Family-friendly holiday rentals in Hill City

A spacious home is nestled among tall trees, overlooking a gently flowing creek. The property features a large deck and stonework, blending harmoniously with the natural surroundings, while vibrant greenery enhances the serene environment.

4.98 out of 5 average rating, 125 reviews

Creekside Sanctuary

Creekside Sanctuary is a 6+ acre paradise for families, friends, celebrations or retreats. Naming this property was not easy, not only is this a Sanctuary for relaxation and rejuvenation, guests can also enjoy the popular site seeing and abundant wildlife native to our beautiful Black Hills. Whether winter or summer, there are activates nearby - fishing, hiking, skiing, snowmobiling, ice skating. The large yard is host to deer and turkey, an ideal gathering spot for celebration, fun and games.

FamilyIndoor spacesCleanliness

4.97 out of 5 average rating, 118 reviews

The bedroom features two twin beds with striped bedding, positioned against a colorful mural depicting mountains and trees. A wooden dresser stands between the beds, topped with a lamp featuring a patterned shade. Checkered curtains frame the windows for natural light.

Home in Custer

Camp Cottonwood: Nostalgic Summer Camp Vibes

Nostalgic nod to your favorite summer camp! Centrally-located, newly remodeled 1930's cottage, this cheerful 3-bedroom house sleeps 6 and offers a full kitchen, 2 full baths, game room, large 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; 20 minute drives to Jewel Cave National Monument & Wind Cave National Park -Immediately adjacent to newly renovated city park & playground.

FamilyIndoor spacesHospitality

4.94 out of 5 average rating, 131 reviews

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

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

Indoor spacesFamilyAccess

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.

4.99 out of 5 average rating, 292 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!

Indoor spacesKitchenNearby

4.97 out of 5 average rating, 141 reviews

Cabin in Keystone

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!

Indoor spacesKitchenAir conditioning

4.93 out of 5 average rating, 208 reviews

Cabin in Custer

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.

KitchenFamilyHiking

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.

4.92 out of 5 average rating, 145 reviews

lNDOOR POOL! The FUN house

Ready for an unforgettable getaway? Welcome to your 7,000 sq. ft. vacation dream home! Packed with fun for all ages and designed with sustainability in mind, thanks to solar-powered energy! Whether you're splashing down the water slide, soaking in the hot tub, or enjoying a friendly game of foosball, this is where epic memories are made. Everyone in the family will thank you for choosing this one-of-a-kind escape! This property is pet-free and 100% smoke-free – indoors and out.

FamilyIndoor spacesSleep quality

5.0 out of 5 average rating, 200 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.

Indoor spacesKitchenQuiet

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.

4.96 out of 5 average rating, 216 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.

FamilyIndoor spacesCheckout

4.83 out of 5 average rating, 396 reviews

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

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.

KitchenIndoor spacesBackyard

4.99 out of 5 average rating, 215 reviews

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

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.

KitchenFamilyHeating

4.92 out of 5 average rating, 192 reviews

A private hot tub is situated on a covered patio, surrounded by lush greenery. The calming waters reflect the natural light filtering through the canopy of trees. Nearby, a wooden bench and a swing add to the serene outdoor setting.

Cabin in Custer

Tenderfoot Creek Retreat

Welcome to Tenderfoot Creek Retreat! You will find yourself surrounded by towering evergreens of the Black Hills National Forest, and steps from the Mickelson Trail. You will occupy the entire main or 2nd floor of this rustic residence. Close to all the major Black Hills attractions yet you will feel at one with nature. Tenderfoot Creek can lull you to sleep or greet the morning with its soothing chatter.

FamilyIndoor spacesCheckout

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

Superhost

4.93 out of 5 average rating, 143 reviews

Castle in the Sky

Indoor spacesKitchenView

4.98 out of 5 average rating, 183 reviews

A modern tiny cabin features reflective walls, blending into the surrounding nature. Tall trees and a blue sky are mirrored on the surface, creating a seamless connection with the forest. The cabin's structure is set among rocky terrain, emphasizing its unique design.

Tiny home in Lead

Mirror Cabin in the Black Hills

FamilyKitchenAccuracy

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.

4.98 out of 5 average rating, 133 reviews

Moonlight Pines-Happy Little Cabin

Indoor spacesKitchenBackyard

4.92 out of 5 average rating, 107 reviews

The exterior of a cozy cabin is illuminated by soft outdoor lighting. A hot tub sits on the deck alongside a fire pit, both enhancing the tranquil setting. A grill is positioned nearby, and the cabin's large windows reflect warm indoor lighting, inviting a sense of comfort.

