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Compare 438 Vacation Homes in Whitewood with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (54)
"House was easy to find. Parking was great. Breakfast next door was good too. We walked into deadwood and had fun for 2 nights. Beds were very comfy. Main floor shower might have been the best shower Ive been in. Thanks had a great timeback sgsin"
The price is SAR 371
SAR 1,194 total
includes taxes & fees
27 Mar - 28 Mar
Deadwood’s Old Front Porch as featured in Destination Deadwood Magazine

Swisher Farmhouse @ Granny Flats

10.0 out of 10, Exceptional, (47)
"Great property and great location! Composting toilet was a surprise but workable. "
The price is SAR 431
SAR 670 total
includes taxes & fees
18 Mar - 19 Mar
Swisher Farmhouse @ Granny Flats

Woodburn.

9.8 out of 10, Exceptional, (39)
"Worked perfectly for 4 adults 3 teenagers and one 10 year old for us while we were in Spearfish for a weekend soccer tournament. Much better than a couple of hotel rooms. We made breakfast two mornings and supper one evening while staying here. Plenty of cookware and utensils. Beds were comfortable and so were the couches. Nice to have 2 bathroom and showers as well!"
Woodburn.

Walking distance to Downtown Historic Main Street and Outlaw Square

10.0 out of 10, Exceptional, (86)
"We had a great time and loved staying here. It was a nice walk to the property. It was also convenient to be near trolley stops. "
Walking distance to Downtown Historic Main Street and Outlaw Square

New house with great views and awesome accommodations

9.6 out of 10, Exceptional, (37)
"The cabin was exactly as advertised and a great place to stay! The checkin process was very smooth and the place was very clean. Plenty of things to do in the area and the views from the property are STUNNING!!"
New house with great views and awesome accommodations

Beautiful Black Hills Log Home with Loft and 360' Views!!

10.0 out of 10, Exceptional, (37)
"Far enough out yet close to the city. Clean and serene!"
Beautiful Black Hills Log Home with Loft and 360' Views!!

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

9.6 out of 10, Exceptional, (9)
"Great for a weekend away. Property was clean and Brandi answered any questions we had!"
A fun, exciting, and convenient lodging experience right on Main Street Deadwood

Crate Escape at Terry Peak

9.8 out of 10, Exceptional, (6)
"The place was very clean and a great place to stay. "
Crate Escape at Terry Peak

Roof Top Deck-Hot Tub-Steam Shower-Arcade Games-4car Garage-Chef's Kitchen

10.0 out of 10, Exceptional, (126)
"This house was one of the nicest we’ve ever stayed in. It had so much room for us and our extended family. We had babies, kids, adults, and the house was perfect for all. Everyone loved the game room and cozy living room spaces. The kitchen had everything we needed and more! The property was super clean and attention to detail was extraordinary. We saw 16 deer out the back door and enjoyed the huge porch. We would definitely stay again! "
The price is SAR 494
SAR 1,301 total
includes taxes & fees
11 Mar - 12 Mar
Roof Top Deck-Hot Tub-Steam Shower-Arcade Games-4car Garage-Chef's Kitchen

DREAM CABIN IDEAL FOR FAMILIES OR LARGE GROUPS ~ Game Room, Hot Tub, ON Trails!!

9.6 out of 10, Exceptional, (191)
"This property was the ideal setting for our 2024 Family Christmas gathering! Picturesque setting, large cabin and very clean.While I had great response and conversations with the cabin owners, I found it difficult to communicate with the vrbo staff.Kudos to the owners - such a tremendous property for family gatherings! We will be back!"
DREAM CABIN IDEAL FOR FAMILIES OR LARGE GROUPS ~ Game Room, Hot Tub, ON Trails!!

