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Deadwood Holiday Rentals

Destination
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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
104 rentals in Deadwood.
NEW Black Hills Getaway in Deadwood, holiday rental in Deadwood
NEW Black Hills Getaway in Deadwood, holiday rental in Deadwood
NEW Black Hills Getaway in Deadwood, holiday rental in Deadwood

NEW Black Hills Getaway in Deadwood

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Dog-friendly log cabin with amazing views, fireplace, grill, & W/D, holiday rental in Deadwood
Dog-friendly log cabin with amazing views, fireplace, grill, & W/D, holiday rental in Deadwood
Dog-friendly log cabin with amazing views, fireplace, grill, & W/D, holiday rental in Deadwood

Dog-friendly log cabin with amazing views, fireplace, grill, & W/D

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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STAY AT THE JORDAN HOUSE IN THE  ❤️ OF DEADWOOD!  PERFECT FOR COUPLES!, holiday rental in Deadwood
STAY AT THE JORDAN HOUSE IN THE  ❤️ OF DEADWOOD!  PERFECT FOR COUPLES!, holiday rental in Deadwood
STAY AT THE JORDAN HOUSE IN THE  ❤️ OF DEADWOOD!  PERFECT FOR COUPLES!, holiday rental in Deadwood

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Home Base in the Heart of the Black Hills, holiday rental in Deadwood
Cozy Home Base in the Heart of the Black Hills, holiday rental in Deadwood
Cozy Home Base in the Heart of the Black Hills, holiday rental in Deadwood

Cozy Home Base in the Heart of the Black Hills

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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**5 Minutes From Deadwood, ** Sweeping Views, ** Outstanding Locale, holiday rental in Deadwood
**5 Minutes From Deadwood, ** Sweeping Views, ** Outstanding Locale, holiday rental in Deadwood
**5 Minutes From Deadwood, ** Sweeping Views, ** Outstanding Locale, holiday rental in Deadwood

**5 Minutes From Deadwood, ** Sweeping Views, ** Outstanding Locale

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Walk to Center of Main Street Deadwood!, holiday rental in Deadwood
Walk to Center of Main Street Deadwood!, holiday rental in Deadwood
Walk to Center of Main Street Deadwood!, holiday rental in Deadwood

Walk to Center of Main Street Deadwood!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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One-Of-A-Kind Steps from Main Street Deadwood, Private Parking, Personal Bar, holiday rental in Deadwood
One-Of-A-Kind Steps from Main Street Deadwood, Private Parking, Personal Bar, holiday rental in Deadwood
One-Of-A-Kind Steps from Main Street Deadwood, Private Parking, Personal Bar, holiday rental in Deadwood

One-Of-A-Kind Steps from Main Street Deadwood, Private Parking, Personal Bar

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Poker Alice Cottage at First Deadwood Cottages, holiday rental in Deadwood
Poker Alice Cottage at First Deadwood Cottages, holiday rental in Deadwood
Poker Alice Cottage at First Deadwood Cottages, holiday rental in Deadwood

Poker Alice Cottage at First Deadwood Cottages

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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In Deadwood, across from gaming, trolley and Mickelson Trail. Room for trailers., holiday rental in Deadwood
In Deadwood, across from gaming, trolley and Mickelson Trail. Room for trailers., holiday rental in Deadwood
In Deadwood, across from gaming, trolley and Mickelson Trail. Room for trailers., holiday rental in Deadwood

In Deadwood, across from gaming, trolley and Mickelson Trail. Room for trailers.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Half mile to Deadwood Main Street, trolley & trail close by, quiet neighborhood, holiday rental in Deadwood
Half mile to Deadwood Main Street, trolley & trail close by, quiet neighborhood, holiday rental in Deadwood
Half mile to Deadwood Main Street, trolley & trail close by, quiet neighborhood, holiday rental in Deadwood

Half mile to Deadwood Main Street, trolley & trail close by, quiet neighborhood

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Deadwood Home Next to Creek and Mickelson Trail, holiday rental in Deadwood
Deadwood Home Next to Creek and Mickelson Trail, holiday rental in Deadwood
Deadwood Home Next to Creek and Mickelson Trail, holiday rental in Deadwood

