Family-friendly holiday rentals in Lead

The living area features a stone fireplace framed by wooden accents. Two comfortable armchairs are positioned around a coffee table, with decorative items placed on it. Rich wooden flooring complements the warm tones of the space, with natural light filtering through window coverings.

4.93 out of 5 average rating, 108 reviews

The Cabin in the Hills, Lead SD

Pack your skis & lace up the hiking boots! Enjoy an unforgettable adventure at The Cabin in the Hills located minutes from a slew of trails & slopes & 1/2 mile from Terry Peak Ski Lodge. The cozy 3 bedroom 2 bathroom cabin has all you desire to embrace the majestic beauty of the Black Hills. Enjoy breathtaking mountain views & gorgeous sunsets from 2 covered decks while grilling, warm up by the firepit while star gazing, nap in the hammock or soak in hot tub. Indoors; cozy up to the fireplace!

4.97 out of 5 average rating, 257 reviews

Chalet in Lead

Spearfish Canyon Skye lodge

Skyelodge is located in the heart of Spearfish Canyon. Located on a cliff wall . A 750 Sq. Ft. apartment on the top floor of a private vacation home. Spearfish Falls and Roughlock Falls one mile away can be accessed by hiking trails. FANTASTIC VIEWS! ( DEER, ELK, BALD EAGLES, PEREGINE FALCONS, OSPREYS, VULTURES ARE YOUR NEIGHBORS) HIKING, BIKING, ROCK CLIMBING, PHOTOGRAPHY, TROUT FISHING, OR JUST HANGING OUT. THE STARS AT NIGHT. GREAT COUPLES RETREAT!

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.

4.87 out of 5 average rating, 254 reviews

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.

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.

4.89 out of 5 average rating, 215 reviews

The Hills Hide-a-While ~ Minutes from Deadwood

Lead, South Dakota Entire home - 3 bedrooms/4 beds - 3 bathrooms & hot tub Cozy home on a dead-end street, conveniently located in the Black Hills with views of the city. Minutes from historic Deadwood, miles of hiking and ATV trails & Terry Peak ski resort. Whether you spend your days hiking, skiing or riding through the Black Hills exploring historic & monumental nearby places, you’ll be sure to feel at home when you enjoy a dip in the hot tub & a coffee or a cocktail on the deck upon return.

4.98 out of 5 average rating, 213 reviews

Spearfish Canyon Retreat (Valhalla)

A lovely log home located in spectacular Spearfish Canyon. Situated between Spearfish and Deadwood. Wi-Fi/cell /internet. Northern Black Hills Attractions and Activities: Spearfish Falls Bridal Veil Falls Roughlock Falls Fishing Rock Climbing Hiking Snowmobiling Skiing Many fine restaurants 15 mins to Spearfish 1/2 hour to Lead and Deadwood. 1 hour to Rapid City and Devil’s Tower. 1 1/2 hours to Mt. Rushmore or Badlands. 1 3/4 hours to Crazy Horse, Custer and Custer State Park

Superhost

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.

4.88 out of 5 average rating, 208 reviews

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

Welcome to Golden Nugget Retreat on Terry Peak, where endless outdoor adventures happen! The cabin offers 3 bed 2 bath, a fully furnished kitchen, laundry room, smart TV's, Foosball table, games and a gas fireplace. Go outside and relax in the hot tub or enjoy the patio furniture on the private deck surrounded by pine forest views. Adventure out for some hiking, biking, skiing at Terry Peaks or exploring hundreds of miles of ATV/snowmobile trails. Or check out the historic town of Deadwood

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.

4.98 out of 5 average rating, 275 reviews

Falsebottom Hide-away

This is a great place to relax and enjoy the sounds of nature after a long day vacationing. Sleeps six with a secure fenced yard for the safety of your pets. Located in beautiful Maitland Canyon with seasonal Falsebottom Creek right off the private back deck featuring a BBQ and outdoor table. We have lived here for 40 years and are still amazed with the beauty of the Northern Black Hills. Close to so much, but with a real connection to the pristine nature that the Black Hills are famous for.

