Family-friendly vacation rentals in Hill City

4.91 out of 5 average rating, 696 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!

No cleaning fees Pool and Rec facilities, seasonal Two Large Furnished Bedrooms w/ new Queen Beds Large living room with new sofa sleeper Newly remodeled bathroom 65'' UHD Smart TV, Dish DVR and Bluray 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!

4.99 out of 5 average rating, 260 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!

4.96 out of 5 average rating, 136 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. If your unit requires a passcode, that will be sent upon booking. No WIFI

4.98 out of 5 average rating, 676 reviews

The loft features a cozy sleeping area with a spacious bed dressed in a light blanket. Bright pillows add a pop of color. Natural light fills the room from a large window with red curtains, and a smaller window enhances the airy feel. A decorative feature stands nearby.

Loft in Lead

Harley Court Loft

Cozy loft in the Lead, SD. Moments from downtown, but secluded. Minutes to outdoor activities, skiing, snowshoeing, hiking, biking, or snowmobiling. Winter months, all wheel / 4 wheel drive vehicle is a must!! Close to restaurants, brew pub, and night life!! Kitchenette: microwave, coffee maker, toaster, hot plate, (with pans), and small frig. The loft has electric heat and portable AC. There are 18 steps to get to the loft, for two people. Not kid proof. No pets accepted.

4.75 out of 5 average rating, 395 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.

4.94 out of 5 average rating, 292 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

Private Hot Tub!! Enjoy a stylish experience - located within walking distance to great eateries, a brewery, farmer's market, bike path, and Spearfish creek! Two sisters with a love for design renovated this cabin into an inviting space for guests intending to explore the beautiful Black Hills. With a fully-equipped modern kitchen and walk-in tile shower, this freshly renovated home is waiting for you to kick back and relax! Dog(s) allowed by PREAPPROVAL ONLY, please message for details.

4.91 out of 5 average rating, 236 reviews

A warm living space is highlighted by a leather couch and decorative pillows, centered on a wooden coffee table over a patterned area rug. An accent light fixture and artwork adorn the walls, while a small desk and bar seating are visible near the window.

Apartment in Rapid City

Black Hills Getaway

Rest and recharge at your Black Hills get away in this newly finished apartment. Enjoy the walk-in shower with 2 shower heads and then get a soothing night sleep on the top of the line mattress produced by Nectar. Kick back at the end of your night by trying out the retro arcade game or watching a movie accompanied by your own bucket of popcorn from the popcorn maker and supplies provided. All of this is centrally located within driving distance to all the sites and attractions!

4.95 out of 5 average rating, 197 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.

4.99 out of 5 average rating, 194 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 homes 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.

4.97 out of 5 average rating, 371 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.

4.98 out of 5 average rating, 121 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 homes 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.

4.83 out of 5 average rating, 144 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

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 Hill City family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 228 reviews

The interior of the tiny house features wood-paneled walls and an exposed beam ceiling. A comfortable day bed with decorative pillows is positioned against the wall. A small dining area is situated nearby with four bar stools, while a television is mounted for entertainment.

Tiny homes in Spearfish

Tiny Timber- Stunning Tiny House

4.99 out of 5 average rating, 106 reviews

A hot tub is situated under a covered porch, providing serene views of a vibrant sunset over the expansive landscape. The sky showcases hues of orange and purple, while the peaceful surroundings feature rolling hills and an open horizon.

Apartment in Box Elder

Welcome to Case Place! A spacious quiet retreat!

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

4.89 out of 5 average rating, 158 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

4.88 out of 5 average rating, 201 reviews

The exterior of a rustic cabin is displayed, featuring a wooden facade and a porch with seating. A small bicycle is positioned on the gravel pathway, surrounded by tall trees, enhancing the natural setting.

Cabin in Lead

Cabin w/Hot Tub on Terry Peak-10 miles to Deadwood

4.89 out of 5 average rating, 205 reviews

An aerial view of the home showcases a spacious, two-story structure with a brown wooden exterior and stone accents. The front yard is landscaped with grass and bordered by trees, while a concrete driveway leads to the garage. The American flag is displayed near the entrance.

Home in Lead

The Hills Hide-a-While ~ Minutes from Deadwood

4.82 out of 5 average rating, 355 reviews

A wooden deck overlooks a serene creek, surrounded by lush greenery and colorful foliage. Two comfortable chairs and a small table are positioned for outdoor relaxation, with a backdrop of gently sloping hills and trees, enhancing the peaceful atmosphere of the setting.

Cabin in Rapid City

Amazing Creek-side Cabin

4.98 out of 5 average rating, 224 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

4.98 out of 5 average rating, 137 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 shaded patio area is shown, featuring two wooden chairs positioned beside a small table. A rustic barrel and a decorative wheel enhance the outdoor setting. Lush greenery and tall trees form the backdrop, creating a serene atmosphere in the Black Hills.

4.8 out of 5 average rating, 235 reviews

The SWEET Retreat

4.82 out of 5 average rating, 109 reviews

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.

Home in Rapid City

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

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

4.82 out of 5 average rating, 130 reviews

An open-concept living area features a modern dining table with four chairs and a comfortable couch. A stainless steel refrigerator is positioned beside the kitchen. Natural light enters through multiple windows, and a television is mounted on the wall, enhancing the contemporary aesthetic.

Home in Rapid City

Cozy 1-Bedroom Home

4.94 out of 5 average rating, 217 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, 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

4.93 out of 5 average rating, 123 reviews

A spacious game room is equipped with a ping pong table at its center, surrounded by high-backed bar stools. A comfortable seating area features two leather chairs and a television mounted on the wall, enhancing the recreational space for guests.

Home in Rapid City

✶Canyon Lake✶PingPong✶Golf Course Close✶Garage✶

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 34 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.

Apartment in Custer

NEW Johnny Cash on Main Walk to Downtown

4.96 out of 5 average rating, 53 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

4.85 out of 5 average rating, 40 reviews

The kitchen features natural wood cabinetry and countertops, complemented by a stainless steel microwave and coffee maker. A window allows for a view of the surrounding trees, enhancing the bright and airy space. A decorative coffee pod holder adds a functional touch.

Bungalow in Custer

Red Roof Cottage in Custer walkable to downtown!

4.86 out of 5 average rating, 73 reviews

Cabin in Lead

Iron Horse Cabin

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

5 out of 5 average rating, 92 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

4.91 out of 5 average rating, 32 reviews

The cabin features a welcoming exterior with rustic wood siding in warm tones. A picnic table is positioned in front, accompanied by two chairs and a gas grill for outdoor dining. Lush greenery and gravel landscaping surround the cabin, enhancing the natural setting.

Cabin in Rapid City

Silver Moon Black Hills Cabin