Family-friendly holiday rentals in Keystone

4.97 out of 5 average rating, 103 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.

4.94 out of 5 average rating, 119 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, 125 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, 275 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!

4.95 out of 5 average rating, 266 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.

This beautiful large 2 bedroom cabin nestled right outside of Sturgis SD can comfortably accommodate several guests, as it has 2 bedrooms as well as 2 living rooms. One of the living rooms has 2 fold out twin beds. 7 person hot tub! patio furniture as well. This cabin gives you the privacy you need yet the comforts of being 5 mins from a grocery store. Gorgeous views of the Black Hills. Fully furnished home. BBQ grill. We have a few different airbnbs and the cabin is completely private.

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, 171 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!

4.83 out of 5 average rating, 146 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!

4.9 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.

Cabin 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.

4.95 out of 5 average rating, 375 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.

The exterior of the guesthouse is showcased, featuring a light-colored façade and a welcoming front porch. A covered carport and landscaped lawn enhance the entrance, while trees provide natural shade alongside the walkway. The driveway is spacious, allowing for convenient access.

4.98 out of 5 average rating, 120 reviews

Enchantment hills retreat guesthouse.

This is a guesthouse beautiful Black Hills of South Dakota. Incredible views . 25 minutes from Mount Rushmore and all of Black Hills. Centrally located. Enjoy watching the deer ,wild turkeys , foxes and other wildlife wandering through. Use as a locum's medical professional, couples retreat or business executive . Approximately 700 sq/ft, and exquisitely decorated. Driveway private. Stunning views overlooking enchantment Canyon and the beautiful prairies.

4.99 out of 5 average rating, 203 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.

4.99 out of 5 average rating, 310 reviews

Cabin in Custer

CABIN @ redblue - King bed - near parks & trails

Enjoy your stay in a private, rustic cabin with all the comforts of home. King bed! Steps from Black Hills National Forest & Michelson Trail, this location is centrally located to Wind Cave National Park, Jewel Cave National Monument, Crazy Horse Memorial & Mount Rushmore National Memorial. Bring your hiking shoes. Bring your bikes. Adventure is yours! Also on the property is the redblue RIDGE and OUTLAW units. Perfect for family reun

Popular amenities for Keystone family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 131 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

4.98 out of 5 average rating, 159 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

4.97 out of 5 average rating, 115 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

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.

4.94 out of 5 average rating, 609 reviews

Hideaway on Bridge Lane

4.98 out of 5 average rating, 49 reviews

Black Hills Hideaway • Private + Hot Tub

5 out of 5 average rating, 22 reviews

Dome in Beulah

WYnDome located in Beulah, WY

4.95 out of 5 average rating, 64 reviews

The Omega WIFI and 4 person hottub!

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.

4.83 out of 5 average rating, 385 reviews

Creek-side Cabin | Hot Tub + Trout Fishing

Family- and pet-friendly home rentals

4.85 out of 5 average rating, 247 reviews

Loft in Rapid City

Cabin Retreat w/views-wildlife-10mins Downtown

4.97 out of 5 average rating, 120 reviews

Hut in Hermosa

Hillview Lodge

4.96 out of 5 average rating, 163 reviews

A spacious cabin is set amidst tall trees, featuring a welcoming porch with ample seating. A gravel driveway leads up to the cabin, which is flanked by greenery. A fire-pit area is visible to the left, complemented by a blue storage container.

Cabin in Deadwood

Darby's Cabin in the Woods

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.

4.93 out of 5 average rating, 165 reviews

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

Superhost

Place to stay in Keystone

4.73 out of 5 average rating, 30 reviews

Duplex cabin #16A at Holy Smoke

4.94 out of 5 average rating, 237 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

4.98 out of 5 average rating, 279 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

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.

4.92 out of 5 average rating, 378 reviews

Rapid City Black Hills Westside Home 2

Family-friendly home rentals with a pool

4.89 out of 5 average rating, 38 reviews

A vintage framed album cover features a prominent image of a man in a suit, alongside bold colors of red and yellow. The title 'Greatest! Johnny Cash' is displayed prominently, evoking a classic music era. The composition is enhanced by a decorative border, enriching the nostalgic theme.

Flat in Custer

NEW Johnny Cash on Main Walk to Downtown

Superhost

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

4.8 out of 5 average rating, 10 reviews

French Creek Cabin | Rock Crest Lodge

4.87 out of 5 average rating, 233 reviews

Cabin in Lead

Mineral Mountain Lodge in Gilded Mountain

4.86 out of 5 average rating, 14 reviews

Explore The Black Hills From Reber’s Retreat.

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.

4.83 out of 5 average rating, 121 reviews

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

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.

4.88 out of 5 average rating, 43 reviews

6 Person Cabin near Mount Rushmore

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, 463 reviews

Rustic Cabin