Beautiful home in quiet neighborhood

10.0 out of 10, Exceptional, (8)
"Beautiful home, quiet neighborhood, plenty of room for everyone. Owners very friendly and prompt with questions or concerns."
Beautiful home in quiet neighborhood

Custom Themed Mining Home, Hot tub, Pet friendly, Fenced yard, ac/heat, grill

10.0 out of 10, Exceptional, (42)
"Clean and comfortable with all of the amenities we could possibly need! Convenient location to the slopes and the casinos"
The price is SAR 484
SAR 1,288 total
includes taxes & fees
16 Mar - 17 Mar
Custom Themed Mining Home, Hot tub, Pet friendly, Fenced yard, ac/heat, grill

• Home Base in the Heart of the Black Hills •

9.8 out of 10, Exceptional, (55)
"The property was clean and spacious. We had 5 in our group and stayed two nights. It was a cold weekend, and the only criticism we had was the house was at 60 degrees when we arrived. It has in-floor heating so it took quite a while to get heated up to 72. Otherwise there was nothing that we didn't have negative against the property. We will stay again."
• Home Base in the Heart of the Black Hills •

Welcome to Bleeker Retreat

9.2 out of 10, Wonderful, (9)
"Everything was as listed but much bigger in person!! Couch was comfier than the futon so people slept on that instead. So many great spaces for us to hang out. Bad things- parking is so tight and complicated! Neighborhood is very cramped together and small with steep hills (unavoidable hills but)"
The price is SAR 272
SAR 978 total
includes taxes & fees
9 Mar - 10 Mar
Welcome to Bleeker Retreat

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

10.0 out of 10, Exceptional, (30)
"Great location, nice clean house prefect for a Deadwood getaway "
Half mile to Deadwood Main Street, trolley & trail close by, quiet neighborhood

New 5 Bed 4 Bath Cabin, Fire Pit, Hot Tub, Arcade Games & All Paved Roads

9.8 out of 10, Exceptional, (27)
"10/10"
New 5 Bed 4 Bath Cabin, Fire Pit, Hot Tub, Arcade Games & All Paved Roads

Spacious Mountain Retreat with Hot-tub, Firepit, Game Room, 360 views, Stunning Views and Studio

9.8 out of 10, Exceptional, (12)
"Had a great time - tons of sleeping space and the views are fantastic.You will need 4WD/AWD in the winter - but well worth it."
Spacious Mountain Retreat with Hot-tub, Firepit, Game Room, 360 views, Stunning Views and Studio

4 Bedroom Home in Historic Nemo

9.8 out of 10, Exceptional, (98)
"It was very nice and we could leave right from the garage and hit the trailheads on the dirt bikes."
4 Bedroom Home in Historic Nemo

Downtown Spearfish Historic Home

9.4 out of 10, Exceptional, (10)
"We were in an accident on our way to spearfish, Tracy worked with us all the way. She was so accommodating and kind. "
The price is SAR 821
SAR 1,646 total
includes taxes & fees
30 Mar - 31 Mar
Downtown Spearfish Historic Home

3KingBeds/Game Room/Near Deadwood/AC/Heated Garage

10.0 out of 10, Exceptional, (19)
"This place is perfect. Can't say enough good things. Jim was amazing. We will be booking again next time we are in the area for our ski trip!"
3KingBeds/Game Room/Near Deadwood/AC/Heated Garage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Whitewood

Downtown! Walk to Beer Garden & Bullwhacker's Bar, Peaceful Hot Tub, & Firepit!

10.0 out of 10, Exceptional, (18)
"Quiet and romantic, close to everything "
Downtown! Walk to Beer Garden & Bullwhacker's Bar, Peaceful Hot Tub, & Firepit!

Downtown Experience Rich in History & Charm! Centrally Located in Black Hills

10.0 out of 10, Exceptional, (18)
"Spent two nights at this gem with my family, it was quiet, very clean and in a great location. "
Downtown Experience Rich in History & Charm! Centrally Located in Black Hills

Spearfish Cottages

3.5 star property
9.8 out of 10, Exceptional, (416)
"Bathroom could use heating but other than that great."
The price is SAR 267
SAR 351 total
includes taxes & fees
9 Mar - 10 Mar
Spearfish Cottages
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.