There's Adventure Between Every Two Pines

Property: 98 Pheasant #3

 Incredible experience in the house that keeps on giving! I booked this mountain home for my sister’s bachelorette party. She is not much of a partier and so for her dream bachelorette party she had requested a relaxed weekend in a beautiful mountain home with her closest friends. This dream would not have been so eloquently fulfilled had it not been for this truly “STUNNING” Two Pines property. The views were incredible. The house was spotless clean when we arrived and no matter what we needed (iron, blender, painter’s tape etc.) you name it, this property had it. The hosts were exceptionally accommodating and welcoming. I’m so glad we chose this Two Pines home to celebrate such a momentous occasion. Could not recommend this place more!

Property: 6 Highpoint Drive

Property: 461 Fourpoint

Wow! Everything was so perfect. The property was clean, everything was stocked, all the information about the surrounding town was provided. So amazing! And the views are unbelievable!

Property: 461 Fourpoint

Property: 6 Highpoint Drive

Great House. Perfect Location. 

Property: 461 Fourpoint

Amazing place to stay! So clean and the management company was so responsive. Highly recommend

Property: 142 Crail Creek

Property: 461 Fourpoint

Property: 461 Fourpoint

Property: 6 Highpoint Drive

Alpenglow19D has all the amenities from home. The condo is spacious and fully equipped. The jacuzzi with a full view of Lone Mountain is the highlight of our stay. We love the proximity to both Bozeman airport and Yellowstone park entrance. Wildlife can be seen right outside of our back yard. We would highly recommend staying here and definitely will be back

Property: Alpenglow 19D

We loved the property and plan on renting from Two Pines Properties in the future!

Property: 31 Slalom Trail #301

We had an amazing week of skiing at Big Sky and enjoying this beautiful home. The home is spacious and well designed with plenty of room for adults and kids to relax apres ski, and the views of Lone Peak are incredible...I especially loved enjoying an early morning cup of coffee and watching the sunrise light up the mountain. A one of a kind vacation spot!

Property: 10 Highpoint Drive

My family and I loved our visit. The unit includes a well equipped kitchen, large rooms with big comfy beds and ample bathrooms with walk in showers - and a hot tub with spectacular Mountain View’s. The hosts ensured we had everything we needed to comfortable and enjoy our stay. It honestly felt like home. And what a quaint town area! A walk to shops, groceries and dining added to the charm. Hope to visit again soon and try out the hiking trails and fly fish at nearby Gallatin River.

Property: 20 Copper John

Wonderful house - ample space for 10+ people Including all amenities. Incredible view! Ski to and from mountain. Would recommend to anyone and would definitely stay there again!

Property: 10 Highpoint Drive

Great place.
Super comfortable and clean.
Amazing views everyday of the mountains. Fun to see the clouds or fog change the views during the day.

Property: 461 Fourpoint

Besides being only 15 minutes from the slopes, it’s a 5 minute walk to local downtown big sky. The house has all the amenities needed & more! Clean, convenient & cozy makes this rental an easy repeat button for myself and my family.

Property: 20 Copper John

Every detail of the house is well-thought out which results in a luxury retreat that is also super comfortable and so welcoming. We slept well in the high quality beds, we loved sitting around the gorgeous dining table, and relaxing on the huge couches. The views are stunning. There is nothing better than a soak in that hot tub while gazing at the mountains that you just conquered. We loved how easy and convenient it was to access the mountain each morning.

Property: 10 Highpoint Drive

Lucky enough to stay in this brand new ski house in March 2023. Fully appointed kitchen with everything you would want to cook for a bunch of hungry skiers. Large square kitchen table was great for a big group to eat and talk. Comfy couch and chairs upstairs by the fire and kitchen gathering area with another great \"TV\" room downstairs if some people want to do their own thing or a place to settle the kids with a movie while adults enjoy the fire. Great setup downstairs for gearing up to ski and to store everything overnight with a handful of big lockers (with good airflow) and plenty of hooks and shelves. Heated boot heater too! Bedrooms were great with bathrooms attached to all, bunk room can fit a handful of people comfortably on its own. Views are absolutely AMAZING, nothing like seeing the sun rise on the mountain and set behind the mountain from the living room, deck, or tub. Easy ski out and can ski back close to the house downhill or come in from above on real estate chair (across the street). Pretty doable with a bit of scouting / map study. Perfect 10 out of 10 score for, rent it if you can, you won\'t be disappointed!!!

