Trestle House


Type: Home
Bedroom 5 bedroom
Bathroom 4.5 baths
Guests 12 guests
Pets Not Allowed Pets Not Allowed
Location: Winter Park Resort
Rating 5 (29)

Property Details Property Details
Dreaming of a modern home while on your perfect Winter Park vacation? Look no further than Trestle House by Winter Park Lodging Company, a modern ski in ski out home, nestled on the slopes of Winter Park offering three levels of modern perfection and high-end amenities and a private bubbling hot tub!

Step into style on the main level and immediately be surrounded by views of tall pines, meandering ski trails, and abounding mountains from the floor to ceiling windows throughout the open living room, dining room & kitchen. The living room is decked out with an array of seating options all centered around the warm gas fireplace and large Smart TV. From here, chat with the chef in your group who will love the gourmet kitchen or get ready for a family dinner at the large custom dining room table. Both the living room and dining room open up to the expansive main level deck that showcases views of the gorgeous surrounding mountains.

Ready to rest easy? Head down one level to one of four bedrooms including the Primary King Suite that guarantees a blissful night's sleep with luxury linens, deck access, office space, Smart TV, closet space and an oversized ensuite bathroom. The Primary King Suite also features a custom wall art piece of Winter Park at twilight that truly feels like you're in a high-end hotel suite. There's also two King bedrooms on this level that share a Jack n' Jill full bathroom, both of which have hotel-style bedding, ceiling fans, and Smart TV's. The Second King Suite can be found on this level, complete with stunning views, flat screen TV, and attached ensuite bathroom. Head down to the lower level of the home for the bunk room, featuring two sets of Twin/Twin custom bunks with a shared full bathroom.

When you're ready to play hard, head down to the lower level and step into a luxury game room that's built for all ages. Make sure to check out the full size bar that adults & kids will love to saddle up to and catch up on the day's activities. Play a game of shuffleboard, pinball, & vintage video games in the game room or catch the big game on the HUGE Smart TV above the roaring gas fire. This level also hosts the private, bubbling hot tub that is a serene spot to relax in and warm up. The ski in ski out access is off the lower level patio with a short slope down to the Corridor ski trail that leads right down to the Winter Park Resort base area. A luxurious trip to Winter Park would not be complete without an unforgettable stay at Trestle House by Winter Park Lodging Company.

Additional amenities include a two car heated garage plus one parking space, a car charging outlet in the garage for electric vehicles, private fitness room, two mud rooms, boot & glove dryer, ski storage lockers, in-home elevator, Nest thermostats, radiant heating, hotel-style linens in all bedrooms, Wolf appliances, Sonos speakers, workout space, gas grill, keyless entry, smart-lock, remote check-in, and access into the gated Bridger's Cache neighborhood.

Sleeping Arrangements: Primary King Suite, Second King Suite, Third King bedroom, Fourth King bedroom, and bunk room with two sets of Twin/Twin bunks. Sleeps up to 12 guests.

Please Note:
  • Bridger’s Cache is a private, gated community with a caretaker and neighbors living full-time in the neighborhood.
  • The clubhouse, located by the entrance to the community, does not allow guest use.
  • There are exterior video cameras at this location. For additional details, please contact our Vacation Planners.
  • The video golf simulator is not available for guest use.
  • Quiet hours are from 10pm-8am daily.
Electric Vehicle Friendly: This home comes equipped with a 220V, 4 Prong Outlet EV Charger in the garage.

Luxury Linen Package Included: This home has crisp, white duvet covers that are washed after every stay. Enjoy hotel-style bedding in the comfort of a home.

Traveling with a group? Check out all our properties within the Bridger's Cache neighborhood.

RENTAL LICENSE NO: 009216

Corridor Ski trail is 10 yards away or 100 yard walk to the base of Mary Jane. Must be able to ski "blue" intermediate terrain to return.

This home is located within a gated community near the base of the Mary Jane Territory of Winter Park Resort. It's a 5 mile drive from the base of Winter Park Resort & 8 miles from downtown Winter Park.

  • 4WD Recommended in Winter
  • Booster Seat
  • Boot & Glove Dryer
  • Deck Heaters
  • Elevator access
  • EV Charger
  • Heated Floors
  • Heated Garage
  • Hotel-Style Bedding
  • Kids Pick
  • Lodge
  • Luxury Property
  • No Air Conditioning
  • Non-Smoking
  • Office/Desk Space
  • Pack 'n' Play
  • Pinball Arcade Game
  • Private Balcony/Deck
  • Private Hot Tub
  • Private Washer/Dryer
  • Shuffle Board
  • Ski In Ski Out
  • Two Lounge Areas
  • Wi-Fi

There is room for two cars in the heated garage, & one in the driveway, for a total of three vehicles maximum. No trailer parking permitted. Property also has EV charging - a 50amp 125/250v outlet in garage. This home has a steep driveway and/or neighborhood access roads that require 4WD in the winter months.

