Holiday rentals in Pringle

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Top-rated holiday rentals in Pringle

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Top guest favourite
The logo of Hills Roost Farm features a warm, earthy orange background with bold, stylized text that reads 'HILLS ROOST' in uppercase letters, and 'Farm' in a cursive font, creating a welcoming and rustic atmosphere.
Farm stay in Rapid City
5 out of 5 average rating, 101 reviews

Farm♡tastic stay @ Hills Roost Farm!

Our farm's only bnb, "The Roost," offers a clean, modern, & fun space to stay. Located in the lower walkout level of our home, it's similar to a suite. Offering 575 sq. ft. of private, clean, well maintained living quarters include, a kitchen, a cozy living space, w/twin sofa bed, & a spacious bed & bathroom. Chickens just outside your door to greet you a "rise & shine" morning & flowers everywhere. Our seasonal gardens are open for you to enjoy picking organic food, along with farm fresh eggs.

Top guest favourite
A vibrant sunset paints the sky in shades of orange and pink, silhouetting the surrounding pine trees and snow-covered landscape. The horizon features rolling hills, creating a serene and picturesque backdrop for the tranquil scene.
Home in Custer
4.96 out of 5 average rating, 134 reviews

Custer Blue Bird Haven in Beautiful Valley Setting

"Bluebird House -guests have entire house-3 bedrooms, 2 bathrooms, 2 living rooms, a full kitchen with a good dishwasher. There’s a Kitchenette in the lower level. Also, a Gas Fire Pit on lower level deck- available to guests, UNLESS Fire Danger’s high- will be removed. There’s a total of 3 queen-sized beds & 4 single beds, in the new expanded Blue Bird Haven, which can sleep 10 guests. Basic de'cor- relaxing! Enjoy Incredible sun sets & solitude in the beautiful Black Hills “Valley” setting!

Top guest favourite
A charming tiny home features a wooden exterior with a red door and roof. Surrounded by tall pine trees, a small walkway leads to the entrance, inviting guests to enjoy the peaceful country setting. Natural stones are scattered along the pathway.
Tiny home in Hot Springs
4.91 out of 5 average rating, 105 reviews

Southern Hills Tiny Home

Sleep soundly in a beautiful country setting. Awake refreshed just minutes from many Black Hills attractions. Mt. Rushmore 41 mi. Custer 20 mi. Hot Springs 18 mi. Custer State Park 24 mi. Wind Cave 17 mi. Adjacent to the Mickelson Trail and minutes from hundreds of miles of Black Hills National Forest trails. Wildlife is abundant in the Southern Hills, including deer, turkeys and elk. Or just sit back and relax as you watch the horses graze in the pasture or take in the endless night sky.

Top guest favourite
The cabin's exterior features warm wooden siding and a covered porch with seating. A picnic table and grill are located nearby, set against a natural landscape of pine trees. A gravel pathway leads to the road and surrounding forest, enhancing the peaceful setting.
Cabin in Custer
4.97 out of 5 average rating, 33 reviews

Shirttail Canyon Cabins -Cabin 3

Welcome to Shirttail Canyon Cabins! This lovely cabin is ready for you to come and enjoy a peaceful hillside getaway in the beautiful Black Hills of South Dakota. It’s located back in the canyon with wildlife and beautiful views bordering National Forest Service Land. Bring the the whole family and experience Custer State Park, Mt Rushmore, Mickelson Trail, Wind and Jewel Caves, Crazy Horse and more just minutes away! We also have more cabins nearby, great for smaller reunions or retreats!

Guest favourite
The exterior of the building features a welcoming porch with wooden seating and flower planters. A gravel path leads to the entrance, which is framed by large windows. The roof is metallic, and the structure has a classic architectural design.
Place to stay in Pringle
4.93 out of 5 average rating, 30 reviews

The Pringle Mercantile

This is an old mercantile converted into a 2 bedroom with partition wall rental. It has 2 queen beds, and a twin day bed with trundle pull out. Located on a gravel main street! Close to many local attractions. We have a cooktop and a BBQ, but there is no oven at this location. Located: 1 block to the Mickelson Trail 10 Minutes to Wind Cave 20 Minutes to Custer State Park 25 Minutes to Crazy Horse 40 Minutes to Mount Rushmore 40 Minutes to Evans Plunge 40 Minutes to Jewel Cave

Guest favourite
An elegant guest house showcases a unique design with large wooden doors and stone details at the entrance. The exterior features a mix of dark siding and shingle roofing. Surrounding greenery and a rocky hillside complement the peaceful setting.
Home in Rapid City
4.96 out of 5 average rating, 120 reviews

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!

