Family-friendly holiday rentals in Keystone

4.94 out of 5 average rating, 116 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

4.98 out of 5 average rating, 122 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!

4.99 out of 5 average rating, 270 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!

4.83 out of 5 average rating, 143 reviews

A wooden cabin is nestled among towering pine trees with expansive windows reflecting the natural surroundings. A wrap-around deck features a private hot tub, and an American flag is displayed proudly outside, contributing to the serene ambiance of the location.

Home in Keystone

Chalet Mt Rushmore VIEWS Hot Tub

You’ll be amazed at the breath-taking view of Mt. Rushmore and the surrounding Black Hills from inside and out of this beautiful air-conditioned cabin situated amidst the quiet whispers of majestic pines in Keystone, SD. The location offers privacy along with comfort as you enjoy the large open deck with gas grill and fire pit, plenty of seating, private hot tub and lots of fresh air. Wrap-around deck with ample dining seating, guest parking and access to the Ramada Mt Rushmore indoor pool!

4.76 out of 5 average rating, 411 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.

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, 130 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.

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, 125 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!

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

If you have ever wanted to try out "tiny living" our adorable tiny house is perfect. This hand built tiny home is situated on our family property, but away from the main house to give you the privacy you are looking for. While giving you the opportunity to unplug, the Rambler is surrounded by beautiful national forest but is also ideally located just 3.5 miles from the town of Custer, SD. Easy access to Hwy 16/385 and close to all the beauty that the Black Hills to offer.

4.9 out of 5 average rating, 128 reviews

A charming cabin is surrounded by greenery and blooming flowers. Climbing vines adorn the exterior, while a striped awning adds a pop of color. A small sitting area is visible next to the cabin, featuring a blue lounge chair on a grassy lawn.

Home in Keystone

Cozy, private cabin 5

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 hill top cabin #4 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.

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.

4.95 out of 5 average rating, 365 reviews

A wooden deck is seen overlooking a green golf course, surrounded by tall pine trees under a clear blue sky. The sunlight casts shadows on the deck's surface, enhancing the natural beauty of the setting.

Guest suite in Custer

The View at Bear Rock Two (Top Unit)

Relax in our charming guest suite featuring a private rooftop deck with serene views of Rocky Knolls Golf Course. Enjoy a comfortable queen bed, a renovated bathroom with a modern shower, and convenient amenities like a mini-fridge, microwave, cable TV, and Wi-Fi. Located just minutes from local dining, bars, and major attractions including Mount Rushmore, Crazy Horse Memorial, and Custer State Park, our suite offers the perfect base for your Black Hills adventure.

4.98 out of 5 average rating, 157 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

You'll love this unique and romantic escape. This tiny mirror cabin, REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills of South Dakota. It creates a rejuvenating and memorable experience. This unique retreat is designed to offer you a chance to disconnect from the hustle and bustle of everyday life and reconnect with the special person in your life, yourself, and the surrounding nature.

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/Garden Level/SUPER CLEAN

4.97 out of 5 average rating, 130 reviews

The modern cabin stands amidst tall pine and aspen trees, featuring multiple levels and a welcoming front porch. A hot tub is placed on the lower deck, and a grassy area extends around the base, providing a serene outdoor setting.

Cabin in Sturgis

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

4.97 out of 5 average rating, 109 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

4.94 out of 5 average rating, 604 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

4.99 out of 5 average rating, 229 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

4.99 out of 5 average rating, 301 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

4.82 out of 5 average rating, 381 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

4.96 out of 5 average rating, 258 reviews

A spacious hot tub with lights is positioned on a wooden deck, surrounded by a protective wall. Snow covers the steps leading to the tub, while a small side table is visible next to it. Warm ambient lighting highlights the tub's inviting surface.

Cabin in Sturgis

Pet friendly 2 bedroom log cabin with hot tub.

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 171 reviews

A two-story red wooden structure is framed by tall evergreen trees against a clear blue sky. A stone chimney rises from one side, and a set of stairs leads to an upper deck, which is adorned with railings and potted plants.

Apartment in Rapid City

Peaceful Pines

Place to stay in Keystone

The cabin exterior features a wooden facade, complemented by a green door and two windows with light curtains. A covered porch with railings provides outdoor seating, while a picnic table is situated to the side, surrounded by trees in a natural setting.

4.87 out of 5 average rating, 31 reviews

Cabin # 9 at Holy Smoke Resort

4.96 out of 5 average rating, 177 reviews

Hut in Hermosa

Elkview Lodge

5 out of 5 average rating, 83 reviews

A modern cabin is showcased from the exterior, featuring high triangular peaks and large windows. A circular seating arrangement outlines a stone fire pit, with comfortable gray cushions. Surrounding pine trees add to the natural setting, creating a cozy atmosphere for outdoor gatherings.

Cabin in Hermosa

Chokecherry Cabin-Beautiful Views & Hot Tub

4.94 out of 5 average rating, 230 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

4.96 out of 5 average rating, 145 reviews

A wooden porch features four rocking chairs made from dark wood, positioned along a polished deck. The entrance is framed by a wooden door, with a welcome mat placed outside. The walls display natural wood paneling, contributing to a rustic ambiance.

Campsite in Custer

Quiet tent site H near Custer, SD & Mt. Rushmore.

4.91 out of 5 average rating, 735 reviews

A scenic view of rolling hills and dense tree cover is captured from the outdoor patio area. Lush green grass and a variety of shrubs provide a natural border, while an expansive sky with scattered clouds completes the tranquil landscape.

Guesthouse in Rapid City

Priceless Black Hills View!

5 out of 5 average rating, 6 reviews

The exterior of the cabin features a prominent covered patio area with comfortable seating arrangements, framed by stylish wooden beams. A lawn area extends in front, and large windows reflect the outdoors, enhancing the connection between indoor and outdoor spaces.

Cabin in Custer

Buffalo Bungalow- 2 Bedroom Cabin

Family-friendly home rentals with a pool

4.8 out of 5 average rating, 10 reviews

A cabin with a wooden facade is surrounded by tall trees and lush green grass. The front deck features a sturdy railing, and multiple windows provide natural light. A stone border outlines the grassy area, contributing to a sense of privacy.

Cabin in Custer

French Creek Cabin | Rock Crest Lodge

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, 165 reviews

Private Pool! Great Rapid City Location!

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, 119 reviews

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

4.87 out of 5 average rating, 38 reviews

The exterior of Coon Hollow Cabin is shown, featuring wooden siding and a green door. A small table with four chairs is positioned under the porch, accompanied by a gas grill. Sunlight filters through the surrounding trees, creating a serene atmosphere.

Cabin in Rapid City

6 Person Cabin near Mount Rushmore

4.96 out of 5 average rating, 67 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

4.84 out of 5 average rating, 160 reviews

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

High Country Guest Ranch - #25 Rodeo

4.82 out of 5 average rating, 455 reviews

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

Rustic Cabin