House holiday rentals in Deadwood

A charming house surrounded by trees is highlighted by a wooden deck with planters and steps leading up to it. The front entrance features large windows that provide views of the outdoors, while vibrant yellow flowers add a splash of color to the garden area.

4.88 out of 5 average rating, 273 reviews

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.

4.92 out of 5 average rating, 358 reviews

The outdoor hot tub is positioned with a view of the surrounding greenery and tall trees, set against a backdrop of rolling mountains and clear blue skies.

Home in Spearfish

Jägerhaus - Mountain Lodge on Private Estate

Our family first crossed this summit in the late '90s. The endless views over cascading pines, harmonious wildlife, and starry skies caused us to settle down and we've been here ever since. Over the years, we've welcomed lovely people from near and far to enjoy the Jägerhaus — join us for your next adventure. If you've stayed with us before, please note some changes + Double-bunk replaced with 1 King bed + House capacity changed from 10 to 8 + Upgraded living room furniture + Repainted spaces

5.0 out of 5 average rating, 29 reviews

Home in Sturgis

The Deadwood Lookout-Sleeps 22

Stunning 6 Bedroom (All w/ Private Bathrooms) Retreat with Epic views, Spacious Gathering Areas, Hot Tub & 1 mile from Deadwood Fun Come for the view—stay for the experience. Perched high above the legendary town of Deadwood, The Deadwood Lookout is a six-bedroom luxury lodge designed for unforgettable moments and elevated comfort. With panoramic views of Boulder Canyon, refined interiors, and thoughtful touches throughout, this exclusive retreat blends natural beauty with modern sophistication.

4.98 out of 5 average rating, 292 reviews

A charming yellow cabin is framed by lush greenery, with a wooden deck leading to the entrance. The path is bordered by plants, and a lantern-style fixture adds to the tranquil setting. Sunlight filters through the surrounding trees, highlighting the welcoming entrance.

Home in Spearfish

Falsebottom Hide-away

This is a great place to relax and enjoy the sounds of nature after a long day vacationing. Sleeps six with a secure fenced yard for the safety of your pets. Located in beautiful Maitland Canyon with seasonal Falsebottom Creek right off the private back deck featuring a BBQ and outdoor table. We have lived here for 40 years and are still amazed with the beauty of the Northern Black Hills. Close to so much, but with a real connection to the pristine nature that the Black Hills are famous for.

4.93 out of 5 average rating, 363 reviews

A modern kitchen space is highlighted by a large island with seating for four. Sleek black appliances, including a vintage-style refrigerator, complement the white cabinetry and tile backsplash. Natural light fills the area through overhead lighting and nearby windows, enhancing its contemporary design.

Home in Spearfish

Modern 2-Bedroom Getaway

Enjoy a stylish experience, with your own Hot Tub, at Creekside Village - located within walking distance to great eateries, a brewery, farmer's market, bike path, and Spearfish creek! Two sisters with a love for design renovated this cabin into an inviting space for guests intending to explore the beautiful Black Hills. With a fully-equipped modern kitchen and tile shower, this renovated home is waiting for you to kick back and relax! Dog(s) allowed by PREAPPROVAL ONLY, message for details.

The exterior of a cozy cabin is illuminated by soft outdoor lighting. A hot tub sits on the deck alongside a fire pit, both enhancing the tranquil setting. A grill is positioned nearby, and the cabin's large windows reflect warm indoor lighting, inviting a sense of comfort.

4.91 out of 5 average rating, 110 reviews

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

4.9 out of 5 average rating, 254 reviews

A modern living area features a comfortable brown sofa, positioned next to a stairs leading to an upper level. The open layout includes a well-equipped kitchen with sleek cabinetry and a window allowing natural light to brighten the space.

Home in Sturgis

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.

4.97 out of 5 average rating, 62 reviews

Home in Deadwood

Hilltop Haven- 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

A spacious dining area features a sturdy wooden table surrounded by matching chairs, with a large stone fireplace serving as a focal point. The open kitchen showcases wooden cabinetry and modern appliances, complemented by the natural light coming through nearby windows.

4.91 out of 5 average rating, 103 reviews

Moose Trail Lodge- Terry Peak with Hot Tub

Escape to the heart of the Black Hills in South Dakota and experience the ultimate retreat in our charming log cabin vacation home. Nestled in the picturesque Terry Peak development, this true log cabin provides an authentic mountain getaway for up to 9 guests. The cabin features a cozy and rustic ambiance with two queen beds in separate rooms, 1 bunk room, and a convenient pull-out couch. With two full bathrooms, everyone can enjoy privacy and convenience during their stay.

4.93 out of 5 average rating, 145 reviews

Home in Rapid City

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!

4.87 out of 5 average rating, 319 reviews

A cozy living space features a dark leather sectional couch and a wooden coffee table. A dining table with black chairs is situated nearby. Natural light filters through sheer curtains, illuminating the room's wooden flooring. A fireplace serves as a focal point, enhancing the inviting ambiance.

Home in Deadwood

Historic Creekside Home Dwtn Deadwood w/ Hot Tub

Stay in the heart of historic Deadwood at this beautifully restored 1902 home just one block from Main Street and Deadwood Mountain Grand. Walk to casinos, restaurants, nightlife, and the Mickelson Trail, then relax in your private 7-person hot tub after a day exploring the Black Hills. With space for large groups, creekside privacy, flexible sleeping arrangements, and convenient parking options, this home offers the perfect mix of location, comfort, and convenience.