Deadwood Home Next to Creek and Mickelson Trail

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Private, Secluded Location on 14 Acres - Easy Access to Surrounding Sites, holiday rental in Deadwood
Private, Secluded Location on 14 Acres - Easy Access to Surrounding Sites, holiday rental in Deadwood
Private, Secluded Location on 14 Acres - Easy Access to Surrounding Sites, holiday rental in Deadwood

Private, Secluded Location on 14 Acres - Easy Access to Surrounding Sites

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
More info
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Deadwood Stage Stop Inn  Walk to Main Street and Outlaw Square, holiday rental in Deadwood
Deadwood Stage Stop Inn  Walk to Main Street and Outlaw Square, holiday rental in Deadwood
Deadwood Stage Stop Inn  Walk to Main Street and Outlaw Square, holiday rental in Deadwood

Deadwood Stage Stop Inn Walk to Main Street and Outlaw Square

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Mountain Meadow View, holiday rental in Deadwood
Mountain Meadow View, holiday rental in Deadwood
Mountain Meadow View, holiday rental in Deadwood

Mountain Meadow View

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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IN THE ❤️ OF DEADWOOD, THE  JORDAN'S, NEWELY REMODELED!, holiday rental in Deadwood
IN THE ❤️ OF DEADWOOD, THE  JORDAN'S, NEWELY REMODELED!, holiday rental in Deadwood
IN THE ❤️ OF DEADWOOD, THE  JORDAN'S, NEWELY REMODELED!, holiday rental in Deadwood

IN THE ❤️ OF DEADWOOD, THE JORDAN'S, NEWELY REMODELED!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Deadwood’s Old Front Porch as featured in Destination Deadwood Magazine, holiday rental in Deadwood
Deadwood’s Old Front Porch as featured in Destination Deadwood Magazine, holiday rental in Deadwood
Deadwood’s Old Front Porch as featured in Destination Deadwood Magazine, holiday rental in Deadwood

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Budget Friendly Room 108 - Pet Friendly, holiday rental in Deadwood
Budget Friendly Room 108 - Pet Friendly, holiday rental in Deadwood
Budget Friendly Room 108 - Pet Friendly, holiday rental in Deadwood

Budget Friendly Room 108 - Pet Friendly

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Deadwood Nightlife, Black Hills Adventures, and a Fun-Filled Home!, holiday rental in Deadwood
Deadwood Nightlife, Black Hills Adventures, and a Fun-Filled Home!, holiday rental in Deadwood
Deadwood Nightlife, Black Hills Adventures, and a Fun-Filled Home!, holiday rental in Deadwood

Deadwood Nightlife, Black Hills Adventures, and a Fun-Filled Home!

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
More info
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Bear Butte Gulch Lodge, holiday rental in Deadwood
Bear Butte Gulch Lodge, holiday rental in Deadwood
Bear Butte Gulch Lodge, holiday rental in Deadwood

Bear Butte Gulch Lodge

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
More info
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Diamond Jewel Cabin - Log Cabin near Deadwood, holiday rental in Deadwood
Diamond Jewel Cabin - Log Cabin near Deadwood, holiday rental in Deadwood
Diamond Jewel Cabin - Log Cabin near Deadwood, holiday rental in Deadwood

Diamond Jewel Cabin - Log Cabin near Deadwood

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
More info
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Birdcage- within minutes of downtown Deadwood, holiday rental in Deadwood
Birdcage- within minutes of downtown Deadwood, holiday rental in Deadwood
Birdcage- within minutes of downtown Deadwood, holiday rental in Deadwood

Birdcage- within minutes of downtown Deadwood

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Rustic Cabin in the Black Hills with access to Forest Service trail system., holiday rental in Deadwood
Rustic Cabin in the Black Hills with access to Forest Service trail system., holiday rental in Deadwood
Rustic Cabin in the Black Hills with access to Forest Service trail system., holiday rental in Deadwood

Rustic Cabin in the Black Hills with access to Forest Service trail system.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Home away from Home , just minutes from Deadwood., holiday rental in Deadwood
Home away from Home , just minutes from Deadwood., holiday rental in Deadwood
Home away from Home , just minutes from Deadwood., holiday rental in Deadwood

Home away from Home , just minutes from Deadwood.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Buffalo Thunder Lodge, holiday rental in Deadwood
Buffalo Thunder Lodge, holiday rental in Deadwood
Buffalo Thunder Lodge, holiday rental in Deadwood

