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, 208 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.

Guest house in Rapid City

4.91 out of 5 average rating, 708 reviews

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!

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, 106 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.

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, 118 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!

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, 303 reviews

Modern 2-Bedroom Getaway

Private Hot Tub!! Enjoy a stylish experience - located within walking distance to great eateries, a brewery, farmer's market, bike path, and Spearfish creek! Two sisters with a love for design renovated this cabin into an inviting space for guests intending to explore the beautiful Black Hills. With a fully-equipped modern kitchen and walk-in tile shower, this freshly renovated home is waiting for you to kick back and relax! Dog(s) allowed by PREAPPROVAL ONLY, please message for details.

4.88 out of 5 average rating, 165 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

Keep it simple at this peaceful and centrally-located guest suite. Located half a mile from downtown, this unit has it all! Enjoy your coffee with a view of the incredible Black Hills and the winding Spearfish Creek below. This guest unit overlooks the Spearfish city park campground and recreation paths. This guest suite is the lower level of our home and has no shared indoor spaces. Outside you’ll be greeted with beautiful views and a shared hot tub for an unmatched in town experience.

4.91 out of 5 average rating, 215 reviews

A modern living area features a comfortable brown sofa, positioned next to a stairs leading to an upper level. The open layout includes a well-equipped kitchen with sleek cabinetry and a window allowing natural light to brighten the space.

Home in Sturgis

Entire Home in the Black Hills

The newly built Little House in the Hills is located on 5 acres and only 1 mile outside of Deadwood, SD. This is the perfect location to access hiking, biking, scenic drives, and tourist attractions. **As we head into the winter months we want you to know that the Black Hills can receive significant snowfall. All wheel drive or 4wheel drive is recommended.** Follow us on intagram @thelittlehouseinthehills or on our FB page "The Little House in the Hills" for additional information.

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, 219 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!

4.97 out of 5 average rating, 374 reviews

The rustic cabin is nestled among trees, showcasing a wooden exterior with large windows and a deck. Sunlight filters through the branches, highlighting the natural materials of the structure. A gentle slope leads to the entrance surrounded by a lush forest.

Cabin in Spearfish

Secluded Cabin - Coyote Ridge Lodge

A unique, secluded, rustic cabin nestled on 10 acres of Ponderosa pine forest. Enjoy morning coffee on the sunny, spacious deck, afternoon picnics by the creek, a cozy wood fire in the evening and a sky full of stars at night. Only 12 minutes from great food and cafes in Spearfish; 20 minutes to Deadwood. The cabin is best for couples, families and groups of close friends. Note limited privacy; there are no bedrooms with doors you can close.

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.

4.85 out of 5 average rating, 143 reviews

Haylie's Hideaway

Haylie’s Hideaway: A Cozy Retreat in the Black Hills Escape to Haylie’s Hideaway, a charming cabin nestled in the heart of the Black Hills. Located at the Terry Peak Ski Area, this inviting getaway offers tranquility and relaxation, the perfect home base for your next adventure. This 3-bedroom, 2-bathroom cabin comfortably sleeps up to 6 guests, making it ideal for families, friends, or small groups.

Popular amenities for Lead family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 41 reviews

Spa*Arcade*Amazing View*Holiday Specials now!

4.97 out of 5 average rating, 118 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

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, 96 reviews

Moonlight Pines-Happy Little Cabin

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, 127 reviews

Lost Camp Lodge just a few blocks from Terry Peak

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.

4.96 out of 5 average rating, 52 reviews

Luxury Escape w/Hot Tub, Firepit and Barrel Sauna

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, 50 reviews

605 Hideaway-Unique Architecture, Amazing View

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, 93 reviews

Condo Across from Terry Peak*Hot tub*Spacious

The custom-built stilted home features a modern design with a combination of wood and metal materials. Large windows invite natural light, while the expansive deck provides an entryway to breathtaking views of the surrounding landscape.

5 out of 5 average rating, 76 reviews

The Braxden - One of a kind

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.

Guest house in Deadwood

The Mercantile at Mad Peak Lodging, sleeps four

4.93 out of 5 average rating, 152 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❖

4.95 out of 5 average rating, 176 reviews

Cottage in Spearfish

Cottage #3 - Spearfish Orchard Creek Cottages

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, 162 reviews

The Little House

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

4.82 out of 5 average rating, 360 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, 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

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 119 reviews

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.

Home in Rapid City

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, 22 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, 13 reviews

Cozy T Cabin at Powderhouse Pass

Superhost

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

4.81 out of 5 average rating, 112 reviews

Pool, deck, fire pit, and trampoline!!!

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.

4.96 out of 5 average rating, 56 reviews

Timber Trails: Pet-Friendly Haven for Adventurers

4.87 out of 5 average rating, 77 reviews

Iron Horse Cabin

Superhost

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

4.82 out of 5 average rating, 455 reviews

Rustic Cabin

A modern two-story home with a combination of wood and metal siding is surrounded by tall pine trees. A wide driveway leads to a three-stall garage, and large windows provide ample natural light. The landscape features a mix of gravel and open space for additional outdoor activities.