FR Beach Rentals
List Your Rentals Vacation Rental Managers Testimonials Manager Login
Book Direct & Save with a Vacation Rental Manager
List Your Rentals Testimonials
Deadwood Connections - Vacation to the Black Hills of South Dakota and Stay in one of our Black Hills Vacation Homes or Cabins!
Book Direct

IDEA DRIVEN VACATIONS

Search for Travel Guides, News, Events, Special Interests, and More!

  • Activities and Interests

    Uncover fun activities and special interests for your upcoming trip

  • Event Travel

    Plan your trip around concerts, festivals, and special events worth traveling for

  • Attractions

    Explore top landmarks, scenic spots, and can't-miss local highlights

  • Travel Guides

    Navigate each location like a local with our detailed travel guides

  • Travel News

    Stay updated with the latest travel trends and vacation rental tips

  • Trip Ideas

    Find inspiration for your next getaway with curated trip suggestions and themes

  • Travel Newsletter

    Join our newsletter for exclusive travel insights, featured destinations, and trip planning tips

Vacation Rentals by Deadwood Connections - Vacation to the Black Hills of South Dakota and Stay in one of our Black Hills Vacation Homes or Cabins!

  1. « Deadwood Rentals

Vacation Rentals from Deadwood Connections

Property Type
Select one or more
Bedrooms
Select one or more
Guests
Who is staying?
Adults
Ages 18+
Children
Ages 0-17
Daily Rate
Choose a price range per night
Custom Range
Amenities
Select one or more popular amenities
Displaying 49-96 of 134 Rentals
Sunny Day Hideaway - Private! Firepit and Hot tub!
$210/night
Sunny Day Hideaway - Private! Firepit And Hot Tub!
Home in Deadwood South Dakota
4 Beds • 2 Full Baths • Sleeps 10
Little Badger Lodge
$225/night
Little Badger Lodge
Cabin in Gilded Mountain South Dakota
4 Beds • 2 Full Baths • Sleeps 9
Pine Hollow Lodge - beautiful 5 bedroom home just
$275/night
Pine Hollow Lodge - Beautiful 5 Bedroom Home Just
Home in Deadwood South Dakota
5 Beds • 3 Full Baths • Sleeps 15
Great Escape - shared pool
$350/night
Great Escape - Shared Pool
Cabin in Gilded Mountain South Dakota
4 Beds • 2 Full Baths • Sleeps 10
Annie Creek Lodge – Hot tub, game loft, fireplaces & stunning views!
$225/night
Annie Creek Lodge – Hot Tub, Game Loft, Fireplaces & Stunning Views!
Cabin in Terry Peak South Dakota
5 Beds • 3 Full Baths • Sleeps 14
Aces & Eights - Downtown Sturgis with garage!
$195/night
Aces & Eights - Downtown Sturgis With Garage!
Home in Sturgis South Dakota
5 Beds • 3 Full Baths • Sleeps 15
Cozy Black Hills Retreat – Loft, deck, pet-friendly & peaceful mountain views!
$145/night
Cozy Black Hills Retreat – Loft, Deck, Pet-friendly & Peaceful Mountain Views!
Cabin in Lead South Dakota
1 Bed • 1 Full Bath • Sleeps 6
Whiskey Barrel Lodge
$415/night
Whiskey Barrel Lodge
Home in Gilded Mountain South Dakota
5 Beds • 3 Full Baths • Sleeps 12
Sawtooth Lodge
$250/night
Sawtooth Lodge
Cabin in Deadwood South Dakota
4 Beds • 2 Full Baths • Sleeps 12
Wannabee Moose Lodge
$250/night
Wannabee Moose Lodge
Cabin in Sturgis South Dakota
5 Beds • 3 Full Baths • Sleeps 13