Buffalo Thunder Lodge

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 26
Match: Sleeps
More info
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Trail Ridge Lodge-7 Bedroom 4 miles from Deadwood, holiday rental in Deadwood
Trail Ridge Lodge-7 Bedroom 4 miles from Deadwood, holiday rental in Deadwood
Trail Ridge Lodge-7 Bedroom 4 miles from Deadwood, holiday rental in Deadwood

Trail Ridge Lodge-7 Bedroom 4 miles from Deadwood

Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 26
Match: Sleeps
More info
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Bullock Cottage at First Deadwood Cottages, holiday rental in Deadwood
Bullock Cottage at First Deadwood Cottages, holiday rental in Deadwood
Bullock Cottage at First Deadwood Cottages, holiday rental in Deadwood

Bullock Cottage at First Deadwood Cottages

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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1895 Jacobs Penthouse in Historic Deadwood, holiday rental in Deadwood
1895 Jacobs Penthouse in Historic Deadwood, holiday rental in Deadwood
1895 Jacobs Penthouse in Historic Deadwood, holiday rental in Deadwood

1895 Jacobs Penthouse in Historic Deadwood

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Outlaw Homestead - in Deadwood! Mickelson Trail, Trolley stop, Garage and great, holiday rental in Deadwood
Outlaw Homestead - in Deadwood! Mickelson Trail, Trolley stop, Garage and great, holiday rental in Deadwood
Outlaw Homestead - in Deadwood! Mickelson Trail, Trolley stop, Garage and great, holiday rental in Deadwood

Outlaw Homestead - in Deadwood! Mickelson Trail, Trolley stop, Garage and great

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Lincoln Retreat - Walk downtown Deadwood! Sturgis Rally only., holiday rental in Deadwood
Lincoln Retreat - Walk downtown Deadwood! Sturgis Rally only., holiday rental in Deadwood
Lincoln Retreat - Walk downtown Deadwood! Sturgis Rally only., holiday rental in Deadwood

Lincoln Retreat - Walk downtown Deadwood! Sturgis Rally only.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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HolidayLettings.co.uk logo
Affiliated with FlipKey
Lincoln Retreat - Walk downtown Deadwood! Sturgis Rally only., holiday rental in Deadwood
Lincoln Retreat - Walk downtown Deadwood! Sturgis Rally only., holiday rental in Deadwood
Lincoln Retreat - Walk downtown Deadwood! Sturgis Rally only., holiday rental in Deadwood

Lincoln Retreat - Walk downtown Deadwood! Sturgis Rally only.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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As seen on
HolidayLettings.co.uk logo
Affiliated with FlipKey
Trailside Lodging - Room 146, holiday rental in Deadwood
Trailside Lodging - Room 146, holiday rental in Deadwood
Trailside Lodging - Room 146, holiday rental in Deadwood

Trailside Lodging - Room 146

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Depot at Mad Peak Lodging, holiday rental in Deadwood
The Depot at Mad Peak Lodging, holiday rental in Deadwood
The Depot at Mad Peak Lodging, holiday rental in Deadwood

The Depot at Mad Peak Lodging

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Mercantile, holiday rental in Deadwood
The Mercantile, holiday rental in Deadwood
The Mercantile, holiday rental in Deadwood

The Mercantile

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Trailside Lodging - Room 147, holiday rental in Deadwood
Trailside Lodging - Room 147, holiday rental in Deadwood
Trailside Lodging - Room 147, holiday rental in Deadwood

Trailside Lodging - Room 147

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Twin Springs Cabin-Private Hot Tub!, holiday rental in Deadwood
Twin Springs Cabin-Private Hot Tub!, holiday rental in Deadwood
Twin Springs Cabin-Private Hot Tub!, holiday rental in Deadwood

Twin Springs Cabin-Private Hot Tub!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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The Hideout at Mad Peak Lodging, sleeps up to four, holiday rental in Deadwood
The Hideout at Mad Peak Lodging, sleeps up to four, holiday rental in Deadwood
The Hideout at Mad Peak Lodging, sleeps up to four, holiday rental in Deadwood

The Hideout at Mad Peak Lodging, sleeps up to four

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Trailside Lodging - Room 145, holiday rental in Deadwood
Trailside Lodging - Room 145, holiday rental in Deadwood
Trailside Lodging - Room 145, holiday rental in Deadwood

