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

Guest favourite
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
4.94 out of 5 average rating, 154 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 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, 263 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 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.

Guest favourite
Cabin in Custer
4.97 out of 5 average rating, 134 reviews

★ Secluded Stay in a Wonderful Creekside Getaway ★

This recently remodeled home has been furnished to an excellent standard. It’s the ideal retreat for a secluded & nature-bound stay. We are conveniently located near Mount Rushmore, Crazy Horse, Custer State Park, and other major tourist destinations. We believe it’s the ultimate location to immerse yourself in the beauty of the Black Hills. Enjoy seclusion, yet easy access off a main highway. This tranquil setting is perfectly centered for your Black Hills adventures.

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, 203 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
A modern fire lookout tower is showcased, elevated on flared metal beams. Surrounded by tall pine trees, the structure features a spacious patio below and a welcoming deck above, designed for enjoying beautiful views. Warm ambient lighting enhances the exterior at dusk.
Tower in Custer
4.98 out of 5 average rating, 112 reviews

Fire Lookout Tower Next to Custer State Park

Enjoy this newly built 2023, modern Fire Lookout Tower. Suspended in the air over welded metal flared beams. Located just 5 minutes to Custer State Park. Experience some of the most unique views of rock formations while you drink your morning coffee. Open floor plan with 1.5 bathrooms all to yourself. Great area to hike, bike, see the fluffy buffalo. Just a 2 minute drive to downtown Custer. Feel refreshed when you stay in style at this cozy rustic gem.

Guest favourite
A rustic cabin interior features warm wooden walls and ceiling. A queen bed is neatly made with fresh linens and extra towels. A wooden chair and desk provide a workspace. The door leads to an outdoor view, while a map of the area adorns the wall.
Cabin in Hill City
4.9 out of 5 average rating, 106 reviews

Cabin 4

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 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.

Guest favourite
A charming home is framed by towering trees, with a welcoming entryway featuring a large front porch. Stone steps lead up to the door, while colorful flower beds enhance the outdoor space.
Cabin in Rapid City
4.95 out of 5 average rating, 592 reviews

Hideaway on Bridge Lane

2 bedroom 1 bath home with mountain lodge decor. Home overlooks picturesque creek that allows for wading and trout fishing. Home is 8 miles outside of Rapid City. We have Century Link for the internet it sometimes does not work . If you need to have internet 100% of the time this will not work for you. Because of the hills internet is only available thru Century Link and it is not always dependable.

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 $129 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,550 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Hill City holiday rentals include wifi 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!