Family-friendly holiday rentals in Lead

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, 251 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, 211 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.

4.96 out of 5 average rating, 200 reviews

The image presents a collage of Sheep Hill Chalet's exterior and interior spaces. The chalet's rustic facade is complemented by large windows. Inside, a cozy living area is furnished with circular tables and comfortable seating. A modern kitchen showcases sleek appliances and ample counter space.

Chalet in Lead

Secluded Modern Mountain Rustic Chalet on 10 acres

Welcome to Sheep Hill Chalet, a rustic-modern cabin nestled in the Black Hills near Lead! Set on 10+ private acres, this chalet offers stunning forest views, cozy luxury, and peaceful seclusion - just minutes from Deadwood! The open living room features 16-ft windows and a dramatic double-sided stone fireplace. The gourmet kitchen, private hot tub, and spacious living areas make Sheep Hill Chalet the perfect place for gathering, relaxing, and immersing yourself in the beauty of the Black Hills

The living area features a dark leather sectional sofa facing a flat-screen TV mounted on the wall. A ceiling fan is overhead, and light streams in through sliding glass doors, which open to a private outdoor deck. A decorative lamp and wall art add interest to the space.

4.97 out of 5 average rating, 107 reviews

Lead me to Adventure

Let us Lead you to Adventure in this 2 bedroom, 1 bath condo in the beautiful Black Hills. Sleeps up to 6 and is perfect for those looking for a relaxing getaway. We welcome all! Get your adventure on at the nearby Mickelson trail, the 3,000+ miles of ATV trails with access in every direction. Minutes from Historic Deadwood, Terry Peak Ski Area, Spearfish Canyon, and Sturgis. Mount Rushmore and Custer State Park are within driving distance. We welcome any questions ahead of & during your stay.

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.

A charming cabin exterior is showcased, featuring natural wood siding and warm lighting. A spacious front porch provides panoramic views, complemented by two chairs and a small table, inviting relaxation amidst the scenic surroundings.

4.9 out of 5 average rating, 122 reviews

The Hills Hütte on Terry Peak

The Hills Hütte on Terry Peak is a quaint 2 bedroom 1 bath space with large vaulted ceilings for an airy, spacious feel. This new build is situated with panoramic views from the front porch while you sip your coffee and meditate. Just minutes to the ski resort and direct access to off road trails, this property is sure to please anyone's adventurous side, no matter the season! With a nod to cozy Alpine huts, the Hütte is the only place for a couples trip or family getaway. Please join us!

4.81 out of 5 average rating, 236 reviews

Black Hills Condo by Brewery 3mi to Deadwood Ski

Stay at our charming 2-bedroom condo in downtown Lead, just minutes from skiing and 3 miles to Deadwood! With over 233 reviews and a nearly perfect 5-star rating, our Superhost property offers two king-sized beds, free Wi-Fi, and all the comforts of home. Walk to bars, restaurants, and a brewery right across the street. Enjoy a cozy living space, well-equipped kitchen, and mountain views. Whether for adventure or relaxation, this fully furnished condo is your perfect Black Hills getaway!

A hot tub is situated under a wooden overhang, providing a serene view of snow-covered trees and mountains. Steam rises gently from the water, creating a peaceful atmosphere, while the spacious deck offers a relaxing retreat in a natural setting.

4.91 out of 5 average rating, 165 reviews

Summit Trails Lodge | Cozy, Hot Tub, Trail Access

Summit Trails Lodge offers the ultimate nature escape: a warm and spacious knotty pine cabin crafted for comfort, connection, and outdoor adventure. Whether you're gathering with family or friends, it's the perfect place to relax, recharge, and explore. *Mountain views *Private hot tub *3-level cabin, lots of privacy *Minutes to skiing, ATV and hiking trails, and horseback riding *Lead 3mi / Deadwood 8mi / Sturgis 20mi *Easy day trips to Mt. Rushmore, Crazy Horse, and Custer State Park

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 well-equipped kitchen features a spacious island with seating for four, illuminated by stylish pendant lights. The kitchen includes modern appliances, a double sink, and wooden cabinets. Decorative items and a wall art piece add character, contributing to a functional and inviting cooking space.

4.91 out of 5 average rating, 223 reviews

Black Hills Condo

Welcome to Black Hills Condo! Come and enjoy this beautiful and sparkly-clean, two-bedroom, two-bath condo! Enjoy main-floor living with private entrance and front of condo parking! Located minutes from Deadwood, Terry Peak, and Sturgis, this condo offers convenience and comfortable living for up to six guests! Amenities include: Private patio, patio grill, pack-and-play, iron/board, and many kitchen amenities and conveniences. Come and enjoy all the Black Hills has to offer!

