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Compare 552 Vacation Homes in Whitewood with updated reviews, rates, and availability.

Crate Escape at Terry Peak

9.8 out of 10, Exceptional, (7)
"Everthing was great. The place was clean and private. would book again if ever in the area again."
Crate Escape at Terry Peak

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

10.0 out of 10, Exceptional, (21)
"Stayed here for a family ski trip! Jim was great to work with. House was very clean and accurately described. Great location for all activities and restaurants. Game room was a hit with the whole family. Would definitely stay again! "
3KingBeds/Game Room/Near Deadwood/AC/Heated Garage

Walking distance to Downtown Historic Main Street and Outlaw Square

10.0 out of 10, Exceptional, (89)
"We had a great time in Deadwood. The stairs to upstairs were very steep and a few were loose. I did let the owner know so hopefully he repaired. Our freind fell down after the stair tipped, thankfully it was 3rd from the bottom. "
Walking distance to Downtown Historic Main Street and Outlaw Square

Woodburn.

9.8 out of 10, Exceptional, (41)
"Plenty of space and beds clean and huge back yard"
Woodburn.

New house with great views and awesome accommodations

9.6 out of 10, Exceptional, (38)
"It was perfect for what we needed it for! Hot tun was amazing, view was amazing, and was a cozy relaxing place! "
New house with great views and awesome accommodations

Fabulous Black Hills Hideaway ~ Hot Tub ~ Quiet And Peaceful Getaway!

9.8 out of 10, Exceptional, (89)
"Lot of fun, great setup "
Fabulous Black Hills Hideaway ~ Hot Tub ~ Quiet And Peaceful Getaway!

Welcome to Bleeker Retreat

9.0 out of 10, Wonderful, (10)
"Great property, very interesting layout with 4 beds and one bath, but overall fantastic. It’s a nice and quiet neighborhood only 5 minutes from deadwood!"
The price is AED 344
AED 1,053 total
includes taxes & fees
15 Apr - 16 Apr
Welcome to Bleeker Retreat

3 Bedroom 2 Bath Spacious Family Home Settled on a Summit

10.0 out of 10, Exceptional, (2)
"Very nice unit. Pet friendly. Close to Terry Peak for skiing. Brandi was very responsive and accommodating. "
3 Bedroom 2 Bath Spacious Family Home Settled on a Summit

Vacation gem with pool table, shuffleboard, wet bar, furnished decks, & hot tub

10.0 out of 10, Exceptional, (31)
"Very nice place with good parking, lots of nice bedrooms nd bathrooms. Living area and kitchen were nice. Lots of games to play. Pool table, shuffle board and hot tub were a hit. We had 10 adults and 3 kids and there was something for everyone."
Vacation gem with pool table, shuffleboard, wet bar, furnished decks, & hot tub

Home located close to Downtown

9.8 out of 10, Exceptional, (17)
"I thought the stairs to the front door would be an issue for these old knees but they have sturdy rails on both sides and are low enough that we could pass our luggage up to one of us already on the porch! Central to everything we wanted to do, coffee kiosk within walking distance, furnished yahtzee and other games were welcome surprises. Plus, orange is my favorite color!"
Home located close to Downtown

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

• Home Base in the Heart of the Black Hills •

9.8 out of 10, Exceptional, (56)
" Everything was great. "
• Home Base in the Heart of the Black Hills •

Summit Lodge- Relaxation with Spectacular Views of the Hills- 3 mi. to Deadwood~

9.8 out of 10, Exceptional, (226)
"The property was perfect for our group of 8. The kitchen/living room is open with a bar top counter which made it perfect for everyone to congregate. The bedrooms are spread out which gave everyone their own space. It was clean & had everything we needed."
Summit Lodge- Relaxation with Spectacular Views of the Hills- 3 mi. to Deadwood~

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

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

9.6 out of 10, Exceptional, (10)
"I showed up @ the property a little early the day of arrival. The previous guests had left for the day, but the cleaning crew had not yet been to the property. I then called Brandi(Property Manager) on her mobile. She answered my call. had thought the cleaning crew was already finished but came over right away & cleaned the entire house by herself. Just another great example of South Dakota Hospitality! Brandi was absolutely fantastic!!"
A fun, exciting, and convenient lodging experience right on Main Street Deadwood

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!

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

10.0 out of 10, Exceptional, (130)
"If you don’t think the host of your stay matters your wrong. Of the many stays I’ve done this has been the best communication and easy to work with. The place was perfectly maintained. Hot tub impeccably clean. Accommodations and extras were wonderful. HIGHLY RECOMMEND THIS VRBO SND HOSTS"
The price is AED 483
AED 1,274 total
includes taxes & fees
27 Apr - 28 Apr
Roof Top Deck-Hot Tub-Steam Shower-Arcade Games-4car Garage-Chef's Kitchen

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

10.0 out of 10, Exceptional, (40)
"We had a great time. It was the perfect spot to come back to after a long day of seeing all that South Dakota has to offer and allowing the kids to play outside, take a walk, make dinner and play games together. With our large group we did run out of some of the toiletries we didn’t think to bring with us (toilet paper, paper towels and trash bags). All in all, it was a great spot for our two families to meet up and spend the week together."
Beautiful Black Hills Log Home with Loft and 360' Views!!

The Overlook Nook Centrally Located To Historic Lead/Deadwood

9.6 out of 10, Exceptional, (13)
"This was the perfect "out of the way" place to stay during our ski trip. We love the town of Lead, and enjoyed being able to relax after a long day on the slopes. Thank you for hosting!"
The Overlook Nook Centrally Located To Historic Lead/Deadwood

Spearfish canyon vacation home 15 minutes from Terry Peak Ski Area & Deadwood.

10.0 out of 10, Exceptional, (86)
"An amazing cabin, high on the ledge of the mountain. Note: the drive up to this cabin is very steep, 4-wheel drive is helpful. The view is spectacular, but we enjoyed the star filled night sky the most. Cabin is clean and well stocked. We cooked in every night and enjoyed the kitchen and outdoor grill."
Spearfish canyon vacation home 15 minutes from Terry Peak Ski Area & Deadwood.
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

Secluded Getaway Near Deadwood

Secluded Getaway Near Deadwood

Spearfish Cottages

3.5 star property
9.8 out of 10, Exceptional, (427)
"Absolutely LOVE staying here. Great spot for a retreat or my “home away from home” when I’m out in the road. "
The price is AED 271
AED 355 total
includes taxes & fees
15 Apr - 16 Apr
Spearfish Cottages

Galena Road Cabins

2.0 star property
10.0 out of 10, Exceptional, (21)
"Super amazing cabins. Super clean and comfortable. The owners are on site and amazing. We will stay again on our next trip to deadwood"
Galena Road Cabins
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.