Property: 10 Highpoint Drive

We have a group of guys who annually ski out west, and 10 Highpoint Drive is by far the best place we’ve stayed. The house is in brand new condition, has a breathtaking view of Lone Peak and is incredibly well fitted out with both kitchen appliances and furnishings. We had 10 guys in the house and it never felt crowded, easily could have accommodated several more people. Cannot recommend 10 High Point Drive (or Big Sky) highly enough - we were blown away!

Property: 10 Highpoint Drive

Amazing place. Every amenity for a first class stay. Easy access to mountain and beautiful view from oversized windows and jacuzzi. Comfortable beds, plenty of bathrooms and space for a group of 10 adults. Would definitely stay again.

Property: 10 Highpoint Drive

Stayed here for a week with a group of guys. Temps outside were low. Everything in place to feed, gather and rest a crowd of people. Brand new house with fabulous views of the mountain. Close enough to ski out and ski back that we didn’t need the car except to drive back to the airport.

Property: 10 Highpoint Drive

Great home, super clean and modern, and very close to Big Sky resort in one direction and Big Sky town in the other (5 minutes either way). Fantastics views of the mountains from the massive wall of windows was really impressive. Well stocked home, everything like brand new! Will rent again next year for sure!
Having a beer in the hot tub with a view of Lone Mountain is pretty awesome!

Property: 461 Fourpoint

I recently had the pleasure of staying at this beautiful condo just steps away from the slopes at Big Sky Resort and already can\'t wait to return. From the moment I arrived, I was impressed with the stunning views of the surrounding mountains and the luxurious amenities that the condo had to offer. The highlight of this condo was definitely the jacuzzi with a view, which provided the perfect way to relax and unwind after a long day on the slopes. The hot tub was spacious and well-maintained, and the panoramic views of the mountains added an extra touch of tranquility to the experience. And if you\'re lucky enough to be there during a snowfall, it\'s truly a magical experience. The interior of the condo was equally impressive, with modern furnishings and plenty of space for my group of four to spread out and feel comfortable. The kitchen was well-equipped with everything we needed to cook meals, and the living room provided a cozy spot to gather and watch movies. Each of the three bedrooms was tastefully decorated and spotless. The beds were comfortable, and we all slept soundly throughout our stay. Overall, I would highly recommend this clean and luxurious condo to anyone looking for a memorable and relaxing getaway in the heart of Montana\'s stunning natural beauty. The jacuzzi with a view was just the icing on the cake!

Property: Alpenglow 19D

Our family visited Big Sky for our children\'s Spring Break this past year and had a fantastic time. The location was perfect and there was lots to do for everyone. We were walking distance to downtown and a short drive/shuttle to skiing and snowmobiling. The home itself was immaculate and filled with all the fixings. Definitely returning in the future!

Property: 20 Copper John

Hot tub was a great equalizer! Lovely home!

Property: Alpenglow 19D

Property was clean and in good shape all around. No complaints of any kind. Would definitely recommend and I will stay here again in the future.

Property: 235A Pheasant Tail

This condo was in a great location, very convenient to dining and shopping. The furniture and the layout were very comfortable. We loved having 3 ensuites, perfect for teenagers. Our large vehicle fit in the garage with our ski rack. The mudroom was perfect for all of our ski bags, coats, boots, hats and gloves. We look forward to coming back!

Property: 235A Pheasant Tail

Very spacious, nice and clean home located a short drive from the slopes! Just what we were looking for!

Property: 235A Pheasant Tail

Property: Big Horn 68

By far our favorite place we have stayed. The layout was perfect for our 3 couples. The kitchen was perfect. And the common area was great for socializing. The hot tub was an amazing addition right out the back door and a great view of the mountains. The garage was also super nice to have with our two rental vehicles. Great place, definitely will be back!

