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Deadwood Family & Kid Friendly Rentals

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    Travelers to Deadwood are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    20 Matching Rentals in DeadwoodView all 44 rentals
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    Twin Pines Lodge, Deadwood SD1 / 36
    (27)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Bullock Cottage - First Deadwood Cottages1 / 22
    (7)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Hillside Creek Cabin In The Heart Of The Hills Is Right In The Middle Of It All!1 / 17
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Cabin at Green Mountain1 / 17
    (14)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Porch
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 16, 2018
    This cabin is set in the peaceful setting of the Black Hills. It was so easy to find and its location is just so quiet and relaxing with a view to die for. The cabin had...
    Reviewed August 20, 2018
    Wonderful place to stay, whether you have two people or six. Very comfortable and peaceful. We could have easily stayed there for much longer. Mary was very responsive to any...
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    About this property
    The Cabin at Green Mountain is located three miles south of Nemo, a tiny mountain town set in the picturesque valley of Boxelder Creek about midway between Rapid City, Hill City, Sturgis and Deadwood, South Dakota. The convenient location allows you to visit top tourist attractions while enjoying...
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    Location Information
    Deadwood, South Dakota 57732
    Cabin - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Patio
    • Mountain Views
    • Hot Tub
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At Gold Dust Manor you'll stay in a 4 bedroom/3 bath private home located one mile to Deadwood, 8 miles to Sturgis, 6 miles to Terry Peak Skiing, and 45 miles to Mt. Rushmore. Attached garage space available and all paved roads. Six person hot tub, 106' theater room with surround sound as well as...
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    Location Information
    Deadwood, South Dakota 57785
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Washer
    • Mountain Views
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Poker Alice is a home away from home. This cottage sleeps 8 people and if rented with the Wild Bill can sleep up to 12 people with 3 bathrooms. It has a full kitchen so you can prepare your favorite meals. A living room and dinning area. An upstairs sleeping loft with two twin beds and a...
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    Location Information
    Deadwood, South Dakota 57732
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Castaway Cabin1 / 27
    (3)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Grill
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 26, 2018
    The pictures online look amazing. However when you get to the Cabin the pictures don’t do it justice. The cabin was beautiful. All the cowboy decorations throughout the house...
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    About this property
    Location location location - Enjoy the wild wild west in this 3 level secluded private solid oak log home yet only 10 easy minutes (8 miles) to Deadwood on all paved Roads. Highway 385 at Boondocks with 4-wheeler and snowmobile trails less than ½ mile away, a golf course 1 mile away, and 39 miles...
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    Location Information
    Deadwood, South Dakota 57732
    Cabin - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    The Deadwood House1 / 31
    (3)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    • Air Conditioning
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 14, 2018
    Great house, very clean! Owner was very accommodating! Will definitely rent in the future! Thanks again for everything!!!
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    About this property
    The home is uniquely situated blocks from the casinos, restaurants and entertainment downtown in one direction; while in the other direction, it's only half that distance to the forest line. The neighborhood gives you all of the charm, warm reception and slower pace of a small town while the...
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    Location Information
    Deadwood, South Dakota 57732
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 15
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    Mountain Crest, Deadwood, Auth/Hand-Hewn, Secluded, Free WiFi, Skiing,100mi View1 / 22
    (9)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    • Wi-Fi
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 24, 2016
    This was our 3rd time renting Mountaincrest.....and it just gets better every time. We have rented cabins in various places in the US and Canada ( mostly Canada), but we have...
    Reviewed August 5, 2016
    If one likes solitude like we do, go to this beautiful place. If you want to ride your large motorcycle to this beautiful place in the "hills", it is very doable. The...
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    About this property
    (Note: Recently re-listed with Flip Key. Usually use one of the other vacation rental sites. Have many reviews listed on these.) Beyond the 'usual' cabin experience... Mountain Crest is a beautifully hand-hewn, non-smoking, authentic log cabin located 6 miles from Deadwood and 7 miles from Lead....
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    Location Information
    Deadwood, South Dakota 57732
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1899 Inn: Victorian Manor in Historic Deadwood1 / 34
    (4)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 21 Quick View
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    • Housekeeping Included
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 22, 2015
    1899 Inn was my first stay at a Bed and Breakfast. I enjoyed it thoroughly, it was a home away from home, comfortable beds, food was outstanding, the inn was beautiful and the...
    Reviewed July 5, 2015
    We could not have been more happy with our stay at the 1899 Inn. We had spent many summers in Deadwood when my grandparents lived there, so this house and location helped us to...
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    About this property
    This historic Queen Anne house is one of the largest built by Deadwood's merchant class during the gold boom between 1876 and 1930. The home kept much of its original woodwork, light fixtures and stained glass. Over the past five years, it's been gradually updated with new plumbing, heating and air...
