
Family-friendly vacation rentals in Deadwood
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Deadwood
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

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.

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.

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 .

Black Hills Condo by Brewery 3mi to Deadwood Ski
Stay at our charming 2-bedroom condo in downtown Lead, just minutes from skiing and 3 miles to Deadwood! With over 233 reviews and a nearly perfect 5-star rating, our Superhost property offers two king-sized beds, free Wi-Fi, and all the comforts of home. Walk to bars, restaurants, and a brewery right across the street. Enjoy a cozy living space, well-equipped kitchen, and mountain views. Whether for adventure or relaxation, this fully furnished condo is your perfect Black Hills getaway!

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!

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.

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!

The Mercantile at Mad Peak Lodging, sleeps four
The Mercantile at Mad Peak Lodging is part of our Old West–inspired collection of vacation rentals, blending historic character with modern comfort in the heart of the Black Hills. Surrounded by mountain scenery, this inviting retreat offers a peaceful setting with easy access to outdoor adventure, local attractions, and scenic drives. Whether you’re exploring the Hills or unwinding after a full day out, the Mercantile is a comfortable and memorable place to 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!

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

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

lNDOOR POOL! The FUN house

Hideaway on Bridge Lane

Black Barrel Lodge

Summit Trails Lodge | Cozy, Hot Tub, Trail Access

The Cabin in the Hills, Lead SD

Adorable loft carriage house with hot tub

Squirrel Hill Cabin - hot tub, gameroom, wi-fi
Family- and pet-friendly home rentals

❖Charming Log Cabin❖Firepit❖Great Deck with Grill❖

Quiet private suite with garage bay & kitchenette

The Little House

Deadwood & Sturgis 5 bedroom next to golf course

Cozy 2 Bedroom Home

Charming Cottage in Spearfish, SD

Rapid City Black Hills Westside Home 2

Falsebottom Hide-away
Family-friendly home rentals with a pool

Moonlight Pines-Happy Little Cabin

Cozy T Cabin at Powderhouse Pass

Private Pool! Great Rapid City Location!

Timber Trails: Pet-Friendly Haven for Adventurers

Iron Horse Cabin

High Country Guest Ranch - #25 Rodeo

Condo Across from Terry Peak*Hot tub*Spacious

Priceless Black Hills View!
When is the best time to visit Deadwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$45,605 GYD | G$44,768 GYD | G$41,630 GYD | G$48,115 GYD | G$48,952 GYD | G$63,177 GYD | G$70,918 GYD | G$94,138 GYD | G$48,115 GYD | G$49,161 GYD | G$50,207 GYD | G$55,019 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 |
Quick stats about vacation rentals that are family-friendly in Deadwood

Total vacation rentals
Explore 80 vacation rentals in Deadwood

Nightly prices starting at
Deadwood vacation rentals start at G$18,828 GYD per night before taxes and fees

Verified guest reviews
Over 4,440 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!
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