Property: 235A Pheasant Tail

We were blown away by the unit, especially considering the proximity to the ski trail and main base area. Everything was immaculate when we arrived and it kept us comfortable and well-rested throughout our stay. We couldn\'t get enough of the view each morning as the sun came up. Such a treat! Would highly recommend staying in this unit.

Property: 5 Slalom Trail #302

Wonderful stay at a very comfortable and well-appointed condo.

Property: Big Horn 41

Very nice condo. Perfect to what we needed

Property: 20 Copper John

We had a fabulous week with family and friends and felt so fortunate to be able to ski in and out!

Property: 5 Rose Bud

Fantastic. Called to change our unit and dates and was greeted warmly and made the change. Great fireplace, comfortable beds, nice hot tub.

Property: Arrowhead 1665

Wonderful home, with everything needed for our stay.  Place was extremely clean and well maintained.  The hot tub was nice at the end of the day.   Very close to downtown and a short drive to the resort.  Would definitely rent again

Property: 100 Crail Ranch

Enjoyed our stay. Great home in a fantastic location.

Property: 98 Pheasant #2

Great place. Can't go wrong here!

Property: 142 Crail Creek

Communications were great and there was no need to call or communicate directly with the team. Well appointed with all necessary items, great condition, and easy rules. Well-stocked supplies, including kitchen utensils and housewares.

Property: 105 Nordic Lane

Thank you Mckenzie for the propane refill!

Property: 145A Pheasant Tail

Property: Alpenglow 19D

Property: Arrowhead 1673

Two Pines team is great to work with!

Property: 99 Pheasant #1

Great location, very nice amenities, loved the hot tub and fireplace.

Property: 165 Blacktail Buck

Favorite feature- EVERYTHING!  This property far exceeded our expectations. Customer service was top-notch!  They were speedy with requests and super friendly.

Property: 14 Cheyenne

Property: Saddle Ridge R-2

It was a wonderful place to stay. We had everything we needed. The home was spacious and I loved the kitchen appliances! Thanks for making this vacation seamless with all the things that are important to us while away.

Property: 81 Pheasant Tail #1

Property: Arrowhead 1652

Property: 1494 Ousel Falls

Couldn't have asked for better. Condo was amazing!!! Wish I owned it!!!

Property: Big Horn 23

Exceptional and extremely communicative.

Property: 5 Slalom Trail #302

My favorite feature was the high vaulted ceilings and long dining table.

Property: Alpenglow 19D

Very responsive during the reservation process. The property was perfect for our family and we would absolutely book it again.

Property: 5 Rose Bud

Absolutely amazing views. Great location. Ski out was easy, ski in a little tougher. Thank you for an amazing stay; conditions were amazing as were the views from every room of the house and hot tub.

Property: 4 Highpoint Drive

Favorite feature was the views, private hot tub & nice bedding. The condo was very well furnished and all the items in the home were very nice and updated. We would definitely stay here again - thank you!

Property: Alpenglow 35A

This property was clean, comfortable, great ski in/ski out location.

Property: 31 Slalom Trail #301

Excellent Chalet!  Great amenities and location.

Property: Arrowhead 1673

My favorite feature was the kitchen, eating area, and living area was open with lots of light.

Property: 211 Antler Ridge

Great location and well kept. Zero issues or complaints and would highly recommend.

Property: 48 Telemark #302

Love this cabin. Perfect family trip!

Property: 5 Rose Bud

The accommodation was perfect for us as a family of 5. Our 3 young boys were able to sleep in the bunk room with ample space. Great location for big sky resort. Customer service was spot on for the one time we had to call them

Property: Tamarack 10

Great experience overall. The condo was clean and spacious. Would definitely stay here again.

Property: 165 Blacktail Buck

Great place to stay, close to lift!

Property: Big Horn 23

We loved the property and would rent it again.

Property: 31 Slalom Trail #301

This was the coziest retreat in the mountains! The accessibility to the slopes was as good as it gets (you can ski right up to the place)! Because of its location, you truly feel like you’re over top of everything looking down with spectacular views! Everything was extremely clean and thought through and we will definitely be back!

