Located 2.5 mi (4.1 km) from Terry Peak Ski Area, this vacation home is within a 10-minute drive of Living Map Theater. The vacation home includes a kitchen, a fireplace, and a balcony.
Historic Homestake Opera House - 10 min drive - 7.6 miles
Black Hills Mining Museum - 10 min drive - 7.6 miles
Homestake Gold Mine - 10 min drive - 7.8 miles
Main Street - 13 min drive - 10.6 miles
Restaurants
Subway - 11 min drive
Dakota Shivers Brewery - 10 min drive
Boars Nest - 9 min drive
Bob's Silver Star Lounge - 10 min drive
Pizza Lab - 12 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Rolling Pines Overlook – Cozy Comfort Meets Breathtaking Views!
Summary:
Escape to Rolling Pines Overlook, a cozy and beautifully designed 3-bedroom + loft cabin tucked in the Terry Peak Subdivision near Deadwood, South Dakota. With room for up to 11 guests, double back decks overlooking the pines, a private hot tub, and a warm open-concept living area with gas fireplace, this mountain retreat is perfect for families, couples, and groups seeking peace and adventure in the Black Hills.
The Space:
Your Perfect Black Hills Adventure Starts at Rolling Pines Overlook!
Nestled in the sought-after Terry Peak area, Rolling Pines Overlook blends modern comfort with rustic charm, offering guests the perfect balance of relaxation and outdoor adventure. Just minutes from skiing, hiking, and historic attractions, this 3-bedroom + loft home features an inviting open floor plan, stunning wood finishes, and breathtaking mountain views from every level.
Main Level Highlights:
■ Open-Concept Living Space: A bright and spacious main area featuring a fully equipped kitchen with microwave, dishwasher, and breakfast bar seating for 3. The dining table seats 4, and the living room boasts a cozy gas fireplace, vaulted wood ceilings, large picture windows, and plenty of comfortable seating with two couches and a recliner—perfect for relaxing after a day of exploring.
■ Entertainment & Relaxation: A large TV by the fireplace makes this the ultimate gathering space for movie nights or casual lounging.
■ Outdoor Living Space: Step through the glass doors off the dining area to a beautiful deck offering panoramic mountain views, a BBQ grill, and outdoor seating—ideal for morning coffee or evening dinners under the stars.
Bedrooms & Bathrooms on This Level
■ Bedroom 1- Queen bedroom
■ Full Bathroom with shower and tub
■ Washer & Dryer conveniently located near the entrance
Upper Level Highlights:
■ Open Loft Area: A cozy and airy space connecting the upper bedrooms, ideal for reading or relaxing in a quiet nook.
Bedrooms & Bathrooms on This Level:
■ Bedroom 2- Queen bedroom
Lower Level Fun & Relaxation:
■ Spacious Family Room: Features a comfortable sofa area, game table for four, wall-mounted TV, and a foosball table for friendly competition.
■ Outdoor Living Space: Glass doors open to a lower deck with a private hot tub—perfect for soaking under the stars and taking in the peaceful Black Hills views.
Bedrooms & Bathrooms on This Level:
■ Bedroom 3– Bunk bed (twin/full)
■ Bedroom 4 – Queen bed
■ Full bathroom with walk-in shower
Additional Features:
■ Central Air Conditioning
■ Private Hot tub on patio
■ Wi-Fi
■ Smart TV
■ Washer/Dryer
■ Gas BBQ Grill
■ Gas Fireplace
Guest Access:
Guests have access to the entire property.
The Neighborhood:
This is a beautiful area of the Black Hills. It is on the Terry Peak Ski Area - over 6000 ft elevation. The scenery is beautiful.
Nearby Attractions:
■ Snowmobile and ATV right from the cabin. Trail access at Recreational Springs Resort.
■ Terry Peak Ski Area: just a 1.0 miles from the cabin to the main ski lodge
■ Mount Rushmore and Custer State Park: Just an hour’s drive.
Getting Around:
There are taxis you can take to get around. If you drive, there is a large driveway that can accommodate 2-3 vehicles. *4-wheel drive is required for winter driving conditions*
Other Things to Note:
Additional Information:
**This home does NOT allow pets
Access and Parking: Driveway accommodates 3-4 vehicles. 1.0 miles of unpaved, hard-packed road.
**4-WHEEL DRIVE IS REQUIRED IN THE WINTER**
Interaction with Guests:
Deadwood Connections is a locally owned and managed vacation rental management company that puts the guest first. Our team is available to assist you at any point during your stay—from arrival to departure. You can reach out if you need local recommendations or have any issues during your visit to the Black Hills. We aim to make your stay with us comfortable and peaceful so you can spend your vacation making memories! While we won't meet you upon arrival, we're just a phone call away should you need anything!
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 4 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a washing machine, a fireplace, and a coffee maker.
