Rolling Pines Overlook – Cozy Comfort Meets Breathtaking Views!

Lead, South Dakota
$396 avg/night Minimum Stay 2 Nights
Bed 4

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 11

Max Sleeps

Night 2 nights

Min Stay

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

■ Mickelson Trailhead, fishing, golfing, scenic Spearfish Canyon: 15 minutes away.

■ Lead: 10 minutes. Deadwood: 15 minutes. Sturgis: 25 minutes.

■ 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!

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1734 Sq Ft (161 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 50+ Mbps
  • OUTDOORS

    Balcony Gas Grill
  • POOL/SPA

    Hot Tub
  • BATHROOMS

    2 Bathrooms Hair Dryer Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Casino Nearby Cycling Nearby Fishing Nearby Golf Privileges Horse Riding Nearby Water Park Nearby
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 11

Map Map

School District Rates & Availability

Review Review

  • Darla K.

    Submitted Oct 14, 2025

    Stayed Oct 9, 2025

    Beautiful view and great location. Everything we needed for our weekend getaway. Would stay again.

  • jerry s.

    Submitted Aug 14, 2025

    Stayed Aug 7, 2025

    had a great time

  • Eric E.

    Submitted Jul 24, 2025

    Stayed Jul 17, 2025

    Amazing view. Everything was great.

  • David W.

    Submitted Mar 22, 2025

    Stayed Mar 14, 2025

    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.

  • Chris J.

    Submitted Sep 30, 2024

    Stayed Sep 26, 2024

    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!

  • Sandra Y.

    Submitted Sep 4, 2024

    Stayed Aug 28, 2024

    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!!!

  • Alison D.

    Submitted Aug 1, 2024

    Stayed Jul 15, 2024

    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.

  • Mindy R.

    Submitted Jul 19, 2024

    Stayed Jul 11, 2024

    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

  • Krista B.

    Submitted Jul 1, 2024

    Stayed Jun 24, 2024

    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.

  • Jennifer R.

    Submitted Jun 26, 2024

    Stayed Jun 12, 2024

    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.

  • Marques A.

    Submitted Jun 26, 2024

    Stayed Jun 20, 2024

    Very nice place to stay. Great view!

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Total

Includes taxes and fees
$396+
View details