Vacation Rentals By Owner In Deadwood, SD

Bear Butte RetreatbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to this newly built, tastefully decorated home in the secluded area of Deadwood, SD, offering a rustic feel and a perfect retreat for outdoor enthusiasts. This charming house features a private hot tub, ideal for relaxing under the stars after a day of exploring the nearby mountains. brbrInside, you'll find a cozy ambiance with modern amenities, including king beds in all six bedrooms, a gas fireplace for added warmth, and a foosball table for some friendly competition. The central AC ensures your comfort year-round, while the washer/dryer provides convenience during your stay. brbrStep outside to enjoy the mountain views from the patio or balcony, where you can grill up a delicious meal on the gas grill. The well-equipped kitchen with a fridge, stove, oven, dishwasher, and microwave allows you to prepare your favorite dishes with ease. brbrWhether you're unwinding in front of the TV, streaming your favorite shows on Netflix, or simply enjoying the peaceful surroundings, this home offers everything you need for a memorable vacation. With family-friendly amenities, this retreat is perfect for a relaxing getaway in Deadwood. Book your stay now and experience the beauty of the Black Hills region!brbrParking notes: There is free parking available for 10 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Spacious home with private hot tub, secluded, free WiFi

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

Exceptional(50)

$1168.53

Located in the heart of Deadwood in a beautifully renovated historic building, formerly Pam s Purple Door Brothel is spacious and luxurious with 5 bedrooms and 4 baths. The kitchen boasts all-new appliances. This upstairs property looks out onto Main Street, where all the action takes place. This is the ONLY large rental in downtown Deadwood! Is it haunted Visit our website to find out!!brbrSleeps up to 12 people.brbrThis rental is perfect for weekend getaways, honeymoon, bachelorette parties, family get-togethers, bachelor weekends, retreats. You are in the heart of historic Deadwood, just steps from restaurants, saloons, shopping, and gambling.brbrCheck out Deadwood Chamber for list of activities —

Deadwood Historic Brothel - 5 BR 4 BA in downtown Deadwood - Sleeps 12 - parking

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

$246.4

This quaint home is on Deadwoods Historic Registery and located on Historic Main Street. A quiet residential neighborhood just two blocks from the action! You'll be staying in one bedroom apartment with a queen sized bed, full kitchen and private bath. Laundry facilities are available. Designated off street parking for vehicles, no room for trailers.

Apartment

STAY AT THE JORDAN HOUSE IN THE ❤️ OF DEADWOOD! PERFECT FOR COUPLES!

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

Exceptional(3)

$394.94

Our 3 br/2ba one level home is on Strawberry Creek, with a fully fenced yard. Set back on US Hwy 385, this location cannot be beat! A rarity in Deadwood, we have ample parking for your truck/trailer if you're hauling UTV's, bikes or something for a car show! Our home is not a palace, but it is really comfortable, clean, with room to relax, a safe yard for kids and pets, and is only a two block walk from the last Deadwood Trolly stop at Deadwood Outdoor Rentals. Half that distance is the legendary Michelson Trail. Comfortably furnished with a king bed in the master with on-suite bath and a walk-in closet. There is also desk to work quietly. Across the house, the queen bedroom and full bedroom share a bath. We have a fully outfitted kitchen and laundry room to make yourself at home. In the backyard, you can sit under the sail canopy at the picnic table or pull up folding chairs to enjoy the babbling creek or watching the mountain for the deer that frequent the area. Whether you are visiting or working in Deadwood or the Black Hills, our home is an excellent place to stay. Longer term rentals are available.

PA's HOUSE; COMFY; PETS; DEADWOOD, MICHELSON TRAIL. UTV & EBIKE RENTAL; HWY 385

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

Exceptional(6)

$904.93

Bear Butte HideawaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to this newly built, tastefully decorated home in Deadwood, SD, offering a secluded retreat with a rustic feel. Perfect for outdoor enthusiasts, this property boasts a private hot tub where you can unwind while enjoying the mountain views.brbrInside, you'll find a cozy atmosphere with modern amenities, including a king bed in every room, gas fireplace, and central AC for your comfort. The fully equipped kitchen features high-end appliances, making meal preparation a breeze. Relax in the living room with Netflix streaming on the TV or step out onto the balcony to soak in the fresh mountain air.brbrWith multiple levels within the home, there's plenty of space for everyone to spread out and relax. The property is family-friendly, with amenities such as towels, linens, and a well-lit path to the entrance for added convenience and safety. Whether you're seeking a peaceful getaway or an adventure-filled vacation, this Deadwood retreat has everything you need for a memorable stay. Book now and start planning your dream vacation!brbrParking notes: There is free parking available for 6 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Stunning & spacious house w/ private hot tub, secluded, W/D

