Featured Black Hills Vacation Rentals

Featured Amenities

Spacious 5-Bedroom Home | Moments from Downtown Sturgis | Outdoor Patio

Aces & Eights blends space, comfort, and an unbeatable location just blocks from downtown Sturgis. Designed for gathering and unwinding, this five-bedroom home features open-concept living, multiple indoor and outdoor hangout areas, and a private lower-level retreat perfect for groups. Start your mornings on the front deck, fire up the grill on the side patio after a day in the Black Hills, or settle in downstairs for relaxed evenings together. With room to spread out and a garage stall included, every detail is thoughtfully arranged to support an easy, memorable Sturgis getaway.

Featured Amenities

Mountain Views | Community Pool & Clubhouse | Hot Tub | Game Room | Near the Slopes

Mercantile Cabin offers a classic Black Hills retreat set high in the Gilded Mountain Community near Deadwood. Designed for families and groups to spread out and reconnect, this four-bedroom cabin features multiple living areas, expansive decks with sweeping mountain views, and a private hot tub for unwinding after a day of adventure. Sunlight pours through picture windows, the wood-burning fireplace anchors the main gathering space, and the lower-level hangout provides a relaxed place for games and downtime. With easy access to Terry Peak, Deadwood, and year-round outdoor recreation—plus exclusive access to the Gilded Mountain clubhouse—Mercantile Cabin blends mountain comfort with a prime Black Hills location.

Featured Amenities

Private Backyard w/Lounge Space | Steps from Downtown Deadwood | Game Room

Outlaw Homestead captures the spirit of historic Deadwood while offering a comfortable, walkable home base for your Black Hills adventure. Thoughtfully themed around legendary local figures, this three-bedroom retreat blends character and comfort with inviting indoor spaces and a private backyard oasis tucked against the hillside. Start your mornings on the enclosed front porch under café lights, spend your days exploring Main Street, the Mickelson Trail, or nearby attractions, and unwind in the evening with backyard grilling, lawn games, or a friendly poker night downstairs. With easy trolley access, garage parking, and room for the whole group to spread out, Outlaw Homestead delivers a stay that feels both authentically Deadwood and effortlessly relaxing.

Featured Amenities

Peaceful Mountain Setting | Private Hot Tub | Community Pool & Clubhouse | Cozy Fireplaces

Prospector’s Lookout is a classic Black Hills cabin designed for slowing down and soaking in the scenery. Set in the sought-after Gilded Mountain Community near Deadwood, this four-bedroom retreat offers sweeping forest views, multiple outdoor living spaces, and a private hot tub perfect for unwinding after a day of adventure. Inside, warm gathering areas span three levels, from the sun-filled main living space with a gas fireplace to the lower-level hangout built for games and relaxed evenings. With wraparound decks, clubhouse access, and quick access to Terry Peak, trails, and historic towns, Prospector’s Lookout delivers a peaceful mountain escape with everything you need close at hand.

Featured Amenities

Near Terry Peak Slopes | Game Room | Private Hot Tub | Mountain Pine Views

Rolling Pines Overlook is a warm, mountain retreat perched high in the Terry Peak area, where cozy interiors meet sweeping Black Hills views. Designed for relaxing after a day outdoors, this three-bedroom plus loft cabin offers open, sun-filled living spaces, vaulted wood ceilings, and multiple decks overlooking the pines. Start your mornings with coffee in the crisp mountain air, spend your days skiing, hiking, or exploring nearby historic towns, and unwind in the private hot tub as the sun sets behind the hills. With room for the whole group to spread out and easy access to year-round adventure, Rolling Pines Overlook delivers comfort, scenery, and a true Black Hills escape.

Featured Amenities

Spacious Yard For Outdoor Fun | Private Hot Tub | Multiple Gathering Spaces | Fire Pit

Sunny Day Hideaway is a private Black Hills retreat set on 3.5 wooded acres just minutes from Deadwood. Designed for guests who want space to unwind without feeling remote, this home offers peaceful mornings with wildlife, wide-open outdoor areas for gathering, and evenings spent soaking in the hot tub or around the firepit under the stars. Inside, the home balances comfort and functionality with multiple living spaces ideal for families or groups, while outside, expansive decks, a spacious yard, and natural surroundings create a true sense of escape. With easy access to Deadwood, Sturgis, trails, and year-round adventure, Sunny Day Hideaway delivers the rare combination of seclusion, convenience, and Black Hills charm.