  • No smoking allowed
  • Reservation holder must be 25 years or older
  • Check-in: 4:00pm
  • Check-out: 10:00am
  • Guest will be required to sign a Winter Park Lodging Company rental agreement within 48 hours of booking
  • No pets allowed, unless home is pet-friendly
  • Linens
  • Towels
  • Dishes
  • Silverware
  • Toaster
  • Coffee Maker
  • Blender
  • Crock Pot
  • Pots & Pans
  • Salt & Pepper
  • Trash Bags
  • Dish Soap
  • Dishwasher Detergent
  • Paper Towels
  • Laundry Detergent Pods
  • Facial Tissues
  • Travel-size Shampoo
  • Travel-size Conditioner
  • Soap
  • Lotion
  • Toilet Paper

Save on local adventurous activitiesgear rentalstransportation, and more when booking with us. Discount codes will be sent after booking.

  • 24/7 Local Help: Book with confidence knowing that the rates, images and details published on this property are 100% accurate. We are conveniently headquartered in Winter Park, this provides us with a local advantage to take care of any issue or need that may arise during your stay, 24/7. If any questions, needs or concerns arise just call us and we will be there at your door to make it right.
  • Contactless Entry: Enjoy seamless, contactless entry with secure access details sent before arrival. Our contactless entry ensures a safe, convenient experience with personalized access for your stay.
  • What's Included: Every home is stocked with all your household essentials, high quality sheets and towels, and a starter kit of high-end bathroom products, and an ample supply of laundry detergent, trash bags, dish soap, tissues, etc.  
  • We're Following the Rules: This vacation rental is professionally managed and follows all local & state tax rules. Your reservation total includes all applicable taxes, cleaning fee, and Accidental Property Damage Protection.  
  • Clean & Safe: Keeping our vacation homes sparkling clean is a top priority at Winter Park Lodging Company. All properties are cleaned, sanitized & disinfected before guests check-in with products proven to eliminate viruses & bacteria. All linens are laundered at an offsite facility that meets commercial standards. Additionally, the entirety of our housekeeping processes meet and exceed CDC cleaning guidelines. If you have any questions/concerns, please reach out to our Vacation Planners for more details.
  • Book Direct: Book direct with us to get the best rate available on this home. Check out our cancellation policy here. 

Bedding Bedding
Primary King Suite
King

Middle Level

Ensuite Bathroom

Second King Suite
King

Middle Level

Ensuite Bathroom

Third King Bedroom
King

Middle Level

Shared Bathroom

Fourth King Bedroom
King

Middle Level

Shared Bathroom

Bunk Room
Twin/Twin + Twin/Twin (2)

Lower Level

Shared Bathroom


Testimonials Rating 5 (29) Testimonials
Rating 5
Extraordinary Experience!!!
From the time I made my first inquiry to the time we were checking out of the property, the Winter Park Lodging Company (WPLC) could not have been better to work with. The Trestle House was the perfect selection for me and my 7 friends. We all had plenty of space and the property is TRULY ski in - ski out! Although there were several times WPLC went above and beyond, there are two interactions that I would like to highlight. First, within 24 hours of arrival, I received a text from WPLC asking “what can we do to make your stay more enjoyable.” The second event took place after WPLC became aware of the fact that one of my friends was injured (fortunately, not seriously) on the mountain. WPLC immediately reached out to ask”what can we do to help?” Their sincere interest in helping improve the quality of our stay meant a great deal to me. In closing, the Winter Park Lodging Company and the Trestle House were spectacular.
Randy - Posted: 2/8/2026
Rating 5
Exceptional on every level.
Erik G. - Posted: 10/6/2025
So terrific to hear! Thanks so much and we do hope you'll join us again.
Winter Park Lodging Company staff
Rating 5
We had an excellent day here and could recommend it more highly. Everything was just as it should be and the house had everything.
Shawn - Posted: 7/15/2025
Fantastic Shawn! We would love to host you again.
Winter Park Lodging Company staff
Rating 5
Great location & comfortable
We loved the location of the house, true ski in/out. The house is beautiful and well stocked. We had an adult group of 11 and we were very comfortable and didn't feel like we were on top of each other. We enjoyed the bar with the pool table, shuffleboard and pinball machine. Great area to watch the super bowl! (Go Eagles!) Management company very responsive to any questions we had. For our nonskiers, it was easy for them to take a short walk to the Mary Jane lift area and catch the shuttle to the village. Great option so they didn't have to drive and find parking. Over all 10 out 10!