Trailside Lodging - Room 145

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Deadwood Getaway with Trolley Stop, holiday rental in Deadwood
Deadwood Getaway with Trolley Stop, holiday rental in Deadwood
Deadwood Getaway with Trolley Stop, holiday rental in Deadwood

Deadwood Getaway with Trolley Stop

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Downtown Main Street Luxury Studio, holiday rental in Deadwood
Downtown Main Street Luxury Studio, holiday rental in Deadwood
Downtown Main Street Luxury Studio, holiday rental in Deadwood

Downtown Main Street Luxury Studio

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Cabin at Green Mountain, holiday rental in Deadwood
Cabin at Green Mountain, holiday rental in Deadwood
Cabin at Green Mountain, holiday rental in Deadwood

Cabin at Green Mountain

Cabin Holiday Rental
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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HolidayLettings.co.uk logo
Affiliated with FlipKey
Homey Deadwood Apartment in Convenient Spot!, holiday rental in Deadwood
Homey Deadwood Apartment in Convenient Spot!, holiday rental in Deadwood
Homey Deadwood Apartment in Convenient Spot!, holiday rental in Deadwood

Homey Deadwood Apartment in Convenient Spot!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Mountain Escape at Mad Peak Lodging, sleeps up to six, holiday rental in Deadwood
Mountain Escape at Mad Peak Lodging, sleeps up to six, holiday rental in Deadwood
Mountain Escape at Mad Peak Lodging, sleeps up to six, holiday rental in Deadwood

Mountain Escape at Mad Peak Lodging, sleeps up to six

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Deadwood Apartment - Walk to Historic Downtown!, holiday rental in Deadwood
Deadwood Apartment - Walk to Historic Downtown!, holiday rental in Deadwood
Deadwood Apartment - Walk to Historic Downtown!, holiday rental in Deadwood

Deadwood Apartment - Walk to Historic Downtown!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Modern Deadwood Apt with RV Parking & Views!, holiday rental in Deadwood
Modern Deadwood Apt with RV Parking & Views!, holiday rental in Deadwood
Modern Deadwood Apt with RV Parking & Views!, holiday rental in Deadwood

Modern Deadwood Apt with RV Parking & Views!

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Cozy Deadwood Escape < 1 Mi to Dtwn & Casinos, holiday rental in Deadwood
Cozy Deadwood Escape < 1 Mi to Dtwn & Casinos, holiday rental in Deadwood
Cozy Deadwood Escape < 1 Mi to Dtwn & Casinos, holiday rental in Deadwood

Cozy Deadwood Escape < 1 Mi to Dtwn & Casinos

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Main Street Luxury Condo - Overlook Outlaw Square!, holiday rental in Deadwood
Main Street Luxury Condo - Overlook Outlaw Square!, holiday rental in Deadwood
Main Street Luxury Condo - Overlook Outlaw Square!, holiday rental in Deadwood

Main Street Luxury Condo - Overlook Outlaw Square!

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Beautiful Log Home nestled in the South Dakota Black Hills., holiday rental in Deadwood
Beautiful Log Home nestled in the South Dakota Black Hills., holiday rental in Deadwood
Beautiful Log Home nestled in the South Dakota Black Hills., holiday rental in Deadwood

Beautiful Log Home nestled in the South Dakota Black Hills.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Calamity Jane Cottage at First Deadwood Cottages, holiday rental in Deadwood
Calamity Jane Cottage at First Deadwood Cottages, holiday rental in Deadwood
Calamity Jane Cottage at First Deadwood Cottages, holiday rental in Deadwood

Calamity Jane Cottage at First Deadwood Cottages

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Sleek Deadwood Getaway < 1 Mi to Downtown!, holiday rental in Deadwood
Sleek Deadwood Getaway < 1 Mi to Downtown!, holiday rental in Deadwood
Sleek Deadwood Getaway < 1 Mi to Downtown!, holiday rental in Deadwood

Sleek Deadwood Getaway < 1 Mi to Downtown!

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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High Pines Hideaway  on Two Bit Springs Rd., holiday rental in Deadwood
High Pines Hideaway  on Two Bit Springs Rd., holiday rental in Deadwood
High Pines Hideaway  on Two Bit Springs Rd., holiday rental in Deadwood

High Pines Hideaway on Two Bit Springs Rd.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Showing results 1-50 of 104
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