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

Exceptional(88)

$680.17

Welcome to the Ole Grey Barn where the excitement of Deadwood is only 3 miles away and the peacefulness of the Black Hills surrounds you. 4 wheeling and snowmobile trails just down the road and close to the Michelson trail. Cabin is located right off of Highway 385, perfect for bikes and cars not wanting to drive on gravel. Cabin is fully furnished (3) Bedrooms all with Kingsized beds and individual A/C per room. Bonus room above garage has its own 1/2 bath, perfect place for the kids to hang out. 2 stall heated garage with floor drains, along with hot and cold water to wash your prized possessions. Massive covered porch, along with gas fire pit and 6 person hot tub. And did we mention privacy....sit in the hot tub and the only company watching you may be a deer passing by.brbrFeatures:brbrSleeps 10-12 peoplebr3 bedrooms with king size bedsbrBonus room above garage w/1/2 bath, living area, twin beds, TV, Games brLoft with futonbr2 and 1/2 Bathrooms in main part of housebrFull kitchenbrWasher/dryerbrWrap around covered porchbrGas grillbrHot tubbrFire pit - gasbrHeated floors on main floorbrDouble stall garage w/heated floorsbrAir conditioned brbrbrLocatedbr3 miles south of Deadwood on top of beautiful Strawberry Hill with highway access.brClose to trails for snowmobiling or ATV’s , skiing, golfing, site seeingbr

Home away from Home , just minutes from Deadwood.

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

Exceptional(9)

$534.62

pBRIEF DESCRIPTION: Situated off of Roubaix Lake Road and Highway 385, in the heart of the Black Hills, this home is perfect for groups and families, small and large! The home has four bedrooms, 2.5 baths, and a large open plan kitchen and dining area. Extensive windows on all sides of the home offer unparalleled views, mountain vistas, and the abundant and ever-present wildlife. /pbrbrpBEDROOMS/BATHROOMS: There are four bedrooms and two and a half baths in this home. The master bedroom, with a King size bed, and ensuite bathroom that has a walk in double headed shower. The other three bedrooms are located on the other side of the home and of course all with King Size beds./pbrbrpKITCHEN/DINING: The main floor consists of an open plan with the kitchen, dining and living room areas. You have access onto the decks from the main living area, garage and master bedroom. /pbrbrpLIVING ROOM: Reclining lazy boy chairs and couches with recliners, big screen TV. br/pbrbrpOUTDOOR AMENITIES: Covered and uncovered decks, propane gas grill, flat iron grill and enough seating to just hang out the rest of the day with family and friends after a day of playing in the Black Hills. /pbrbrpCLOSEST AIRPORT: It is just a 65-mile drive to Rapid City Regional. /pbrbrpNEARBY ACTIVITIES: Deadwood, Spearfish Canyon, Nemo, Sturgis, Rochford, Mount Rushmore, Custer State Park, Hill City, Keystone, Roubaix Lake, Needles Highway, Sylvan Lake, you get the idea, all is a close, this is a great location to do day trips to the best of the best of the Black Hills. /pbrbrpThis home was built with handicap grab bars inside and outside every door and bathroom. 36 doors that are accessible from the garage, master bedroom and bath, kitchen, dining and living room. /p

The Lodge at Roubaix Lake - 1 Level 4 bedrooms all king beds

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

Exceptional(11)

$1587.15

Please note NO DOGS ALLOWED. Due to allergies with family of the owners, we do offer other properties. Trail Ridge Lodge located in the pines of the Black Hills of South Dakota is a vacation home that will create memories to last forever. This 7 bedroom, 6.5 bath that sleeps 26 in beds gives space to bring all your friends and family. When you walk into this lodge you will be in awe with the picturesque view of Pillar Peak and the pines of the Black Hills with windows that wrap around the entire great room, kitchen, dining area. The kitchen is set up to entertain with 2 large refrigerators, 2 ovens with counter height seating all around and a dining table to fit everyone. Move on to the lower level and you will find a large screen movie room with a full wet bar, pool table and foosball. Walk out the deck to enjoy the evening stars in the hot tub. br Upstairs is set up with master that has king bed with bath, and a second suite with a king bed, beautiful crib for you little one, and two built in bunk beds. Lower level will host the other 5 bedrooms. Located 4 miles from Historic Deadwood, 11 miles to Sturgis, 55 miles to Mount Rushmore and Crazy Horse Monument this home allows you to take in all the beauty and attractions the Black Hills have to offer.

