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, 246 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, 210 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.

4.95 out of 5 average rating, 197 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, 120 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!

4.8 out of 5 average rating, 235 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, 164 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

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, 220 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!

4.96 out of 5 average rating, 139 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!

4.82 out of 5 average rating, 106 reviews

A cozy seating area consists of two upholstered chairs and a brown sofa with decorative pillows, positioned near a wooden cabinet. The cabin features wood-paneled walls and a high ceiling with exposed beams, contributing to a rustic ambiance.

Cabin in Sturgis

Aces & Eights, 1 mile to Deadwood, Hot tub

Keep it simple at this peaceful and centrally-located place. Located 1 mile from Deadwood, South Dakota in the Black Hills. Aces and Eights is a studio style cabin set for that perfect getaway. Grab a cab to town or order a pizza right to your doorstep. This lodge is adjoining with a second similar cabin called Dakota Lodge. Each side has its own deck, hot tub, space. This cabin is set up in perfect historic, rustic Deadwood Style.

The kitchen area features a breakfast bar with four metallic stools and a granite countertop. Above, open shelves display decorative items and essentials. Stainless steel appliances are visible, including a refrigerator and stove. A warm lighting fixture enhances the inviting ambiance.

4.9 out of 5 average rating, 133 reviews

Condo in the Hills #2

Live the perfect Black Hills vacation experience in this cozy and stylish condo! Our fully-furnished home is located in the stunning Black Hills, just a short drive away from some of South Dakota's most picturesque sights. Embark on an array of unforgettable outdoor adventures, from Spearfish Canyon, to Sturgis, and Deadwood. Enjoy the clean, rustic, and luxurious amenities within our comfortable condo, perfect for the whole family.

Popular amenities for Lead family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The cabin features a rustic design with a wooden exterior and green accents, surrounded by tall pine trees. A sloped roof with a metal finish is visible, and snow is partially covering the ground. Large windows allow natural light to enter the living spaces.

4.88 out of 5 average rating, 128 reviews

Lost Camp Lodge just a few blocks from Terry Peak

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, 271 reviews

Hot Tub| Steam Shower| Arcade | Rooftop Deck

4.85 out of 5 average rating, 144 reviews

Haylie's Hideaway

A modern living room is highlighted by large floor-to-ceiling windows that invite natural light and views of the surrounding trees. A wood-burning fireplace is positioned near a spacious leather sofa. A geometric area rug adds texture to the hardwood floor.

4.98 out of 5 average rating, 51 reviews

605 Hideaway-Unique Architecture, Amazing View

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, 103 reviews

The Cabin in the Hills, Lead SD

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, 97 reviews

Condo Across from Terry Peak*Hot tub*Spacious

A custom-themed home featuring a blue exterior with white trim is set against a backdrop of trees. A red staircase leads to a covered front porch, while a concrete driveway provides access to the lower level garage. Snow can be seen on the ground.

4.88 out of 5 average rating, 49 reviews

Homestake Lookout

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, 206 reviews

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

Family- and pet-friendly home rentals

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.

Guesthouse in Deadwood

The Mercantile at Mad Peak Lodging, sleeps four

The exterior of the home is characterized by a unique architectural design, featuring a dark grey façade and a spacious balcony with seating. Large windows provide ample natural light, while a well-maintained driveway leads to the two garage doors beneath the residence.

4.94 out of 5 average rating, 103 reviews

Hot tub, walk to downtown & Spearfish Canyon!

A bright living area features a turquoise sofa adorned with colorful cushions. A patterned rug covers the wooden floor, complementing the light walls and soft natural light entering through sheer curtains. A cozy chair and shelving unit add to the inviting atmosphere.

4.88 out of 5 average rating, 111 reviews

NEW! Cute 2br Home in amazing Spearfish location

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, 163 reviews

The Little House

4.92 out of 5 average rating, 216 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

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.

4.9 out of 5 average rating, 121 reviews

Charming Cottage in Spearfish, SD

4.87 out of 5 average rating, 179 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.

Guesthouse in Spearfish

Adorable loft carriage house with hot tub

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

Family-friendly home rentals with a pool

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

5 out of 5 average rating, 24 reviews

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.

Condo in North Lawrence

Kindred Pines At Terry Peak

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, 8 reviews

Tatanka Retreat in Powderhouse Pass

The image presents an aerial view of a modern cabin nestled among tall pine trees, showcasing a dark roof and wooden exterior. A paved driveway leads to a two-stall garage, with the surrounding landscape indicating a serene natural environment.

4.88 out of 5 average rating, 8 reviews

Ridgewood

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, 58 reviews

Timber Trails: Pet-Friendly Haven for Adventurers

4.87 out of 5 average rating, 79 reviews

Iron Horse Cabin

Superhost

4.83 out of 5 average rating, 18 reviews

Hitchin Post - Firepit, AC, hot tub, Access to Poo