
Family-friendly holiday rentals in Hill City
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Hill City
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Squirrel Hill Cabin - hot tub, gameroom, wi-fi
A hidden gem in the heart of the Black Hills, our cabin is nestled on 3 private acres lovingly named Squirrel Hill. With decks in every direction, you're encouraged to take in the abundance of nature. Watch for deer, turkey, birds and squirrels. Relax under the pines in the hot tub or on the deck featuring a gas firepit and 10-person table. Inside, you'll find everything you need for a well-appointed getaway. Worlds away from the hustle & bustle of real life; just 10 minutes west of Rapid City.

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

★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.

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

❖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

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!

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

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.

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.

Beautiful Bungalow Next to Custer State Park
Enjoy this newly built 2023 modern Beautiful Bungalow, 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 style and comfort with amazing accommodations.

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.

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.
Popular amenities for Hill City family-friendly rentals
Family-friendly home rentals with a hot tub

Modern 5-bed cabin with Hot Tub, King size beds

lNDOOR POOL! The FUN house

A Quaint Escape with Luxury Jacuzzi Hot Tub

Quite Cabin on the Cliff

Summit Trails Lodge | Cozy, Hot Tub, Trail Access

Guest Suite with Beautiful Views and Hot Tub

Reato House--Cozy comfort away from home, HOT TUB!

Cottage #2 - Spearfish Orchard Creek Cottages
Family- and pet-friendly home rentals

Secluded Black Hills Studio Cabin Near Crazy Horse

Quiet private suite with garage bay & kitchenette

Pool, deck, fire pit, and trampoline!!!

A Peaceful Winter Glamping Hideaway

Downtown Loft

Priceless Black Hills View!

Americana Escape | Fire Pit, Games, Mount Rushmore

Pet friendly 2 bedroom log cabin with hot tub.
Family-friendly home rentals with a pool

Moonlight Pines-Happy Little Cabin

Cozy T Cabin at Powderhouse Pass

Red Roof Cottage in Custer walkable to downtown!

Iron Horse Cabin

Condo Across from Terry Peak*Hot tub*Spacious

Silver Moon Black Hills Cabin

Midnight Star

44° North Lodge- Luxury Cabin in Powder House Pass
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 $174 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, Wi-Fi and Pool across Hill City rentals

4.9 Average rating
Hill City stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals Pennington County
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- Family-friendly rentals United States
- Black Hills National Forest
- Mount Rushmore National Memorial
- Wind Cave National Park
- Custer State Park
- Crazy Horse Memorial
- Reptile Gardens
- Storybook Island
- Rushmore Tramway Adventures
- Prairie Berry Winery
- Sylvan Lake
- D.C Booth Historic National Fish Hatchery & Archives
- Jewel Cave National Monument
- Mammoth Site