Lodge

Trail Ridge Lodge-7 Bedroom 4 miles from Deadwood

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

Exceptional(52)

$708.64

This beautiful custom log cabin sits on over 4 acres with wooded and mountain views. You'll have 4500 square feet of space and multiple cozy places within to gather and create wonderful memories. Play pool or Pac-Man downstairs, admire the view from the large deck or take a dip in the hot tub, sit by one of 3 fireplaces, create a gourmet meal in the kitchen, you literally can do it all at this cabin! brbrWith 6 bedrooms and 3.5 bathrooms, you can sleep 16 with 4 kings, 3 queens, a trundle bed, and a futon.brbrSome of the highlights of this cabin include a Smart TV in the Great Room, Loft, and in each main level bedroom, Smart TV, A/C, heated floors in the lower level, billiards and foosball, and a propane fire pit on the patio.brbr**AWD/4WD necessary if it snows before or during your stay. *RVs/Tents not allowed. brbrImportant NOTE: Entry info will be emailed directly to guests 7 days prior to arrival assuming the rental agreement has been completed. If it hasn't been completed 7 days prior to arrival, entry info will be emailed as soon as it's submitted. brbr- 4500 Square Feetbr- Sleeps 14-16br- Pool Tablebr- Arcade Gamebr- Hot Tubbr- Central Air Conditioningbr- 3 Gas Fireplacesbr- Heated Lower Level Floorsbr- Washer / Dryerbr- 2 Gas Grills br- Wi-Fibr- Flat screen TV in Great Room, Family Room, and all bedroomsbr- Ample Parking br- 3 Miles to Deadwoodbr- No Pets allowed on this propertybrbrImportant NOTE: Entry info will be emailed directly to guests 7 days prior to arrival assuming the rental agreement has been completed. If it hasn't been completed 7 days prior to arrival, entry info will be emailed as soon as it's submitted.

Lucky Chip Lodge - Pool Table, Arcade, Foosball

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

Exceptional(147)

$534.45

The Red Lodge – Your Perfect Deadwood Escape!brbrTucked into the scenic hills of Deadwood, The Red Lodge offers the perfect blend of seclusion and convenience. Set on over 16 acres of beautiful wooded land, you can enjoy peaceful hikes right from the property while still being just steps away from dining, gaming, and entertainment. Walk across the street to Deadwood Gulch for a meal or some gaming, or hop on the Deadwood Trolley for a ride into downtown!brbrSpacious & Comfortable for Families or GroupsbrSleeps up to 10 guests – ideal for families, couples, or friend getawaysbr2 full bathrooms + 1 half bath for added conveniencebrEntertainment options: bar area, foosball, ping pong, multiple TVs, and WiFibrPlenty of parking space for all your vehiclesbrOutdoor Adventure at Your DoorstepbrMickelson Trail is just across the street—great for biking, hiking, and winter snowmobilingbrEnjoy on-site hiking and wildlife spotting on 16 acres of towering pines and birch treesbrA peaceful, private setting with easy access to all of Deadwood’s attractionsbrWhether you’re looking for adventure, relaxation, or a little bit of both, The Red Lodge is the perfect getaway. Book your stay today!

In Deadwood, across from gaming, trolley, and Mickelson Trail.

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

Exceptional(2)

$1114.18

This home away from home offers a full kitchen, 3 dining areas, a kitchenette, and two living rooms on the main floor. Sleeping arrangements include two bedrooms with queen beds on the main floor, a sleeping loft with two twin beds, a private king bedroom with an en suite upstairs, and a sleeping area downstairs with two queen beds. With three full bathrooms, it provides a comfortable space for large groups. Outside, you’ll find a BBQ kitchen area and a hot tub.