4.98 out of 5 average rating, 683 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.

5 out of 5 average rating, 107 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.

Apartment in Lead

Condo Across from Terry Peak*Hot tub*Spacious

Welcome to Story Blu Summit, a newly updated 2BR/2Bath condo within steps of Terry Peak and the use of all the amenities Barefoot Resort. ★ Located across from Terry Peak Ski Hill ★ Gorgeous Views ★ 6 miles to Deadwood, SD ★Minutes to downtown Lead ★ Ski, hike, bike, snowmobile trails all close by ★ Large Smart TV's in each bedroom ★ King Bed in Master ★ High-speed internet ★Remote work friendly ★ Use of communal private Hot Tub x3, heated indoor pools x2, exercise room and sauna

4.94 out of 5 average rating, 158 reviews

A charming home with a wraparound porch features a metal roof and a wooden exterior painted in shades of green. The front is flanked by large windows, allowing ample natural light, while a small decorative sign adds character to the porch area.

Chalet in Lead

Tucked Away Chalet minutes to Deadwood and Skiing

PLEASE READ THE ENTIRE LISTING DESCRIPTION, REVIEW ALL FEATURES, AND VIEW ALL PICTURES TO KNOW EXACTLY WHAT TO EXPECT! Conveniently located in the northern Black Hills in the City of Lead, central to all that it has to offer. Minutes to historic Deadwood and Terry Peak ski area. Snowmobile trails, mountain biking and hiking trails minutes away. Visit the many local breweries and restaurants while taking in all the history of this historic mining town. Please enjoy and respect our home!

A hot tub is shown on a deck, surrounded by trees and a scenic view. Two glasses of red wine sit beside a bottle, creating an inviting atmosphere. The sky displays hints of color as sunset approaches, suggesting a tranquil experience.

4.94 out of 5 average rating, 149 reviews

Arn Barn Cabin

Great cabin with lovely views from the covered porch in the Terry Peak area. Two bedrooms, both containing queen beds, one of these adjustable, the other with a fold-out chair for extra space if needed. One level, open floor plan with a large comfortable sectional that will also pull out into a bed if additional sleeping space is needed. Outdoor fire pit and grill available for your use. Fully stocked kitchen to make you feel right at home while enjoying the Black Hills.

4.98 out of 5 average rating, 144 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.

Guest house in Deadwood

The Mercantile at Mad Peak Lodging, sleeps four

The Mercantile at Mad Peak Lodging is part of our Old West–inspired collection of vacation rentals, blending historic character with modern comfort in the heart of the Black Hills. Surrounded by mountain scenery, this inviting retreat offers a peaceful setting with easy access to outdoor adventure, local attractions, and scenic drives. Whether you’re exploring the Hills or unwinding after a full day out, the Mercantile is a comfortable and memorable place to stay.

Popular amenities for Lead family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A bright and airy living space features large windows that showcase nature views. A modern sectional sofa is positioned around a central fireplace, while a dining table with woven chairs accommodates dining. Natural wood accents and neutral tones enhance the contemporary design.

4.9 out of 5 average rating, 72 reviews

Norski, Hot Tub, beautiful view

4.97 out of 5 average rating, 127 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

The lodge is surrounded by tall pines, showcasing a modern structure with a sloped roof. A gravel driveway leads to the entrance, highlighting the expansive natural landscape of forested hills and distant mountains under a soft twilight sky.

4.97 out of 5 average rating, 66 reviews

Luxury Escape w/Hot Tub, Firepit and Barrel Sauna

An open-concept living area features a modern fireplace and a ceiling fan. Large windows allow natural light to fill the space, highlighting the warm wood accents and sleek furnishings. A dining set is positioned near the staircase, and a cozy seating area invites relaxation.

5 out of 5 average rating, 18 reviews

Cozy T Cabin at Powderhouse Pass

A spacious living area is showcased with a light gray sofa and a small coffee table at the center, offering a contemporary feel. To the left, a modern kitchen with stainless steel appliances is visible. A doorway leads to the bedroom in the background.