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
General
Unit size: 1,734 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 24
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
Additional house rules
1. By signing this License Agreement, I certify that I have read, understand, and abide by all rules, policies, regulations ...
Pets
This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 24
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.
Property is also known as
68a5fdc214dbe9000fb36945
Frequently asked questions
What's there to do close to this vacation home?
This vacation home is located in Lead, close to Terry Peak Ski Area, George S. Mickelson Trail, and Spearfish Canyon Nature Area. You'll also find Deer Mountain Ski Area and Historic Homestake Opera House nearby.
Is parking available on site at Rolling Pines Overlook – Cozy Comfort Meets Breathtaking Views!?
No, there isn't parking available at the vacation home.
Is this vacation home adjacent to a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, this vacation home doesn't have an indoor pool; however, there is a hot tub.
Is Rolling Pines Overlook – Cozy Comfort Meets Breathtaking Views! good for couples?
Couples staying at this vacation home will appreciate amenities like a fireplace and a kitchen as well as a hot tub.
Does Rolling Pines Overlook – Cozy Comfort Meets Breathtaking Views! have a hot tub?
No, there isn't a spa tub at this vacation home.
Does this vacation home offer breakfast?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay for free?
No, pets aren't allowed at this vacation home.
Does Rolling Pines Overlook – Cozy Comfort Meets Breathtaking Views! have connecting rooms available?
No, this vacation home doesn't feature connecting guestrooms.
Are there rooms with balconies that I can book at Rolling Pines Overlook – Cozy Comfort Meets Breathtaking Views!?
Yes, every house at Rolling Pines Overlook – Cozy Comfort Meets Breathtaking Views! comes with a balcony.
Rolling Pines Overlook – Cozy Comfort Meets Breathtaking Views! Reviews
Reviews
9.4
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 13 out of 19 reviews
10 - Excellent
13
Rating 8 - Good. 5 out of 19 reviews
8 - Good
5
Rating 6 - Okay. 1 out of 19 reviews
6 - Okay
1
Rating 4 - Poor. 0 out of 19 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 19 reviews
2 - Terrible
0
8.6/10
Cleanliness
Reviews
10/10 Excellent
Darla K.
Oct 14, 2025
Liked: Cleanliness
Beautiful view and great location. Everything we needed for our weekend getaway. Would stay again.
Darla K.
Stayed 4 nights in Oct 2025
8/10 Good
jerry s.
Aug 14, 2025
had a great time
jerry s.
Stayed 6 nights in Aug 2025
10/10 Excellent
Eric E.
Jul 24, 2025
Liked: Cleanliness
Amazing view. Everything was great.
Eric E.
Stayed 3 nights in Jul 2025
10/10 Excellent
David W.
Mar 22, 2025
Liked: Cleanliness
Excellent views near Terry Peak.
The cabin was great for our group. We enjoyed the close proximity to Lead, Deadwood, and Terry Peak. No issues, would definitely stay there again.
David W.
Stayed 3 nights in Mar 2025
10/10 Excellent
Chris J.
Sep 30, 2024
Liked: Cleanliness
Great stay and great views
We had a wonderful 4 days in the Black Hills. This property was clean, had great views, peace and quiet, beautiful starry nights and was close to town. It was also very spacious and would accommodate a large family. Hot tub was awesome after a long day of hiking. Thanks for the memories!
Chris J.
Stayed 4 nights in Sep 2024
6/10 Okay
Sandra Y.
Sep 4, 2024
Disliked: Cleanliness
A Mouse With No Name
We stayed 8/28-9/1/24. We were concerned about parking, as we had 2 trucks with 25' trailers, but found we could park both vehicles there. The lodge was nice & had a beautiful view towards Wyoming/West. Sunsets were absolutely stunning. Once settled, we were going to throw some pizzas in the oven and quickly discovered the dishes weren't very clean and the oven had not been cleaned. We opened windows to let the smoke out from previous burnt items on the bottom (also no pizza cutter). We sat on the deck, however there was no table to set anything on (we used our coolers as a substitute). A couch cushion was slipping out/off and when we went to put it back, we found a pacifier, several goldfish crackers, candy wrappers, popcorn, etc. Ironically, as we were talking about the "grossness under the cushions", we saw a mouse scurry into the kitchen. We looked for traps under the kitchen sink (and found mouse droppings). I wrote to the owner; she responded very quickly that she would get maintenance up there immediately to set traps. The following evening, we saw another mouse in the kitchen and one in the basement bedroom. Vents going downstairs were filthy dirty (and going down the steps, you could see under the couches had not been cleaned for a while). This is a cute place, but the cleanliness left us disappointed and frankly, grossed out. I did advise the owner directly and she apologized for the mice. Needs a DEEP CLEANING!!!
Sandra Y.
Stayed 4 nights in Aug 2024
10/10 Excellent
Alison D.
