There's adventure between every Two Pines
See what some of our former guests have to say about our Two Pines Properties Vacation Rentals.
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
Loved this house!
Great for our family holiday.
Property: 105 Nordic Lane
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
Just a short note to say how much we LOVED our stay at 5 Slalom Trail #302. The gorgeous condo with epic views exceeded any expectations we could have had. The kitchen was beautifully stocked with everything one could want. I was so happy to see that there were basics like coffee filters, salt and pepper and oil left for our use. The smart televisions were great, the beds comfy, the shampoo and conditioner were great quality and the towels were super soft. As an interior designer myself, the decor of the unit was mountain chic and classic and I even posted pics of it on my own instagram feed...we appreciated that the owners must be fellow Chicagoans like ourselves. The hot tub was so relaxing and fun after a long day on the slopes, and of course skiing right into the driveway made everything super easy! Make sure to tell your guests they just need to take the white otter run to the quick Oh Lordy run to get home. We cannot wait to be back in Montana and stay in this beautiful place again.
Best regards,
Marisa and Steven Mandrea
Property: 5 Slalom Trail #302
The communication via email and text was so handy and when we arrived we were surprised to have so many supplies on hand in the villa. We really enjoyed our stay. The unit has newer appliances and though not completely updated it was very clean and comfortable.
Property: Big Horn 41
We loved how much space we had, the well-appointed kitchen, the drive-in garage, ski-in-ski-out access...too much to list!
Property: 137 Beaverhead #401
Great property and experience...we will book through you guys next time.
Property: 31 Slalom Trail #301
What a beautiful condo and perfect location! Our family and friends stayed here for our annual Christmas ski vacay and loved it! The condo is perfectly furnished with beautiful decor. We had 8 people in our party and we had plenty of room. We enjoyed cooking on the gas stove and grilling on the Traeger grill! All kitchen amenities were abvailable making it feel just like home. The hot tub was perfect for soaking after a long day on the slopes! We could walk from the condo just a short way and be on the slopes. We loved being able to take White Wing and ski back to the condo. The enclosed garage was a great place to take off ski gear and store it to dry overnight. There was a place to hang jackets and place skis/snowboards in the garage. It was also nice to be able to keep the vehicle warm and enclosed during the trip. Basecamp and several restaurants and shops were within walking distance. There is a Starbucks inside Huntley Lodge which is also within walking distance. The Village has more shopping, a grocery store and restaurants and is about a 15 minute drive down the mountain! We would highly recommend this newly built and furnished condo! We can not wait to return!
Property: 31 Slalom Trail #202
The location and layout of the unit were great.
Property: Mountain Lake 403B
We stayed at this beautiful place for a week and could not have been more satisfied. The views were stunning, the cleanliness and decor were so welcoming that we felt right at home when we walked in the door. There were many games and activities to keep us busy within the condo and skiing was really easy as the shuttle bus passes right in front of the building for a quick ride to the resort. In the evenings, we cooked every meal in the large, open kitchen and had everything we needed. We HIGHLY recommend this gorgeous place!!
Property: Mountain Lake 301B
The place was as represented and the management was professional. I would use them again.
Property: 10 Highpoint Drive
We loved the privacy and the accommodations were the perfect size for my family! We also loved the location as we were just minutes from restaurants, the grocery store and skiing! My group usually gets altitude sickness but the elevation in Big Sky was perfect.. No issues at all! My family was so blessed on this trip and the home was warm and inviting, cozy and private! Two Pines management group was awesome too! We overall had an incredible time and look forward to coming back!
Property: 105 Nordic Lane
Nothing beats ski in, ski out. The common space for us to gather together was perfect.
Property: Black Eagle 22
Two pines was great! No issues, property was excellent.
Property: 230B Pheasant Tail
We talked to your team members a few times before our vacation. We were pleased with the knowledge and professionalism of your staff. Everyone was extremely helpful. We enjoyed the great location of Mountain Lake condos. Lone Mountain was definitely showy each day! We were pleased with the 4 bedrooms and 4 baths. Worked great for us.