Top guest favourite
A wooden deck is seen overlooking a green golf course, surrounded by tall pine trees under a clear blue sky. The sunlight casts shadows on the deck's surface, enhancing the natural beauty of the setting.
Guest suite in Custer
4.95 out of 5 average rating, 364 reviews

The View at Bear Rock Two (Top Unit)

Relax in our charming guest suite featuring a private rooftop deck with serene views of Rocky Knolls Golf Course. Enjoy a comfortable queen bed, a renovated bathroom with a modern shower, and convenient amenities like a mini-fridge, microwave, cable TV, and Wi-Fi. Located just minutes from local dining, bars, and major attractions including Mount Rushmore, Crazy Horse Memorial, and Custer State Park, our suite offers the perfect base for your Black Hills adventure.

Top guest favourite
A mare stands beside her foal in a grassy area, surrounded by wooden fencing and a rustic structure in the background. The mare's glossy brown coat contrasts with the foal's lighter tan coloring, capturing a serene moment in the ranch setting.
Cabin in Hot Springs
4.94 out of 5 average rating, 563 reviews

Horse Lovers Bunkhouse 2, 'Head Wrangler Cabin'

This is one of two cabins located on our working quarter ranch nestled in the splendor of the Southern Black Hills of South Dakota. We are 4 miles south of Hot Springs. Nearby is Wind Cave National Park, Custer State Park, Mt Rushmore, Ft. Robinson, The Mammoth Site and many other state, national and local parks, recreational areas, and historic sites. There is no wifi in the cabin. We also have boarding for horses for the traveling rider.

Top guest favourite
Cabin in Custer
4.99 out of 5 average rating, 307 reviews

CABIN @ redblue - King bed - near parks & trails

Enjoy your stay in a private, rustic cabin with all the comforts of home. King bed! Steps from Black Hills National Forest & Michelson Trail, this location is centrally located to Wind Cave National Park, Jewel Cave National Monument, Crazy Horse Memorial & Mount Rushmore National Memorial. Bring your hiking shoes. Bring your bikes. Adventure is yours! Also on the property is the redblue RIDGE and OUTLAW units. Perfect for family reun

Top guest favourite
A modern tiny house features warm wooden siding and a sleek black exterior. A spacious wrap-around deck showcases seating and soft lighting. The surrounding landscape includes distant rock formations under a cloudy sky, providing a serene atmosphere for relaxation.
Tiny home in Custer
4.99 out of 5 average rating, 159 reviews

Rustic Modern Tiny House Next To Custer State Park

Enjoy this modern Tiny House, located just 5 minutes to Custer State Park. Experience unique views of rock formations while you drink your morning coffee. You will have access to the entire house, all to yourself. Great area to hike, bike, see the fluffy buffalo. Just a two minute drive to downtown Custer. This area has great ATV, trail ride and kayak rentals near by! Feel refreshed when you stay in this rustic gem.

Top guest favourite
A three-story tower structure is nestled among tall pine trees, featuring a modern design with a wraparound deck on the upper level. The base includes a garage, and the surrounding landscape consists of grass and natural vegetation, providing a serene woodland setting.
Tower in Hot Springs
4.95 out of 5 average rating, 110 reviews

Experience a stay at the delightful firetower

You won’t forget your time in this unique cozy and romantic place! The place is great for a couple, solo adventures and small families. The house has easy access from sheps canyon road. The tower is 3 stories so there are steps up to each level. The third story has breathtaking views of the black hills and a full wrap around deck!! This is a truly unique experience with many amenities and comforts of home.

Top guest favourite
A serene landscape featuring tall pine trees and a lush green meadow under a soft sunset sky. Mist gently rolls over the hills in the background, creating a peaceful and tranquil atmosphere, inviting reflection and relaxation in nature.
Cabin in Custer
4.95 out of 5 average rating, 237 reviews

Cabin @ Bluebird Ridge:Quiet Refuge

If you appreciate beauty, inside and out, our rustic-modern cabin is perfect for you. It's cozy enough for 2 and spacious enough for up to 8. The cabin is surrounded by forest and looks out to the meadows and Hills. If you want comfort, outdoor living space, beauty, peace and quiet, we encourage you to come make yourself at home! Follow us on Insta @bluebirdridge

Popular amenities for Pringle holiday rentals

  1. Airbnb
  2. United States
  3. South Dakota
  4. Custer County
  5. Pringle