Cottage

4 Bedroom Cottage on Main Street Deadwood!

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

Exceptional(11)

$863.56

Relax at Bent Nickel Lodge, nestled back in the pines of Pillar Peak. Located just off Hwy 14a, about 6 miles to Sturgis and 3 miles to Deadwood. Bent Nickel is located on all paved roads and driveway. Two garage bays are for guest use. Enjoy a cup of coffee out on the front porch or enjoy a grilled meal with the family on the large back patio. Inside sit and relax by the fireplace and enjoy large fully stocked kitchen. Take time for all the scenic drives within an hour of this lodge; Mount Rushmore, Crazy Horse, Custer State Park, Bear Butte, Devils Tower and more. Come enjoy this unique home as our guest with Black Hills Premier Vacation Homes- your vacation is waiting.

Bent Nickel- Deadwood SD, 6 bed/5.5 bath, hot tub

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

Exceptional(19)

$425.68

A fun and unique Deadwood experience awaits! Whether it`s an event weekend or a fun escape with friends, this cozy home on lower Main Street in Deadwood can`t be beat! While it`s quiet on lower Main, the exciting action of downtown Deadwood is at your fingertips just a block away. Deadwood is also a central location and tourist attractions such as Mt Rushmore (35 min), Custer State Park (1hr), and Devil`s Tower (45 min) can be accessed easily. Enjoy entertainment nightly without having to fuss with parking or late night driving. Bring the trucks and trailers because we are located directly across from the free city parking lot!brbrWe don`t guarantee the Ritz, but we do guarantee a cozy, clean, & fun spot to chill in Deadwood with friends and family. brPlease be advised, some guests may have to duck going upstairs. This home is not completely renovated and still maintains many historic aspects including windows and walls so please be aware that while it`s clean, cozy, and comfortable, it still has older home quirks like the short staircase, older windows, and closets and bedrooms that do not have doors (this is common in 1930`s homes). The main master bedroom and the double twin room upstairs have doors. The third bedroom does have a curtain for privacy. brbrThe space:brTop floor: Bedroom 1 has 1 Full bed. Bedroom 2 has 2 Twin bedsbrMain floor: Master bedroom with Queen bed, Bathroom, kitchen, living room, dining room, and utility room with washer and dryer. brbrThe deck: seating and outdoor dining table, 2 swivel chairs. Overlooks the city parking lot, Deadwood Visitors Center, and lower Main.brbrParking: 2 spots behind house. City parking is across the street for additional vehicles or trailers.brNo pets.brNo smoking indoors.br2 car maximum parked at the house (more parking at city lot across the street)brNo underage drinking or partiesbrGuests are financially responsible for any damages that occur during their stay

A fun, exciting, and convenient lodging experience right on Main Street Deadwood

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

$516.33

Welcome to Deadwood's STAGE STOP INN. Location, Location, Location! Within walking distance to Downtown Historic Deadwood's Main Street and Outlaw Square. The perfect place for your week/weekend get-a-way. Whether you're hiking or biking, skiing or snowmobiling, gaming or concerts, into festivals, sightseeing or just chilling out in the backyard, this property sits in the heart of the Black Hills action. br4 bedroom, 2 bath home features all the conveniences of a fully equipped kitchen. Appliances include dishwasher, range, microwave, refrigerator along with a full-size washer and dryer. Private backyard deck includes table, chairs and BBQ for those quiet evening wind-downs. brDuring those cooler evenings, cozy up to the toasty gas fireplace, or hang out at the large dining room table that fits all to play games or enjoy a family sized dinner. brYou can also protect those treasured vehicles by using the two-car garage that is available upon request at an additional cost of only $50 for your stay. Hope to see you all soon !!!

Walking distance to Downtown Historic Main Street and Outlaw Square

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

Exceptional(39)

