Family-friendly vacation rentals in Deadwood

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.

4.88 out of 5 average rating, 240 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.

A winter scene presents a home nestled amid snow-covered terrain. Pine trees surround the property, and a leafless tree adds a touch of contrast in the foreground. The house features a mix of traditional and modern architecture, with a sunroom extending from the side.

4.96 out of 5 average rating, 482 reviews

Deadwood Vacation Rental Apartment

The home is located in the Historic Deadwood Presidential neighborhood, that sets on the side of the cliff overlooking Deadwood, with magnificent mountain views. Walking distance to all attractions - , restaurants, casinos, concerts, nightlife, museums and fitness center. Just steps away from everything Deadwood has to offer - literally - 116 steps down into the gulch. The Deadwood City Rec & Aquatics fitness center is located at the base of the stairs, and stones throw from the apartment.

5 out of 5 average rating, 228 reviews

A rustic open-concept space features a spacious living area with a comfortable sofa, a wooden coffee table, and a decorative area rug. The kitchen area includes modern appliances. A handmade log bed is visible in the background, accentuated by warm wood accents and natural lighting.

Guesthouse in Box Elder

Country Guesthouse close to many attractions

COUNTRY GUESTHOUSE: Looking for a quiet get away in a country environment close to the Black Hills, Ellsworth Airforce Base, the Event Center and Regional Airport in Rapid City? We are near several attractions including Mt. Rushmore, Reptile Gardens, Bear Country, Badlands, plus many more. We also have several animals on our property including horses, dogs, cats and wildlife such as antelope. It involves a private entrance with a rustic atmosphere and open concept with all modern amenities.

4.98 out of 5 average rating, 674 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 functional kitchen area features light-colored cabinetry and appliances, complemented by a contrasting countertop. A small round table with two wooden stools occupies the center, while a doorway leads to a bedroom in the background. Natural wood flooring adds warmth to the space.

4.97 out of 5 average rating, 277 reviews

Aggies 1895 Saloon & Brothel Deadwood Main Street

The former Ayres Hardware (founded 1876) Store, loaded with history and charm! One of the few merchants who would not sell or convert to a casino when the gambling boom began in Deadwood. Walking distance to Saloon #10, Kevin Costner's Midnight Star, Franklin Hotel and many other historic Deadwood attractions. You’ll love the location and coziness. Perfect for couples, solo adventurers, business travelers, and families (with kids).Aggies is a restored 2 1/2 bed apt/brothel all inclusive .

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!

4.82 out of 5 average rating, 593 reviews

An overhead view of the modern kitchenette is presented, featuring white cabinetry and a wooden countertop. A small breakfast table with two stools is positioned near a mirror, alongside a framed bicycle print on the wall. The wooden floors add warmth to the space.

Cabin in Spearfish

Charming 1890's Log Cabin 2

Featured in 605 magazine, this Scandinavian log home was originally built in 1890 and has been remodeled with Black Hills pine beetle floors and reclaimed barn wood trim. Centrally located, within a block walking distance to 3 local restaurants, 2 blocks from spearfish creek bike path, 2 miles from spearfish canyon and within 60 miles of attractions such as Mount Rushmore, Custer State Park, Devils Tower and many more. This cabin has a private entrance, bathroom, kitchen and parking.

4.91 out of 5 average rating, 219 reviews

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.

Condo in Lead

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 charming front porch features a welcoming staircase leading to a red door. Floral decorations hang from the railing, enhancing the entrance's appeal. Comfortable seating is visible on the porch, framed by a well-maintained green lawn and decorative outdoor lighting.

5 out of 5 average rating, 121 reviews

Newly remodeled in the Heart of Deadwood

This newly remodeled, comfortable apartment is right in the heart of Deadwood! This home, built in the early 1900's is on Deadwood's Historical Registery, and is located on famous Main Street just a couple blocks from the action. It is a one bedroom apartment with one bath and a full kitchen. Laundry facilities are available. You'll love coming back to this cozy space with all the comforts of home, after enjoying all Deadwood and the Black Hills has to offer!

