Holiday rentals with outdoor seating in Deadwood

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.

Secluded Modern Mountain Rustic Chalet on 10 acres

Sheep Hill Chalet is a Black Hills-inspired rustic modern cabin located in beautiful Lead, South Dakota. Newly built in the heart of nature, on a plot of over 10 acres and bordered by the Black Hills National Forest, this 3 bed, 2.5 bath rental cabin will charm you with its modern architecture and antique rustic touches. Enjoy cozy luxury in the living room with 16 ft windows and double sided stone fireplace! Gourmet kitchen, hot tub, and open living areas - perfect for your gathering!

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

Conveniently located only 2 miles outside of historic Deadwood, 11 miles outside legendary Sturgis, and 8 miles from Terry Peak ski lodge, this secluded modern cabin is nestled amongst the pines and a young aspen grove. Large picture windows highlight the living spaces, and the rough sawn deck reflects the perfect mountain escape for enjoying your morning coffee amongst the bent oak trees. Enjoy the wildlife that frequent this peaceful property while relaxing in the brand new hot tub.

Private Farmhouse Studio

Private Hot Tub!! Enjoy a stylish experience at our modern studio, located within walking distance to a Mexican eatery, brewery, farmer's market, bike path and Spearfish creek! Two sisters with a love for design renovated a small cabin into this cozy space for guests intending to explore the beautiful Black Hills. With a fully-equipped kitchen, this charming home is full of custom touches including a handcrafted barn door. Dogs allowed by PREAPPROVAL ONLY, please message for details.

Arn Barn Cabin

Great cabin with lovely views from the covered porch in the Terry Peak area. Two bedrooms, both containing queen beds, one of these adjustable, the other with a fold-out chair for extra space if needed. One level, open floor plan with a large comfortable sectional that will also pull out into a bed if additional sleeping space is needed. Outdoor fire pit and grill available for your use. Fully stocked kitchen to make you feel right at home while enjoying the Black Hills.

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!

The Mercantile at Mad Peak Lodging, sleeps four

Welcome to the Mercantile at Mad Peak, where mountain old west charm meets modern luxury. This exquisite rental promises an unforgettable getaway in the heart of the breathtaking Black Hills. Nestled among the peaks and valleys of this pristine mountain range, our retreat offers a perfect blend of tranquility, adventure, and relaxation. Whether you're seeking outdoor thrills, cozy nights by the fire, or simply a serene escape, this is your ideal destination.

Luxury Ranch Stay

Be our guest on 40 private and fully gated acres. From all windows of the house you can watch 2 horses and cattle grazing through the meadow. The evening sunsets are magical with deer & turkeys wandering through. Relax under the stars at our fire pit (all supplies provided). Let your kids run wild with water guns & a water fall pond to refill at! Located right off HWY 16 makes you only 10 minutes to downtown Rapid City and 20 minutes to Mt. Rushmore!

Secluded Cabin - Coyote Ridge Lodge

A unique, secluded, rustic cabin nestled on 10 acres of Ponderosa pine forest. Enjoy morning coffee on the sunny, spacious deck, afternoon picnics by the creek, a cozy wood fire in the evening and a sky full of stars at night. Only 12 minutes from great food and cafes in Spearfish; 20 minutes to Deadwood. The cabin is best for couples, families and groups of close friends. Note limited privacy; there are no bedrooms with doors you can close.