Holiday rentals in Deadwood

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Top-rated holiday rentals in Deadwood

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Guest favourite

Home in Lead

4.91 out of 5 average rating, 46 reviews

Minutes from Deadwood & Terry Peak Ski Area

Spacious 4 bedroom, 3 full-bath home in the center of The Black Hills. Off street parking with room for several cars/trailer/side by sides. A short drive from Deadwood, Spearfish Canyon, Sturgis and Terry Peak Ski Area. Walking distance to grocery store, hardware store, local coffee/gift shops and Mickelson Trail. Two comfortable living rooms greet you on the first and second floor with the bedrooms on the second and third floor. Fireplace on the main floor along with a large deck with a view.

Superhost

Apartment in Lead

4.81 out of 5 average rating, 217 reviews

Black Hills Stay Walk to Brewery 3mi 2Deadwood Ski

Stay at our charming 2-bedroom condo in downtown Lead, just minutes from skiing and 3 miles to Deadwood! With over 209 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!

Guest favourite

Cabin in Lead

4.91 out of 5 average rating, 142 reviews

Summit Trails Lodge | Cozy, Hot Tub, Trail Access

Summit Trails Lodge offers the ultimate nature escape: a warm and spacious knotty pine cabin crafted for comfort, connection, and outdoor adventure. Whether you're gathering with family or friends, it's the perfect place to relax, recharge, and explore. *Mountain views *Private hot tub *3-level cabin, lots of privacy *Minutes to skiing, ATV and hiking trails, and horseback riding *Lead 3mi / Deadwood 8mi / Sturgis 20mi *Easy day trips to Mt. Rushmore, Crazy Horse, and Custer State Park

Guest favourite

Cabin in Deadwood

4.94 out of 5 average rating, 35 reviews

HilltopHaven, Deadwood, Hot tub, Paved Roads

Hilltop Haven overlooks the Historic Town of Deadwood, SD. This 4 bedroom 3 bath cabin is your home for your trip to the Black Hills. The deck at this home allows you to wake with the sun shining on the Hills and enjoy the sunset with the twinkle of the lights of Deadwood. Mount Rushmore, Custer State Park, Crazy Horse can be discovered with a short hour drive down scenic Hwy 385. We want you to experience the hills by staying Black Hills Premier Vacation Homes; Hilltop Haven Cabin

Top guest favourite

Home in Rapid City

4.98 out of 5 average rating, 93 reviews

Historical Downtown Cottage with Hot Tub

Welcome to your downtown cottage retreat in this renovated 1914 home. After a day of Black Hills adventuring enjoy dinner and a movie with a relaxing soak in the hot tub. Experience luxury mattresses and linens that will leave you feeling refreshed. Located less than a mile from restaurants, coffee shops, shopping, and hiking in the Skyline Wilderness. Minutes from SDSM&T, Monument Health, and the Civic Center. 30-40 mins to Mount Rushmore, Crazy Horse, Custer State Park and more!

Guest favourite

Home in Rapid City

4.93 out of 5 average rating, 90 reviews

Perfectly Located Creekside Vacation Home

LOCATION...LOCATION...LOCATION! Creekside property!!!! This ideally located Black Hills home is nestled in the center of many favorite attractions which are just a scenic drive away! Pick a direction which will lead you to Deadwood, Hill City, Mount Rushmore, Rapid City, Custer...you are in the center of it all! Located just a few miles away is Pactola Lake and Sheridan Lake where you can add to your vacation memories with a pontoon, kayak or other water-related rentals!

Top guest favourite

Home in Rapid City

4.97 out of 5 average rating, 91 reviews

Enchantment hills retreat guesthouse.

This is a guesthouse beautiful Black Hills of South Dakota. Incredible views . 25 minutes from Mount Rushmore and all of Black Hills. Centrally located. Enjoy watching the deer ,wild turkeys , foxes and other wildlife wandering through. Use as a locum's medical professional, couples retreat or business executive . Approximately 700 sq/ft, and exquisitely decorated. Driveway private. Stunning views overlooking enchantment Canyon and the beautiful prairies.

Guest favourite

Apartment in Lead

4.9 out of 5 average rating, 153 reviews

Condo in the Hills #1 | Minutes to Deadwood

Cozy condo in the Northern Black Hills with all the luxuries you'll want. This property is near the most beautiful places in South Dakota - Spearfish Canyon, Sturgis, Deadwood, waterfalls, lakes, gambling, hunting, ATV riding, snowmobiling, skiing and endless outdoor adventures! Enjoy the cozy, clean, and rustic décor of the wild west in our fully furnished condo. Perfect for couples, solo adventurers, business travelers, or families.

Guest favourite

Cabin in Lead

4.97 out of 5 average rating, 29 reviews

The Last Chance Getaway - Terry Peak Area

This beautiful cabin is located in the Terry Peak Ski Development and is just a few minutes away from the ski slopes and miles of trails. The huge windows create a frame of amazing views! Last Chance provides you with ease of off-road parking with plenty of space to maneuver a trailer, hot tub after your day of taking in the sites of the Black Hills and all everything needed to ensure you have a comfortable, relaxing stay!

Guest favourite

Cabin in Rapid City

4.82 out of 5 average rating, 334 reviews

Amazing Creek-side Vacation

Charming creek-side home in the Black Hills, perfect for groups of up to 8. Nestled by a serene creek ideal for trout fishing, this beautifully furnished retreat features a hot tub, outdoor grill, mini bar, and scenic walking path. Enjoy stunning views and a tranquil setting, with all the comforts of home. Designed for families, friends, or business travelers, this peaceful escape ensures relaxation and rejuvenation.

Top guest favourite

Cabin in Lead

4.97 out of 5 average rating, 37 reviews

BS Retreat - Brand New Construction - Hot Tub !

A luxury retreat with all the modern conveniences to help you escape the daily routine, while still connecting to those you love. A perfect layout for any group. Something to do in every season. Instant access to skiing, hiking, atv trails, and more! Hot tub/EV charger/baby gates/huge deck/luxury linens and beds/custom lighting/massive fireplace/Keurig Commercial coffee maker….you name it, we thought of it!

Guest favourite

Chalet in Rapid City

4.83 out of 5 average rating, 41 reviews

4. Lakeside Rapid City Home With Views

This is a beautiful lakeside home located on the west side of Rapid City. Huge windows creating a beautiful bright space with lake views. Relax in the hot tub and enjoy the surrounding nature! Location can't be beat. Woodsy oasis right in the city. Please note this is a personal residence when not rented.