
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 G$23,018 GYD 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

Wi-Fi availability
70 of Deadwood vacation rentals include wi-fi 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!

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

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.

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.

Mirror Cabin in the Black Hills
You'll love this unique and romantic escape. This tiny Mirror Cabin by REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills. It creates a rejuvenating and memorable experience. This unique retreat is designed to offer you a chance to disconnect from the hustle and bustle of everyday life and reconnect with the special person in your life, yourself, and the surrounding nature. Come for the adventure. Stay for the connection. Leave feeling refreshed, reconnected, and renewed.

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!

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

Castle in the Sky
Are you looking for a luxurious, unique place to stay? This house sits overlooking Rapid City with incredible skyline views, every evening is as picture perfect as the glowing city lights. This unique house is a fun mix of eclectic and fancy. Originally built as a local builder's "Coup de Grande", he ended up only finishing the guest house. You will find high-end finishes mixed with eclectic choices. We promise this will be one of the most memorable places you'll ever stay!

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!

High Mountain Rustic Cabin- Hot Tub- Game Loft
This home is magazine worthy and one of a kind! Modernly furnished to an excellent standard. It is the ideal retreat for a secluded & nature-bound stay. You can open the windows and let the sounds of the Black Hills feel like you are in paradise. It is Conveniently located near Terry Peak Ski Lodge, Deadwood, and other major Black Hills tourist destinations. We believe it is the ultimate location to immerse yourself in the beauty of the Black Hills!

Stay in the Heart of Deadwood at the Jordan's!
This home, is on Deadwoods Historic Registery and located on Historic Main Street, just a couple blocks from the action! Features include a full kitchen, full bath, queen sized bed, laundry facilities, and a nice front deck. There is high speed wifi and a 40" Roku capable TV. Parking is in a private lot. We think you will love coming back to this cozy home and quiet neighborhood after enjoying all Deadwood and the Black Hills have to offer!
Popular amenities for Deadwood family-friendly rentals
Family-friendly home rentals with a hot tub

lNDOOR POOL! The FUN house

Huge Windows! Modern Powderhouse Pass Home

Jägerhaus - Mountain Lodge on Private Estate

Modern 2-Bedroom Getaway

Squirrel Hill Cabin - hot tub, gameroom, wi-fi

Deer Pass Lodge

Aces & Eights, 1 mile to Deadwood, Hot tub

Arn Barn Cabin
Family- and pet-friendly home rentals

Adorable loft carriage house with hot tub

Deadwood & Sturgis 5 bedroom next to golf course

Cabin on Open Acreage

Historic Creekside Home Dwtn Deadwood w/ Hot Tub

Hot Tub | Arcades | Bunk Room | Peaceful Retreat!

The Miner's Getaway in Lead, SD

Cozy Sturgis Loft #2

Nugget Suite - Main Street
Family-friendly home rentals with a pool

Condo Across from Terry Peak*Hot tub*Spacious

Private Pool! Great Rapid City Location!

Little Badger Lodge

Priceless Black Hills View!

High Country Guest Ranch - #25 Rodeo

Timber Trails: Pet-Friendly Haven for Adventurers

New, 6 King Beds, 5 .5 Bath, Home Theater, Hot Tub

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 | G$59,220 GYD | G$55,035 GYD | G$56,081 GYD | G$49,175 GYD | G$55,035 GYD | G$83,284 GYD | G$70,938 GYD | G$94,166 GYD | G$48,129 GYD | G$49,175 GYD | G$50,222 GYD | G$55,035 GYD |
| 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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