MANAGER'S COMMENTS: Wonderful! We are thrilled that your stay at the Trestle House was a 10 out of 10. Thank you for sharing your comments and we would love to host you all again. Yes, Go Eagles! 
~The Winter Park Lodging Company Team 
Lisa - Posted: 2/17/2025
Rating 5
Great location & comfortable
We loved the location of the house, true ski in/out. The house is beautiful and well stocked. We had an adult group of 11 and we were very comfortable and didn't feel like we were on top of each other. We enjoyed the bar with the pool table, shuffleboard and pinball machine. Great area to watch the super bowl! (Go Eagles!) Management company very responsive to any questions we had. For our nonskiers, it was easy for them to take a short walk to the Mary Jane lift area and catch the shuttle to the village. Great option so they didn't have to drive and find parking. Over all 10 out 10!
Lisa E. - Posted: 2/17/2025
Rating 5
Our thanksgiving break trip was magical within this peaceful amazing home. We thoroughly enjoyed all there was to do within the home with so much fresh snow falling outside. We were cozy in our winter wonderland. When we ventured out we appreciated the short drive for hiking and tubing and exploring Winter Park. We couldn’t recommend our host more. Thank you for the memories.
Caroline - Posted: 11/30/2024
Fantastic! So pleased you were able to enjoy the grandeur of the Trestle House. Thanks for letting us host your holiday memories! Do reach out if you return for another mountain adventure!
Winter Park Lodging Company staff
Rating 5
Beautiful, comfy cozy house. Stunning views, chefs, kitchen, hot tub, heated porches, everything was perfect. Will recommend to friends and family!!
Kelly - Posted: 11/6/2024
Thank you so much Kelly for staying with us and sharing your feedback! We hope you can return for another adventure.
Winter Park Lodging Company staff
Rating 5
Trestle House stay
While there were issues with our week long stay it was nothing but great with the Winter Park Lodging Company. They respond very quickly to a few things needed and the house was perfect for our family reunion. The issue had to do with the heavy machinery operating every day on a ski run next to the house more or less ruining time on the decks during the day (very loud). These things can't be known but in the future I will look close at any possible construction near a house I rent.

MANAGERS COMMENTS: Jonathan, thank you so much for your kind words! While the construction projects at the resort are often unpredictable and out of our control, we hope we made a difference in your stay, and that would will chose to book with us again in the future! 

- The Winter Park Lodging Company Team 
Jonathan - Posted: 8/14/2024
Rating 5
Great home. Feels very new and not worn. Elevator pays off!
Derryck - Posted: 7/28/2024
Thanks Derryck! So pleased you enjoyed it. A truly magnificient house but LOTS of floor so nice to "hitch a ride" as needed.
Winter Park Lodging Company staff
Rating 5
Trestle House Amazing
Trestle House has to be the nicest Ski in/Ski Out at Winter Park. It was the perfect set up for our group of 10. 4 adults and 6 teenagers. On the day that we did not ski, we were going to go shopping in town but opted to stay home just because the house is so beautiful and relaxing. Would definitely stay here again.
Kendra E. - Posted: 1/10/2024
Rating 5
Trestle House Amazing
Trestle House has to be the nicest Ski in/Ski Out at Winter Park. It was the perfect set up for our group of 10. 4 adults and 6 teenagers. On the day that we did not ski, we were going to go shopping in town but opted to stay home just because the house is so beautiful and relaxing. Would definitely stay here again.

MANAGER'S COMMENTS: Trestle House IS AMAZING and we are so happy you loved it! Give us a shout when you would like to come back again. We would love to share this special home with you all again. 
~The Winter Park Lodging Company Team 
Kendra - Posted: 1/9/2024
Rating 5
Excellent
Couldn't ask for a better location. Spotless accomadations magnificent views and with the age differences with the GRANDS it was perfect. For our family of 12 I couldnot pick a more perfect house. And THANKS for the GOODIES that were there when we arrived. YUMMIE ALSO 2 of my grandsons took remarkable photos of the house and the area around it.
Mary A. - Posted: 8/11/2023
Rating 5
Excellent
Couldn't ask for a better location. Spotless accommodations magnificent views and with the age differences with the GRANDS it was perfect. For our family of 12 I could not pick a more perfect house. And THANKS for the GOODIES that were there when we arrived. YUMMIE!  ALSO 2 of my grandsons took remarkable photos of the house and the area around it.

