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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Guest favorite

A scenic view of rolling hills and dense tree cover is captured from the outdoor patio area. Lush green grass and a variety of shrubs provide a natural border, while an expansive sky with scattered clouds completes the tranquil landscape.

Guesthouse in Rapid City

4.91 out of 5 average rating, 693 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!

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, 257 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!

Guest favorite

A geodesic dome structure is situated on a grassy hillside, surrounded by natural scenery. Wooden posts with string lights provide ambient lighting, while gray outdoor seating invites relaxation. The clear sky and distant trees complement the tranquil outdoor setting.

Dome in Hermosa

4.96 out of 5 average rating, 131 reviews

Ponderosa Dome

Furnished with King bed, dual twin beds, coffee-bar, and breakfast table. Private outdoor seating area with lighting, gas and wood fire pit. Wood for purchase. Restroom-guest fav, a few minutes’ walk and located in a shared building, not in unit, pictures in listing. AC in summer (June 1) and electric heater in winter. Non aggressive dogs. No bathroom in unit! Self-check in. Directions are sent the morning of arrival. If your unit requires a passcode, that will be sent upon booking. No WIFI

Top guest favorite

The loft features a cozy sleeping area with a spacious bed dressed in a light blanket. Bright pillows add a pop of color. Natural light fills the room from a large window with red curtains, and a smaller window enhances the airy feel. A decorative feature stands nearby.

Loft in Lead

4.98 out of 5 average rating, 669 reviews

Harley Court Loft

Cozy loft in the Lead, SD. Moments from downtown, but secluded. Minutes to outdoor activities, skiing, snowshoeing, hiking, biking, or snowmobiling. Winter months, all wheel / 4 wheel drive vehicle is a must!! Close to restaurants, brew pub, and night life!! Kitchenette: microwave, coffee maker, toaster, hot plate, (with pans), and small frig. The loft has electric heat and portable AC. There are 18 steps to get to the loft, for two people. Not kid proof. No pets accepted.

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, 390 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.

Guest favorite

A warm living space is highlighted by a leather couch and decorative pillows, centered on a wooden coffee table over a patterned area rug. An accent light fixture and artwork adorn the walls, while a small desk and bar seating are visible near the window.

Apartment in Rapid City

4.91 out of 5 average rating, 233 reviews

Black Hills Getaway

Rest and recharge at your Black Hills get away in this newly finished apartment. Enjoy the walk-in shower with 2 shower heads and then get a soothing night sleep on the top of the line mattress produced by Nectar. Kick back at the end of your night by trying out the retro arcade game or watching a movie accompanied by your own bucket of popcorn from the popcorn maker and supplies provided. All of this is centrally located within driving distance to all the sites and attractions!

Top guest favorite

A cozy living area is shown, featuring two patterned armchairs and a comfortable sofa. A wooden table with a vase of flowers sits near a window that brings in natural light. A clock and a lamp add to the welcoming ambiance.

Guest suite in Hill City

4.99 out of 5 average rating, 182 reviews

Pine Mountain Rest

Come find a restful space in the Heart of the Hills. After a busy day exploring all that the Black Hills have to offer you will find a quiet place to relax, fix your meals and rest for another day of adventure. Relax on the deck and listen to the Hill City 1880 train whistle as it returns from its final run. Located in Hill City we are in the heart of everything you want to do. Mickelson Bike Trail runs through town. Mount Rushmore and Crazy Horse are within 15 miles.

Top guest favorite

The exterior of the Mercantile features blue siding and a red sign, showcasing a traditional design. A covered porch is present, furnished with a small table and two chairs. Windows allow natural light to fill the space, while trees surround the property, enhancing privacy.

Guesthouse in Deadwood

4.98 out of 5 average rating, 135 reviews

The Mercantile at Mad Peak Lodging, sleeps four

Welcome to the Mercantile at Mad Peak, where mountain old west charm meets modern luxury. This exquisite rental promises an unforgettable getaway in the heart of the breathtaking Black Hills. Nestled among the peaks and valleys of this pristine mountain range, our retreat offers a perfect blend of tranquility, adventure, and relaxation. Whether you're seeking outdoor thrills, cozy nights by the fire, or simply a serene escape, this is your ideal destination.

Guest favorite

A covered porch is displayed with two wooden chairs positioned in front. Large glass doors reveal a spacious dining area and kitchen, featuring dark cabinetry and modern appliances. The floor appears polished and reflects the warm lighting from overhead fixtures.

Home in Hill City

4.95 out of 5 average rating, 195 reviews

Hill City Hideaway on the Mickelson Trail

Location, location, location. Hill City is located in the center of the Black Hills and this house is within walking distance of the best parts of Hill City. 40 feet to the world famous Mickelson Trail, 1/2 a block to the 1880s steam train, and 3 blocks to the best restaurant in South Dakota. This home is not too big and not too small. Whether you are doing a couples get away, traveling with kids or your friends this home may be "just right" for you.

Top guest favorite

The lodge is set against a backdrop of rolling hills and lush Ponderosa Pine trees. The structure features a brown exterior with a distinctive green metal roof and multiple balconies, providing a cozy and inviting appearance. A gravel driveway leads to the entrance.

Guest suite in Hill City

4.97 out of 5 average rating, 149 reviews

The Stam Family Lodge on Tin Mill Hill

Enjoy a restful time in the central Black Hills surrounded by Ponderosa Pine and only 15 miles from Mount Rushmore. Stam Family Lodge on Tin Mill Hill is close to many exciting places to visit and is near an historic mining and milling site. With National Forest on two sides of the property, hiking and exploring opportunities abound.

Top guest favorite

A single-story house is depicted with a wooden exterior in a soft grey shade. Large glass sliding doors offer views of the interior, framed by two side windows. A small seating area with two chairs is visible on the porch, surrounded by grassy grounds and pine trees.

Cottage in Hill City

5 out of 5 average rating, 205 reviews

Mystic Road Cottage… -Peaceful -Private -Hot tub

Kick back and relax in this calm, stylish space. Conveniently located adjacent to the Mickelson Trail and UTV Trails. If you enjoy water adventures, Deerfield Lake, Sheridan Lake and Pactola Lake are only a short drive away. Come enjoy nature and explore the Black Hills. End your day relaxing in the hot tub gazing at the stars.