Trailhead Lodges 514

By Pamela, Posted: 04/01/2025

All of the communication was great. We even got to check in early which was very helpful. We had 17 of us and rented 4 places at Trailhead. Everyone was very impressed with their places and the communication. One family took advantage of the late check out option. The condo was very clean and well stocked. We would definitely rent through Winter Park Lodging Co again!

MANAGER COMMENTS:  So great to hear Pamela!  Thanks so much for taking the time to let us know.  We are so pleased it was a good fit for all.  It's fun to be right there, downtown, yet only 3 miles from the mountain.  Hope you can join us again sometime!  ~  The Winter Park Lodging Company Team

By Kathy, Posted: 03/04/2025

We enjoyed our family's long weekend stay. The management was easy to contact, check-in and check-out was simple, the couches and beds were comfortable, the condo was very clean and stocked for kitchen and bathroom needs, even some games. The location was convenient to Hideaway Park, the shuttle and Main St for restaurants, shopping, and rentals. We enjoyed the view, trail directly out back and rec center. Highly recommend for an easy and enjoyable stay!

MANAGER'S COMMENTS: Fantastic! Thank you for sharing your experience with us.  ~The Winter Park Lodging Company Team 

By William, Posted: 01/31/2025

This condo was well stocked with everything we could need, except for food, and there were even a few small snacks to take the edge off there! Comfortable radiant heat. Three bedroom, three bath with a well equipped kitchen and large dining table and large living room with an undisturbed view of the hills and forest made it easy to relax. It couldn’t have been more comfortable! I loved how all the cabinets, drawers and light switches were all labeled! The outdoor hot tub and year round pool were in the clubhouse complex just 50 feet across the parking area. Parking was ample for two cars, and the free bus runs regularly about a six minute walk from the door. Almost as close were several restaurants, stores, and a ski rental shop. Winter Park Lodging let us know by text that the condo was available for check in early. Check in and check out was super easy with the electronic combination lock pad. Trailhead Lodges 514 is definitely one of the most comfortable ski condos I have ever rented!

MANAGER COMMENTS:  Fabulous!  Many thanks for sharing your experience with us Bill.  We are all so pleased you enjoyed the property and your stay was comfortable.  Do reach out to us again if you come back to these mountians!            ~  The Winter Park Lodging Company Team

By Linda, Posted: 07/04/2024

Plenty of room to eat and socialize. Master bed needs new mattress. Can feel vertical board running through it.living room furniture needs replacing. sofa and chairs way too low. A chair is needed in Master to sit on to dress. Bed too high for this purpose. Too bad no walk-in shower in one bathroom. This was a family reunion had to rent a toilet booster for grandma. Very clean, well stocked with place settings, pans, etc. the first floor location put us close to the water with a few steps down without riding elevator with our fishing gear. The office staff were some of the best I have ever dealt with knowledgeable, friendly and accommodating. All in all, a great place.

MANAGER'S COMMENTS: We really appreciate all of your feedback Linda and will pass on the information for sure about the Master bedroom mattress and furniture. We are happy you found the condo well stocked, very clean and enjoyed working with our amazing staff! 
We hope you'll be back to make more fun memories in the mountains. 
~The Winter Park Lodging Company Team 

By James, Posted: 02/21/2024

Fantastic accommodations!

MANAGER'S COMMENTS: Thank you James! Give us a shout when you would like to stay again. 
~The Winter Park Lodging Company Team 

By Deanna, Posted: 02/14/2024

We had a great stay at Trailhead Lodges 514! The living area was a nice size for us to hang out and watch the Super Bowl! Winter Park Lodging always does a great job having everything clean and ready. The park & sled hill were right across the street and the shuttle stop was just a short walk to the main road. Our only complaint was the shower heads! I had to lay down in the tub to wash my long hair or it would have taken forever! Lol.

MANAGER'S COMMENTS: Thank you for staying with us again! Great to hear this was the perfect place to get together for the Super Bowl. (We hope your team won! ) We are so sorry about the shower heads. We will get those checked and replaced! 
See you next time!  ~The Winter Park Lodging Company Team 

By Rodney, Posted: 01/07/2024

We had a wonderful stay at Trailhead with an impeccably clean unit, as advertised accommodations, and superior service provided by Winter Park Lodging Company. They checked up with us frequently, communicated all instructions clearly and concisely and were very professional and polite. This was a first rate experience!

