Bear Property Management

Stay in the Black Hills of South Dakota

Mountain cabins, luxury homes with private pools, and everything in between. Minutes from Mount Rushmore, Custer State Park, and Deadwood. Find your perfect stay.

Available properties

From cozy rooms to mountaintop estates.

Our collection spans the full range of Black Hills stays. Comfortable hotel-style rooms for a quick overnight. Family cabins with hot tubs and fire pits. Sprawling luxury homes valued over $2 million with private pools, which fewer than five vacation rentals in the entire Black Hills can offer. Every property is cleaned, stocked, and maintained by our own local crew. No outsourced teams, no generic check-in instructions. Just a well-kept home and a real person to call.

South Dakota's Mountain Country

Pine-covered peaks, granite spires, and wide-open skies. Mount Rushmore carved into the mountainside. Bison herds in Custer State Park. Spearfish Canyon blazing gold in October. The Black Hills are small mountains with serious presence.

Luxury vacation rental cabin in the Black Hills at golden hour
Aerial view of Black Hills mountain landscape
Modern rustic living room in a Black Hills vacation rental
Luxury vacation rental cabin in the Black Hills at golden hour
Aerial view of Black Hills mountain landscape
Modern rustic living room in a Black Hills vacation rental
Luxury vacation rental cabin in the Black Hills at golden hour
Aerial view of Black Hills mountain landscape
Modern rustic living room in a Black Hills vacation rental
Luxury vacation rental cabin in the Black Hills at golden hour
Aerial view of Black Hills mountain landscape
Modern rustic living room in a Black Hills vacation rental
Luxury vacation rental cabin in the Black Hills at golden hour
Aerial view of Black Hills mountain landscape
Modern rustic living room in a Black Hills vacation rental
Luxury vacation rental cabin in the Black Hills at golden hour
Aerial view of Black Hills mountain landscape
Modern rustic living room in a Black Hills vacation rental
Luxury vacation rental cabin in the Black Hills at golden hour
Aerial view of Black Hills mountain landscape
Modern rustic living room in a Black Hills vacation rental
Luxury vacation rental cabin in the Black Hills at golden hour
Aerial view of Black Hills mountain landscape
Modern rustic living room in a Black Hills vacation rental
Cozy bedroom in a Black Hills cabin
Hot tub overlooking Black Hills pine forest at sunset
Family around a fire pit at a Black Hills rental at dusk
Cozy bedroom in a Black Hills cabin
Hot tub overlooking Black Hills pine forest at sunset
Family around a fire pit at a Black Hills rental at dusk
Cozy bedroom in a Black Hills cabin
Hot tub overlooking Black Hills pine forest at sunset
Family around a fire pit at a Black Hills rental at dusk
Cozy bedroom in a Black Hills cabin
Hot tub overlooking Black Hills pine forest at sunset
Family around a fire pit at a Black Hills rental at dusk
Cozy bedroom in a Black Hills cabin
Hot tub overlooking Black Hills pine forest at sunset
Family around a fire pit at a Black Hills rental at dusk
Cozy bedroom in a Black Hills cabin
Hot tub overlooking Black Hills pine forest at sunset
Family around a fire pit at a Black Hills rental at dusk
Cozy bedroom in a Black Hills cabin
Hot tub overlooking Black Hills pine forest at sunset
Family around a fire pit at a Black Hills rental at dusk
Cozy bedroom in a Black Hills cabin
Hot tub overlooking Black Hills pine forest at sunset
Family around a fire pit at a Black Hills rental at dusk

Managed by Locals Who Know Every Trail.

Our team lives in the Black Hills. We know the best swimming holes, the quietest campsites, and which restaurant in Deadwood is actually worth the wait. From Mount Rushmore to Sylvan Lake, we'll point you to the spots most visitors miss.

Nathan and Jackie Derksen, owners of Bear Property Management

Reviews

4.9

5894 reviews

5.0 / 5

Cute, cozy, just what we needed! We loved having our morning coffee as well as watching the sunset from the deck. Highly recommend!

N
NeilStayed in August 2026
5.0 / 5

Great quiet getaway

C
ColinStayed in August 2026
5.0 / 5

Very nice and beautiful place. We will definitely be back when we go again

S
SamuelStayed in August 2026
5.0 / 5

Location for Sturgis was great! Very walkable to everything and Jackie couldn't have been a better host! Highly recommend! A++++

J
JeffreyStayed in August 2026
5.0 / 5

We loved our stay here!

H
HannaStayed in August 2026
5.0 / 5

I had an enjoyable stay. Plenty of space, excellent amenities, and close to Main St.

D
DennyStayed in August 2026
5.0 / 5

House was awesome; host even better. The pool was so much fun! Would absolutely recommend!

J
JohnStayed in August 2026
5.0 / 5

Enjoyed our stay. Beautiful space, very clean and neat. Would recommend to anybody and certainly stay there again.

M
MarqusStayed in August 2026
5.0 / 5

Jackie was very supportive and responsive to our unique family needs. Our family stayed here during a hospital stay as we welcomed a new baby to the family. It had everything they needed and was conveniently located near Monument Hospital. Very clean, had everything they needed, and we appreciated the neighborhood feel. The kids enjoyed the downstairs living room to watch TV and grandparents appreciated having everything they needed in the upstairs to avoid stairs altogether. We would stay again!

J
JosieStayed in August 2026
5.0 / 5

I have lots of great things to say about Jackie and her house. It was just as promised (and as shown in the pictures). Even though I had familiarity with Rapid City, I appreciated the homemade guide book where she recommended restaurants and tourist attractions. The house was clean and the AC worked well which was necessary because it was really hot this summer. We also appreciated the fact that the house was dog friendly and had a fenced in yard.

J
JayStayed in August 2026
5.0 / 5

Cute, cozy, just what we needed! We loved having our morning coffee as well as watching the sunset from the deck. Highly recommend!

N
NeilStayed in August 2026
5.0 / 5

Great quiet getaway

C
ColinStayed in August 2026
5.0 / 5

Very nice and beautiful place. We will definitely be back when we go again

S
SamuelStayed in August 2026
5.0 / 5

Location for Sturgis was great! Very walkable to everything and Jackie couldn't have been a better host! Highly recommend! A++++

J
JeffreyStayed in August 2026
5.0 / 5

We loved our stay here!

H
HannaStayed in August 2026
5.0 / 5

I had an enjoyable stay. Plenty of space, excellent amenities, and close to Main St.

D
DennyStayed in August 2026
5.0 / 5

House was awesome; host even better. The pool was so much fun! Would absolutely recommend!

J
JohnStayed in August 2026
5.0 / 5

Enjoyed our stay. Beautiful space, very clean and neat. Would recommend to anybody and certainly stay there again.

M
MarqusStayed in August 2026
5.0 / 5

Jackie was very supportive and responsive to our unique family needs. Our family stayed here during a hospital stay as we welcomed a new baby to the family. It had everything they needed and was conveniently located near Monument Hospital. Very clean, had everything they needed, and we appreciated the neighborhood feel. The kids enjoyed the downstairs living room to watch TV and grandparents appreciated having everything they needed in the upstairs to avoid stairs altogether. We would stay again!

J
JosieStayed in August 2026
5.0 / 5

I have lots of great things to say about Jackie and her house. It was just as promised (and as shown in the pictures). Even though I had familiarity with Rapid City, I appreciated the homemade guide book where she recommended restaurants and tourist attractions. The house was clean and the AC worked well which was necessary because it was really hot this summer. We also appreciated the fact that the house was dog friendly and had a fenced in yard.

J
JayStayed in August 2026

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