Family-friendly holiday rentals in Custer

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, 486 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, 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, 261 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, 114 reviews

The cabin features a wooden exterior with a covered porch, showcasing a grill and simple outdoor seating. A front door leads into the interior, while a playful doll adds a touch of character to the space, surrounded by trees in the background.

Campervan/RV in Custer

Cute Camping Cabin in Custer

This camper cabin is located in a campground. While staying here you have access to all of the facilities which include two shower houses, a game room, a laundry room, two small playgrounds, horseshoes, and a general store that sells beer and wine. The cabin is a studio camping cabin. It has two Queen beds, a table and chairs, a microwave and a small refrigerator. There is also a propane grill on the porch. Please note that bedding is not included and the bathroom is not inside the cabin.

4.98 out of 5 average rating, 677 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.

4.91 out of 5 average rating, 103 reviews

A charming tiny home features a wooden exterior with a red door and roof. Surrounded by tall pine trees, a small walkway leads to the entrance, inviting guests to enjoy the peaceful country setting. Natural stones are scattered along the pathway.

Tiny home in Hot Springs

Southern Hills Tiny Home

Sleep soundly in a beautiful country setting. Awake refreshed just minutes from many Black Hills attractions. Mt. Rushmore 41 mi. Custer 20 mi. Hot Springs 18 mi. Custer State Park 24 mi. Wind Cave 17 mi. Adjacent to the Mickelson Trail and minutes from hundreds of miles of Black Hills National Forest trails. Wildlife is abundant in the Southern Hills, including deer, turkeys and elk. Or just sit back and relax as you watch the horses graze in the pasture or take in the endless night sky.

4.95 out of 5 average rating, 364 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.

4.9 out of 5 average rating, 709 reviews

A charming log cabin is framed by lush green fields, with a colorful rainbow arching overhead. The front features a wooden porch with rocking chairs and a rustic table. The cabin's details, such as wagon wheels, enhance its ranch character.

Cabin in Hot Springs

Horse Lovers Black Hills Bunkhouse

This is one of two cabins located on our working quarter horse ranch nestled in the splendor of the Southern Black Hills, of South Dakota. 4 miles from Hot Springs. Modern bunkhouse with queen and bunk bed, shower, and a kitchenette with microwave, coffee maker, and small refrigerator. There is no wifi in the bunkhouse. We can also accommodate your horses The other cabin is listed on Airbnb under Horse Lovers Bunkhouse 2 - Head Wrangler Cabin.

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 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, 122 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.

4.83 out of 5 average rating, 145 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 Custer family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5 out of 5 average rating, 206 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

4.94 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

4.88 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!

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

4.89 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

4.89 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, 225 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

4.96 out of 5 average rating, 248 reviews

A well-kept single-story house is framed by lush green grass and young trees. The entrance features a covered porch and a decorative lattice, providing a welcoming view. Windows allow natural light to enter the interior, while a pop of color is added by a blue trash bin nearby.

Home in Rapid City

Perfect for families and business travelers!

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

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

4.91 out of 5 average rating, 44 reviews

A warm living area is highlighted by rustic wooden beams and a cozy sofa adorned with assorted cushions. The space includes a small dining area with two stools, a kitchenette visible in the background, and large windows offering views of the surrounding pines.

Tiny home in Custer

Little Joy: Needle Spire Views + Sauna + Wildlife

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

4.98 out of 5 average rating, 252 reviews

The exterior of a contemporary studio showcases natural wood siding complemented by sleek, metal accents. Large glass doors provide a view into the interior, while warm lighting illuminates the structure. A comfortable rocking chair is positioned on the porch, enhancing the inviting outdoor space.

Tiny home in Rapid City

Bale & Butterfly Bungalow

4.83 out of 5 average rating, 23 reviews

Cabin in Rapid City

A Room in Nature

5 out of 5 average rating, 3 reviews

Cabin in Custer

Beaver Creek Cabins - Cabin 3

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 60 reviews

A well-appointed interior features wooden paneling and a cozy layout. A spacious bed with a colorful quilt is complemented by a futon and an air-conditioning unit. Natural light enters through large doors leading to an outdoor area, enhancing the inviting atmosphere of the suite.

Cabin in Rapid City

Mountain View Suite near Mount Rushmore in the Bla

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

4.8 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

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!!!

4.96 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!

4.82 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