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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Guest favourite
The exterior of the custom ranch home features a blend of stone and wood accents, with a welcoming entrance and covered porch. Lush green grass surrounds the property, complemented by natural landscaping. Wooded areas in the background provide a serene backdrop, enhancing the sense of privacy.
Home in Hill City
4.97 out of 5 average rating, 71 reviews

Hill City Get Away Black Hills SD

Your home-away-from-home is as sweet as it gets in this custom ranch with main floor living and fabulous upgrades on an acre that’s just a hop, skip, and a jump from Hill City and all the gorgeous Southern Black Hills has to offer! Mount Rushmore is a mere 11 miles. Deadwood is only 39 miles with stops along 385 for ATVing, snowmobiling, golfing and the list goes on. You will find Mountain Biking, hiking, swimming and many other adventures in every direction. Chef’s delight eat-in, fully stocked, kitchen with loads of custom Alder cabinets, plenty of granite countertop space, stainless steel appliances, large center island, walk-in pantry, and hardwood birch floods extending into the dining room with walkout doors to a partially covered back deck, overlooking pine tree studded woods. Awe-inspiring living room with sky high vaulted ceiling, striking wooden beams, custom cabinetry, and cozy brick-encased wood-burning fireplace. Huge luxurious master suite is an absolute dream with tray ceiling, brick-encased gas fireplace, and barn door leading into a private master bath with tile floor, double vanity, tile walk in shower with 2 shower heads, jetted tub, and walk-in closet. 2 more sizable bedrooms and full guest bath. Handy main floor laundry with dog washing station. Attached heated 2 stall garage + detached 2 stall garage plus a 3-sided carport, boat/RV storage. A whole plethora of upgrades throughout including: plush carpet, remote blinds, 8 foot doors, 9 foot ceilings, solar tube lights, built-in indoor & outdoor speakers, shed, built in BBQ (plumbed to propane line) with awning, and custom-built gables. Low traffic area so your peace won’t be disturbed - book now to secure your stay in Black Hills serenity! * We recommend considering trip insurance for your stay as our rental policy is firm and the winter weather here can be unpredictable. *

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

Guest favourite
An authentic sheepherders wagon sits in a grassy area, surrounded by trees. Two individuals are seen on the steps, one seated and the other standing beside. A wood burner is visible on the side of the wagon, contributing to the rustic charm.
Shepherd’s hut in Custer
5 out of 5 average rating, 10 reviews

The Shepherds Hut

Spend the night in an authentic sheepherders wagon. Dine among the stars. Sit by the cozy wood burner. Use your own private out-house complete with solar powered water / shower and an environmentally friendly composting toilet. All situated on 10 beautiful pine and rock covered grounds of Dakota Dream B & B and Horse Hotel. Meet Mongo the Brahma bull, Dixie and Daisy the miniature goats, and Buddy our resident horse. You may be visited by deer, turkey, rabbits, and other wild inhabitants.

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!

Guest favourite
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.

Guest favourite
The tiny home features a wooden exterior with large windows and a welcoming porch. An American flag is displayed on the railing. The elevated structure sits on a gravel area surrounded by natural landscaping, with pine trees in the background.
Cabin in Custer
4.92 out of 5 average rating, 25 reviews

Tiny Home in the Black Hills SD, "Wild Horse"

Tiny Home (11 x 44) is 8 miles NW of Custer SD (6 miles of County gravel), and located on 8 acres that access the public National Forest. The only other dwelling on the property is Teeny Home (100' away, 2 guest max, and privacy fence between the Homes). Each dwelling has its own private access. The nearest neighbor is a summer Horse Camp (350-500' away, quiet/polite neighbors) The nearest sites are Crazy Horse Memorial, Mount Rushmore, Jewel Cave, and Custer State Park Private/Quiet/Clea

Top guest favourite
Townhouse in Rockerville
5 out of 5 average rating, 15 reviews

Modern King Condo Near Rapid City and Mt. Rushmore

Approved by Pennington County-License Number COVHRLIC26-0014 🏡 Escape to a modern condo nestled in the heart of the Black Hills! This peaceful retreat comfortably sleeps 2 and is the perfect home base for your South Dakota adventure ✨. Whether you're exploring nearby attractions or simply unwinding, you’ll have everything you need for a relaxing stay. 📍Located near Mount Rushmore, Custer State Park, and Rapid City — putting you close to some of the most iconic destinations in the region.

Top guest favourite
A panoramic view reveals a verdant canyon surrounded by towering pine trees. Jagged rock formations line the cliffs, with splashes of green foliage contrasting against the earthy tones. The sky, filled with soft clouds, adds a serene backdrop to this natural landscape.
Flat in Hermosa
4.95 out of 5 average rating, 44 reviews

Peaceful Canyon Retreat | Luxe Apt + Wildlife

Enjoy the perfect summer escape—warm days, open skies, and peaceful canyon views. Just 11 miles from the historic Game Lodge and the start of the famous Wildlife Loop. Nestled beside the stunning Box Canyon, our newly built 1-bedroom, 1-bathroom apartment offers a quiet retreat in one of the most breathtaking corners of the Black Hills. Spend your days exploring scenic drives, iconic landmarks, and endless trails, then return to unwind, and take in the natural beauty that surrounds you.

Top guest favourite
Home in Custer
4.99 out of 5 average rating, 92 reviews

New modern home near Sylvan Lake.

New modern home 3 miles to Sylvan Lake and near the border of Custer State park. This is the closest home to Sylvan Lake for rent and the only home of this style available for rent. The home is backed by forest service and has no gravel roads to navigate. The home sits right off Sylvan Lake road and has a large 2 car garage ( more like 3 car) and is included with the use of the home ( there is some storage items in the garage). Across the street is a Buffalo and Long Horn cattle ranch.

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.

Guest favourite
Cabin in Hill City
5 out of 5 average rating, 7 reviews

Cabin 4

Each cabin features a private entrance, 1 king bed, and 2 twin beds in a sleeping loft accessed by mezzanine stairs. The loft has a low-profile ceiling, ideal for kids and young adults. ✓ $165 per night | Up to 4 guests ✓ Kitchenette: Cooktop | Fridge | Microwave | Coffee Pot ✓ Private Bathroom ✓ Bed & Bath Linens ✓ Heat & A/C ✓ Roku Smart TV | Wi-Fi ✓ Key-code entry ✓ Bistro Table & Chairs | Common Area Picnic Table | Fire Ring & Grill ✓ No pets | No daily housekeeping

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.

Popular amenities for Hill City holiday rentals

When is the best time to visit Hill City?

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Avg. price€166€147€160€145€188€200€230€213€205€176€176€166
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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!