$374.19

Our beautiful home is located just 4 miles south of historic Deadwood in the quiet and less touristy northern Black Hills. It is situated on 4 wooded acres with a stunning view as can be seen in the pictures. From the deck on a clear day you can see the highest peak in the Hills (Black Elk Peak) 30+ miles distant. Though close to town it feels very isolated with nary a single man-made light visible to the front. Chickadees, Nut Hatches, Woodpeckers, Squirrels and Chipmunks are constant visitors and most days deer and turkey will stop by to visit. If you’re looking for a quiet place to unwind and enjoy nature it’s the perfect place for you.brbrThe comfortably furnished and nicely detailed space includes 2 wood burning stoves/fireplaces, hardwood/ slate floors and lots and lots of windows which can make you feel as though you're in a tree house. The home also features a mix of eclectic artwork and décor from time spent living and working overseas. Sliding doors off the great room and french doors off the master bedroom offer easy access to the extra-large multi-level outdoor deck with hot tub. Relaxing in the hot tub under the impressive night skies is an unforgettable way to unwind after a great day hiking in the Hills, visiting Mount Rushmore or the world-famous Sturgis Motorcycle Rally or testing your luck in the Deadwood casinos.brbrThe house has two independently accesible levels that do not connect via internal stairs. The upper level is the principal residence with a great room, a very spacious master bedroom, a mini-loft with a sleeping area and a full kitchen and laundry. The lower level originally was a garage and was redone into a very nice open living space with a king bed, 2 barnwood futons, a full bath and a microwave and fridge. brbrTo preserve the tranquility of the setting and the neighborhood, the home will only be rented to folks interested in a low-key quiet getaway.brbrAdditionally, I’m required by the covenants of my HOA to only rent to groups of 1 or more persons related to the other by blood, marriage, legal adoption or otherwise long-term committed relationship. So, given that restriction and as this is our home, we need to know a bit about who will be staying and for what purpose. Please provide these details in any request to rent. Thanks for considering our home for your visit.brbrPlease note that we do not offer the monthly discount during the summer months of Jun-Aug.

Northern Black Hills Escape

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

Exceptional(21)

$240.71

Welcome to the perfect Black Hills cabin, where you’ll find yourself surrounded by the greatest adventures the BH has to offer. Whether you’re skiing or snowboarding, riding ATV trails, or snowmobiling, our location provides the perfect homebase. This quaint slice of paradise provides 4 beds, 1 full bathroom, an impressive 405sq ft garage, pull through driveway, & all the comforts of home. End your busy days with a serene soak in the cabin’s private hot tub surrounded by the Black Hills Forest.brbrThe cabin offers the perfect space for a small group to relax and rest after a day of BH activities. The kitchen is fully stocked and offers fridge, stove, oven, & microwave. The living room is furnished with a large comfy sectional, perfect to cozy up to Netflix at night on the flat screen TV. The space is set up for those who are looking for a comfy, clean, and welcoming space to come home to at night. Best for busy small groups or families as the home is only 504 sq ft.brbrDon't forget your fishing pole! Whitewood Creek runs along the backside of the property and can be fished in certain spots. Mickelson Trail is within walking distance & is by far the local favorite to run, walk, or enjoy forest scenery & wildlife.brNo Smoking in cabin or garagebrNo PetsbrNo underage drinking or partiesbrGuests are financially responsible for damages

Cozy Adventurer's Cabin in Deadwood Canyon

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

$542.38

Deadwood’s Old Front Porch as featured in Destination Deadwood Magazine. The Old Front Porch was built in the late 1800’s and it has been renovated with some modern touches, while keeping the historic character of the home. Downtown Deadwood is just over half a mile, and you can access the Mickelson Trail with a three-minute walk. The Deadwood Trolley stops in front of the house and will take you almost anywhere in Deadwood for $2! brbrLocated 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.brbrThis charming home has a blend of the old history and modern conveniences to make your time in the Hills comfortable and relaxing. Enjoy a cup of coffee out on the front porch or in the privacy of the backyard patio before heading out for the day. brbrIf spending the day in Deadwood, no need to fight traffic or look for parking. A trolley stop is located right out front, or a few minutes walk to dining, shopping or gaming. The George S. Mickelson Trail is just across the street for nature walks, cycling and jogging.brbrYou'll find all stainless steel appliances, large capacity washer and dryer and a spacious main bathroom complete with a rain shower. The back yard has a large patio area for entertaining with a large picnic table and gas grill.

Deadwood’s Old Front Porch as featured in Destination Deadwood Magazine

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

Exceptional(4)

$475.65

Rustic 2-bedroom 1 bath cabin near Deadwood. Includes a queen bed and 2 twin beds. Large fire ring available outside. Detached bunk house adds additional sleeping with a double bed. Bunkhouse uses bath in the main house.

High Country Cabin and Bunk House Great for Multiple Families!

Deadwood, South Dakota, United States

Bed

Bath

Sleeps

Exceptional(6)

$1209.51