Vacation rentals in Hill City

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Top-rated vacation rentals in Hill City

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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, 120 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 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, 277 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
4.94 out of 5 average rating, 204 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 red cabin-style house is set on a grassy landscape, surrounded by tall trees. A covered porch extends from the main structure, while an outbuilding is visible nearby. An American flag gently flutters, adding a welcoming touch to the serene outdoor setting.
Cabin in Hill City
4.98 out of 5 average rating, 41 reviews

Enjoy the peace of the forest in the Black Hills!

This house has easy access to many attractions in the Black Hills. Main road Highway 385 will quickly get you on your way . There is a grocery store 3 min away. Free parking is plentiful and a carport is available. This home is ideal for the travelor who needs the convenience's of home away from home. The kitchen is fully stocked with pots & pans, utensils and lets not forget how important coffee, tea, hot chocolate and spices are :) It's all there to keep you feeling cozy and taken care of.

Top guest favorite
A spacious living area is equipped with comfortable leather sofas and a wooden coffee table. Light radiates from ceiling lights, highlighting the open concept design that connects to the kitchen area. A large clock decorates the wall, adding a homey touch to the space.
Guest suite in Hill City
4.94 out of 5 average rating, 120 reviews

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

Guest favorite
An elegant guest house showcases a unique design with large wooden doors and stone details at the entrance. The exterior features a mix of dark siding and shingle roofing. Surrounding greenery and a rocky hillside complement the peaceful setting.
Home in Rapid City
4.96 out of 5 average rating, 130 reviews

Castle in the Sky

Are you looking for a luxurious, unique place to stay? This house sits overlooking Rapid City with incredible skyline views, every evening is as picture perfect as the glowing city lights. This unique house is a fun mix of eclectic and fancy. Originally built as a local builder's "Coup de Grande", he ended up only finishing the guest house. You will find high-end finishes mixed with eclectic choices. We promise this will be one of the most memorable places you'll ever stay!

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, 188 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
A charming wooden cabin is set among tall pine trees, featuring a wraparound deck accessible by steps. The exterior showcases natural wood siding and large windows, allowing for ample light. A landscaped area with flower beds adds color to the surroundings.
Cabin in Rapid City
4.97 out of 5 average rating, 37 reviews

M K Paradise

Nestled in the Black Hills National Forest, our cozy cabin offers two bedrooms with queen beds, a fully equipped kitchen and full size bathroom. Spacious living room with two reclining loveseats, a reclining chair, and a gas fireplace. Relax on the deck and enjoy the peaceful settings. Close to atv/utv trails, Pactola and Sheridan Lake, Mount Rushmore, Keystone and Custer State Park. Two night minimum stay. Approved by Pennington County, license #COVHRLIC25-0011

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, 210 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.

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, 121 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.

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, 162 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, 179 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 701ﺩ.ﺇ 621ﺩ.ﺇ 676ﺩ.ﺇ 613ﺩ.ﺇ 793ﺩ.ﺇ 845ﺩ.ﺇ 973ﺩ.ﺇ 900ﺩ.ﺇ 867ﺩ.ﺇ 746ﺩ.ﺇ 746ﺩ.ﺇ 701
Avg. temp-4°C-3°C2°C7°C12°C18°C22°C22°C16°C8°C1°C-4°C

Frequently Asked Questions

  • What are the best places to stay in Hill City?

    Hill City has a variety of vacation homes, rustic cabins, and rentals near Main Street. Staying close to galleries, shops, and hiking trail access is frequently suggested for convenience.

  • What are the best things to do in Hill City with kids?

    Kids often enjoy riding the 1880 Train, exploring hands-on science displays at local museums, or joining a rock-hunting activity. Family-friendly hiking trails across the Black Hills add to the adventure.

  • What are some of the best things to do in Hill City?

    Explore the 1880 Train for a vintage rail journey, visit local art galleries, or tour a winery. Outdoor enthusiasts enjoy hiking, and several museums highlight regional history and geology.

  • How is the weather in Hill City?

    Hill City experiences cold winters with temperatures between 13–36°F (-11–2°C), and warm, drier summers near 58–86°F (15–30°C). Spring and autumn bring moderate weather, with cooler nights and changing foliage.

  • When is the best time to visit Hill City?

    Late spring through early autumn is often recommended for milder temperatures, outdoor festivals, and vibrant landscapes. Winter has quieter charm and the possibility of snow in the Black Hills.

  • What are the best places to visit in Hill City?

    The 1880 Train, Black Hills Institute of Geological Research, and local art galleries are often suggested for a range of interests. Wineries and historic Main Street also invite exploration.

  • What are some hiking trails in Hill City?

    Hill City has access to scenic trails like the Mickelson Trail, known for gentle grades and wooded stretches, and paths winding through the Black Hills National Forest. Wildflower meadows and forested landscapes are common features for hikers.

  • What are some family activities we can do in Hill City?

    Families frequently explore the 1880 Train, interactive mineral museums, and local quilting or gem shops. Outdoor picnics and easy hiking trails also welcome all ages.

  • What are some of the best day trip ideas from Hill City?

    Consider exploring nearby national parks, historic mining towns, or scenic drives in the Black Hills National Forest. Caves, scenic lakes, and Native American cultural sites are often recommended for engaging day excursions.

  • Are there any pet friendly accommodations available in Hill City?

    Hill City has pet-friendly rentals, including cabins and homes with easy access to outdoor spaces. Walking trails and dog-welcoming patios are frequently suggested for guests traveling with pets.

  • What are some local tips for visiting Hill City?

    Layered clothing is helpful due to changing weather, and sturdy shoes make exploration on trails or in town more comfortable. Local artisans and wineries appreciate friendly conversation and curiosity.

  • What is Hill City known for?

    Hill City is known for its role as a gateway to the Black Hills, historic trains, and locally rooted arts. Regional wineries and geology museums make it a hub for creative and outdoor activities.

  • What are the best hidden gems to explore in Hill City?

    Discover local art galleries and small museums that share stories of regional creativity. Around town, unique rock shops and family-run wineries are often suggested for an authentic experience.

  • What are the best foods to try in Hill City?

    Hill City has local steaks, bison burgers, and homestyle pies, often featured in neighborhood restaurants. Regional wines and locally roasted coffee are frequently suggested treats.

  • What should I bring for a trip to Hill City?

    Bring layered clothing for shifting temperatures, comfortable walking shoes, and a reusable water bottle. A camera is useful for scenic landscapes, local art, and rail experiences.

  • What is the nightlife in Hill City like?

    Hill City has a relaxed nightlife with neighborhood bars, casual taverns, and live music in small venues. Visitors can experience local craft beer, occasional performances, and friendly conversation.

  • What are the most popular events or festivals in Hill City?

    Annual wine festivals and vibrant art shows are often recommended, while Hill City celebrates regional heritage through parades and seasonal fairs. Summer and fall events commonly highlight arts, music, and local food.

  • Are there family friendly vacation rentals in Hill City?

    Hill City has many family-friendly vacation rentals, including spacious homes, cabins, and condos. Features like kitchens and easy access to outdoor areas make these options convenient for families.

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 ﺩ.ﺇ 331 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!