Mountainside Chalet – Black Hills Retreat with Entertainment Room & Hot Tub
$250/night
Mountainside Chalet – Black Hills Retreat With Entertainment Room & Hot Tub
Home in Terry Peak South Dakota
4 Beds • 2 Full Baths • Sleeps 10
Gold Rush Lodge - Hot tub, wifi and Clubhouse heat
$230/night
Gold Rush Lodge - Hot Tub, Wifi And Clubhouse Heat
Cabin in Lead South Dakota
4 Beds • 2 Full Baths • Sleeps 12
Lonestar Lodge - Hot tub! Clubhouse pool and Sauna
$245/night
Lonestar Lodge - Hot Tub! Clubhouse Pool And Sauna
Cabin in Gilded Mountain South Dakota
4 Beds • 3 Full Baths • Sleeps 14
Whiskey Mountain Lodge – Hot Tub, Air Hockey & Ski Access
$200/night
Whiskey Mountain Lodge – Hot Tub, Air Hockey & Ski Access
Cabin in Terry Peak South Dakota
4 Beds • 2 Full Baths • Sleeps 12
Calamity Jane’s Hidden Haven – 12.5 private acres, multiple patios, fire pit & 4 king suites!
$250/night
Calamity Jane’s Hidden Haven – 12.5 Private Acres, Multiple Patios, Fire Pit & 4 King Suites!
Home in Deadwood South Dakota
4 Beds • 3 Full Baths • Sleeps 8
Rustic Luxury Awaits at Red Antelope Lodge
$275/night
Rustic Luxury Awaits At Red Antelope Lodge
Cabin in Sturgis South Dakota
5 Beds • 3 Full Baths • Sleeps 14
The Ranch House - Pet Friendly, great ATV trail ac
$275/night
The Ranch House - Pet Friendly, Great ATV Trail Ac
Home in Sturgis South Dakota
5 Beds • 2 Full Baths • Sleeps 16
Your Black Hills Getaway Awaits at Iron Wood Lodge!
$245/night
Your Black Hills Getaway Awaits At Iron Wood Lodge!
Cabin in Terry Peak South Dakota
5 Beds • 3 Full Baths • Sleeps 12
Ravens Ridge - Modern, new cabin with 4 bedrooms,
$375/night
Ravens Ridge - Modern, New Cabin With 4 Bedrooms,
Home in Gilded Mountain South Dakota
4 Beds • 2 Full Baths • Sleeps 10
Prospector's Lookout
$215/night
Prospector's Lookout
Cabin in Lead South Dakota
4 Beds • 2 Full Baths • Sleeps 10
Bear Butte Gulch Lodge - Private cabin with gorgeo
$265/night
Bear Butte Gulch Lodge - Private Cabin With Gorgeo
Cabin in Deadwood South Dakota
4 Beds • 2 Full Baths • Sleeps 13
Cloud 9
$450/night
Cloud 9
Home in Gilded Mountain South Dakota
5 Beds • 3 Full Baths • Sleeps 16
Antler Lodge - Gorgeous log cabin 3 miles east of
$285/night
Antler Lodge - Gorgeous Log Cabin 3 Miles East Of
Cabin in Sturgis South Dakota
3 Beds • 3 Full Baths • Sleeps 8
The Sweet Life
$275/night
The Sweet Life
Home in Terry Peak South Dakota
5 Beds • 4 Full Baths • Sleeps 14
Turkey Ridge Lodge - just outside of Deadwood!
$375/night
Turkey Ridge Lodge - Just Outside Of Deadwood!
Home in Deadwood South Dakota
5 Beds • 3 Full Baths • Sleeps 16
Thunder Ridge Loft - scenery & wildlife!
$155/night
Thunder Ridge Loft - Scenery & Wildlife!
Home in Lead South Dakota
2 Beds • 1 Full Bath • Sleeps 6
Four Seasons Retreat – Cozy Terry Peak Cabin with Hot Tub & Mountain Views
$185/night
Four Seasons Retreat – Cozy Terry Peak Cabin With Hot Tub & Mountain Views
Cabin in Lead South Dakota
3 Beds • 2 Full Baths • Sleeps 8
Happy Hour Hideaway - Mountaintop views!
$595/night
Happy Hour Hideaway - Mountaintop Views!
Home in Lead South Dakota
5 Beds • 5 Full Baths • Sleeps 12
Woodland Retreat – Cozy Cabin with Hot Tub & Ski Access
