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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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, 112 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

Guest favorite

A spacious living area features large windows that allow natural light to fill the room. Comfortable seating options, including brown armchairs and a cozy couch, surround a round coffee table. The dining area has a long table, and sliding doors open to a private deck with outdoor seating.

Cabin in Custer

4.94 out of 5 average rating, 184 reviews

★Nature Stay with Views Like No Where Else★

This home is magazine worthy and one of a kind! Modernly furnished to an excellent standard. It is the ideal retreat for a secluded & nature-bound stay. You can open the windows and let the sounds of the creek make you feel like you are in paradise. It is Conveniently located near Mount Rushmore, Crazy Horse, Custer State Park, and other major tourist destinations. It's less than 5 minutes to Hill City! We believe it is the ultimate location to immerse yourself in the beauty of the Black Hills.

Guest favorite

The living area features a gray sofa, two decorative lamps, and a central coffee table positioned on a decorative rug. A kitchenette is visible in the background, along with a dining table. Natural light filters through the window, illuminating the warm wood flooring.

Apartment in Rapid City

4.92 out of 5 average rating, 140 reviews

118 Main - Apt. 8

118 Main Street apartment 8 - Spend your days exploring but relax in Rapid City! Newly remodeled apartments just a short walk from everything down town; Main Street Square, local restaurants/bars/coffee, bike paths, entertainment, School of Mines. Washer and dryer in unit, full kitchen, smart TV, sleeper sofa with a foam mattress. I put sleeps 4, but make sure your 4 know of the sleeping situation! There is enough space for 4 people, that would mean 2 on the king bed and 2 on the sleeper.

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, 244 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, 111 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

A cozy living area features a gray sofa adorned with decorative cushions. A large rug covers the wooden floor, and a fireplace provides a focal point. Art pieces are displayed on the walls, complemented by natural light filtering through sheer curtains.

Home in Rapid City

5 out of 5 average rating, 141 reviews

Mid-Century Modern Living in the Black Hills

Upper two levels of my four level mid-century modern home with private entrances! Located in a quiet cul-de-sac near the foothills of the Black Hills and ~10 min from downtown Rapid City. This property features ample living space, a fully equipped kitchen with complimentary breakfast, plenty of natural light and a spacious back yard. It includes two bedrooms and one bathroom. I live on the completely separated lower levels of the home so you can enjoy the upper levels all to yourself!

Guest favorite

A quaint cabin exterior is showcased, featuring a wooden facade with a red metal roof. A small porch with two chairs is set under a shaded tree. Colorful planters and a decorative feature can be seen in the background, contributing to the inviting outdoor space.

Tiny home in Four Corners

4.98 out of 5 average rating, 167 reviews

KK, tiny cabin close to beauty of Black Hills SD

A 10 x 32 tiny cabin conveniently located 1 mile off paved Hwy 585. Our working ranch has cattle, goats, horses. Beautiful scenery with frequent sightings of elk, deer, turkeys. This unique cabin features: WIFI, TV with DVD player only, microwave, retro fridge, bathroom with shower, twin bunk beds, and a queen bed. Experience the beauty and serenity of Wyoming and closeness of Black Hills attractions; and simple ranch life! Quiet and off the grid. Beautiful sunsets, too.

Top guest favorite

A wooden porch features four rocking chairs made from dark wood, positioned along a polished deck. The entrance is framed by a wooden door, with a welcome mat placed outside. The walls display natural wood paneling, contributing to a rustic ambiance.

Campsite in Custer

4.96 out of 5 average rating, 138 reviews

Quiet tent site H near Custer, SD & Mt. Rushmore.

Guest will sent up their own tent at Broken Arrow Campground. Campsites are tucked beneath the pine trees close to the nicest shower house and restrooms around. Only 3 sites are available for tent camping which adds to the peace and quiet of our campground. Enjoy the sounds of horses stabled close by. Four miles from the town of Custer and situated in the center of all the Black Hills attractions . This location is the best starting point for all your South Dakota adventures.

Guest favorite

A stylish tiny house on wheels features a contemporary design with metal siding and a bright yellow door. A small wooden staircase leads to the entrance. The house is set against a backdrop of trees and grass, reflecting a connection to nature.

Tiny home in Custer

4.9 out of 5 average rating, 311 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.

Guest favorite

The cabin interior features natural wood paneling, creating a warm environment. A queen bed is displayed with neatly arranged linens, alongside a set of twin bunk beds. A wooden chair and a small desk are visible, with a map of Hill City adorning the wall.

Cabin in Hill City

4.85 out of 5 average rating, 183 reviews

Hip Hill City Cabin near Mt. Rushmore

Rustic pine sleeper cabin in the beautiful Black Hills. One queen bed with twin bunk beds (three beds in total). Cabins do not include a shower, bathroom or running water inside. Showers and bathrooms are available for free use in main guest shower house. A great base for touring the area, with quick access to lakes, Mickelson Trail and a 20 minute drive to Mt. Rushmore. Featuring an award-winning bistro, wine and beer tasting room.

Guest favorite

A serene landscape featuring tall pine trees and a lush green meadow under a soft sunset sky. Mist gently rolls over the hills in the background, creating a peaceful and tranquil atmosphere, inviting reflection and relaxation in nature.

Cabin in Custer

4.95 out of 5 average rating, 227 reviews

Cabin @ Bluebird Ridge:Quiet Refuge

If you appreciate beauty, inside and out, our rustic-modern cabin is perfect for you. It's cozy enough for 2 and spacious enough for up to 8. The cabin is surrounded by forest and looks out to the meadows and Hills. If you want comfort, outdoor living space, beauty, peace and quiet, we encourage you to come make yourself at home! Follow us on Insta @bluebirdridge

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, 136 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.