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, 45 reviews

Minutes from Deadwood & Terry Peak Ski Area

Roomy 4 Bedroom, 3 Bath home in the center of The Black Hills. 4 miles to Deadwood & 15 minutes to Terry Peak Ski Area. Walking distance to grocery store, coffee shops & gas station. Bright and open retreat with 2nd living room on 1st Floor. All bedrooms are on upper floors. 1 enclosed garage and 1 drive under garage for Bikes, ATV's or room for a trailer. Walk or ride to Mickelson Trail for hiking & snowmobiling then warm up in the main living room by the fireplace with game night or movies.

Superhost

Apartment in Lead

4.8 out of 5 average rating, 213 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 Deadwood

4.93 out of 5 average rating, 30 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

Guest favourite

Home in Rapid City

4.98 out of 5 average rating, 85 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 modern and spacious 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!

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

Cabin in Lead

4.91 out of 5 average rating, 138 reviews

Stay on Terry peak! -Spa-Summit Trails lodge

🏔 The real Cabin Experience! Summit Trails Lodge is a rustic knotty pine cabin perfect for big families. The location is just blocks away from Terry Peak Ski Resort, and 7 miles from Historic Deadwood. The hot tub is sure to keep you relaxed after a day of skiing or hitting the trails. There are three levels, with a full bathroom on each level. There are four bedrooms with a total of six beds! We have ceiling fans and Mountain Views in almost every room.

Guest favourite

Apartment in Lead

4.91 out of 5 average rating, 143 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

5 out of 5 average rating, 20 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 Lead

4.97 out of 5 average rating, 32 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.