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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.

Guest favorite
Cabin in Hill City
Sentinel Pines
Our cabin was built in the spring of 2019! It has all the modern comforts of home, but with spectacular views on a lot nestled in the pine trees. It is by Pactola Reservoir and Sheridan Lake, off of Hwy 385. Great central location to explore the entire Black Hills. We built this cabin so that each guest could have privacy, with plenty of bathrooms and big bedrooms. It also has a large great room to gather. We are just down the road if you need anything! *Please see our note for winter stay
May 4 – 11
$250 per night
Guest favorite
Cabin in Custer
★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.
Jan 12 – 19
$148 per night
Guest favorite
Home in Hill City
Cabin - 20 acres w/ horses, goats & mini donkey
Spend the holidays in the Black Hills! 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, and a mini donkey and mini goats. Enjoy private setting with the convenience of the owners just 1/4 mile up the driveway to take care of your needs!
Jul 8 – 15
$450 per night

Popular amenities for Hill City vacation rentals

Stay near Hill City's top sights

1880 Train - Hill City Depot44 locals recommend
Alpine Inn135 locals recommend
Hill City Café5 locals recommend
Desperados4 locals recommend
Bumpin Buffalo Bar and Grill9 locals recommend
Chute Rooster11 locals recommend

Other great vacation rentals in Hill City

Guest favorite
Loft in Custer
Downtown Loft
Nov 10 – 17
$80 per night
Guest favorite
Cabin in Custer
Tenderfoot Creek Retreat
Oct 23 – 30
$175 per night
Guest favorite
Cabin in Custer
Cabin @ Bluebird Ridge:Quiet Refuge
Jul 14 – 21
$251 per night
Guest favorite
Guest suite in Custer
The View at Bear Rock (Full Guest Suite)
Aug 6 – 13
$136 per night
Guest favorite
Cabin in Custer
Charming Historic Log Cabin
Oct 7 – 14
$134 per night
Guest favorite
Home in Hill City
New Home with Amazing Views!
Sep 11 – 18
$450 per night
Guest favorite
Cabin in Custer
Secluded Black Hills Studio Cabin Near Crazy Horse
Dec 16 – 23
$170 per night
Guest favorite
Guest suite in Hill City
The Stam Family Lodge on Tin Mill Hill
Sep 22 – 29
$304 per night
Guest favorite
Guest suite in Hill City
House on the Hill
Jul 10 – 17
$171 per night
Guest favorite
Home in Hill City
Hill City Get Away Black Hills SD
Mar 1 – 8
$345 per night
Guest favorite
Cabin in Hill City
Come enjoy Saddle Ridge!
May 27 – Jun 3
$339 per night
Guest favorite
Home in Hill City
Hill City- Mickelson Trailhead- Bishop Mt. Rental
Apr 21 – 28
$189 per night

Quick stats about vacation rentals in Hill City

Total rentals

40 properties

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

1.3K reviews

Nightly prices starting at

$90 before taxes and fees

Your guide to Hill City

Welcome to 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.

The best time to stay in a vacation rental in Hill City

Outdoor adventurers should look to summer for the most consistently warm temperatures. That said, fall offers smaller crowds and less rain, beating out spring on the shoulder-season front. Culture kicks off in May with the Black Hills Film Festival, followed by scrap metal and chainsaw creations at June’s Sculpture in the Hills Art Show. Treat your taste buds to local food and drinks with a side of live music at the Wine, Brew & BBQ festival in August. September brings the Quilt Show and Sale, great for original souvenirs. A holiday parade marks the start of Old Tyme Christmas in late November, and Holiday Express trains run on weekends throughout December.

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.

Destinations to explore