MANAGER COMMENTS:  Amazing!  Many thanks for letting us know Mary.  The Trestle House is a fantastic spot and we're so pleased everyone enjoyed the stay.  Hope you'll join us again!        -  The Winter Park Lodging Company Team
Mary - Posted: 8/10/2023
Rating 5
Perfection!
Trestle House is great - feels like new, light and bright, very upscale and well-stocked. And Winter Park Lodging is always a reliable host with excellent communication and follow through. Highly recommend both!
Anonymous - Posted: 7/10/2023
Rating 5
Perfection!
Trestle House is great - feels like new, light and bright, very upscale and well-stocked. And Winter Park Lodging Co is always a reliable host with excellent communication and follow through. Highly recommend both!

MANAGER COMMENTS:  Excellent....so pleased to read this Linda!  We are thrilled you enjoyed the amazing Trestle House.  Do let us know when you expect to be back....we'd love to help host you again!  ~  The Winter Park Lodging Company Team
Linda - Posted: 4/17/2023
Rating 5
Amazing Property
This home has it all. We absolutely loved staying at Trestle house and we hope to come back again soon. The game room was a huge hit for sure and the spacious living/kitchen/dinning area was amazing, My favorite part was watching the snow cats go by the house every morning while drinking our coffee ❤️
Jessica S. - Posted: 3/1/2023
Thank you so much Jessica for the review on Trestle House and for giving us the opportunity to host you. This is a spectacular home and we are thrilled you loved it! Watching the snow cats go by the house while enjoying coffee in the morning...so fun! We look forward to welcoming you back again and we always give a return guest discount. ~The Winter Park Lodging Company Team
Winter Park Lodging Company staff
Rating 5
Beautiful home with a magnificent view
The Trestle House was perfect for our large group. The views were breathtaking, and the house was spacious and beautifully furnished. The basement hangout area provided the perfect entertainment for our group when not out on the slopes. We had an amazing vacation!
Pam C. - Posted: 1/27/2023
Rating 5
Beautiful home with a magnificent view
The Trestle House was perfect for our large group. The views were breathtaking, and the house was spacious and beautifully furnished. The basement hangout area provided the perfect entertainment for our group when not out on the slopes. We had an amazing vacation!

MANAGER'S COMMENTS: It was great hear that your group loved the Trestle House Pam! It is a spectacular home and we would love to welcome you back again. 
~The Winter Park Lodging Company Team 
Pam - Posted: 1/26/2023
Rating 5
Spectacular Space
The Trestle House was second to none. Absolutely gorgeous with every possible amenity. And the Winter Park Lodging Company people just added to the value we received. Alex and Peggy and the rest were perfect hosts. Anything we needed before and during our stay was provided. Communications between us were very easy. This is the second time we stayed in one of their properties and will do it again in a heartbeat.
Steve C. - Posted: 7/8/2022
Rating 5
Spectacular Space
The Trestle House was second to none. Absolutely gorgeous with every possible amenity. And the Winter Park Lodging Company people just added to the value we received. Alex and Peggy and the rest were perfect hosts. Anything we needed before and during our stay was provided. Communications between us were very easy. This is the second time we stayed in one of their properties and will do it again in a heartbeat.

MANAGER'S COMMENTS: Thank you Stephen! We are so happy you enjoyed the Trestle House. It is a spectacular home! Glad to hear our team were perfect hosts and that you had everything you needed. Thanks so much for booking with us a second time and we look forward to welcoming you back again and again! 
~The Winter Park Lodging Company Team 
Stephen - Posted: 7/7/2022
Rating 5
Amazing Ski in/Ski out
This home is amazing and very well taken care of.
Chad K. - Posted: 2/25/2022
Rating 5
Beautiful property!
Literally one of the nicest properties we have ever stayed in…an absolutely gorgeous home! The pictures looked incredible, but even they don’t do it justice. The ski in/ski out was a first for us… we are totally spoiled now. We had a few issues with the hot tub but it sounds like the management company was in the process of taking care of them.
Jennifer B. - Posted: 2/13/2022
Thank you Jennifer for staying with us at the beautiful Trestle House! This is a gorgeous home and we are so happy you enjoyed every bit of it. It spoils everyone who stays here for sure. We have taken care of the issue with the hot tub and hope you can come back again and again. ~The Winter Park Lodging Company Team
Winter Park Lodging Company staff
Rating 5
Highest Quality
You will not be disappointed with this property. The views are great and the location for winter activities is unbeatable.
Andrew D. - Posted: 2/2/2022
Wonderful to hear Andrew! We are so happy you enjoyed the amazing Trestle House. We appreciate the 5 star review and would love to welcome you back to Winter Park to enjoy the amazing mountain views and winter activities. ~The Winter Park Lodging Company Team
Winter Park Lodging Company staff
Rating 5
Amazing.....
This place is amazing! You are IT as far as right along the ski trail. Remarkable neighborhood with super easy on/off trail access. We were delighted that our youngest finally tackled her "blue" phobia and was able to ski back down to the house at the end of the day (Mary Jane Trail). We could have also ridden the chair lift back down to get to the home but were so excited to not have to! It was a fantastic experience renting with this company and we are already planning our next trip. Thank you so much for the help getting it all arranged and all the amazing family memories. We WILL be back!

