
Family-friendly vacation rentals in Deadwood
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Deadwood

Total vacation rentals
Explore 70 vacation rentals in Deadwood

Nightly prices starting at
Deadwood vacation rentals start at $153 CAD per night before taxes and fees

Verified guest reviews
Over 3,420 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
70 of Deadwood vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Deadwood rentals

4.9 Average rating
Deadwood stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Deadwood
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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!

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.

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

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

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.

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.

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 newer 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!

Treehouse Yurt Lead Black Hills SD Mickelson Trail
Off grid yurt in the pines, with great view of mystic miner and Terry peak above, on mile 100 of beautiful Mickelson trail. Get away to nature (with style and a unique stay)....goulay. not for non-outdoorsy as there is only a half bathroom outhouse, no running water (you get to port it in, great spring pump at nearby Englewood trail-head on Mickelson and running stream for a dip at bottom of hill), no electricity, and a great little wood stove. BEFORE RENTING read other things to note.

Lead/Deadwood, Pet friendly. Central location
Pet friendly!!! Cozy and fully furnished cabin nestled in the serene Black Hills of South Dakota. Features two private bedrooms upstairs, each with a queen bed, plus a spacious open basement with two queen beds and a day bed. Enjoy the new hot tub, a fire pit, and hammock outside. Keurig coffee machine ( coffee provided!). The fully equipped kitchen and grill make mealtime a breeze. Located just minutes from a premier ski resort, you’ll have easy access to outdoor adventures year-round

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!

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!

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
Family-friendly home rentals with a hot tub

Modern 5-bed cabin with Hot Tub, King size beds

Moonlight Pines-Happy Little Cabin

Mineral Mountain Lodge in Gilded Mountain

Jägerhaus - Mountain Lodge on Private Estate

Condo Across from Terry Peak*Hot tub*Spacious

Modern 2-Bedroom Getaway

The Hills Hide-a-While ~ Minutes from Deadwood

Castle in the Sky
Family- and pet-friendly home rentals

Nugget Suite - Main Street

Historic Creekside Home Dwtn Deadwood w/ Hot Tub

Cabin on Open Acreage

Deadwood & Sturgis 5 bedroom next to golf course

Alpine Retreat

Adorable loft carriage house with hot tub

Priceless Black Hills View!

Squirrel Hill Cabin - hot tub, gameroom, wi-fi
Family-friendly home rentals with a pool

Little Badger Lodge

Misty Mountain

Cabin · Hot Tub · Pool · Sleeps 16 · Game Room

Tatanka Retreat in Powderhouse Pass

Private Pool! Great Rapid City Location!

Timber Trails: Pet-Friendly Haven for Adventurers

Iron Horse Cabin

Rustic Cabin
When is the best time to visit Deadwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $394 CAD | $366 CAD | $373 CAD | $327 CAD | $366 CAD | $554 CAD | $472 CAD | $626 CAD | $320 CAD | $327 CAD | $334 CAD | $366 CAD |
| Avg. temp | -5 °C | -5 °C | -1 °C | 3 °C | 8 °C | 13 °C | 18 °C | 17 °C | 13 °C | 5 °C | -1 °C | -5 °C |
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- Mount Rushmore National Memorial
- Custer State Park
- Black Hills National Forest
- Sylvan Lake
- Crazy Horse Memorial
- Reptile Gardens
- Prairie Berry Winery
- Storybook Island
- Canyon Lake Park
- Jewel Cave National Monument
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