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    Location Information
    Deadwood, South Dakota 57732
    Private Room - 6 Bedrooms, 5 Bathrooms, Sleeps 21
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Yard
    • Washer
    • Patio
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for an exceptional rental? Our home is 9 miles from Sturgis, 15 from Deadwood, with 5 miles of gravel road. It has 3 bedrooms,1 king bed,1 queen bed, & 2 twins, 1 bathroom and an outside shower, only in the summer.. Covered deck and large deck in front, relaxing after a long day of...
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    Location Information
    Deadwood, South Dakota 57732
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Baumberger Ranch is a gorgeous, cozy ranch that offers a great sense of relaxation for all types of getaways. Nestled in the beautiful Black Hills, this property is the perfect place to relax, play games, and spend quality time with loved ones. With five bedrooms, a beautiful porch, and spacious...
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    Location Information
    Deadwood, South Dakota 57732
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    8 Bedroom House in Deadwood1 / 10
    (1)Excellent
    8 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • DVD Player
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 9, 2017
    Had an excellent stay at the Ponderosa! Very large spacious house that comfortably housed 4 families. Beautiful scenery around the house and in the area. The house is very...
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    About this property
    Vacation home in the Black Hills of South Dakota a quater mile from Trailshead lodge. Next to 350 miles of groomed snowmobile trails. This house has a full kitchen, dining room, 8 bedrooms, 3 that have king size beds, 4 Queen beds and one room with 4 Twin Beds, a 6 person hot tub on a covered deck....
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    Location Information
    Deadwood, South Dakota 57754
    Rental Home - 8 Bedrooms, 5 Bathrooms, Sleeps 18
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Washer
    • Grill
    • Mountain Views
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Deadwood's historic district, this late 1800's property will have you imagining life in our small mining town. Even before statehood, locals frequented 119 Charles Street as part of the Cleveland District in the old days. This charming home has a blend of the old history and modern...
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    Location Information
    Deadwood, South Dakota 57732
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Wild Bill1 / 9
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Parking
    • Wi-Fi
    • Private Yard
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A quaint two bedroom duplex decorated in true Victorian style with a large living area, private bath and entrance. The central yard offers a hot tub and bbq kitchen area for relaxing below the red rock cliffs. Off-street parking is available near the door. The convenient location is within a short...
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    Location Information
    Deadwood, South Dakota 57732
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    6 Bedrooms, 5 Bathrooms, Sleeps 24 Quick View
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    Amenities & Details
    • Mountain Views
    • Central Heating
    • Balcony
    • Washer
    • Hot Tub
    • Patio
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    JUST ADDED!!! Video arcade with over 2000 games on 2 systems. Classic Ms. Pacman sit down arcade game as well as a stand up arcade with fun classic arcade games. Kids and adults will have hours and hours of fun!! Welcome to Whitewood Peak Lodge. Our cabin is 6000 sq ft and gives all of the...
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    Location Information
    Deadwood, South Dakota 57785
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 24
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    Best Little House in Deadwood1 / 19
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Parking
    • Air Conditioning
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 18, 2016
    We stayed at this cottage with another couple for 4 nights during Sturgis Bike Rally week. It is absolutely adorable, impeccably clean, nicely appointed, and very comfortable...
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    About this property
    This charming cottage is conveniently located in town near major Deadwood attractions. Inside has been updated with new laminate floors, carpet, extra large shower, a 50' TV, plus a new front porch outside. The large living room has plenty of room for the two sofa beds, two easy chairs and TV, and...
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    Location Information
    Deadwood, South Dakota 57732
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect for bachelorette and large groups with lodging located on Main Street near all activities. Great Parlor with karioke,large TV and view on street activities. Two dishwashers and ice machines. Bluetooth sound tv and music. Parking for two vehicles, maybe 3 if small. Covered parking garage...
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    Location Information
    Deadwood, South Dakota 57732
    Condo/Apartment - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Calamity Jane cottage1 / 7
    (1)Average
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 6, 2018
    We contacted owner as instructed just before arrival so he could meet us to give us keys. When we arrived owner was in office right under unit and proceeded to show us where...
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    About this property
    While this two-bedroom cottage is located at a Main Street address, the entrance is located facing a quiet “off Main Street” residential area. A convenient parking area next to the front door provides a private entrance and the small patio directly below the cliffs of red rocks offers the perfect...
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    Location Information
    Deadwood, South Dakota 57732
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Parking
    • Patio
    • Washer
    • Cable/satellite TV
    • Balcony
    • Internet Access
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 bed/1 bath Walking distance to downtown Deadwood, w/ off street parking. One queen bed, one full bed, one blow up bed. Fully furnished with washer/dryer, cable TV, charcoal grills, AC, outdoor fire pit/seating area, large fireproof safe for valuables....
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    Location Information
    Deadwood, South Dakota 57732
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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