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Vacation Rentals nearby Prairie Berry Winery

23837 Highway 385, Hill City, South Dakota 57745-6517
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    Travellers to Hill City are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    All 166 Rentals in Hill City
    Gully's Cabin & Bunkhouse1 / 27
    0.2 kilometres from Prairie Berry Winery
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Family Friendly Vacation Home Near Hill City1 / 21
    (92)Excellent
    8.2 kilometres from Prairie Berry Winery
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    The Hynes Cabin- 1925 Renovated Classic with Stunning Views1 / 20
    (81)Excellent
    5.1 kilometres from Prairie Berry Winery
    1 Bedroom, 2 Bathrooms, Sleeps 7 Quick View
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    Rail house 3 bedroom, 2 bath, 2 story house. Lots parking Downtown Hill City, SD1 / 23
    (48)Very good
    4.7 kilometres from Prairie Berry Winery
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 11
    Quaint Cabin in the Heart of the Black Hills1 / 18
    (5)Excellent
    4.1 kilometres from Prairie Berry Winery
    1 Bedroom, 1 Bathroom, Sleeps 8 Quick View
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    Little Jewel in the Gulch!
    Reviewed June 24, 2017
    This small house is owned by a lady from Texas. It was her Grandmother's home, and she rents it out in the summer. There is a master bedroom with a queen bed, and queen bed in...
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    Hill City, South Dakota
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 8
    3 Bdrm Log Cabin Nestled in Beautiful Meadow on Spring Creek:1 / 30
    (36)Excellent
    2.4 kilometres from Prairie Berry Winery
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Log Cabin with Hot Tub minutes from Wineries and Sheridan Lake1 / 27
    (25)Excellent
    1.0 kilometres from Prairie Berry Winery
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Spring Creek Splendor. The Perfect Location. Private Lower Level Apartment. Fun!1 / 30
    (116)Excellent
    8.1 kilometres from Prairie Berry Winery
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Enjoy the peace & quiet of the Hills. This unit is located west of Hill City.1 / 30
    (85)Excellent
    16.3 kilometres from Prairie Berry Winery
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Hill City, South Dakota
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
    Creekside Log Cabin on Mickelson Trail1 / 29
    (53)Excellent
    6.9 kilometres from Prairie Berry Winery
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Hill City Vacation Home with Hot Tub1 / 20
    (8)Very good
    4.7 kilometres from Prairie Berry Winery
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Dads Two Bedroom 1 Bath home and1 car garage. Walk to downtown Hill City, SD1 / 17
    (40)Very good
    4.1 kilometres from Prairie Berry Winery
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
    Spacious McCaskell Cabin- Nestled out in the countryside. Home away from Home.1 / 30
    (55)Excellent
    8.7 kilometres from Prairie Berry Winery
    7 Bedrooms, 3 Bathrooms, Sleeps 17 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 17
    Deluxe Accommodations In The Heart Of The Black Hills!1 / 21
    (82)Excellent
    8.4 kilometres from Prairie Berry Winery
    6 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 18
    Cottage at Storm Mountain #71 / 18
    (35)Excellent
    2.5 kilometres from Prairie Berry Winery
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Best Of The Black Hills Lake Side Property—Fun, Relaxation, And Excitement1 / 30
    (59)Excellent
    16.3 kilometres from Prairie Berry Winery
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Hill City, South Dakota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    2 Bedroom Log Cabin Located in Heart of Black Hills1 / 20
    (160)Excellent
    2.4 kilometres from Prairie Berry Winery
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Cabin with Hot Tub on the Mickelson Trail1 / 27
    (38)Very good
    8.6 kilometres from Prairie Berry Winery
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Hill City's Finest! Cabin by the Mickelson Trail.1 / 30
    (87)Excellent
    8.4 kilometres from Prairie Berry Winery
    6 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    Amazing stay and pet friendly!
    Reviewed November 12, 2021
    A roaring fire in the gas fireplace and bubbling hot tub greeted us when we arrived at this location, followed shortly by a quick visit from the very friendly son of the owner...
