Family-friendly holiday rentals in Hill City

4.99 out of 5 average rating, 262 reviews

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

Cozy Christmas Cabin on 20 acres w/ horses & goats

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!

4.91 out of 5 average rating, 709 reviews

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

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!

4.96 out of 5 average rating, 139 reviews

Dome in Hermosa

Ponderosa Dome

Furnished with King bed, dual twin beds, coffee-bar, and breakfast table. Private outdoor seating area with lighting, gas and wood fire pit. Wood for purchase. Restroom-guest fav, a few minutes’ walk and located in a shared building, not in unit, pictures in listing. AC in summer (June 1) and electric heater in winter. Non aggressive dogs. No bathroom in unit! Self-check in. Directions are sent the morning of arrival. No WIFI // Dome undergoing remodel, decor will be different than pictures

A private indoor pool features a vibrant blue surface, with a shallow entry area marked with depth indicators. Large windows allow natural light to fill the space, while lounge chairs are positioned along the edges for relaxation. The pool area is designed for guest privacy.

5 out of 5 average rating, 149 reviews

Private Pool! Great Rapid City Location!

*Please be sure to read all house information! Welcome to Mary Jo's Place, a charming 1950s Rapid City home! Sleeping six with two bedrooms and two bathrooms. Located near the Historic West Boulevard in the center of Rapid City! A great location with nearby parks, walking and hiking trails, grocery, and restaurants. Also, easily access Mount Rushmore Road and Interstate 90. This home has recently been updated and is ready for your stay! Did we mention there is a private heated indoor pool!

4.76 out of 5 average rating, 400 reviews

A large lodging building is shown, featuring a combination of wood and stone exterior. The front showcases a spacious deck with wooden railings, surrounded by trees. A garage door is visible on the left side, contributing to the rustic, natural atmosphere of the area.

Guest suite in Keystone

Wild, Wild West Experience

On 10 private acres in the heart of the Black Hills, this airbnb offers the best of both worlds—just 8 minutes to Mount Rushmore and 15 minutes to Rapid City. Surrounded by thr National Forest, it’s the perfect home base for exploring the area's sights and scenic drives. After a day of adventure, unwind where you can soak in the views, spot deer wandering through the trees, and enjoy the quiet sounds of nature. It’s the perfect spot to relax, recharge, and plan your next day in the hills.

4.86 out of 5 average rating, 199 reviews

Cabin in Hill City

Cabin 2

Rustic pine sleeper cabin in the beautiful Black Hills. One queen bed with twin bunk beds. This cabin sleep 4-persons. Cabins do not include a shower, bathroom or running water inside. Showers and bathrooms are available for free use in main guest shower house. A great base for touring the area, with quick access to lakes, onsite stream for fishing, Mickelson Trail, 20 minute drive to Mt. Rushmore. Visit the Prairie Dog Taproom across the creek for a beverage and some food!

4.99 out of 5 average rating, 185 reviews

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

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.

5 out of 5 average rating, 112 reviews

The bungalow features a spacious wooden deck with a rail, furnished with four outdoor chairs and a table. Large windows showcase the stone and wood exterior, while the warm lighting highlights the architectural details against the backdrop of trees.

Home in Custer

Beautiful Bungalow Next to Custer State Park

Enjoy this newly built 2023 modern Beautiful Bungalow, 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 style and comfort with amazing accommodations.

4.96 out of 5 average rating, 202 reviews

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

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.

4.97 out of 5 average rating, 374 reviews

The rustic cabin is nestled among trees, showcasing a wooden exterior with large windows and a deck. Sunlight filters through the branches, highlighting the natural materials of the structure. A gentle slope leads to the entrance surrounded by a lush forest.

Cabin in Spearfish

Secluded Cabin - Coyote Ridge Lodge

A unique, secluded, rustic cabin nestled on 10 acres of Ponderosa pine forest. Enjoy morning coffee on the sunny, spacious deck, afternoon picnics by the creek, a cozy wood fire in the evening and a sky full of stars at night. Only 12 minutes from great food and cafes in Spearfish; 20 minutes to Deadwood. The cabin is best for couples, families and groups of close friends. Note limited privacy; there are no bedrooms with doors you can close.

Superhost

A view shows several rustic cabins arranged around a grassy area, surrounded by trees. A sign indicates pony rides nearby. Fencing encloses the site, enhancing a sense of openness. The horizon features gently rolling hills, contributing to the serene setting.

