FLEXIBLE CANCELLATION POLICY on all bookings between June 1st - December 1st. Details here

All Big Sky Vacation Properties

Find your next rental in Big Sky, Montana! Two Pines provides the finest in lodging to ensure your vacation is a success no matter which property you choose to stay in.

View Properties by Location

Find the right rental for you in Big Sky, Montana! Two Pines provides the finest in lodging to ensure your vacation is a success no matter which property you choose to stay in.

Neighborhoods

Find the right rental in your favorite neighborhood in Big Sky, Montana! Two Pines provides the finest in lodging to ensure your vacation is a success no matter which property you choose to stay in.

2 Bedroom

Our two-bedroom properties in Big Sky are the perfect place for couples or small families to vacation. Enjoy all that Big Sky has to offer including restaurants, skiing, biking, and more!

3 Bedroom

Our three-bedroom properties in Big Sky are the perfect place for families or groups to vacation. Enjoy all that Big Sky has to offer including restaurants, skiing, biking, and more!

4 Bedroom

Our four-bedroom properties in Big Sky are the perfect place for families or groups to vacation. Enjoy all that Big Sky has to offer including restaurants, skiing, biking, and more!

5 Bedroom

Our five-bedroom properties in Big Sky are the perfect place for families or large groups to vacation. Enjoy all that Big Sky has to offer including restaurants, skiing, biking, and more!

6 Bedroom

Our six-bedroom properties in Big Sky are the perfect place for large families or groups to vacation. Enjoy all that Big Sky has to offer including restaurants, skiing, biking, and more!

Pet Friendly Rentals

Take a look at some of our Big Sky pet-friendly rentals! Hop in the car and head to Montana with your furry friends.

Ski In/Out

No one wants to waste any time on vacation! Check out our ski in/out properties right here in Big Sky, Montana!

Homes

Find the right home for you in Big Sky, Montana! Two Pines provides the finest in lodging to ensure your vacation is a success no matter which property you choose to stay in.

Townhomes

Find your next townhome rental in Big Sky, Montana! Two Pines provides the finest in lodging to ensure your vacation is a success no matter which property you choose to stay in.

Condos

Find the condo right for you in Big Sky, Montana! Two Pines provides the finest in lodging to ensure your vacation is a success no matter which property you choose to stay in.