Family-friendly holiday rentals in Hill City

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Top-rated family-friendly rentals in Hill City

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

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Top Guest favourite
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, 116 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 favourite
A dining area features a white table surrounded by blue chairs, inviting shared meals. A cozy seating area with a brown sofa and a patterned rug complements the space. Natural light flows through large windows adorned with light curtains, enhancing the room's welcoming feel.
Bungalow in Custer
4.99 out of 5 average rating, 160 reviews

The Jasper House: A cheerful downtown bungalow

Named after a local gemstone, The Jasper House is a stylish, centrally-located 1940s bungalow that was newly remodeled in 2022. This cheerful 2-bedroom house sleeps 4 and offers a full kitchen, full bath, fenced back yard with fire pit & grill, and more! -Five minute walk to downtown shopping, award winning restaurants & the Mickelson Trail -Ten minute drive to Custer State Park; twenty minute drives to both Jewel Cave National Monument & Wind Cave National Park -One block from the city pool

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, 265 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 favourite
Cabin in Custer
4.93 out of 5 average rating, 199 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.

Top Guest favourite
A spacious living area is equipped with comfortable leather sofas and a wooden coffee table. Light radiates from ceiling lights, highlighting the open concept design that connects to the kitchen area. A large clock decorates the wall, adding a homey touch to the space.
Guest suite in Hill City
4.94 out of 5 average rating, 118 reviews

House on the Hill

A beautiful, quiet retreat in the Black Hills. The 1100 SFT open concept suite is inviting and easily accommodates 4 people. Located above the garage, this unit includes two bedrooms, (1 with a queen bed and 1 with a full bed with full trundle) and a bathroom. The views of the hills are incredible. UPDATE: There is NO stove. Other ways to cook are provided e.g. air fryer/instant pot, hot plate, microwave, toaster, gas grill) PLEASE NOTE: There is NO TV in the suite. The WiFi is EXCELLENT

Top Guest favourite
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, 185 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 favourite
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, 205 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 favourite
The exterior of a modern guesthouse displays a blend of wood and stone accents, framed by a well-maintained lawn. A small tree and a rock landscaping feature are visible, while the sky above showcases a clear evening hue.
Farm stay in Rapid City
5 out of 5 average rating, 236 reviews

Luxury Ranch Stay

Be our guest on 40 private and fully gated acres. From all windows of the house you can watch 2 horses and cattle grazing through the meadow. The evening sunsets are magical with deer & turkeys wandering through. Relax under the stars at our fire pit (all supplies provided). Let your kids run wild with water guns & a water fall pond to refill at! Located right off HWY 16 makes you only 10 minutes to downtown Rapid City and 20 minutes to Mt. Rushmore!

Top Guest favourite
A modern tiny house features warm wooden siding and a sleek black exterior. A spacious wrap-around deck showcases seating and soft lighting. The surrounding landscape includes distant rock formations under a cloudy sky, providing a serene atmosphere for relaxation.
Tiny home in Custer
4.99 out of 5 average rating, 159 reviews

Rustic Modern Tiny House Next To Custer State Park

Enjoy this modern Tiny House, located just 5 minutes to Custer State Park. Experience unique views of rock formations while you drink your morning coffee. You will have access to the entire house, all to yourself. Great area to hike, bike, see the fluffy buffalo. Just a two minute drive to downtown Custer. This area has great ATV, trail ride and kayak rentals near by! Feel refreshed when you stay in this rustic gem.

Guest favourite
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, 173 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.

Superhost
A view shows several rustic cabins arranged around a grassy area, surrounded by trees. A sign indicates pony rides nearby. Fencing encloses the site, enhancing a sense of openness. The horizon features gently rolling hills, contributing to the serene setting.
Cabin in Hill City
4.83 out of 5 average rating, 152 reviews

High Country Guest Ranch - #25 Rodeo

Camping Cabins are perfect for a quick get-a-way for smaller families of 5-6 people! There is a large shared firepit to enjoy!!! Bedding and towels are provided. Cooking supplies, plates and cups are not provided! Come enjoy the small cabin feel in the middle of The Black Hills without breaking the bank! Little to No internet but the store has internet you can use!!

Guest favourite
A modern studio space features a spacious bed with a neutral-colored blanket. A streamlined washer and dryer unit is positioned against the wall, while a small television is mounted on a white shelving unit nearby. Soft lighting is provided by a contemporary circular pendant.
Apartment in Rapid City
4.88 out of 5 average rating, 110 reviews

Historic Modern 1 Bedroom Downtown Luxury Flat

Enjoy a stylish experience at this centrally-located newly renovated apartment! This beautiful large studio apartment is nestled right between West Blvd (Historic Neighborhood) and Mt. Rushmore Rd. Perfectly located in a peacefully quiet neighborhood, minutes from Interstate 90 or Hwy 16 and blocks from the fun of Downtown Rapid City.

Popular amenities for Hill City family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Hill City

  • Total holiday rentals

    Explore 30 holiday rentals in Hill City

  • Nightly prices starting at

    Hill City holiday rentals start at $170 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,550 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Hill City holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Hill City rentals

  • 4.9 Average rating

    Hill City stays are highly rated by guests—averaging 4.9 out of 5!