
Vacation rentals with breakfast in Pennington County
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Top-rated breakfast rentals in Pennington County
Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.

Deadwood Home Walk to Main St w/ Garage
Steps to Main St. DEADWOOD - PRIVATE LUXURIOUS Historic 4 large BDRMs, 3 BATH with walk-in showers. Located STEPS to Michelson Trail for biking and hiking and Deadwood Casinos & History. Spacious living spaces, a bar/game room, stocked kitchen, AIR COND., outdoor patio area. FREE Wi-Fi. HISTORY, CHARM & ALL of the amenities you are looking for in a B. Hills ADVENTURE. FREE off-street parking in detached GARAGE/CARPORT for 3-4 cars. Complimentary breakfast. Ask for Bachelorette Party specials.

Quiet private suite with garage bay & kitchenette
Quiet private bedroom and kitchenette isolated from the main house with common use sun room between. Rural setting off Hwy 44 just minutes from Rapid City Airport. Tesla 11kw destination charging outlet in your garage bay directly accessible from the suite. Starlink 150mbps internet. Pet friendly to friendly pets with pet door from the suite out to the fenced back yard & patio isolated from our dog & cat. Private bath has in-floor heat and endless hot water with continuous flow water heater.

Backyard Cottage - Historic Deadwood
Enjoy a cozy spot walking distance to downtown Deadwood,SD. Well appointed studio with full kitchen and bath, queen bed with luxury linens, grille, patio and off street parking. The Historic neighborhood is charming and welcoming. Walk to Mt Moriah, the Michelson trail, hike local trails, or enjoy live music or a fun event in Outlaw Square. Discover the Black Hills from your home base. Close to skiing, Sturgis, Lead and a lovely drive to Mt Rushmore, Custer State Park, or The Badlands.

Stoneridge Ranch
Looking for something off the beaten path to enjoy some peace/quiet? We’re just that, tucked away in the beautiful Black Hills only 30min from Rapid City & several favorite attractions: Mt Rushmore, Reptile Gardens, Bear Country, Needles Highway, Rushmore Caves + many more. Our property has opportunity to see lots of wildlife(deer & turkeys) + our own animals: horse, pony, 2 mini cows, 4 goats, 2 dogs & 2 cats. Walk/runners take advantage of the gravel/paved roads for a leisurely stroll.

Welcome to Case Place! A spacious quiet retreat!
Welcome! This relaxing & unique place sets the stage for beautiful views of the Black Hills & gorgeous sunrises & sunsets right from the hot tub! Case Place is 15 minutes from Rapid City and 30-40 minutes from Mt. Rushmore, Custer & Keystone. Box Elder is growing and has public golf course, & Ellsworth Air Force Base Museum! Guests will also take in the unique experience of seeing & hearing the sound of freedom from the majestic B-1's! Honeymooners /Anniversaries? Inquire with options!

Relax at Luxury Aspen Cottage at Black Elk Resort
Welcome to your getaway in the Black Hills with rustic charm and modern amenities. This 2-bedroom cabin offers a tranquil retreat where you can immerse yourself in breathtaking views and serene surroundings. Boasting two inviting bedrooms, a convenient kitchenette, our cabin is fully ADA compliant, ensuring accessibility for all guests. With all the comforts of home and the capacity to accommodate up to 6 guests, the “Aspen” cottage promises a rejuvenating getaway amidst nature’s embrace.

Mid-Century Modern Living in the Black Hills
Upper two levels of my four level mid-century modern home with private entrances! Located in a quiet cul-de-sac near the foothills of the Black Hills and ~10 min from downtown Rapid City. This property features ample living space, a fully equipped kitchen with complimentary breakfast, plenty of natural light and a spacious back yard. It includes two bedrooms and one bathroom. I live on the completely separated lower levels of the home so you can enjoy the upper levels all to yourself!

Deadwood's 1899 Inn: Cottage Suite East
This newly-renovated private cottage at Deadwood's 1899 Inn has two queen bedrooms with comfy memory foam mattresses, a bathroom with a jetted bathtub, a full kitchen, dining area, and a living room with internet-connected TV. There's a covered front porch with views of the pine-covered hills that surround Deadwood. Bedrooms have A/C. A short 15 minute walk to downtown. A $250 cleaning fee will be added for bachelor and bachelorette parties, and other events hosted in the cottages.

Turtle House Getaway | Black Hills Basecamp
Discover The Turtle House — a peaceful geodesic dome retreat nestled in the Black Hills, just 1.7 miles from downtown Spearfish. Enjoy easy access to hiking, biking, hunting, and skiing at Terry Peak (22 miles), plus iconic spots like Spearfish Canyon and Mount Rushmore. Guests rave about the quiet vibe, spacious yard, gas fireplace, and frequent wildlife sightings. Located within walking distance of the Termesphere Gallery, it’s a perfect getaway in every season.

Newly remodeled in the Heart of Deadwood
This newly remodeled, comfortable apartment is right in the heart of Deadwood! This home, built in the early 1900's is on Deadwood's Historical Registery, and is located on famous Main Street just a couple blocks from the action. It is a one bedroom apartment with one bath and a full kitchen. Laundry facilities are available. You'll love coming back to this cozy space with all the comforts of home, after enjoying all Deadwood and the Black Hills has to offer!

The Yellow House-Historic Downtown Apartment
Escape into this cozy, centrally located, main-level apartment! Within walking distance of various locations, including Dinosaur Park and Downtown Rapid City, you can take a pleasant stroll down the historic streets of the West Boulevard area. With just a short drive, you can visit South Dakota's main attractions! With two bedrooms and one bathroom, this apartment can comfortably entertain six guests.

NEW Johnny Cash on Main Walk to Downtown
Looking for the perfect downtown spot? Check out this vintage-style apartment with modern amenities! Sit back and relax as you're transported to 1968 with a Johnny Cash vibe. Conveniently located off Main Street in Custer, it's just steps away from grocery stores and coffee shops - plus plenty of parking nearby on the parade route. Feel like home (and hear some classic tunes) at our place!
Popular amenities for Pennington County breakfast rentals
House rentals with breakfast

HOME IN THE PINES

East side Charmer

Dwntwn Custer Farmhouse on Main St. with Hot Tub

Hill City Haven Downtown Main Street

Large room & a beautiful view of the black hills!

The Lookout Room-Queen bed & view to Lookout Mtn

Canyon Casa-"Montana" Queen Room

Black Hills Retreat, Center of it all, Sleeps 12
Apartment rentals with breakfast

Stay in the Heart of Deadwood at the Jordan's!

Welcome to Case Place! A spacious quiet retreat!

NEW Johnny Cash on Main Walk to Downtown

Newly remodeled in the Heart of Deadwood

The Yellow House-Historic Downtown Apartment
Bed and breakfast rentals with breakfast

🌸Badlands bunks @ Circle View Ranch3 🌸

Deadwood's 1899 Inn: Music Room

Spearfish BNB Lucky Boy with private bathroom

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

*CLEAN* Comfy "Bear Butte" room in Sturgis, SD

2. Lakeside Rapid City Home With Views & Breakfast

Deadwood's 1899 Inn: Maid's Room

Circle View Guest Ranch, BNB
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