Bed and breakfast holiday rentals in Pennington County

Camp Cottonwood: Nostalgic Summer Camp Vibes

Nostalgic nod to your favorite summer camp! Centrally-located, newly remodeled 1930's cottage, this cheerful 3-bedroom house sleeps 6 and offers a full kitchen, 2 full baths, game room, large yard with fire pit & grill, and more! -Five minute walk to downtown shopping, award-winning restaurants & the Mickelson Trail -Ten minute drive to Custer State Park; 20 minute drives to Jewel Cave National Monument & Wind Cave National Park -Immediately adjacent to newly renovated city park & playground.

B&B Loft w/ breakfast in the Dome, 7 slps, 1 bdrm.

Enjoy an incredible breakfast at this getaway. Private entrance from the lanai (w/ 2 tubs) into the garage & up the stairs. Sleeps 7 in 2 queen & 3 twin beds. Open room w/ Murphy & trundle beds; has heater & fans, TV/Blu ray, desk & drop table for 4. Closet w/ full mirror & mini frig w/ full bathroom down hallway & half bathroom under stairway. All linens, towels, washcloths, body soap/shampoo, pillows & blankets provided. The Pavilion w/ sauna, tubs/shower, kitchen, are proprietary guests.

Spearfish BNB Lucky Boy with private bathroom

Our room named Lucky Boy has a queen bed with a private bath and you control your own heat/air conditioning. Also a mini fridge and 32"flat screen TV in the room! Your overnight stay includes a country breakfast.We have several common areas both in the house and outside that our guests have access to.We also have THREE OTHER ROOMS all with there own bathroom.IF THIS ROOM IS BOOKED LOOK AT ALL OF OUR LISTINGS ON SPEARFISH BED AND BREAKfAST ON AIRBNB.All rooms have queen beds and bathroom

The Rose Room with private bathroom

The Rose room at the Secret Garden bed and breakfast gets its name from it’s decor. It is roses, on top of roses. This “Rose garden“ oasis offers the B&B’s largest bathroom with a shower/tub, an electric fireplace, and a couch. For some or all meals, use the fully equipped kitchen on main floor, or walk/take one of our bikes to the many great shops and restaurants downtown! Upon your return, relax and stargaze in our outdoor hot tub, as the evenings cool down in the Black Hills.

Badlands, B&B Circle View Ranch

Come stay with locals while you visit the Badlands! Circle View Guest Ranch is a 3rd generation working cattle ranch. Our property borders Badlands NP where you can see the formations from the front door! Guestrooms have private bathrooms and include a full ranch breakfast. Full kitchen use, WIFI, AC, satellite tv & the most amazing view from up here. This room may require using 1-flight of stairs. Please, no children under age 10 for this listing and no pets. See you soon!

Deadwood's 1899 Inn: Master Suite

This second-floor suite has two rooms: one with a king bed, antique furniture, closet, original stained glass window, and internet-connected cable television, and a smaller corner room with a twin day bed. A newly-renovated private bathroom is attached, with a single-sink vanity and walk-in shower. The house is in Deadwood's historic Presidential District, which is only a six-minute walk from the city center but has beautiful views of the surrounding pine-covered hills.

Black Hills Room at Dakota Dream B & B, Custer

No guest fee. No cleaning fee. No resort fee. Welcome to Dakota Dream B&B Situated on 10 pine-covered acres in Custer, SD. We offer two beautifully decorated guest rooms each with a private bath. We have lots of outdoor sitting areas where you can enjoy watching wildlife and gazing at the stars. We are close to all the attractions that the Black Hills has to offer. Bringing your horses with you? Our Horse Hotel (aka barn) can house them.

Deadwood's 1899 Inn: Maid's Room

This cozy queen bedroom on the second floor has antique hardwood furniture, warm tones, and large windows with plenty of natural light. At the back of the house, the bedroom overlooks a small grassy meadow that attracts white-tailed deer. You can catch a glimpse of Mount Moriah Cemetery at the top of the hill. The bathroom - accessed through the hallway - is located just next door, and it's shared with one other guest room.

Deadwood's 1899 Inn: Attic Suite

The third-floor suite at our bed-and-breakfast is newly renovated, with plenty of room for four (on a king bed and a split queen that can be made as two twins) and a luxury bathroom with heated marble floor, clawfoot tub, and vertical spa shower. The house is in Deadwood's historic Presidential District, which is only a six-minute walk from the city center but has beautiful views of the surrounding pine-covered hills.

Deadwood's 1899 Inn: The Writing Room

This cozy queen bedroom on the second floor has pine furniture, warm tones, and large windows with plenty of natural light. Located on the east side of the house, the bedroom overlooks a rustic barn and has neighborhood views. You can catch a glimpse of Mount Moriah Cemetery at the top of the hill. The bathroom - accessed through the hallway - is located just next door, and it's shared with one other guest room.

Tenderfoot Creek Retreat

Welcome to Tenderfoot Creek Retreat! You will find yourself surrounded by towering evergreens of the Black Hills National Forest, and steps from the Mickelson Trail. You will occupy the entire main or 2nd floor of this rustic residence. Close to all the major Black Hills attractions yet you will feel at one with nature. Tenderfoot Creek can lull you to sleep or greet the morning with its soothing chatter.

🌸Badlands bunks @ Circle View Ranch3 🌸

Sleep high atop our butte on our working cattle ranch overlooking Badlands National Park. We've renovated the original family home on the ranch and offer clean guest rooms with a shared bath. Lay in bed and enjoy the amazing view of the Badlands.(B&B breakfast may be added for an additional fee served next door at the B&B at 7:30am only during peak, summer season)