Family-friendly vacation rentals in Keystone

4.99 out of 5 average rating, 160 reviews

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

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

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

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!

4.91 out of 5 average rating, 711 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!

4.92 out of 5 average rating, 219 reviews

A gravel driveway winds through green grass and tall trees, leading to Stoneridge Ranch. A sign marks the entrance, and buildings are visible in the background, set against a clear blue sky.

Guesthouse in Rapid City

Stoneridge Ranch

Looking for something off the beaten path to enjoy some peace/quiet? We’re just that, tucked away in the beautiful Black Hills only 30min from Rapid City & several favorite attractions: Mt Rushmore, Reptile Gardens, Bear Country, Needles Highway, Rushmore Caves + many more. Our property has opportunity to see lots of wildlife(deer & turkeys) + our own animals: horse, pony, 2 mini cows, 4 goats, 2 dogs & 2 cats. Walk/runners take advantage of the gravel/paved roads for a leisurely stroll.

4.76 out of 5 average rating, 401 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.

4.85 out of 5 average rating, 163 reviews

A small wooden cabin with a blue roof is surrounded by greenery. Flower boxes are placed under the window, complemented by rustic decor elements such as an old wagon wheel and metal barrel. The peaceful country setting is highlighted by the dense trees in the background.

Home in Keystone

Hill top Cabin. #4

Small cabin, 2 miles from Mt.Rushmore and walking distance to Keystone, SD shops. Just a queen bed, AC, refrigerator, shower and deck overlooking Battle Creek, 30 feet below. Scenic views of surrounding forest hilltops and canyon. We also have another cozy cabin #5 if this cabin isn't available or if you'd like to book both for a party of 4, just click on our host (Diane's) photo to see both cabin listings. Seasonal openings. June 1- Oct. 11. Not open winter months.

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, 186 reviews

Downtown Cottage with Hot Tub

Welcome to your downtown retreat. After a day of Black Hills adventuring enjoy dinner and a movie with a relaxing soak in the hot tub. Experience luxury mattresses and linens that will leave you feeling refreshed. Everything you need is within walking distance - restaurants, coffee shops, shopping, and hiking in the Skyline Wilderness. Minutes from SDSM&T, Monument Health, the Civic Center. 30-40 mins to Mount Rushmore, Crazy Horse, Custer State Park and more!

4.98 out of 5 average rating, 112 reviews

A modern fire lookout tower is showcased, elevated on flared metal beams. Surrounded by tall pine trees, the structure features a spacious patio below and a welcoming deck above, designed for enjoying beautiful views. Warm ambient lighting enhances the exterior at dusk.

Tower in Custer

Fire Lookout Tower Next to Custer State Park

Enjoy this newly built 2023, modern Fire Lookout Tower. Suspended in the air over welded metal flared beams. Located just 5 minutes to Custer State Park. Experience some of the most unique views of rock formations while you drink your morning coffee. Open floor plan with 1.5 bathrooms all to yourself. Great area to hike, bike, see the fluffy buffalo. Just a 2 minute drive to downtown Custer. Feel refreshed when you stay in style at this cozy rustic gem.

4.96 out of 5 average rating, 173 reviews

The rounded exterior of the lodge is crafted from wood, featuring a unique entrance door and a circular window. Set against a clear blue sky, the structure is surrounded by grassy land, with trees in the background, creating a serene outdoor setting.

Hut in Hermosa

Elkview Lodge

Glamp in comfort! King bed, coffee bar, and couch. Relax on your private outdoor space with twinkle lights, gas & wood fire pits (wood for sale). Clean shared restrooms a short stroll—no bathroom in unit. Portable AC in summer & heater in winter (super hot days it may feel toasty). Dog-friendly for sweet pups. No WiFi—this is an unplugged, stargazing getaway! Easy self check-in with directions sent before arrival.

4.92 out of 5 average rating, 173 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.

4.94 out of 5 average rating, 197 reviews

A spacious outdoor area features a comfortable swing set with striped cushions, positioned on well-maintained grass. In the background, a cabin with a green roof is surrounded by tall trees, providing a serene setting for relaxation.

Cabin in Hermosa

Beautiful Black Hills Cabin Centrally Located.