MANAGER'S COMMENTS: Our team loved reading your review Rodney. Thank you for the positive feedback and we are really happy you had a great experience. We hope to see you next time! 
~The Winter Park Lodging Company Team
 

By Bob, Posted: 07/29/2023

Wonderful location, loved the pool with our grandkids, plenty of room for the five of us, quiet, everything worked well. The interior doors need to be adjusted, swing open/closed at most locations. Really enjoyed our visit.

MANAGER COMMENTS:  Terrific!  So pleased you enjoyed some great family time!  We'll get working at fixing those doors.  Thanks for letting us know Bob.  See you next visit!   ~  The Winter Park Lodging Company Team

By Velvia, Posted: 07/19/2023

This unit offered everything it advertised. Loved the wrap around balcony. Unit offered good family entertainment seating and cooking option. Loved the number of bathrooms for the family and the separation options for the family members. The area along the balcony offered flowing water that was very relaxing and the view was beautiful. It was also close enough to our venue for walking. Loved the trails in close proximity to the place.

MANAGER'S COMMENTS: All great to hear! We are thrilled that Trailhead Lodges 514 worked out perfectly for your family. We hope you can stay with us again. Enjoy the rest of your summer! 
~The Winter Park Lodging Company Team 

By Olive, Posted: 02/26/2023

A perfect layout for 2 families with younger kids. We loved the space and room set ups...just right for us! Workout facility in the Clubhouse area was nice to use as well as the pool/hot tub. Location right in downtown was fun and easy. Loved the attention of the management team...super nice folks. We hope to return for next ski season!

MANAGER COMMENTS:  Yay!  The Trailhead Lodges 514 is just right for multiple families.  We are so pleased you enjoyed staying with us.  Let us know when we can help plan next trip Olive!  ~  The Winter Park Lodging Company Team

By Jill And Kevin, Posted: 10/23/2022

This condo provided everything we needed to completely unwind. The kitchen was stocked with everything we needed to make meals, including a crock pot and some spices. It was clean and comfortable with plenty of space for our group. We loved soaking in the hot tub and having morning coffee and evening wine on the deck. So quiet and private. Listening to the river was so relaxing. We will definitely be back.

MANAGER COMMENTS:  Fantastic to read!  So pleased you enjoy and we do hope you'll join us when you need another relaxing stay.  ~ Winter Park Lodging Company Team

By Jeffery, Posted: 10/11/2022

Saturday my lack of Streaming vs Cable got the best of me. I called the office and 5 minutes later problem solved. Thank you! Love you guys.

MANAGER COMMENTS:  Fantastic!  We've starting timing our team and free pizza if they're there in under 10 mins......I jest!  But we are so pleased we could help you out quickly.  Thanks for the love and appreciate you always coming up to stay Jeff!    ~  The Winter Park Lodging Company Team

By Kitt, Posted: 09/02/2022

Amazing location to be right in Winter Park and enjoy all it has to offer. Very comfortably laid out and decorated. Our family had a terrific time and didn't want for anything. We hope to return!

MANAGER COMMENTS:  That's so great!  So pleased you had a nice get away.  Hope we can host you again.

By Monica, Posted: 03/08/2022

Beautiful condo with all of the amenities you will need. Gorgeous view from back patio. Ample living room seating. Great location & free sledding park across the street was a daily favorite of the kids. One maintenance issue which WPLC promptly responded to and were at our door within 15 minutes. Would definitely stay with this company again!

MANAGER COMMENTS:  Fantastic!  So pleased it worked well for you.  Our maintenance department is the best and try and get everything up and running ASAP.  Hoping to work with you again. 

By Fran, Posted: 03/04/2022

We loved our quick trip to Winter Park and Winter Park Lodging Company had really great communication before and during our trip. We really liked that we could text them with questions and they would answer back quickly with answers and local suggestions. We also loved how close Trailhead Lodges 514 was to places to eat & the big back porch was our favorite feature of the house. The decor was nice too!

MANAGER'S COMMENTS: We are so happy you had a great stay at Trailhead Lodges 514! Our team is always here for whatever questions you may have. We can't wait to help you plan your next adventure to Winter Park! - Alex and the Winter Park Lodging Company Team 

By Kate, Posted: 01/01/2022

Communication was great! This was our first stay in Winter Park and the rental company quickly answered all our questions. The unit was clean and perfect for our group of 10. Two families shared the space well. Parents each had a room and bunk room for kids:) Thank you!

MANAGER COMMENTS:  Excellent and thanks so much Kate.  Do come see us again!