$195/night
Woodland Retreat – Cozy Cabin With Hot Tub & Ski Access
Home in Deadwood South Dakota
3 Beds • 2 Full Baths • Sleeps 8
Ore Car Lodge
$285/night
Ore Car Lodge
Cabin in Terry Peak South Dakota
5 Beds • 3 Full Baths • Sleeps 14
Deep Snow Trail Lodge
$435/night
Deep Snow Trail Lodge
Home in Deadwood South Dakota
5 Beds • 3 Full Baths • Sleeps 15
Wernski Lodge – Stunning Views, Hot Tub & Spacious Retreat
$240/night
Wernski Lodge – Stunning Views, Hot Tub & Spacious Retreat
Home in Terry Peak South Dakota
4 Beds • 3 Full Baths • Sleeps 14
The Hitch`n Post - Garage and beautiful scenery!
$375/night
The Hitch`n Post - Garage And Beautiful Scenery!
Home in Lead South Dakota
4 Beds • 2 Full Baths • Sleeps 12
Mountain Oasis - private hot tub and game room.
$275/night
Mountain Oasis - Private Hot Tub And Game Room.
Home in Terry Peak South Dakota
6 Beds • 3 Full Baths • Sleeps 20
Goldy's Lodge – Modern Terry Peak Cabin with Hot Tub & Game Loft
$200/night
Goldy's Lodge – Modern Terry Peak Cabin With Hot Tub & Game Loft
Cabin in Lead South Dakota
4 Beds • 2 Full Baths • Sleeps 10
Wildercreek Lodge
$225/night
Wildercreek Lodge
Cabin in Deadwood South Dakota
3 Beds • 3 Full Baths • Sleeps 9
Your Perfect Black Hills Adventure Starts at In the Snow Lodge!
$275/night
Your Perfect Black Hills Adventure Starts At In The Snow Lodge!
Cabin in Terry Peak South Dakota
5 Beds • 3 Full Baths • Sleeps 14
Dakota Ridge
$295/night
Dakota Ridge
Cabin in Lead South Dakota
6 Beds • 4 Full Baths • Sleeps 12
Cliff St. Rally Home
$600/night
Cliff St. Rally Home
Apartment in Deadwood South Dakota
2 Beds • 1 Full Bath • Sleeps 6
Pine Cone Cabin – A Cozy Black Hills Escape
$145/night
Pine Cone Cabin – A Cozy Black Hills Escape
Cabin in Lead South Dakota
3 Beds • 2 Full Baths • Sleeps 8
Pineview Cabin – A Cozy Luxury Retreat with Stunning Views
$195/night
Pineview Cabin – A Cozy Luxury Retreat With Stunning Views
Cabin in Terry Peak South Dakota
4 Beds • 2 Full Baths • Sleeps 12
Outlaw Homestead - in Deadwood! Mickelson Trail, T
$225/night
Outlaw Homestead - In Deadwood! Mickelson Trail, T
Home in Deadwood South Dakota
3 Beds • 2 Full Baths • Sleeps 10
Divided Sky – A-Frame Mountain Cabin with Hot Tub & Foosball
$295/night
Divided Sky – A-Frame Mountain Cabin With Hot Tub & Foosball
Cabin in Lead South Dakota
3 Beds • 2 Full Baths • Sleeps 12
The Cliffhanger – Luxury Cabin with Hot Tub, Fireplaces & Epic Black Hills Views
$295/night
The Cliffhanger – Luxury Cabin With Hot Tub, Fireplaces & Epic Black Hills Views
Home in Terry Peak South Dakota
4 Beds • 4 Full Baths • Sleeps 12
Foote Creek Lodge
$215/night
Foote Creek Lodge
Cabin in Lead South Dakota
4 Beds • 3 Full Baths • Sleeps 10
Grand View Lodge – Luxury Black Hills Cabin with Stunning Views & Hot Tub
$350/night
Grand View Lodge – Luxury Black Hills Cabin With Stunning Views & Hot Tub
Cabin in Terry Peak South Dakota
4 Beds • 3 Full Baths • Sleeps 16
Gunstock Lodge
$225/night
Gunstock Lodge
Cabin in Lead South Dakota
4 Beds • 2 Full Baths • Sleeps 10
Hills Crew Hideout
$275/night
Hills Crew Hideout
Cabin in Deadwood South Dakota
6 Beds • 3 Full Baths • Sleeps 12