Family-friendly vacation rentals in Hill City

4.88 out of 5 average rating, 242 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!

This house is a comfy, cozy, 2 bedroom, 1 bath house built in the early 1900's and recently updated. It is in the heart of the Black Hills, minutes from Deadwood. It is close to skiing and snowmobiling in the winter; hiking, sightseeing and fishing in the summer. The deck overlooking Lead offers a space in the sun or a covered portion for shade. Four person hot tub and fireplace makes the end of day so relaxing! Be aware, there are 32 stairs from street to house. Trailer parking available.

Guest suite in Rapid City

A cozy bedroom features a spacious bed covered with a red blanket. Two framed artworks adorn the wall above the bed. A mounted TV is positioned nearby, while a light wood closet with double doors is visible to the right. Natural light enters through a window.

4.98 out of 5 average rating, 485 reviews

Quiet private suite with garage bay & kitchenette

Quiet private bedroom and kitchenette isolated from the main house with common use sun room between. Rural setting off Hwy 44 just minutes from Rapid City Airport. Tesla 11kw destination charging outlet in your garage bay directly accessible from the suite. Starlink 150mbps internet. Pet friendly to friendly pets with pet door from the suite out to the fenced back yard & patio isolated from our dog & cat. Private bath has in-floor heat and endless hot water with continuous flow water heater.

4.91 out of 5 average rating, 694 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, 135 reviews

A geodesic dome structure is situated on a grassy hillside, surrounded by natural scenery. Wooden posts with string lights provide ambient lighting, while gray outdoor seating invites relaxation. The clear sky and distant trees complement the tranquil outdoor setting.

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, 394 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.

4.92 out of 5 average rating, 185 reviews

A modern kitchen sink is positioned within a granite countertop, featuring a sleek black faucet. Above, vibrant orange towels with the word 'gather' hang from a decorative holder. A soap dispenser is placed nearby, complementing the overall design.

Apartment in Rapid City

Beautiful 2 Bedroom West Blvd!

Beautiful 2 bedroom in a historic West Boulevard four-plex. Enjoy your morning cup of coffee during your Black Hills stay in this recently updated, fully equipped kitchen with new hickory cabinets and River Birch Countertop. Apartment comes with 2 bedrooms: a queen and full size bed. Enjoy streaming on the Samsung Smart TV with included wifi. You will be centrally located to the best spots in the Hills and just minutes from downtown Rapid. Let your Black Hills Vacation begin!

4.91 out of 5 average rating, 235 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, 196 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, 192 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.

4.98 out of 5 average rating, 120 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 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 home in Spearfish

Tiny Timber- Stunning Tiny House

4.93 out of 5 average rating, 111 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.

4.93 out of 5 average rating, 217 reviews

A Quaint Escape with Luxury Jacuzzi Hot Tub

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

4.94 out of 5 average rating, 287 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

4.89 out of 5 average rating, 157 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

4.99 out of 5 average rating, 284 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

4.88 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

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 348 reviews

The sleeping area features a spacious bed with a patterned blue and white coverlet. Two side tables with lamps provide soft lighting, and a large wall art piece in calming colors is displayed above the bed. A mirror and decorative plant add to the aesthetic.

Apartment in Rapid City

Cozy Apartment Minutes from Downtown w/Fenced Yard

4.98 out of 5 average rating, 136 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

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, 109 reviews

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

The spacious kitchen features modern appliances, an island with four chairs, and ample counter space. Natural light filters through three windows, illuminating the sleek cabinetry and wood-like flooring. Wall art adds character to the surroundings, creating an open and functional atmosphere.

4.87 out of 5 average rating, 123 reviews

Cozy 2 Bedroom Home

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

A single-story house with a neutral exterior is framed by a well-maintained lawn and decorative flower beds. A front porch with steps leads to the main entrance, featuring a white door and large window, while the surrounding landscape is dotted with greenery.

4.94 out of 5 average rating, 555 reviews

Rapid City Black Hills Westside Home 1

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.

4.93 out of 5 average rating, 122 reviews

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

Family-friendly home rentals with a pool

4.82 out of 5 average rating, 51 reviews

The treehouse is nestled among tall pine trees, showcasing a rustic exterior with multiple windows and an elevated deck. A well-defined pathway leads to the entrance, while soft lighting illuminates the structure, creating an inviting ambiance during twilight.

Treehouse in Custer

Castle Inspired Treehouse with Mountain Views

4.87 out of 5 average rating, 225 reviews

The mountain lodge is nestled among tall pine trees, featuring a multi-level design with warm lights illuminating the exterior. The wrap-around deck offers a spacious area for relaxation, while the surrounding landscape includes natural greenery, creating a serene atmosphere.

Cabin in Lead

Mineral Mountain Lodge in Gilded Mountain

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, 144 reviews

Private Pool! Great Rapid City Location!

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!

4.96 out of 5 average rating, 51 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

4.86 out of 5 average rating, 73 reviews

A spacious living area features a rustic stone fireplace, flanked by comfortable seating arrangements. Large windows allow natural light to brighten the space, while wooden beams and flooring add warmth and character to the room.

Cabin in Lead

Welcome to 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