By Jennifer, Posted: 03/28/2021

Lovely, spacious, clean, easy access, friendly staff, easy check in and out. Thanks for a great vacation!

MANAGER COMMENTS:  Wonderful.....all the things we strive for!  We appreciate you letting us know.  Do return so we can host you again.

By Elizabeth, Posted: 01/22/2021

We loved our stay at Trailhead Lodges 514. The condo is spacious and comfortable-- especially the very comfy beds-- the kitchen is well appointed, and it is very conveniently located in town. It is our second stay at Trailhead and we highly recommend it.

MANAGER COMMENTS:  Thanks for sharing your stay Elizabeth!  We are so pleased you found a great spot in Trailhead Lodges.  It is a terrific location and so easy to access it all in Winter Park.  Hope to see you again soon!

By Frances, Posted: 12/06/2020

Comfortable, spacious unit, convenient location and beautiful decor. Right in town but with a serene forest setting in the back. We stayed here as evacuees from the fires and cannot express enough our appreciation. We were treated wonderfully by the Winter Park Lodging Company's personnel and are so moved by the generosity of the owners. The amenities, bedding and furnishings are first rate. Highly recommend.

MANAGER COMMENTS:  We are so thrilled you ended up being safe and had a place to stay!  Many thanks for taking the time to share your experience and let us know when we can help out in the future.  All our best for a speedy recovery of damages!

By Karen, Posted: 04/15/2019

Our condo was perfect! The exact size we needed. The space was well laid out and wonderful. Everything we needed was there. The location was right by the park and the town and we were able to walk for much of what we needed. We will come back.


MANAGER COMMENTS:  Fantastic!  We'd love to host you again Karen.  Please give us a call when your travels bring you this way again.

By Mark, Posted: 03/05/2019

This condo was so perfect for our group of two families, each with two kids. The kids had their own room on one side of the unit and each couple had their own bath. The walk to the bus was quick and easy. Same with the walk to the hot tub and pool. Hard to find a pool in Winter Park and the kids only like a hot tub for a little while. Kitchen was well appointed with everything we needed. Will definitely be back!

MANAGER COMMENTS:  Fantastic!  We are all so pleased everyone enjoyed themselves Mark.  It always goes a lot nicer when the kids are happy!  Please give us a call when you're back this way to play.

By Deeanne, Posted: 03/02/2019

We loved staying in 514. It was very comfortable for 4 adults and 3 children We will be back in the summer!,We enjoyed the location very much.

MANAGER COMMENTS:  We are all so pleased you enjoyed your stay with us Deeanne.  We are so excited to host you again this summer!

By Rick, Posted: 01/25/2019

The unit was very clean and was filled with amenities that all cooks will need in the kitchen. The condo was in walking distance to town.

MANAGER COMMENTS:  Great!  We are so pleased you enjoyed staying with us at Trailhead Lodges 514 and that all you needed was provided in there.  Do give us a call when you're back this way for a visit.

By Kristen, Posted: 10/16/2018

Three couples stayed in this gorgeous Winter Park condo for a long weekend. There was plenty of space for all of us. Each couple had their own bedroom/bath. The fireplace was a treat. The condo was in walking distance into town. We will stay again!

MANAGER COMMENTS:  Wonderful!  Sounds like a great time.  We would love to host you guys again when you come back this way.  Thanks!

By Paul, Posted: 08/21/2018

Close to town. Beautiful view from porch. Quiet and comfortable for the adults and kids. Great kitchen with all necessary dinnerware and cooking utensils for easy meal preparation. Will definitely go back.

MANAGER COMMENTS:  Excellent!  We are so pleased that the Trailhead Lodges 514 was a good fit for you and your family.  Let us know when you plan to return this way.

By Claire, Posted: 05/05/2018

Terrific 3 bedroom condo.  We loved being able to use an outdoor heated pool in the mountains....so great!  Kitchen had all that we wanted/needed and more.  Wonderful location and right on the bike trail which was awesome for us. We'll be back.  Thank you!

MANAGER COMMENTS:  Oh great!  We are all so pleased you enjoyed staying at Trailhead Lodges 514 with us.  It sure is one of the best locations for Winter Park guests.  Do let us know when you come back this way!

By Phil, Posted: 04/23/2018

Enjoyed the location. Was very comfortable and thanks to the Winter Park Lodging Company for making getting here and checking in so easy!

MANAGER COMMENTS:  So great to hear Phil.  We are always trying to make things as easy/convenient as possible for our guests.  We are so pleased it was a good stay for you.  Let us know when you'll be back.