Cabin in Hill City

4.83 out of 5 average rating, 150 reviews

High Country Guest Ranch - #25 Rodeo

Camping Cabins are perfect for a quick get-a-way for smaller families of 5-6 people! There is a large shared firepit to enjoy!!! Bedding and towels are provided. Cooking supplies, plates and cups are not provided! Come enjoy the small cabin feel in the middle of The Black Hills without breaking the bank! Little to No internet but the store has internet you can use!!

4.95 out of 5 average rating, 237 reviews

A serene landscape featuring tall pine trees and a lush green meadow under a soft sunset sky. Mist gently rolls over the hills in the background, creating a peaceful and tranquil atmosphere, inviting reflection and relaxation in nature.

Cabin in Custer

Cabin @ Bluebird Ridge:Quiet Refuge

If you appreciate beauty, inside and out, our rustic-modern cabin is perfect for you. It's cozy enough for 2 and spacious enough for up to 8. The cabin is surrounded by forest and looks out to the meadows and Hills. If you want comfort, outdoor living space, beauty, peace and quiet, we encourage you to come make yourself at home! Follow us on Insta @bluebirdridge

Popular amenities for Hill City family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An expansive indoor pool area features a large swimming pool with a water slide. Natural light filters through skylights and large windows. A basketball hoop stands at the side of the pool, while lounge chairs provide space for relaxation.

4.91 out of 5 average rating, 119 reviews

lNDOOR POOL! The FUN house

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.

4.97 out of 5 average rating, 184 reviews

Downtown Cottage with Hot Tub

4.94 out of 5 average rating, 228 reviews

The open living area features a kitchen island with a sink, surrounded by wood cabinetry. A cozy seating area is highlighted by a sofa, armchairs, and a television mounted on the wall. Natural light enters through window treatments, creating a warm atmosphere.

Apartment in Custer

Black Hills Lodge Rental

A spacious hot tub emits steam, indicating warm water, situated on a wooden deck. The tub is designed for multiple guests and features a removable cover. In the background, a fenced yard and trees are visible, providing a serene outdoor environment.

4.89 out of 5 average rating, 151 reviews

West-side Charm Fenced yard and King bed

4.99 out of 5 average rating, 289 reviews

The exterior of the cabin showcases a combination of natural wood siding and green accents, framed by tall trees. A welcoming deck extends from the front entrance, and landscaped stone beds add charm. The adjacent structure features a garage and earthy tones, integrating seamlessly with the surroundings.

Cabin in Black Hawk

Squirrel Hill Cabin - hot tub, gameroom, wi-fi

4.87 out of 5 average rating, 246 reviews

A charming house surrounded by trees is highlighted by a wooden deck with planters and steps leading up to it. The front entrance features large windows that provide views of the outdoors, while vibrant yellow flowers add a splash of color to the garden area.

Home in Lead

Reato House--Cozy comfort away from home, HOT TUB!

4.94 out of 5 average rating, 304 reviews

A modern kitchen space is highlighted by a large island with seating for four. Sleek black appliances, including a vintage-style refrigerator, complement the white cabinetry and tile backsplash. Natural light fills the area through overhead lighting and nearby windows, enhancing its contemporary design.

Home in Spearfish

Modern 2-Bedroom Getaway

4.88 out of 5 average rating, 168 reviews

A peaceful outdoor patio area features two comfortable chairs positioned to take in scenic views of the surrounding greenery and hills. The patio is surrounded by lush foliage, providing a natural backdrop for relaxation.

Guest suite in Spearfish

Guest Suite with Beautiful Views and Hot Tub

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 142 reviews

The exterior of the Mercantile features blue siding and a red sign, showcasing a traditional design. A covered porch is present, furnished with a small table and two chairs. Windows allow natural light to fill the space, while trees surround the property, enhancing privacy.

Guesthouse in Deadwood

The Mercantile at Mad Peak Lodging, sleeps four

Guest suite in Rapid City

A cozy bedroom features a spacious bed covered with a red blanket. Two framed artworks adorn the wall above the bed. A mounted TV is positioned nearby, while a light wood closet with double doors is visible to the right. Natural light enters through a window.

4.98 out of 5 average rating, 496 reviews

Quiet private suite with garage bay & kitchenette

5 out of 5 average rating, 21 reviews

A grassy camper site is surrounded by tall pine trees, featuring a picnic table and a stone fire pit. A gravel path leads through the area, which offers ample space for parking and outdoor activities.