Aug 1, 2024
Liked: Cleanliness
Beautiful location
Cabin was very cute and the views are amazing! Kids watched a deer and her fawn wander through the trees while they were in the hot tub. Space was great for our family of 5 and my in-laws. Very convenient to Deadwood and Leeds and Spearfish Canyon.
Alison D.
Stayed 6 nights in Jul 2024
8/10 Good
Mindy R.
Jul 19, 2024
Vacation
Pots and pans still dirty in cupboard when we went to use them to cook. Hot tub had err code and would go past a certain degree. Dining room chair broken/wouldn’t lock,couldn’t use. Dirty towels in drawer to wipe off counters
Mindy R.
Stayed 4 nights in Jul 2024
10/10 Excellent
Krista B.
Jul 1, 2024
Liked: Cleanliness
Spectacular view and cozy lodging
We loved the view out the giant back windows as well as from the deck and hot tub. It was extremely relaxing and supplied everything we needed to have a great family vacation. We would happily stay again.
Krista B.
Stayed 4 nights in Jun 2024
8/10 Good
Jennifer R.
Jun 26, 2024
Liked: Cleanliness
Beautiful views, cozy cabin
We stayed here the first week in June. The views are amazing, the cabin is cozy. The location was perfect for us to explore Deadwood and Spearfish Canyon.
Jennifer R.
Stayed 2 nights in Jun 2024
10/10 Excellent
Marques A., Bismarck
Jun 26, 2024
Liked: Cleanliness
Amazing location close to terry peak
Very nice place to stay. Great view!
Marques A.
Stayed 4 nights in Jun 2024
10/10 Excellent
Brenda J.
Aug 29, 2023
Liked: Cleanliness
Relaxing Vaca
Beautiful views, very quiet & relaxing.
Communication with owners was easy & they had everything we needed.
Brenda J.
Stayed 3 nights in Aug 2023
8/10 Good
Katy K.
Jul 24, 2023
Liked: Cleanliness
Fantastic View!
PROS: This cabin was a good fit for our group and offered enough privacy with sleeping on 3 levels. Loved the exterior and the rustic charm of this cabin. The view was FABULOUS (pictures don't do it justice) from the deck and patio where the hot tub is. CONS: The cabin's kitchen had all the items we needed, but are lower quality items. The beds were okay, but Id recommend bringing your own sheets if you don't like polyester sheets/bedding. The parking here is somewhat limited if you're bringing multiple trucks and trailers for side-by-side riding, but we made it work with 3 trucks and 2 trailers. Some maintenance needed on the cabin, but we notified the property management company and I'm sure they will get them fixed as they were very communicative.
Katy K.
Stayed 4 nights in Jul 2023
10/10 Excellent
Carla W.
Jul 20, 2023
Liked: Cleanliness
Beautiful Inside and Out
Beautiful cabin!! Very clean, comfortable and amazing view. Easy, convenient check in and out. Loved the keyless entry and not having to worry about keeping track of a key!! Had everything we needed to cook meals - well stocked with Cookware and utensils. Any questions were answered quickly. Enjoyed our stay!!
Carla W.
Stayed 3 nights in Jul 2023
8/10 Good
Erin F.
Jul 4, 2023
Liked: Cleanliness
Beautiful Property!
Very nice property! The view is absolutely stunning! Worked perfect for our family of 6 and could have fit even more people!
Erin F.
Stayed 4 nights in Jun 2023
10/10 Excellent
Jayne K.
Jun 24, 2023
Liked: Cleanliness
Great Stay in the Black Hills
Wonderful view of the hills and a fun location. House was great for our family with lots of space for everyone. The only thing I would suggest is having a place to put your clothes. There were no dressers or luggage holders in the bedrooms.
Overall, wonderful stay in a great vacation area!
Jayne K.
Stayed 4 nights in Jun 2023
10/10 Excellent
Brandi R., United States
Apr 12, 2023
Liked: Cleanliness
Beautiful views!
The cabin had beautiful views from the large windows. The kitchen had everything we needed, bedrooms had extra blankets, and the property was clean. The hot tub was also well maintained and a nice extra. Check-in and check-out was easy and the property manager responded quickly during our stay. We would bring our family back!
Brandi R.
Stayed 7 nights in Mar 2023
10/10 Excellent
Janet R.
Apr 9, 2023
Liked: Cleanliness
Wonderful
Would stay agian for sure
Janet R.
Stayed 3 nights in Apr 2023
10/10 Excellent
Wade R.
Feb 1, 2023
Liked: Cleanliness
Excellent location & views!
Excellent location, you could ski home if you need to 😉
The views were fantastic!
It wasn’t the best sleeping, pillows and comforters were thin.
The kitchen wasn’t as well stocked as others we’ve stayed in in this neighborhood.
The hot tub is smaller but ok for 3 kids.
If you are sensitive to overwhelming laundry detergent, bring your own sheets and blankets.
But overall a great home for a family of 5.