Vacation rentals in Hill City

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Top-rated vacation rentals in Hill City

Guests agree: these stays 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, 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

Guest favorite
Cabin in Custer
4.97 out of 5 average rating, 139 reviews

Secluded Stay in a Wonderful Creekside Getaway

This beautifully remodeled home is thoughtfully furnished to a high standard, offering the perfect retreat. Tucked away in a secluded setting, you’ll enjoy the serenity of the Black Hills while still being just minutes from top attractions like Mount Rushmore, Crazy Horse Memorial, Custer State Park. With easy access right off a main highway, our home provides the best of both worlds — quiet privacy and convenient proximity to adventure. This is the ideal home base for your unforgettable stay.

Top guest favorite
Cabin in Keystone
4.98 out of 5 average rating, 123 reviews

The Winsome Cabin - Hinterwood Inn & Cabins

The Winsome Cabin is part of Hinterwood Inn & Cabins, situated 60 ft. from National Forest. Enjoy hiking and wildlife sightings from your front door! The cabin has 2 bedrooms, each with a queen bed, a queen murphy bed in the living room, a bathroom with a shower (no tub), and an apartment size kitchen w/ essentials. Custom built by the owners, enjoy the beautiful stump accent wall, vaulted ceilings, and large windows. Includes a private deck with a gas grill, private fire pit area, and more!

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, 272 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 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, 323 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.

Top guest favorite
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, 186 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 favorite
A small wooden cabin with a blue roof is surrounded by greenery. Flower boxes are placed under the window, complemented by rustic decor elements such as an old wagon wheel and metal barrel. The peaceful country setting is highlighted by the dense trees in the background.
Home in Keystone
4.85 out of 5 average rating, 163 reviews

Hill top Cabin. #4

Small cabin, 2 miles from Mt.Rushmore and walking distance to Keystone, SD shops. Just a queen bed, AC, refrigerator, shower and deck overlooking Battle Creek, 30 feet below. Scenic views of surrounding forest hilltops and canyon. We also have another cozy cabin #5 if this cabin isn't available or if you'd like to book both for a party of 4, just click on our host (Diane's) photo to see both cabin listings. Seasonal openings. June 1- Oct. 11. Not open winter months.

Top guest favorite
A wooden deck is seen overlooking a green golf course, surrounded by tall pine trees under a clear blue sky. The sunlight casts shadows on the deck's surface, enhancing the natural beauty of the setting.
Guest suite in Custer
4.95 out of 5 average rating, 368 reviews

The View at Bear Rock Two (Top Unit)

Relax in our charming guest suite featuring a private rooftop deck with serene views of Rocky Knolls Golf Course. Enjoy a comfortable queen bed, a renovated bathroom with a modern shower, and convenient amenities like a mini-fridge, microwave, cable TV, and Wi-Fi. Located just minutes from local dining, bars, and major attractions including Mount Rushmore, Crazy Horse Memorial, and Custer State Park, our suite offers the perfect base for your Black Hills adventure.

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, 207 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.

Guest favorite
A rustic lodge-style home is framed by tall trees, with a sloped red roof and natural stone accents. A wooden deck extends from the front, featuring a railing along the entry. Snow-covered ground suggests a serene winter setting.
Home in Custer
4.87 out of 5 average rating, 102 reviews

Wildland Lodge

Welcome to the Wildland Lodge! Located in the city of Custer, this spacious 2 bedroom/1.5 bath home has a warm rustic vibe and lots of natural light. Enjoy the decks in warm weather; get the fireplace going when temperatures drop. Explore downtown on foot or take a short drive to many nearby sights. Owned by a local wildland firefighter, this home is the perfect spot to enjoy the beauty of the area and be a great home-base for your Black Hills adventures.

Superhost
A rustic cabin with wooden siding is seen under a sloped roof. A covered porch is furnished with a wooden picnic table and bright red chairs. Nearby, a small fire pit and grassy areas are visible, while trees line the background.
Cabin in Hill City
4.73 out of 5 average rating, 101 reviews

High Country Guest Ranch - #24 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. Mini fridge, microwave, coffee maker and toaster only. Coffee and creamer kit provided. Charcoal grill outside, you bring your own supplies. 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!

Top guest favorite
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, 116 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.

Popular amenities for Hill City vacation rentals

When is the best time to visit Hill City?

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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Hill City?

    Four-legged friends are welcome in Hill City. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Hill City?

    Yes! Work meets play with ease at over 10 vacation rentals in Hill City featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Hill City?

    Experience the best of Hill City with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Hill City have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Hill City. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Hill City have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Hill City. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Hill City?

    Hill City has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

All about Hill City

Parks and outdoor adventures surround the Black Hills’ second-oldest town. Its South Dakota showstoppers include the Crazy Horse Memorial, the planet’s largest mountain carving, to the southwest, and Mount Rushmore to the southeast: both within a 20-minute drive. Hill City also makes a good base for exploring Devils Tower, the spires of Custer State Park, and the otherworldly Badlands. And don’t forget the pristine prairie at Wind Cave National Park, blanketing one of the world’s longest, most complex cavern systems.

Hiking, cycling, horseback riding, and off-roading trails wind through the rocky slopes and gnarled ponderosa pines. For kid-friendly options, you can go boat or ice fishing on Sheridan Lake, or browse dinosaur bones at the Museum @ Black Hills Institute. Meanwhile adults can soak up the art galleries, local wineries, and craft beer that bring cosmopolitan charm to this laid-back tourist hub.

What are the top things to do in Hill City?

1880 Train

The scenic, 3-hour round-trip journey runs between Hill City and Keystone from May to October. Replica steam locomotives pull visitors past old mines and Gold Rush hot spots within the forest landscape. Serious rail buffs should also make tracks for the South Dakota State Railroad Museum flanking the Hill City depot.

George S. Mickelson Trail

Hill City sits near the center of this 109-mile route connecting Deadwood in the northern Black Hills and Edgemont in the south. This gently sloping trail — usually less than a 4 percent grade — passes over old railroad bridges and through rock tunnels. Rent a bicycle, hop on horseback, or lace up your hiking boots to head in either direction. Summer trolley rides also open up this experience for visitors of all abilities.

Hill City Galleries

Experience the area’s natural beauty with a self-guided tour of Main Street’s creative side. Many of the galleries and boutiques feature Native and contemporary pieces made by locals. Think watercolor farm scenes and chainsaw carvings, not to mention a scrap-metal stallion made from farm and ranch tools. Its sculptor reports that flesh-and-blood horses occasionally whinny at it when they’re being trailered through town.

Quick stats about vacation rentals in Hill City

  • Total vacation rentals

    Explore 60 vacation rentals in Hill City

  • Nightly prices starting at

    Hill City vacation rentals start at € 78 per night before taxes and fees

  • Verified guest reviews

    Over 2,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Hill City vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Hill City rentals

  • 4.9 Average rating

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