills. Centrally located. Enjoy watching the deer ,wild turkeys , foxes and other wildlife wandering through. Use as a locum's medical professional, couples retreat or business executive . Approximately 700 sq/ft, and exquisitely decorated. Driveway private. Stunning views overlooking enchantment Canyon and the beautiful prairies.

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, 128 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 rustic bedroom features natural wood paneling and is furnished with a spacious bed, layered with navy and orange bedding. Light wooden accents include bedside tables and a headboard with prominent grain patterns. Soft light is provided by a lamp, creating a warm atmosphere.
Cabin in Custer
4.99 out of 5 average rating, 252 reviews

RIDGE @ redblue - King bed - near parks & trails

Enjoy your stay in a private, rustic 2-bedroom cabin - all the comforts of home. One king. One queen. Steps off the Black Hills National Forest & Michelson Trail. Centrally located to Wind Cave National Park, Jewel Cave National Monument, Crazy Horse Memorial, & Mount Rushmore National Memorial. Bring hiking shoes. Bring bikes. Adventure is yours! Also see redblue CABIN & OUTLAW. Perfect for family reunion!

Guest favorite
A private hot tub is situated on a covered patio, surrounded by lush greenery. The calming waters reflect the natural light filtering through the canopy of trees. Nearby, a wooden bench and a swing add to the serene outdoor setting.
Cabin in Custer
4.92 out of 5 average rating, 177 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.

Top guest favorite
A vibrant field of purple flowers stretches across the landscape, surrounded by green grasses. Pine trees are visible in the background, creating a harmonious blend with the clear blue sky above.
Apartment in Custer
4.96 out of 5 average rating, 327 reviews

Journeys End cozy Apartment attached to house

Cozy apartment attached to the main house, queen bed, full sized couch bed, large shower, mini kitchen with sink, microwave, refrigerator, coffee pot, toaster. Deck outside--gas grill and patio furniture. Located on 26 acres of pine forest, meadow and mt. Rock shop on property. Lots of space for rest, relaxation, or hiking. Access to children's playground, mountaintop deck and hiking trails.

Popular amenities for West Pennington family-friendly rentals