4.98 out of 5 average rating, 136 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

Welcome to the Mercantile at Mad Peak, where mountain old west charm meets modern luxury. This exquisite rental promises an unforgettable getaway in the heart of the breathtaking Black Hills. Nestled among the peaks and valleys of this pristine mountain range, our retreat offers a perfect blend of tranquility, adventure, and relaxation. Whether you're seeking outdoor thrills, cozy nights by the fire, or simply a serene escape, this is your ideal destination.

4.97 out of 5 average rating, 370 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.

4.81 out of 5 average rating, 102 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.

Popular amenities for Deadwood family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 111 reviews

lNDOOR POOL! The FUN house

4.87 out of 5 average rating, 225 reviews

The mountain lodge is nestled among tall pine trees, featuring a multi-level design with warm lights illuminating the exterior. The wrap-around deck offers a spacious area for relaxation, while the surrounding landscape includes natural greenery, creating a serene atmosphere.

Cabin in Lead

Mineral Mountain Lodge in Gilded Mountain

A panoramic view from the wrap-around deck captures rolling hills and dense trees, outlined by a colorful sunset sky. Soft hues of orange, pink, and purple blend as clouds drift above the tranquil landscape, creating a serene atmosphere for outdoor relaxation.

4.93 out of 5 average rating, 216 reviews

A Quaint Escape with Luxury Jacuzzi Hot Tub

The exterior of the home is shown, featuring a spacious deck with outdoor seating, charcoal grill, and well-kept yard. The building has a mix of gray siding and white trim, complemented by green trees and a hillside in the background under a partly cloudy sky.

4.95 out of 5 average rating, 195 reviews

Black Barrel Lodge

4.91 out of 5 average rating, 160 reviews

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.

Cabin in Lead

Summit Trails Lodge | Cozy, Hot Tub, Trail Access

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

4.98 out of 5 average rating, 222 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.

4.92 out of 5 average rating, 173 reviews

A private hot tub is situated on a covered patio, surrounded by lush greenery. The calming waters reflect the natural light filtering through the canopy of trees. Nearby, a wooden bench and a swing add to the serene outdoor setting.

Cabin in Custer

Tenderfoot Creek Retreat

Family- and pet-friendly home rentals

4.81 out of 5 average rating, 117 reviews

Rare Hideaway on Main, Retro unit

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, 485 reviews

Quiet private suite with garage bay & kitchenette

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.

4.82 out of 5 average rating, 109 reviews

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

4.88 out of 5 average rating, 106 reviews

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.

Home in Spearfish

NEW! Cute 2br Home in amazing Spearfish location

4.97 out of 5 average rating, 158 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, 207 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

4.83 out of 5 average rating, 142 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

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.

4.87 out of 5 average rating, 123 reviews

Cozy 2 Bedroom Home

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 59 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

5 out of 5 average rating, 22 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 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, 11 reviews

Cozy T Cabin at Powderhouse Pass

Guest suite in Rapid City

A private guest suite features a spacious bed with a textured gray blanket. A small round table and two chairs offer a cozy seating area. A flat-screen television is mounted on the wall, and a compact kitchenette is positioned beside a bathroom door. Natural light enters through the window with dark curtains.

4.86 out of 5 average rating, 43 reviews

Red Rock Private Guest Suite

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, 144 reviews

Private Pool! Great Rapid City Location!

A modern two-story home stands with a unique architectural design, featuring a combination of horizontal and vertical lines. The garage has large, contemporary doors, and the surrounding landscape includes a gravel driveway and pine trees, contributing to a peaceful, natural setting.

4.89 out of 5 average rating, 35 reviews

The Sweet Life

4.86 out of 5 average rating, 72 reviews

A spacious living area features a rustic stone fireplace, flanked by comfortable seating arrangements. Large windows allow natural light to brighten the space, while wooden beams and flooring add warmth and character to the room.

Cabin in Lead

Welcome to Iron Horse Cabin