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, 147 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.

4.96 out of 5 average rating, 141 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

Kick back and relax in our cozy cabin. Built in 2021 and decorated with love to make you feel at home in the woods! Includes two bedrooms, two bathrooms, living room, full kitchen, loft with two queen-size beds, porch, and fire-pit. Enjoy sitting outside on the porch or share a drink and camp stories around the fire-pit. Books, TV and board games are available for in-home entertainment. If you're looking for a peaceful getaway, Darby’s Cabin is the place for you!

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 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.

4.97 out of 5 average rating, 99 reviews

Moonlight Pines-Happy Little Cabin

4.95 out of 5 average rating, 592 reviews

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.

Cabin in Rapid City

Hideaway on Bridge Lane

An aerial view showcases Six Pines Lodge nestled amid a snowy landscape, surrounded by tall evergreen trees. The lodge's modern structure stands out against the white snow, highlighting the tranquil setting of 25 private acres in the Black Hills.

4.97 out of 5 average rating, 59 reviews

Luxury Escape w/Hot Tub, Firepit and Barrel Sauna

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.

4.97 out of 5 average rating, 60 reviews

Timber Trails: Pet-Friendly Haven for Adventurers

4.86 out of 5 average rating, 146 reviews

Haylie's Hideaway

A single-level home features a light gray exterior with contrasting red brick accents. A small front porch with decorative railing welcomes guests, while a chimney rises from the roof. Lush green grass and colorful fall foliage surround the property, creating a serene exterior setting.

4.97 out of 5 average rating, 190 reviews

Downtown Cottage with Hot Tub

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.

5 out of 5 average rating, 98 reviews

Condo Across from Terry Peak*Hot tub*Spacious

4.87 out of 5 average rating, 180 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

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 122 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, 142 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

4.93 out of 5 average rating, 158 reviews

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.

Cabin in Rapid City

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

4.97 out of 5 average rating, 165 reviews

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.

Home in Spearfish

The Little House

4.92 out of 5 average rating, 218 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

4.79 out of 5 average rating, 332 reviews

A cozy living area features brown leather sofas arranged for comfort. Light filters through two large windows adorned with striped blinds and flowing curtains, revealing greenery outside. A side table holds a lamp and decorative items, while a warm red blanket drapes over one sofa.

Cabin in Rapid City

Quite Cabin on the Cliff

Superhost

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.

4.85 out of 5 average rating, 133 reviews

Cozy 2 Bedroom Home

4.9 out of 5 average rating, 121 reviews

A charming cottage-style house is surrounded by a lush green yard, featuring mature trees and shrubs. The house displays a sloped roof and a front porch. A stone chimney extends from the side, while a patch of vibrant flowers enhances the garden area.

Home in Spearfish

Charming Cottage in Spearfish, SD

Family-friendly home rentals with a pool

An expansive indoor pool area features a large swimming pool with a water slide. Natural light filters through skylights and large windows. A basketball hoop stands at the side of the pool, while lounge chairs provide space for relaxation.

4.91 out of 5 average rating, 123 reviews

lNDOOR POOL! The FUN house

Apartment in North Lawrence

A hot tub is visible on a private deck, surrounded by trees, with a stunning view of the sunset over the mountains. The cozy bedroom features a spacious blue bed set against a rustic wood wall. A modern bathroom with understated decor is also shown.

5 out of 5 average rating, 24 reviews

Kindred Pines At Terry Peak

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, 16 reviews

Cozy T Cabin at Powderhouse Pass

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, 151 reviews

Private Pool! Great Rapid City Location!

4.88 out of 5 average rating, 80 reviews

Iron Horse Cabin

Guest house in Rapid City

A scenic view reveals a snow-covered landscape, with tall evergreen trees dotting the foreground. The distant hills and valleys can be seen under a clear blue sky, creating a serene winter atmosphere.

4.91 out of 5 average rating, 716 reviews

Priceless Black Hills View!

5 out of 5 average rating, 14 reviews

The open living space features a red leather sofa and matching armchairs, providing a comfortable seating area. A dining table with black chairs sits adjacent to the kitchen, equipped with wooden cabinetry and modern appliances. Decorative elements, including wall art, enhance the inviting atmosphere.

Flat in Lead

Newly Remodeled Condo/Terry Peak

A modern single-level property is showcased with a sleek black metal roof and a wide driveway. Two decorative chairs are placed on a covered porch, surrounded by a grassy area and tall evergreen trees, creating a serene and natural setting.