Property: Mountain Lake 502C
One of the best property management companies I have worked with in Big Sky.
Property: 14 Cheyenne
As Airbnb super hosts ourselves, this place was spot on. You can’t beat the location ( right in between the township of Big Sky and the ski resort ). Our kiddos enjoyed sledding at the local sledding hill, skiing, the sleigh ride dinner, hiking, and relaxing at the house. The space was perfect and well appointed. We hope to come back again!
Property: 461 Fourpoint
Perfect and spacious for our group of 6 people. Great rooms, 2 living spaces, great kitchen and bathrooms.
Property: 145A Pheasant Tail
We loved the property at 145A Pheasant Tail. 3 couples had plenty of room and we could have had 2 other couples stay. The property was very clean and well kept. The kitchen was well stocked for when we wanted to cook at home. The bedrooms were so spacious and beautifully decorated. Plenty of TVs, cozy living room with a fireplace and the hot tub was so relaxing. Felt like home away from home. Great location! Short drive to Big Sky Ski Resort, Bozeman and to Yellowstone Park! Walking distance to the center of Big Sky Town. Great experience and would recommend this property. We will definitely rent this property again!
Property: 145A Pheasant Tail
Amazing condo with beautiful views. Everything is new and in pristine condition. Great location close to the lifts and just a few minutes from town. We couldn\'t have been happier with the accommodations. Will definitely be back!
Property: Mountain Lake 403C
Property
Beautiful property with a great location and amazing amenities. The owners thought of everything and couldn't be more excited to return.
Property: 2573 Little Coyote
Property manager
When I called to ask for ideas and review my itinerary, the staff was excellent at guiding me to thoughts of where to take a large group and things to do.
Property
Two Pines was top-notch as far as property rentals go. They are personable and helpful, maintain excellent properties, and make the check-in and out experience smooth. The communication before we arrived helped make our trip to Big Sky one of the best. 116 Diamondhitch is a fantastic property with a super floorplan/layout, nice big bedrooms, comfortable accommodations and beautiful scenery to fill your day of enjoying all that Montana has to offer.
Property: 116 Diamond Hitch
Property manager
Every single member I had a chance to speak with cared and they were/are phenomenal at their job.
Property
Absolutely perfect!
Property: 211A Pheasant Tail
We had such a wonderful time in Big Sky, thank you so much for allowing us to use your beautiful condo! Big Sky was the last stop on our adventure through Wyoming and Montana. While we loved our time in Grand Teton and Yellowstone, Big Sky was definitely our favorite! We all loved our Lone Peak Adventure, as well as the nature zipline and hiking the trails. Our kids also had a blast on the giant swing and bungee trampoline. Dinner at Horn and Cantle for our 10-year-old's birthday was outstanding! Thank you again for your hospitality. We will definitely be back!
Property: Alpenglow 19D
Property manager
Great team that was always there when needed.
Property: 18 Crail Creek
Property
The views, the hatch window in the kitchen, the porches, everything.we loved everything!
Property: 13 Sioux
Property manager
I appreciated the emails leading up to our arrival with suggestions for groceries and car rentals. All my questions were answered in a timely manner. This was the most personable experience I've had with any property rental company.
Property
The house was very clean and well-maintained. We had plenty of room for our large group. I was surprised that all of the cleaning and laundry soap products were furnished. Each room has small touches that made you feel like you are at home.
Property: 52 Copper John
Property manager
When I called to book, the team was incredibly helpful (Jane specifically). In the following months I would call for more information about town or the lay of the land (i.e. where to book activities or where to get bear spray) and was always surprised by how wonderful my interactions were. Two Pines not only met our needs but made our stay incredible!
Property
Thank you so much! We appreciate all you do!
