4.95 ★
Pet Friendly
All listings
Historical Black Hills Vacation Rentals in Whitewood
Sassy Pines: Convenient Set-up For Pets and Families
House·7 guests·3 bedrooms·1 bathroom
Escape to your own spacious private retreat at this completely renovated 1888 barbershop-turned-vacation rental. Nestled among tall trees and with no immediate neighbors, you'll have all the privacy you desire. This cozy, modern domain is designed specifically for travelers and includes all the gues...
Amenities
Free WiFi
Kitchen
Air conditioning
Washing Machine
Pets allowed
Street parking
Available days
Reviews
4.95 (23)·JARRETT FRASER·September 2026
Cool old barbershop made into an apartment on the main street of Whitewood. Host was very responsive, and accommodating. I’d give this place a 5 Star place to stay in the historic town of Whitewood. Great backyard, and deck, and the town is pretty quiet. The bar at the end of the street is the oldest bar in South Dakota, from my understanding. There’s a coffee shop down the street, and 15 minutes to Spearfish, or Deadwood. We will definitely be back!
·Carla Palsrok·July 2026
We enjoyed our stay here! It was very pet friendly with supplied blankets for furniture use and a fenced in yard. The house was clean and cool in the 100 degree temps while we were there. It is centrally located to Sturgis, Deadwood/Lead, and Spearfish for tourism and daily needs while being in a quite location for downtime.
·Dominique DAntonio·April 2026
Everything was great about this stay and more. It was nice to arrive at a cozy, clean, comfortable place after a long drive. It truly felt like home away from home. Amenities were plentiful! You can tell how much thoughtfulness was put into this stay. I highly recommend the barbershop and will most likely book another stay when I am in town.
·Lindsay Jellesed·March 2026
It felt cozy, and space for people to spread out. It was a plus to have a fence for our furry friends. We loved walking down the street to take a nice park walk.
·Tyler Allen·March 2026
The property was great for pets. It was spacious and had a stocked fridge as well as a spice rack. The actual building was in the business district, but only a 5 min walk from a nice park.
Good to know
House Rules
Check-in: 4 pm
Check-out: 10 am
Pets: allowed
Smoking inside: allowed
Cancellation policy
100% refund up to 60 days before arrival