There's Adventure Between Every Two Pines

How do I book a home?

You can either make a booking directly on this website by using the “check availability box” to the left. Or you can call our office at 406-995-2299 and a receptionist will be glad to help you.

Is booking online secure?

We implement a variety of security measures to maintain the safety of your personal information when you place an order. We offer the use of a secure server. All supplied sensitive/credit information is transmitted via Secure Socket Layer (SSL) technology and then encrypted into our payment gateway providers database. It will only be accessible by those authorized with special rights to such systems. They are required to keep the information confidential. After a transaction, your private information (credit cards, social security numbers, financials, etc.) will not be stored on our servers.

What are the benefits of a vacation home rental?

Our vacation homes are stocked in such a way that you always feel like you are coming “home” to your “vacation home” rather than returning to a small hotel room. Our homes have full kitchens, with some homes having game rooms, hot tubs and BBQ grills. You will be able to enjoy a full service home while you are on vacation rather than a small, cramped hotel room.

Planning to ship your skis, golf clubs, or luggage?

We fully understand the importance of shipping everything you need for a perfect vacation with your loved ones! We have partnered with Ship Skis to provide you with hassle-free door-to-door shipping service for your ski equipment and luggage. If you do not use the link directly on our site to ship skis, there is a $25 dollar delivery fee to bring your items to the home. If you order packages on Amazon and the like, there is also a $25 shipping fee.

Click the link above to fill out their form and fill in the shipping address as Two Pines Properties, ATTN: RES #1000000, 191 Straight Iron Road, Suite A, Gallatin Gateway, MT 59730.

Please note that if you choose to ship anything to the property directly, Two Pines is not responsible or liable for the condition or arrival of those packages. We deeply apologize for the inconvenience this may cause. We are vastly grateful for your understanding in this matter.

Looking to Put Down Roots?

We highly recommend reaching out to Jared Engels at Berkshire Hathaway. Jared is an experienced realtor with in-depth knowledge of the local market in Big Sky. You can contact him directly at 406-461-4025 or via email at [email protected].

Expert Team Insights: Our team at Two Pines is also here to assist you in your property search. We are more than happy to participate in discussions about any properties you are considering. Our expertise allows us to provide valuable insights into how a particular property may perform in the rental market. We can help you make informed decisions and find a property that aligns with your goals.

At Two Pines, we are dedicated to helping you find your dream home in Big Sky. Don’t hesitate to reach out to us for assistance and guidance throughout your search process.

Where do I get rental skis?

Confirmed guests receive a 10% discount on ski rentals! Ramshorn Outdoors is local, provides delivery, and tuning for all of your ski rental needs.

Ramshorn is excited to offer Big Sky visitors and residents a state-of-the-art tune from their Wintersteiger Mercury machine. They offer pick-up and delivery for all tunes.

Cancellation Policy

Bookings canceled at least sixty (60) days before the start of the stay will be refunded the full Down Payment, less a $100.00 processing fee. Cancellations that are made within fifty-nine (59) days or less of the scheduled arrival date forfeit all advance payments, and changes that result in a shortened stay forfeit all payment in excess of payment for the shortened stay. There is no refund of any rent for cancellation or early departure or late arrival.

*** The health and safety of our community and Two Pines guests is paramount. We are closely monitoring Coronavirus COVID-19 and related guidance from the CDC to ensure the highest health and safety standards are met for Two Pines Properties guests.