Property: 70 Beehive Basin
Beautiful, comfy home with wonderful amenities!
Property: 105 Nordic Lane
Property manager
Very helpful with quick response time!
Property
It was excellent!
Property: Spanish Peaks 51
Property manager
Friendly and responsive, power outage could have impacted the check in but the team was quick to respond with keys and access to the home. Great follow up process as well ensuring no issues.
Property: 99 Pheasant #1
Property manager
Team was excellent. Friendly and helpful from start to finish.
Property
Great property. Loved the location and the house was well maintained. One of our favorite stays in Big Sky!
Property: 1494 Ousel Falls
Property manager
The team was very helpful regarding activities to do and answered any questions I had promptly.
Property
The property was well maintained and beautiful.
Property: Big Horn 23
If you're looking for some of the luxury vibes of Big Sky but also want to check out Yellowstone, this is your spot. We stayed here with two families (9 people total) in the summertime and it was more than enough space for all of us.
This place was gorgeous, comfortable and extremely conveniently located to all the places we wanted to visit. Very close (almost walking distance) to Big Sky town center. About an hour from the West Yellowstone entrance. 50 Min from the Bozeman airport.
Property: 105 Nordic Lane
Property manager
Two Pines was an excellent company with which to work. Their staff was friendly and always addressed our needs immediately. The property in which we stayed exceeded our expectations. It was incredible
Property: 1723 Skycrest
Property
What a stunning property! Not only is it beautiful (with gorgeous Mountain Views out of almost every window) but the property has everything you would need. We are a family of 6 and found the kitchen to be stocked with perfect amount of utensils/cookware so we were easily able to cook most meals at the property. We definitely look forward to returning.
Property: 1723 Skycrest
Property
This is a spacious home, beautifully decorated and equipped home for a larger group or family/friends visiting lovely Big Sky. It is convenient to the Village Center too. We cannot say enough about how pleased we were with this home. It was perfect! We absolutely loved this place on every level, especially like that the kitchen had everything we could want or need with regard to tools and cooking.
Property: 2573 Little Coyote
Property manager
Excellent communication and quick response.
Property
Excellent property. Fully stocked with pots/pans, spices, appliances, nice tableware, tvs everywhere, pool and hot tub had issues and no sporting equipment for courts. But a beautiful property!
Property: Spanish Peaks 8
Property
Five Stars My wife and I recently stayed at the Red House with friends and their daughter while skiing. It was roomy enough for all of us, while at the same time being cozy enough to reconnect with dear friends we had not seen in too long due to the pandemic. We were there to ski and reconnect, not cook, but the kitchen was more than adequate for our needs (cappuccinos and scrambled eggs to start the day and drinks in the evening)it was certainly outfitted to accomplish much more if you need. If you are also not there to cook, then it is very close to 2 outstanding restaurants (by NY and Silicon Valley standards) with fresh, local fare. Every bedroom had a separate bathroom so no lines for showers after the hot tub, which we used every afternoon aprs the slopes. The interior was beautifully, comfortably updated with dcor and amenities. Loved the boot warmers. We look forward to coming back again for hiking and riding in the summer. Gary R.
Property: 2573 Little Coyote
Property manager
I was appreciative that booking directly through Two Pines for this property helped me avoid higher fees from VRBO or Airbnb. Thank you for the handwritten welcome note, too! That was a nice touch.
Property
The unit was super clean (and I am a clean freak). Nice location close to Town Center. Hot tub was great!
Property: 165 Blacktail Buck
Property
Hi We rented your property at 2174 Little Coyote earlier this week. I want to let you know what a great experience it was. It was very easy to book online. I also called and a representative from your company who was very helpful and answered all of my questions. The townhouse was as advertised it is in excellent condition and impeccably clean. Your cleaning crew did a great job and did not miss any details we appreciate that. We really enjoyed staying there. It is in a great location, and we will definitely be back. Thanks again!
Property: 2174 Little Coyote