4.97 out of 5 average rating, 167 reviews

The Little House

The outdoor hot tub is positioned with a view of the surrounding greenery and tall trees, set against a backdrop of rolling mountains and clear blue skies.

4.92 out of 5 average rating, 338 reviews

Jägerhaus - Mountain Lodge on Private Estate

The modern A-Frame cabin is set against a backdrop of trees, featuring a striking triangular roof and large glass front. An outdoor patio area is visible, including a seating space and a barbecue grill, on a gravel surface leading to the entrance.

5 out of 5 average rating, 16 reviews

5 mins from Deadwood/Lead Cozy black hills cabin

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.

4.94 out of 5 average rating, 317 reviews

Modern 2-Bedroom Getaway

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 252 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!

4.96 out of 5 average rating, 146 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

A custom home is showcased, featuring a two-story design with a striking metal roof. The front entrance is highlighted by stairs leading to a welcoming door, flanked by well-manicured lawns and expansive green spaces. A spacious driveway leads to a two-car garage.

4.97 out of 5 average rating, 282 reviews

Hot Tub| Steam Shower| Arcade | Rooftop Deck

4.92 out of 5 average rating, 221 reviews

An outdoor seating area features a curved stone fire pit surrounded by several black chairs. The patio is shaded by a wooden deck above, and a well-maintained lawn stretches out in the background, providing ample space for gatherings.

Home in Sturgis

Deadwood & Sturgis 5 bedroom next to golf course

4.88 out of 5 average rating, 184 reviews

A cozy sitting area features a brown love seat positioned next to a window, with a small table and decorative items nearby. The kitchen area, visible in the background, includes a white refrigerator and stove, and charming cabinetry enhances the space.

Guest house in Spearfish

Adorable loft carriage house with hot tub

Guest house in Rapid City

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.

4.91 out of 5 average rating, 725 reviews

Priceless Black Hills View!

4.82 out of 5 average rating, 374 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

A leather sofa is positioned against a light wall, adorned with a simple sign that reads 'stay humble work hard.' A decorative wreath hangs above the sofa. A patterned pillow and a soft throw add texture, while a black pet bag rests on the floor beside the sofa.

4.93 out of 5 average rating, 145 reviews

Beautiful Getaway with Hot Tub

Family-friendly home rentals with a pool

An aerial view of a modern lodge set among tall trees, showcasing a spacious driveway and multiple facades of the building. The surrounding landscape is characterized by greenery and rolling hills, emphasizing the serene natural environment.

4.98 out of 5 average rating, 46 reviews

Timeless-Trailer Parking,Pool, ATV- Snowmobile

An open-concept living area features a spacious sectional sofa and large windows allowing natural light. A dining table is positioned nearby, accommodating multiple guests. The modern kitchen is equipped with stainless steel appliances and is visible in the background, complemented by warm wooden cabinetry.

5 out of 5 average rating, 10 reviews

Tatanka Retreat in Powderhouse Pass

5 out of 5 average rating, 159 reviews

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.

Home in Rapid City

Private Pool! Great Rapid City Location!

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.

4.95 out of 5 average rating, 64 reviews

Timber Trails: Pet-Friendly Haven for Adventurers

4.88 out of 5 average rating, 85 reviews

Iron Horse Cabin

A spacious wooden cabin sits amidst tall trees, showcasing its two-story design and expansive front porch. A gravel driveway leads up to the entrance, providing ample parking space. Natural light filters through multiple windows, enhancing the inviting exterior.

4.95 out of 5 average rating, 20 reviews

Cloud 9 · Cozy Cabin w/ Hot Tub, Views & Clubhouse

Superhost

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

4.83 out of 5 average rating, 155 reviews

High Country Guest Ranch - #25 Rodeo

A spacious living area features large windows that fill the room with natural light. Two dark grey sofas are arranged around a central coffee table, complemented by stylish light fixtures. A modern fireplace and a staircase are visible, enhancing the open and inviting design.