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
An outdoor seating area is showcased, featuring four wicker chairs arranged around a circular stone firepit. A wooden bench is positioned nearby, surrounded by lush green grass and natural foliage. A wooden fence adds privacy to the space.
Cabin in Rapid City
4.93 out of 5 average rating, 155 reviews

❖Charming Log Cabin❖Firepit❖Great Deck with Grill❖

Stay at our charming log cabin. It is secluded and private but still only minutes from town. ✔824 sq ft w/free parking & private entrance ✔Self check-in via door code ✔Dog friendly ✔Firepit and complimentary firewood ✔Great deck with grill ✔Close to Canyon Lake Park and a dog park ✔36 minute drive to Mt. Rushmore ✔1 hour drive to Badlands National Park ✔47 minute drive to Custer State Park ✔Full kitchen ✔Fast Wi-Fi ✔In-suite laundry Approved by Pennington County License Number COVHRLIC24-0019

Guest favorite
A scenic view reveals a snow-covered landscape, with tall evergreen trees dotting the foreground. The distant hills and valleys can be seen under a clear blue sky, creating a serene winter atmosphere.
Guesthouse in Rapid City
4.91 out of 5 average rating, 712 reviews

Priceless Black Hills View!

Two Large Furnished Bedrooms, new Queen Beds Pool Table and Darts Large living room with new sofa sleeper Newly remodeled bathroom 65'' UHD Smart TV, Dish DVR, Bluray Pool and Rec facilities, seasonal WIFI Highspeed Internet Outdoor patio area with seating Gas grill Pool table and darts Full size fridge/freezer Convection oven Induction cooktop Microwave Keurig coffee and breakfast snacks Washer and dryer Close to Rapid City shopping and dining Nature and wild life Amazing stars out at night!

Top guest favorite
The loft features a cozy sleeping area with a spacious bed dressed in a light blanket. Bright pillows add a pop of color. Natural light fills the room from a large window with red curtains, and a smaller window enhances the airy feel. A decorative feature stands nearby.
Loft in Lead
4.98 out of 5 average rating, 683 reviews

Harley Court Loft

Cozy loft in the Lead, SD. Moments from downtown, but secluded. Minutes to outdoor activities, skiing, snowshoeing, hiking, biking, or snowmobiling. Winter months, all wheel / 4 wheel drive vehicle is a must!! Close to restaurants, brew pub, and night life!! Kitchenette: microwave, coffee maker, toaster, hot plate, (with pans), and small frig. The loft has electric heat and portable AC. There are 18 steps to get to the loft, for two people. Not kid proof. No pets accepted.

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, 118 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

Top guest favorite
An open living area is highlighted by a green sectional sofa facing a circular coffee table. A modern kitchen with dark cabinetry is visible in the background, featuring stainless steel appliances and a central island with seating. Soft lighting enhances the welcoming atmosphere.
Apartment in Rapid City
4.98 out of 5 average rating, 158 reviews

Rose Building - Apt 1

Perfect place for any length of stay! On the boarder of both the Downtown and West Blvd Residential Historic Districts. Steps away from multiple dining and entertainment options. One of the only buildings in the area with owned off-street parking. The 2nd floor of the Rose Building was converted from offices to apartments in 2022. You can walk to The Monument for a concert, the bike path and parks, Main Street Square. The perfect place to relax after a day exploring 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.

Guest favorite
Cabin in Custer
4.97 out of 5 average rating, 134 reviews

★ Secluded Stay in a Wonderful Creekside Getaway ★

This recently remodeled home has been furnished to an excellent standard. It’s the ideal retreat for a secluded & nature-bound stay. We are conveniently located near Mount Rushmore, Crazy Horse, Custer State Park, and other major tourist destinations. We believe it’s the ultimate location to immerse yourself in the beauty of the Black Hills. Enjoy seclusion, yet easy access off a main highway. This tranquil setting is perfectly centered for your Black Hills adventures.

Top guest favorite
A single-level home features a light gray exterior with contrasting red brick accents. A small front porch with decorative railing welcomes guests, while a chimney rises from the roof. Lush green grass and colorful fall foliage surround the property, creating a serene exterior setting.
Home in Rapid City
4.97 out of 5 average rating, 187 reviews

Downtown Cottage with Hot Tub

Welcome to your downtown retreat. After a day of Black Hills adventuring enjoy dinner and a movie with a relaxing soak in the hot tub. Experience luxury mattresses and linens that will leave you feeling refreshed. Everything you need is within walking distance - restaurants, coffee shops, shopping, and hiking in the Skyline Wilderness. Minutes from SDSM&T, Monument Health, the Civic Center. 30-40 mins to Mount Rushmore, Crazy Horse, Custer State Park and more!

Top guest favorite
A spacious cabin is set amidst tall trees, featuring a welcoming porch with ample seating. A gravel driveway leads up to the cabin, which is flanked by greenery. A fire-pit area is visible to the left, complemented by a blue storage container.
Cabin in Deadwood
4.96 out of 5 average rating, 140 reviews

Darby's Cabin in the Woods

Kick back and relax in our cozy cabin. Built in 2021 and decorated with love to make you feel at home in the woods! Includes two bedrooms, two bathrooms, living room, full kitchen, loft with two queen-size beds, porch, and fire-pit. Enjoy sitting outside on the porch or share a drink and camp stories around the fire-pit. Books, TV and board games are available for in-home entertainment. If you're looking for a peaceful getaway, Darby’s Cabin is the place for you!

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, 203 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
The A-frame cabin is framed by tall pine trees, showcasing a blend of wood and metal in its exterior design. Warm lights illuminate the structure, highlighting the large windows and inviting entrance. A stairway leads to the deck, enhancing accessibility to the cozy retreat.
Tiny home in Custer
4.99 out of 5 average rating, 196 reviews

Modern A-Frame Cabin Next to Custer State Park

Enjoy this spacious modern A-Frame Cabin. Located just 5 minutes to Custer State Park. Experience views of the Needles Highway and Black Elk Peak 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 and kayak, trail ride rentals near by! Feel refreshed when you stay in this rustic gem.

Popular amenities for Hill City vacation rentals

When is the best time to visit Hill City?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$27,147 GYDG$27,147 GYDG$44,062 GYDG$34,874 GYDG$45,106 GYDG$48,030 GYDG$55,338 GYDG$51,162 GYDG$49,283 GYDG$33,830 GYDG$34,456 GYDG$34,456 GYD
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Frequently Asked Questions

  • 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.

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

    Four-legged friends are welcome in Hill City. Choose from more than 10 vacation rentals for guests traveling with pets.

  • 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 $160 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 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.

  • 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.

  • 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 G$18,794 GYD 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!