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.

4.87 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.

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, 483 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.

4.91 out of 5 average rating, 708 reviews

Guesthouse in Rapid City

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!

4.97 out of 5 average rating, 106 reviews

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.

Condo in Lead

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 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, 282 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 .

4.97 out of 5 average rating, 233 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.

This beautiful large 2 bedroom cabin nestled right outside of Sturgis SD can comfortably accommodate several guests, as it has 2 bedrooms as well as 2 living rooms. One of the living rooms has 2 fold out twin beds. 7 person hot tub! patio furniture as well. This cabin gives you the privacy you need yet the comforts of being 5 mins from a grocery store. Gorgeous views of the Black Hills. Fully furnished home. BBQ grill. We have a few different airbnbs and the cabin is completely private.

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.

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, 125 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, 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

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, 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.

Popular amenities for Deadwood family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 243 reviews

The interior of the tiny house features wood-paneled walls and an exposed beam ceiling. A comfortable day bed with decorative pillows is positioned against the wall. A small dining area is situated nearby with four bar stools, while a television is mounted for entertainment.

Tiny home in Spearfish

Tiny Timber- Stunning Tiny House

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, 196 reviews

Black Barrel Lodge

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, 162 reviews

Summit Trails Lodge | Cozy, Hot Tub, Trail Access

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, 101 reviews

The Cabin in the Hills, Lead SD

5 out of 5 average rating, 212 reviews

A single-story house is depicted with a wooden exterior in a soft grey shade. Large glass sliding doors offer views of the interior, framed by two side windows. A small seating area with two chairs is visible on the porch, surrounded by grassy grounds and pine trees.

Cottage in Hill City

Mystic Road Cottage… -Peaceful -Private -Hot tub

4.99 out of 5 average rating, 288 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

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, 204 reviews

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

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

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 60 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

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

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

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

5 out of 5 average rating, 149 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!

4.87 out of 5 average rating, 77 reviews

Iron Horse Cabin

4.83 out of 5 average rating, 150 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

4.82 out of 5 average rating, 455 reviews

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

Rustic Cabin

Family-friendly home rentals with Wifi

4.88 out of 5 average rating, 110 reviews

A modern studio space features a spacious bed with a neutral-colored blanket. A streamlined washer and dryer unit is positioned against the wall, while a small television is mounted on a white shelving unit nearby. Soft lighting is provided by a contemporary circular pendant.

Apartment in Rapid City

Historic Modern 1 Bedroom Downtown Luxury Flat

The vibrant exterior of the Eagle Bar features a mix of red brick and green paint, with large windows displaying colorful merchandise. Nearby storefronts and outdoor seating create an inviting streetscape that showcases the character of Deadwood.

5 out of 5 average rating, 46 reviews

Nugget Suite - Main Street

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

An aerial view captures a quaint green house surrounded by the natural landscape. A welcoming patio area is visible in the foreground, featuring a paved surface and several outdoor chairs. Planters with colorful flowers add a touch of vibrancy to the outdoor space.

4.88 out of 5 average rating, 72 reviews

Sweet Pea• Deadwood 3 Min • Skiing 8 Min

4.92 out of 5 average rating, 214 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

4.89 out of 5 average rating, 27 reviews

A cozy wooden cabin is set amidst a lush green landscape, surrounded by trees and colorful wildflowers. The cabin features a welcoming front porch with steps leading up to the entrance, inviting relaxation in the natural surroundings.

Farm stay in Rapid City

Cozy Cabin on Bucking Bull Ranch

4.88 out of 5 average rating, 52 reviews

The kitchen features a granite countertop with seating for four at a breakfast bar. Modern appliances, including a stove and refrigerator, are situated against a backdrop of light cabinetry. A clock and coffee station add functional touches to the space.

Apartment in Lead

Black Hills Getaway