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, 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 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, 276 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!

Superhost
A charming log cabin is depicted, featuring a wooden deck with a propane grill and outdoor seating. Large windows provide a view of the surrounding greenery and trees, creating a natural setting. The roof is gently sloped, and the overall structure is inviting and rustic.
Cabin in Custer
4.81 out of 5 average rating, 36 reviews

Historic Cabin next to Custer State Park, Private

The Morris Place Cabin sleeps up to 4 people, one large bathroom, Queen bed and queen Murphy bed, washer and dryer included. Views of Stockade Lake, wildlife viewing, hiking, biking, hunting and fishing with in minutes. This cabin also offers a full kitchen, propane grill, patio with furniture for outdoor dining, and quick access to Custer State Park or the city of Custer for restaurants, grocery, museums, shops, and live music. Near Mount Rushmore, Crazy Horse, Wind Cave, Jewel Cave.

Top guest favourite
Home in Hill City
4.96 out of 5 average rating, 54 reviews

Town View Villa walking distance to downtown!

Beautifully updated home in the perfect location for exploring the Black Hills! *Modern kitchen, two queen bedrooms and two bathrooms, additional bonus area with futon, laundry, large back deck with gas grill. If traveling with a big rig please inquire before booking (camper, trailer, etc.). Please note: This rental is for the entire main floor of the home. A basement with a completely separate entrance is not included in this rental and is reserved for occasional use by owners.

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, 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 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, 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 favourite
A hot tub is shown on a deck, surrounded by trees and a scenic view. Two glasses of red wine sit beside a bottle, creating an inviting atmosphere. The sky displays hints of color as sunset approaches, suggesting a tranquil experience.
Cabin in Lead
4.94 out of 5 average rating, 159 reviews

Arn Barn Cabin

Great cabin with lovely views from the covered porch in the Terry Peak area. Two bedrooms, both containing queen beds, one of these adjustable, the other with a fold-out chair for extra space if needed. One level, open floor plan with a large comfortable sectional that will also pull out into a bed if additional sleeping space is needed. Outdoor fire pit and grill available for your use. Fully stocked kitchen to make you feel right at home while enjoying the Black Hills.

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, 209 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 favourite
A rustic lodge-style home is framed by tall trees, with a sloped red roof and natural stone accents. A wooden deck extends from the front, featuring a railing along the entry. Snow-covered ground suggests a serene winter setting.
Home in Custer
4.87 out of 5 average rating, 102 reviews

Wildland Lodge

Welcome to the Wildland Lodge! Located in the city of Custer, this spacious 2 bedroom/1.5 bath home has a warm rustic vibe and lots of natural light. Enjoy the decks in warm weather; get the fireplace going when temperatures drop. Explore downtown on foot or take a short drive to many nearby sights. Owned by a local wildland firefighter, this home is the perfect spot to enjoy the beauty of the area and be a great home-base for your Black Hills adventures.

Guest favourite
A charming creek-side home is featured, showcasing rustic wooden siding and a welcoming entrance. A pathway leads to a wooden deck, with a flagpole prominently displaying the American flag. Vibrant green grass and a fire pit with red chairs enrich the outdoor space, surrounded by natural hills.
Cabin in Rapid City
4.83 out of 5 average rating, 386 reviews

Creek-side Cabin | Hot Tub + Trout Fishing

Wake up to the sound of a babbling creek, sip your morning coffee on the deck while bighorn sheep graze on the hillside, and spend your evenings soaking in the hot tub under a sky full of stars. This beautifully furnished 3-bedroom Black Hills cabin sits right on the water — perfect for trout fishing, family gatherings, romantic getaways, or simply unplugging from the world. With stunning creek and mountain views, This is a Complete Black Hills retreat.

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, 168 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.

Guest favourite
Cabin in Hill City
4.93 out of 5 average rating, 94 reviews

Leighton’s Lodge | National Forest w/ Hot Tub

Unwind in the hot tub and soak in stunning mountain views at Leighton’s Lodge—your perfect Black Hills escape. This cozy 3-bedroom, 2-bath cabin is designed for relaxation, with a private back patio, charming rocking chairs, and a covered gazebo ideal for morning coffee or sunset lounging. Peaceful, scenic, and packed with thoughtful amenities, Leighton’s Lodge is the perfect setting for a memorable getaway.

Popular amenities for Hill City holiday rentals

When is the best time to visit Hill City?

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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.

Quick stats about holiday rentals in Hill City

  • Total holiday rentals

    Explore 60 holiday rentals in Hill City

  • Nightly prices starting at

    Hill City holiday rentals start at €78 per night before taxes and fees

  • Verified guest reviews

    Over 2,240 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!