Property: Arrowhead 1673

Arrowhead 1673 is uniquely positioned adjacent to several groomed blue and black tree runs. This location makes it the perfect unit for those looking to ski in and out along with proximity to the amenities in the mountain base means never having to get in your vehicle. Additionally, the large rustic fireplace and western decor provides a cozy ambience which means you may never want to leave the unit. Add in a beautiful, hot tub and the perfect setting for apres ski following a day of cutting up the hills. If you are into ski bars without the fluff, check out Scissor Bills a few steps down the hill at the Arrowhead Mall. Their burgers are phenomenal.

Property: Arrowhead 1673

this stay was amazing! the ski-in, ski-out feature was a big with our whole group! we were a large party and the house catered to everyone staying here—from skiing and snowboarding, to snowshoeing, to cross country skiing, and even a simple walk around the big sky village made everyone feel like there was an activity for them. everyone thought their bed was extremely comfortable & the main living room fireplace created such a cozy ambiance. we found ourselves in the living room so often chatting or playing games that we rarely turned the tv on! the hot tub at night was an added bonus that we won’t soon forget. overall, this stay was incredible and I recommend this home to anyone wanting to experience the mountain charm of big sky!

Property: Arrowhead 1673

Friends and I enjoyed an amazing time in Big Sky, thanks to the location of this place. Short walk to the small lift that carried you up the hill where you could ski down to the main lifts. Ski right to the front door when you come back down. Short walk to the main resort area for supper or drinks or the store.

Property: Big Horn 23

Lovely home, very well decorated, and perfect for a big family with kids. Would absolutely stay again. They we very accommodating with the early check in as well.

Property: 105 Nordic Lane

We just finished our week at Big Sky, and the rental property was great. our group consisted of 3 couples, and the bedroom layout was perfect. We had a great week (although it started off a bit cool -25), but we enjoyed the condo and the kitchen had all the supplies needed. Plenty of space in the living room, and the dining room held 8 easily. Only thing that seemed odd was 2 of the 3 bedrooms had TVs - not the master on top floor. All-in-all a great condo and location. Next time we go to Big Sky we would certainly work with Two Pines again - their communication prior to and during our stay was good.

Property: Saddle Ridge S-1

Property: 461 Fourpoint

Property: 461 Fourpoint

Property: 461 Fourpoint

Loved this house!
Great for our family holiday.

Property: 105 Nordic Lane

Property: 120 Crail Ranch

Team members were phenomenal! Had a question about the hot tub and they sent someone out IMMEDIATELY! Also requested early check-in and it was granted. Everyone was so receptive throughout the entire process! Could not speak more highly of the team at Two Pines! I look forward to my next trip!  Everything was so nice and prepared for guests and the team members were AWESOME!! Can't wait to come back!

Property: 98 Pheasant #2

Overall this was a great property. Loved the home and being tucked away in the snowy forest!

Property: 105 Nordic Lane

Great bed, sofa, and decor. Modern well appointed.

Property: 225A Pheasant Tail

Favorite feature of the property was the hot tub after a long day of skiing! Also loved the convenience of ski in ski out. The property was perfect for our group. 4 different families and we all had our own personal space.  It was so nice to be able to ski in and ski out and come back to the house for a break if needed.  We will definitely rent from Two Pines again!

Property: Black Eagle 14

Every aspect from booking to departure was professionally handled.

Property: 210B Pheasant Tail Lane

You can’t ask for better accommodations. The house is stocked with everything you could possibly need and the location is unbeatable. You are a block from all of the restaurants, bars, and shops. The beds are extremely comfortable and each bedrooms has an en suite bathroom. Highly recommend this condo, we will be back!

Property: 52 Copper John

The two pines team was great. There were several things along the way that weren't quite right. But, the service was exceptional. The way they handled service issues, phone calls, etc. was admirable. There will always be issues, but knowing that there is a solid team there to handle them gives the renter a better piece of mind.

Property: Arrowhead 1673

Property: 99 Pheasant #3