Home in Lead

Lead/Deadwood, Pet friendly. Central location

FamilyIndoor spacesBarbecue

4.95 out of 5 average rating, 100 reviews

The exterior of a modern home is presented, featuring a mixed siding design of red and stone. A shaded porch area is visible under a dark roof. A tidy, grassy yard leads to a concrete driveway, with a mailbox situated at the entrance.

Home in Keystone

Granite Point

KitchenIndoor spacesParks

4.98 out of 5 average rating, 318 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 Blackhawk

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

Indoor spacesKitchenAmenities

4.94 out of 5 average rating, 628 reviews

A charming home is framed by towering trees, with a welcoming entryway featuring a large front porch. Stone steps lead up to the door, while colorful flower beds enhance the outdoor space.

Cabin in Rapid City

Hideaway on Bridge Lane

FamilyIndoor spacesComfort

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.

4.94 out of 5 average rating, 18 reviews

Hill City Haven Downtown Main Street

Indoor spacesFamilyWalkability

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 745 reviews

The game room features a classic wooden pool table with a blue felt surface, surrounded by a carpeted floor. A wall of brick showcases various framed memorabilia and decorative items, enhancing the recreational atmosphere. Two high-top chairs are positioned nearby.

Guesthouse in Rapid City

Priceless Black Hills View!

Indoor spacesFamilyHot tub

4.95 out of 5 average rating, 206 reviews

Cabin in Custer

Black Hills Custer:AC+DirecTV+Wi-Fi+Washer/Dryer

Indoor spacesFamilyLaundry

4.94 out of 5 average rating, 257 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

Indoor spacesKitchenHiking

The exterior of a small home features warm wooden siding and a welcoming entrance with a glass-paneled door. Two patio chairs are positioned on a covered porch, and large windows provide natural light. The surrounding area includes a wooden railing and a paved pathway.

4.9 out of 5 average rating, 30 reviews

Dino's Domo

KitchenFamilyComfort

4.94 out of 5 average rating, 65 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

Indoor spacesFamilyTV

4.91 out of 5 average rating, 91 reviews

The exterior of Bluebird Retreat features a log cabin design with a welcoming sign. A spacious porch includes two black chairs and a grill, surrounded by open land and tall trees, offering a serene view of the natural landscape.

Cabin in Hill City

Welcome to Bluebird Retreat!

FamilyKitchenCleanliness

Superhost

A multi-story cabin constructed from stone is positioned on a sloped, gravel driveway. A wooden deck extends from the front of the building, with satellite dishes mounted on the exterior. Pine trees line the background, adding to the natural setting.

4.73 out of 5 average rating, 30 reviews

Grandma’s Goldmine

Indoor spacesFamilyGetting around

A spacious mobile home is situated in a winter landscape, surrounded by tall pine trees. Snow blankets the yard, with a wooden staircase leading up to the front entrance. Large windows provide views into the home, enhancing the serene setting.

4.9 out of 5 average rating, 52 reviews

Western Pines

KitchenFamilyBreakfast

Family-friendly home rentals with a pool

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.

4.99 out of 5 average rating, 183 reviews

Private Pool! Great Rapid City Location!

FamilyIndoor spacesTV

An aerial view of a spacious living area showcases large windows that invite natural light, framed by a rustic stone accent wall. A modern fireplace is positioned beside a comfortable seating arrangement, with a dining table visible nearby, emphasizing an open layout.

4.95 out of 5 average rating, 102 reviews

Huge Windows! Modern Powderhouse Pass Home

KitchenIndoor spacesWalkability

5.0 out of 5 average rating, 130 reviews

A comfortable living area features a brown leather sofa adorned with patterned cushions. Above it, woven wall art is displayed, accompanied by hanging pendant lights. A rustic wooden ladder leans against the wall, and small side tables sit beside the sofa.

Condo in Lead

Condo Across from Terry Peak*Hot tub*Spacious

KitchenIndoor spacesQuiet

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.

4.82 out of 5 average rating, 130 reviews

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

FamilyKitchenBathroom

4.87 out of 5 average rating, 244 reviews

Mineral Mountain Lodge in Gilded Mountain

Indoor spacesKitchenAccuracy

The three-story cabin is constructed with natural wood and large windows, set in a snowy landscape. Multiple decks showcase the exterior, surrounded by tall pine trees. An exterior staircase leads to the upper levels, providing access to spacious outdoor areas.

4.86 out of 5 average rating, 109 reviews

Little Badger Lodge

Indoor spacesKitchenHot tub