MANAGER COMMENTS:  YAY!  Trestle House doesn't disappoint and so pleased to hear of your youngsters success.....another great skier!  We would love to host you all again Bonnie.....just reach out to us when we can help.
Bonnie - Posted: 2/1/2022
Rating 5
Wanderlust Vacation
We absolutely loved Trestle house, the accommodations were just perfect for our family.

MANAGER COMMENTS:  Fantastic!  Surely if you find fault with that magnificent property there is something truly wrong!  So pleased it suited your needs.
Greg - Posted: 7/29/2021
Rating 5
Wanderlust Vacation
We absolutely loved Trestle house, the accommodations were just perfect for our family.
Greg H. - Posted: 7/29/2021
Rating 5
Excellent Home
Words don't even begin to describe how cool this house is! It is pure luxury and by far the nicest home we've even stayed in. The attention to detail is second to none and you can tell how much time the owners spent on building this gem. The main floor is the kitchen/living/dining area and it's so nice and open. We even ate outside one warm-ish night on the deck on this level. Most of the bedrooms are on the middle level and offered our group lots of room and privacy. The lower level has a second lounge, bar & game area that everyone loved! Plus if you're coming in the winter, you can ski right off the back patio from this level. There's also decks on every level and off a few of the bedrooms. The neighborhood is completely private and very upscale. One small issue is that the hot tub wasn't in place yet, but we talked with Winter Park Lodging Company, and it's coming in June as soon as the snow melts for installation. Not a big deal considering how nice this home is!

MANAGER COMMENTS:  Thanks so much for coming up to stay with us!  We are thrilled you enjoyed the Trestle House as much as we do.  It will truly be a tremendous spot that checks all the boxes when the hot tub arrives.  Please come back then!
Peter - Posted: 5/27/2021
Rating 5
Excellent Home
Words don't even begin to describe how cool this house is! It is pure luxury and by far the nicest home we've even stayed in. The attention to detail is second to none and you can tell how much time the owners spent on building this gem. The main floor is the kitchen/living/dining area and it's so nice and open. We even ate outside one warm-ish night on the deck on this level. Most of the bedrooms are on the middle level and offered our group lots of room and privacy. The lower level has a second lounge, bar & game area that everyone loved! Plus if you're coming in the winter, you can ski right off the back patio from this level. There's also decks on every level and off a few of the bedrooms. The neighborhood is completely private and very upscale. One small issue is that the hot tub wasn't in place yet, but we talked with Winter Park Lodging Company, and it's coming in June as soon as the snow melts for installation. Not a big deal considering how nice this home is!
Willa S. - Posted: 5/27/2021
Rating 5
Tons of Style
My family and I were looking for a different and special type of house to stay when we were thinking about traveling to Winter Park. My kids are mostly grown, so when I was doing research, I was looking for a more stylish place where they might actually WANT to stay. Trestle House had it all!  All the kids felt like they had their own space, and my sons were even able to work out in the work out room! The snacks and treats were such a nice surprise when we arrived (we were STARVING)! Although the dishwasher was a little finicky when we first got there, Margaret from Winter Park Lodging Company was quick to respond, and had it fixed within an hour. All-in-all, we had an amazing experience. If you’re looking for lots of room, and tons of style, this is the place.

MANAGER COMMENTS:  So wonderful to hear!  It truly is a very stylish home.  We are thrilled the home worked out well for all.  And we were able to quickly get the dishwasher working properly.  Do come back and stay with us again!  
Alex - Posted: 5/13/2021
Swipe Swipe for More Testimonials

Request More Info Request More Info

Want to know specifics? Ask anything in reference to vacationing at this property that you would like to know...

Example: "Are fresh linens provided?"

I agree