Family-friendly vacation rentals in West Pennington

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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, 120 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
Apartment in Keystone
4.97 out of 5 average rating, 221 reviews

The Woodsley - Hinterwood Inn & Cabins

We are Hinterwood Inn & Cabins, minutes from Mt. Rushmore. The Woodsley unit has beautiful rustic comforts, from the stump accent wall to the cozy gas fireplace — you'll enjoy your stay and the expansive outdoor spaces on the property. It includes 2 bedrooms, each with a queen bed, and a full-size murphy bed in the living room. It has one full bathroom with a shower (no tub) and a half bathroom. It has a full kitchen, a gas grill on the large private deck, a private fire pit, and amazing views!

Guest favorite
An outdoor seating area is showcased, featuring four wicker chairs arranged around a circular stone firepit. A wooden bench is positioned nearby, surrounded by lush green grass and natural foliage. A wooden fence adds privacy to the space.
Cabin in Rapid City
4.93 out of 5 average rating, 165 reviews

❖Charming Log Cabin❖Firepit❖Great Deck with Grill❖

Stay at our charming log cabin. It is secluded and private but still only minutes from town. ✔824 sq ft w/free parking & private entrance ✔Self check-in via door code ✔Dog friendly ✔Firepit and complimentary firewood ✔Great deck with grill ✔Close to Canyon Lake Park and a dog park ✔36 minute drive to Mt. Rushmore ✔1 hour drive to Badlands National Park ✔47 minute drive to Custer State Park ✔Full kitchen ✔Fast Wi-Fi ✔In-suite laundry Approved by Pennington County License Number COVHRLIC24-0019

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, 276 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, 279 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 yurt is nestled among tall pine trees, standing on a wooden deck. The circular structure features a blue exterior, and a warm glow is visible through the door, suggesting a sunset in the background. Lush foliage surrounds the setting, enhancing the natural ambiance.
Yurt in South Lawrence
4.85 out of 5 average rating, 286 reviews

Treehouse Yurt Lead Black Hills SD Mickelson Trail

Off grid yurt in the pines, with great view of mystic miner and Terry peak above, on mile 100 of beautiful Mickelson trail. Get away to nature (with style and a unique stay)....goulay. not for non-outdoorsy as there is only a half bathroom outhouse, no running water (you get to port it in, great spring pump at nearby Englewood trail-head on Mickelson and running stream for a dip at bottom of hill), no electricity, and a great little wood stove. BEFORE RENTING read other things to note.

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
4.98 out of 5 average rating, 121 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
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
4.96 out of 5 average rating, 209 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
Tiny home in Spearfish
4.95 out of 5 average rating, 173 reviews

Cabin on Open Acreage

Cabin with basic amenities on open acreage. 1 bedroom cabin located approximately 2 miles from Spearfish. Full sized kitchen, TV, Wi-Fi, 1 king sized bed and 1 queen sized bed , Closet, Couch, Recliner, Stand up shower, Tons of parking, Basic kitchen supplies, Coffee pot, Towels, Washer/Dryer, Laundry soap *All animals need to pay a pet fee of $25 per pet per night. *Owners occupy a house and shop on acreage.

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, 331 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.

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
4.99 out of 5 average rating, 234 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.

Popular amenities for West Pennington family-friendly rentals