Campsite in Custer

Camper/RV Site with no other campers around

4.94 out of 5 average rating, 218 reviews

A cozy living space is highlighted by a leather sofa and an ottoman, accompanied by a wooden dining table. Natural light filters through multiple windows with white blinds, illuminating bookshelves and decorative art on the walls. A ceiling fan and an air conditioning unit are visible.

Loft in Custer

Downtown Loft

5 out of 5 average rating, 12 reviews

The exterior of the vacation rental features a welcoming entrance with steps leading up to a large glass door. A railing surrounds the steps, and manicured lawns enhance the curb appeal. Trees provide shade, while a nearby building complements the home's design.

Home in Hill City

Hill City Haven Downtown Main Street

4.97 out of 5 average rating, 37 reviews

The exterior of the home is showcased at dusk, with warm lighting illuminating the porch. A spacious grassy area surrounds the property, and trees are visible in the background. Decorative string lights enhance the outdoor ambiance, inviting guests to relax outside.

Home in Keystone

Americana Escape | Fire Pit, Games, Mount Rushmore

4.98 out of 5 average rating, 275 reviews

A charming yellow cabin is framed by lush greenery, with a wooden deck leading to the entrance. The path is bordered by plants, and a lantern-style fixture adds to the tranquil setting. Sunlight filters through the surrounding trees, highlighting the welcoming entrance.

Home in Spearfish

Falsebottom Hide-away

4.89 out of 5 average rating, 36 reviews

A scenic view showcases a cabin set against a snow-covered landscape, surrounded by tall trees. A winding gravel path leads to the entrance, with a backdrop of gently rolling hills blanketed in white. The cabin's A-frame structure is visible in the distance.

Cabin in Rapid City

A Room in Nature

Family-friendly home rentals with a pool

Superhost

A well-appointed interior features wooden paneling and a cozy layout. A spacious bed with a colorful quilt is complemented by a futon and an air-conditioning unit. Natural light enters through large doors leading to an outdoor area, enhancing the inviting atmosphere of the suite.

Cabin in Rapid City

4.9 out of 5 average rating, 60 reviews

Mountain View Suite near Mount Rushmore in the Bla

4.86 out of 5 average rating, 36 reviews

A modern living and dining area features a comfortable sofa with decorative cushions and a coffee table placed in front. A spacious dining table with six chairs occupies the center, surrounded by large windows that allow natural light to brighten the space.

Loft in Custer

Jackalope Loft in Downtown Custer, Sleeps 6

4.97 out of 5 average rating, 98 reviews

A modern cabin with a sloped roof and wooden deck is surrounded by lush greenery. Vibrant wildflowers add color to the scene, while tall pine trees frame the structure. A welcoming sign is visible nearby, enhancing the cabin's rustic charm.

Cabin in Lead

Moonlight Pines-Happy Little Cabin

Guest suite in Rapid City

A private guest suite features a spacious bed with a textured gray blanket. A small round table and two chairs offer a cozy seating area. A flat-screen television is mounted on the wall, and a compact kitchenette is positioned beside a bathroom door. Natural light enters through the window with dark curtains.

4.86 out of 5 average rating, 44 reviews

Red Rock Private Guest Suite

4.87 out of 5 average rating, 226 reviews

The mountain lodge is nestled among tall pine trees, featuring a multi-level design with warm lights illuminating the exterior. The wrap-around deck offers a spacious area for relaxation, while the surrounding landscape includes natural greenery, creating a serene atmosphere.

Cabin in Lead

Mineral Mountain Lodge in Gilded Mountain

Superhost

The home features a single-story brick façade with a well-maintained front yard. A two-car garage is visible on the right, while large windows provide glimpses of the interior. The driveway leads up to the house, bordered by a neat gravel edge.

4.81 out of 5 average rating, 112 reviews

Pool, deck, fire pit, and trampoline!!!

4.96 out of 5 average rating, 56 reviews

An open-concept living area features a spacious sectional sofa facing a modern fireplace. Large windows allow for ample natural light and offer views of the surrounding trees. The kitchen, equipped with contemporary appliances, is positioned in the background, enhancing the inviting atmosphere.

Home in Lead

Timber Trails: Pet-Friendly Haven for Adventurers