Family-friendly vacation rentals in Deadwood

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Top-rated family-friendly rentals in Deadwood

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Superhost

Apartment in Deadwood

4.73 out of 5 average rating, 191 reviews

The Tucker Inn, Top Floor Suite

"When you're tuckered out, Tucker Inn!" This is a one of a kind family owned and run lodging located in the heart of the beautiful Black Hills of SoDak! Named after the family's beloved dog, Tucker, this whimsical abode puts you directly on Historical Main Street Deadwood with all the summer attractions within walking distance. Don't feel like walking? No problem! The Deadwood Trolley will take you to about every place you need to go including the legendary Mount Moriah Cemetery where famed gunslinger James Butler "Wild Bill" Hickcock is buried. Nestled in the gulch of Deadwood City, this Inn has been providing accommodations to weary travelers and the like for over a decade. The Inn has 2 floors for rent (each with it's own entrance) with a total of 6 bedrooms. The proprietor lives onsite to facilitate all your needs. There are both front and back yards with sitting areas, a fire pit, and all-access BBQ. Laundry service is also provided for an additional fee. This exclusive rental is the top floor Suite of the Inn with a private staircase leading to three rooms. The main room consists of one king size bed and a large sitting area. Off of the main room there are two rooms both fitted with a queen size bed and cedar closets. In addition, there is a full sized kitchen, full bath and access to both yards and all amenities.

Guest favorite

Home in Spearfish

4.93 out of 5 average rating, 301 reviews

Jägerhaus - Mountain Lodge on Private Estate

We crossed this summit in '99. Its magnificence & energy kept our family planted here. Two decades later, we open this one-of-a-kind experience—the Jägerhaus—to the world. Views run deep over hundreds of acres of the Black Hills under big skies. We invite you to explore. The hot tub shares these views, and we keep the water crystal clear. Gather around a bonfire, the gas fire pit, or the fireplace. The kitchen is truly "stocked." We don't skimp; we don't cut corners. Welcome to the Jägerhaus.

Guest favorite

Chalet in Lead

4.97 out of 5 average rating, 236 reviews

Spearfish Canyon Skye lodge

Skyelodge is located in the heart of Spearfish Canyon. Located on a cliff wall . A 750 Sq. Ft. apartment on the top floor of a private vacation home. Spearfish Falls and Roughlock Falls one mile away can be accessed by hiking trails. FANTASTIC VIEWS! ( DEER, ELK, BALD EAGLES, PEREGINE FALCONS, OSPREYS, VULTURES ARE YOUR NEIGHBORS) HIKING, BIKING, ROCK CLIMBING, PHOTOGRAPHY, TROUT FISHING, OR JUST HANGING OUT. THE STARS AT NIGHT. GREAT COUPLES RETREAT!

Top guest favorite

Cabin in Lead

4.97 out of 5 average rating, 184 reviews

Spearfish Canyon Retreat (Valhalla)

A lovely log home located in spectacular Spearfish Canyon. Situated between Spearfish and Deadwood. Wi-Fi/cell /internet. Northern Black Hills Attractions and Activities: Spearfish Falls Bridal Veil Falls Roughlock Falls Fishing Rock Climbing Hiking Snowmobiling Skiing Many fine restaurants 15 mins to Spearfish 1/2 hour to Lead and Deadwood. 1 hour to Rapid City and Devil’s Tower. 1 1/2 hours to Mt. Rushmore or Badlands. 1 3/4 hours to Crazy Horse, Custer and Custer State Park

Top guest favorite

Home in Spearfish

4.98 out of 5 average rating, 254 reviews

Falsebottom Hide-away

This is a great place to relax and enjoy the sounds of nature after a long day vacationing. Sleeps six with a secure fenced yard for the safety of your pets. Located in beautiful Maitland Canyon with seasonal Falsebottom Creek right off the private back deck featuring a BBQ and outdoor table. We have lived here for 40 years and are still amazed with the beauty of the Northern Black Hills. Close to so much, but with a real connection to the pristine nature that the Black Hills are famous for.

Top guest favorite

Apartment in Deadwood

4.98 out of 5 average rating, 262 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 .

Guest favorite

Chalet in Lead

4.94 out of 5 average rating, 145 reviews

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!

Top guest favorite

Farm stay in Spearfish

4.98 out of 5 average rating, 138 reviews

Black Hills Getaway - Country Setting

This space is part of our home, the entire 1st floor of a 3 story home. We live on upper floors. Space is 3 bedrooms, bathroom with shower, outdoor space w/seating, grill, separate entry. Living room and food prep area with fridge, microwave, toaster, coffee maker, toaster oven, tea kettle, dishes, silverware (no kitchen sink). Quiet location 4 miles from Spearfish. 42 acres with scenery, hiking trails & wildlife. No smoking/vaping etc on premises. Not suitable for kids under 8 yrs.

Guest favorite

Cabin in Hill City

4.88 out of 5 average rating, 278 reviews

Hideaway Cabin near Rochford

Nestled on a pine filled hillside is the Hideaway Cabin, a secluded A-frame with loft & Deck. It is perfect for 2, fine for 4 ! It is NOT IN HILL CITY, it's by ROCHFORD WE DO NOT HAVE: CELL SERVICE ( landline is available for emergencies) WE DO NOT HAVE: WIFI (very limited availability). WE DO NOT HAVE: Noisy neighbors & traffic ! This property affords quiet and privacy. About the only thing you will hear after 8:00 PM is an occasional coyote call !

Guest favorite

Apartment in Deadwood

4.96 out of 5 average rating, 106 reviews

Mountain Escape, spacious, bright, sleeps up to 6

The Mountain Escape at Mad Peak Lodging offers a spacious, cozy space where you can experience the beautiful Black Hills and yet have easy access to the major route to both Deadwood and Mount Rushmore, among many others. With the forest as a backyard, Ride directly from your front door on UTV or snowmobile trails as we have plenty of parking for your trailers. Visit our Mad-Peak website to book your UTV rentals, call us to get a UTV rental discount for staying with us.

Top guest favorite

Cabin in Spearfish

4.97 out of 5 average rating, 361 reviews

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.

Guest favorite

Home in Lead

4.84 out of 5 average rating, 126 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.