Holiday rentals in Hill City

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Top-rated holiday rentals in Hill City

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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 favourite
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, 162 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 favourite
An open living space features wood flooring and a striking wood stump wall. A dining table with brown chairs and a sofa are visible, along with a kitchen area equipped with appliances, shelves, and a workspace. The cozy design is complemented by natural light from nearby windows.
Cabin in Keystone
4.97 out of 5 average rating, 117 reviews

The Winsome Cabin - Hinterwood Inn & Cabins

The Winsome Cabin is part of Hinterwood Inn & Cabins, situated 60 ft. from National Forest. Enjoy hiking and wildlife sightings from your front door! The cabin has 2 bedrooms, each with a queen bed, a queen murphy bed in the living room, a bathroom with a shower (no tub), and an apartment size kitchen w/ essentials. Custom built by the owners, enjoy the beautiful stump accent wall, vaulted ceilings, and large windows. Includes a private deck with a gas grill, private fire pit area, and more!

Top guest favourite
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 favourite
Cabin in Custer
4.94 out of 5 average rating, 200 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 favourite
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

Guest favourite
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, 120 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 favourite
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 favourite
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.

Top guest favourite
A modern tiny house features warm wooden siding and a sleek black exterior. A spacious wrap-around deck showcases seating and soft lighting. The surrounding landscape includes distant rock formations under a cloudy sky, providing a serene atmosphere for relaxation.
Tiny home in Custer
4.99 out of 5 average rating, 159 reviews

Rustic Modern Tiny House Next To Custer State Park

Enjoy this modern Tiny House, 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 this rustic gem.

Top guest favourite
A rustic bedroom features natural wood paneling and is furnished with a spacious bed, layered with navy and orange bedding. Light wooden accents include bedside tables and a headboard with prominent grain patterns. Soft light is provided by a lamp, creating a warm atmosphere.
Cabin in Custer
4.99 out of 5 average rating, 248 reviews

RIDGE @ redblue - King bed - near parks & trails

Enjoy your stay in a private, rustic 2-bedroom cabin - all the comforts of home. One king. One queen. Steps off the Black Hills National Forest & Michelson Trail. Centrally located to Wind Cave National Park, Jewel Cave National Monument, Crazy Horse Memorial, & Mount Rushmore National Memorial. Bring hiking shoes. Bring bikes. Adventure is yours! Also see redblue CABIN & OUTLAW. Perfect for family reunion!

Top guest favourite
A wood-paneled home is set within a wooded area, featuring a wraparound deck and multiple windows that allow natural light to filter in. Tall pine trees frame the house, creating a sense of seclusion and tranquility. The surrounding landscape is dotted with pine needles and rocky terrain.
Home in Rapid City
4.96 out of 5 average rating, 243 reviews

In the Trees, Close to Town! EV Charging Level 2

Beautiful home in Rapid City. Located just outside of the city limits (4 minutes from I-90 access) in secluded and very pleasant wooded area. We are very knowledgeable about the Hills and surrounding area and would be happy to share with you any advice about things to do/see in the area! Winter guests must read full description for road conditions. Absolutely no parties.

Popular amenities for Hill City holiday rentals

When is the best time to visit Hill City?

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Avg. price$167 SGD$167 SGD$270 SGD$214 SGD$277 SGD$295 SGD$340 SGD$314 SGD$302 SGD$260 SGD$260 SGD$245 SGD
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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.

Quick stats about holiday rentals in Hill City

  • Total holiday rentals

    Explore 70 holiday rentals in Hill City

  • Nightly prices starting at

    Hill City holiday rentals start at $115 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,250 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    60 of Hill City holiday rentals include wifi 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!