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    Hill City, South Dakota
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 18
    Tranquil Creekside Cottage in the Heart of the Beautiful Black Hills1 / 30
    (228)Excellent
    2.5 kilometres from Prairie Berry Winery
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Centrally located to all Black Hills attractions! Best views of Hill City.1 / 17
    (5)Excellent
    4.4 kilometres from Prairie Berry Winery
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Black Hills Forest Edge Cabin1 / 13
    (18)Excellent
    17.0 kilometres from Prairie Berry Winery
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    Creekside Gem Close to all Attractions1 / 30
    0.8 kilometres from Prairie Berry Winery
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
    Barnestone....luxury in the Heart of the Hills1 / 12
    (4)Excellent
    3.1 kilometres from Prairie Berry Winery
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Hill City Haven ~ 23 Mi to Rapid City!1 / 26
    1.0 kilometres from Prairie Berry Winery
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    BEAUTIFUL TOWNHOME OVERLOOKING HISTORIC MAIN STREET1 / 14
    (67)Excellent
    4.4 kilometres from Prairie Berry Winery
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Ponderosa Place, Cabin on 8 acre meadow, Amazing views & peaceful surroundings.1 / 17
    0.6 kilometres from Prairie Berry Winery
    1 Bedroom, 1 Bathroom, Sleeps 8 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 8
    Cowboy Cabin * Trails End - Just 2 blocks from Main Street, Hill City!1 / 9
    5.0 kilometres from Prairie Berry Winery
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Cozy cabin with a great fire pit area.1 / 9
    (12)Excellent
    1.1 kilometres from Prairie Berry Winery
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Black Hills Vacation in comfort at Bighorn Vista!1 / 8
    (8)Excellent
    1.8 kilometres from Prairie Berry Winery
    1 Bedroom, 2 Bathrooms, Sleeps 12 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 12
    PINE AVE. BUNKHOUSE!1 / 8
    4.9 kilometres from Prairie Berry Winery
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    NEW - Centrally located in the Black Hills, Pickle Ball Court, RV Site1 / 23
    4.7 kilometres from Prairie Berry Winery
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Antelope Loft, Cabin on a beautiful meadow, surrounded by a quiet little stream.1 / 17
    0.6 kilometres from Prairie Berry Winery
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Great value! Great location! Located walking distance to downtown Hill City!1 / 17
    (16)Excellent
    4.5 kilometres from Prairie Berry Winery
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Mountain Peaks Inn, OLD BALDY MTN SUITE, Hill City, SD, near Mount Rushmore1 / 13
    4.4 kilometres from Prairie Berry Winery
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    The Cozy Mountain's Edge1 / 6
    3.6 kilometres from Prairie Berry Winery
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Creekview Cottage, Centrally located between Hill City and Keystone.1 / 30
    0.7 kilometres from Prairie Berry Winery
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 11
    Available YEAR 'ROUND! Centrally located!! A Perfect Place to Stay!!1 / 28
    (161)Excellent
    4.4 kilometres from Prairie Berry Winery
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    The Cozy Mountain's Edge1 / 6
    4.0 kilometres from Prairie Berry Winery
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Off the road house- easy access to ATV trails, horseback riding1 / 12
    19.9 kilometres from Prairie Berry Winery
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    A Black Hills Vacation in Comfort at Elk Hollow Cabin!1 / 6
    (8)Excellent
    1.3 kilometres from Prairie Berry Winery
    2 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 12
    Super cute little cabin!1 / 7
    (10)Excellent
    1.2 kilometres from Prairie Berry Winery
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Hill City, South Dakota
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Pine Top Convenience1 / 8
    4.0 kilometres from Prairie Berry Winery
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Location Information
    Hill City, South Dakota
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Pine Top Balcony View1 / 6
    3.9 kilometres from Prairie Berry Winery
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Grill
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    Location Information
    Hill City, South Dakota
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Mountain Peaks Inn, BEAR MOUNTAIN SUITE, Hill City, SD, near Mt. Rushmore1 / 21
    (9)Excellent
    4.4 kilometres from Prairie Berry Winery
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • DVD Player
    • Air Conditioning
    • Patio
    • Internet Access
    • Cable/satellite TV
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    Location Information
    Hill City, South Dakota
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Deer Meadow, Affordable, Clean and Comfy Cabin. Sleeps 8.1 / 21
    0.6 kilometres from Prairie Berry Winery
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Location Information
    Hill City, South Dakota
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Hill City Get Away Black Hills SD, Hill City Get Away Black Hills1 / 30
    1.1 kilometres from Prairie Berry Winery
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    • Washer
    • Terrace
    • Balcony
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    Pet friendly
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    Location Information
    Hill City, South Dakota
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Lariat Cabin Near all Attractions1 / 30
    0.9 kilometres from Prairie Berry Winery
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Washer
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    • Hot Tub
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    Pet friendly
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    Location Information
    Hill City, South Dakota
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Very nice, new cabin with 2 bedrooms.1 / 16
    (13)Excellent
    1.2 kilometres from Prairie Berry Winery
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    • Skiing: Property Is In A Ski Resort
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    Pet friendly
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    Smoking allowed
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    Location Information
    Hill City, South Dakota
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    The Relaxing Creekside1 / 6
    3.7 kilometres from Prairie Berry Winery
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Hill City, South Dakota
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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