Vacation rentals in Hill City

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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
Bungalow in Custer
The Jasper House: A cheerful downtown bungalow
Apr 6 – 13
$114 per night
4.99 out of 5 average rating, 74 reviews
Guest favorite
Cabin in Hill City
Grandma's House in the Heart of the Black Hills
Feb 9 – 16
$215 per night
4.93 out of 5 average rating, 89 reviews
Guest favorite
Home in Hill City
Hill City Get Away Black Hills SD
Mar 25 – Apr 1
$349 per night
4.97 out of 5 average rating, 31 reviews
Guest favorite
Home in Hill City
Allen Gulch Cabins #3, Trailer Parking
Oct 14 – 21
$131 per night
5.0 out of 5 average rating, 9 reviews
Guest favorite
Guest suite in Hill City
The Stam Family Lodge on Tin Mill Hill
Jun 22 – 29
$231 per night
4.96 out of 5 average rating, 81 reviews
Guest favorite
Home in Hill City
New Home with Amazing Views!
Sep 21 – 28
$450 per night
5.0 out of 5 average rating, 12 reviews
Guest favorite
Cabin in Keystone
GlassLodge, SD Bucketlist to Stay
Oct 9 – 16
$505 per night
5.0 out of 5 average rating, 7 reviews
Guest favorite
Cabin in Custer
Secluded Black Hills Studio Cabin Near Crazy Horse
Jan 3 – 10
$170 per night
5.0 out of 5 average rating, 39 reviews

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.

Frequently Asked Questions

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

    Experience the best of Hill City with our apartment rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for House Rentals in Hill City?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 20 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

  • Do apartment rentals in Hill City have wireless internet?

    Absolutely! We offer over 10 apartment rentals with wireless internet 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 vacation rentals in Hill City?

    Hill City has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore