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
Chalet in Lead
4.97 out of 5 average rating, 255 reviews

Spearfish Canyon Skye lodge

Skyelodge is located in the heart of Spearfish Canyon. Located on a cliff wall . A 750 Sq. Ft. apartment on the top floor of a private vacation home. Spearfish Falls and Roughlock Falls one mile away can be accessed by hiking trails. FANTASTIC VIEWS! ( DEER, ELK, BALD EAGLES, PEREGINE FALCONS, OSPREYS, VULTURES ARE YOUR NEIGHBORS) HIKING, BIKING, ROCK CLIMBING, PHOTOGRAPHY, TROUT FISHING, OR JUST HANGING OUT. THE STARS AT NIGHT. GREAT COUPLES RETREAT!

Top guest favorite
Cabin in Lead
4.98 out of 5 average rating, 213 reviews

Spearfish Canyon Retreat (Valhalla)

A lovely log home located in spectacular Spearfish Canyon. Situated between Spearfish and Deadwood. Wi-Fi/cell /internet. Northern Black Hills Attractions and Activities: Spearfish Falls Bridal Veil Falls Roughlock Falls Fishing Rock Climbing Hiking Snowmobiling Skiing Many fine restaurants 15 mins to Spearfish 1/2 hour to Lead and Deadwood. 1 hour to Rapid City and Devil’s Tower. 1 1/2 hours to Mt. Rushmore or Badlands. 1 3/4 hours to Crazy Horse, Custer and Custer State Park

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

Top guest favorite
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

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, 266 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!

Guest favorite
Cabin in Custer
4.93 out of 5 average rating, 199 reviews

★Nature Stay with Views Like No Where Else★

This home is truly one-of-a-kind and straight out of a magazine! Beautifully modern and furnished to an exceptional standard. Open the windows and let the soothing sounds of the nearby creek transport you to your own private paradise. Located close to Mount Rushmore, Crazy Horse Memorial, Custer State Park, and many other top attractions, you’re also just under 5 minutes from Hill City. We truly believe this is the ultimate spot to fully experience the breathtaking beauty of the Black Hills.

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, 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.

Top guest favorite
The bungalow features a spacious wooden deck with a rail, furnished with four outdoor chairs and a table. Large windows showcase the stone and wood exterior, while the warm lighting highlights the architectural details against the backdrop of trees.
Home in Custer
5 out of 5 average rating, 112 reviews

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.

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, 205 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
The rustic cabin is nestled among trees, showcasing a wooden exterior with large windows and a deck. Sunlight filters through the branches, highlighting the natural materials of the structure. A gentle slope leads to the entrance surrounded by a lush forest.
Cabin in Spearfish
4.97 out of 5 average rating, 376 reviews

Secluded Cabin - Coyote Ridge Lodge

A unique, secluded, rustic cabin nestled on 10 acres of Ponderosa pine forest. Enjoy morning coffee on the sunny, spacious deck, afternoon picnics by the creek, a cozy wood fire in the evening and a sky full of stars at night. Only 12 minutes from great food and cafes in Spearfish; 20 minutes to Deadwood. The cabin is best for couples, families and groups of close friends. Note limited privacy; there are no bedrooms with doors you can close.

Top guest favorite
A modern tiny cabin features reflective walls, blending into the surrounding nature. Tall trees and a blue sky are mirrored on the surface, creating a seamless connection with the forest. The cabin's structure is set among rocky terrain, emphasizing its unique design.
Tiny home in Lead
4.98 out of 5 average rating, 146 reviews

Mirror Cabin in the Black Hills

You'll love this unique and romantic escape. This tiny mirror cabin, REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills of South Dakota. It creates a rejuvenating and memorable experience. This unique retreat is designed to offer you a chance to disconnect from the hustle and bustle of everyday life and reconnect with the special person in your life, yourself, and the surrounding nature.

Guest favorite
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.

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 70 vacation rentals in Hill City

  • Nightly prices starting at

    Hill City vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

  • Verified guest reviews

    Over 2,250 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!