Beautiful Black Hills Cabin Centrally located on Hwy 40 West in Hermosa SD. This property is within 30 min of Keystone/Mt Rushmore, Hill City, Custer/Crazy Horse. Enjoy the Amazing views of the Hills and the abundance of wildlife from the covered patio. Two Bedrooms with Queen Beds. One large bathroom with walk in shower. Fully Furnished kitchen with all amenities, and Washer and Dryer.

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!!

Popular amenities for Keystone family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in Rapid City

A comfortable living area is presented with two dark leather sofas and an accent ottoman. A ceiling fan is visible above, enhancing airflow. The walls feature light wood paneling and a large framed image of a mountain monument. A small dining area with high stools and shelves can also be seen.

4.97 out of 5 average rating, 109 reviews

Monumental Stay-HOT TUB/lower unit/SUPER CLEAN

4.97 out of 5 average rating, 119 reviews

A modern cabin is nestled among snow-covered trees, showcasing a rustic exterior. The roof is blanketed in fresh snow, while nearby evergreens create a serene winter landscape. A snow-dusted path leads to the entrance, inviting exploration of the peaceful surroundings.

Cabin in Sturgis

Modern 5-bed cabin with Hot Tub, King size beds

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, 121 reviews

lNDOOR POOL! The FUN house

A panoramic view from the wrap-around deck captures rolling hills and dense trees, outlined by a colorful sunset sky. Soft hues of orange, pink, and purple blend as clouds drift above the tranquil landscape, creating a serene atmosphere for outdoor relaxation.

4.92 out of 5 average rating, 221 reviews

A Quaint Escape with Luxury Jacuzzi Hot Tub

5 out of 5 average rating, 213 reviews

A single-story house is depicted with a wooden exterior in a soft grey shade. Large glass sliding doors offer views of the interior, framed by two side windows. A small seating area with two chairs is visible on the porch, surrounded by grassy grounds and pine trees.

Cottage in Hill City

Mystic Road Cottage… -Peaceful -Private -Hot tub

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!

4.88 out of 5 average rating, 169 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

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.

4.96 out of 5 average rating, 109 reviews

Castle in the Sky

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 154 reviews

An outdoor seating area is showcased, featuring four wicker chairs arranged around a circular stone firepit. A wooden bench is positioned nearby, surrounded by lush green grass and natural foliage. A wooden fence adds privacy to the space.

Cabin in Rapid City

❖Charming Log Cabin❖Firepit❖Great Deck with Grill❖

4.96 out of 5 average rating, 71 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

5 out of 5 average rating, 23 reviews

Apartment in Hermosa

Luxe apt., sleeps 4 with wildlife & canyon views!

4.94 out of 5 average rating, 219 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

4.9 out of 5 average rating, 321 reviews

A stylish tiny house on wheels features a contemporary design with metal siding and a bright yellow door. A small wooden staircase leads to the entrance. The house is set against a backdrop of trees and grass, reflecting a connection to nature.

Tiny home in Custer

Black Hills Rambler-Tiny House

The exterior of the house is showcased, featuring a front yard with manicured grass and landscaping. A gravel pathway leads to the entrance, framed by trees and bushes. A garage is visible in the background, providing additional parking space.

4.91 out of 5 average rating, 349 reviews

Rapid City Black Hills Westside Home 2

4.89 out of 5 average rating, 114 reviews

A bright sitting area is furnished with two upholstered armchairs and a wooden side table, complemented by natural light from a corner window. A decorative lamp and framed artwork enhance the inviting space. A door leads to an outdoor area, surrounded by greenery.

Loft in Rapid City

Cozy Apartment in Rapid City

4.84 out of 5 average rating, 282 reviews

A yurt is nestled among tall pine trees, standing on a wooden deck. The circular structure features a blue exterior, and a warm glow is visible through the door, suggesting a sunset in the background. Lush foliage surrounds the setting, enhancing the natural ambiance.

Yurt in South Lawrence

Treehouse Yurt Lead Black Hills SD Mickelson Trail

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 99 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

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!!!

4.85 out of 5 average rating, 40 reviews

Cottage in Custer

Red Roof Cottage in Custer walkable to downtown!

4.97 out of 5 average rating, 58 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

Superhost

A rustic cabin is shown with wooden siding and a green roof. The front porch features two rocking chairs, providing a relaxing spot to enjoy the outdoors. The cabin sits on a gravel area, with grassy surroundings and rolling hills visible in the background.

Cabin in Piedmont

4.82 out of 5 average rating, 455 reviews

Rustic Cabin

5 out of 5 average rating, 97 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