Trailhead Lodges 512, in the heart of downtown Winter Park, offers a cozy retreat just steps from shopping and dining. Unwind in the heated pool or hot tub, enjoy outdoor grilling and fire pit gatherings with friends at this condo that features plush furniture for relaxation.
Reviews
9.29.2 out of 10
Wonderful
Entire condo
1 bedroom1 bathroomSleeps 478 sq m
Popular amenities
Kitchen
Washing machine
Dryer
Gym
Add dates for prices
About this property
☟Stay by the Park | Downtown Condo | Trailhead Lodges 512 | Close To Shops, Skiing & Restaurants
Stay in style at Trailhead Lodges 512, a downtown one bedroom condo that's close to everything and features one of Winter Park's only year-round pools! Walk into this ground level corner condo and spread out in the open living room & walkout patio. The updated kitchen is the perfect place to host a quiet dinner or whip up snacks for a fun day full of adventures. And when you're ready to relax, the large King bedroom features hotel-style luxury linens, a flat screen TV, and full size hallway bathroom. If you have additional guests, there's a Queen size inflatable EZ bed ready for guest use. When you're ready to head outside, check out the year-round heated seasonal pool, hot tubs, clubhouse, outdoor grill & fire pit, gym, game room and more!
The Trailhead Lodges community features one of downtown Winter Park's most enviable locations - directly across from the Rendezvous Events Center. Whether you're here for a concert, festival, or just to explore downtown Winter Park, this location can't be beat!
Sleeping Arrangements: Primary King bedroom, plus a new Queen-sized, self-inflating EZ bed. Sleeps up to four guests.
Local Deals: Save on local adventurous activities, gear rentals, transportation, and more when booking with us.
Please Note: - Quiet hours begin daily at 10pm. Please respect your neighbors, many of which live nearby year-round. - This condo is in building 5 on level 1. - This home does not have air conditioning, but there is a ceiling fan or portable fan in each room.
Parking: There is room for one car in any open areas around the building.
Location: Trailhead Lodges is located in the center of downtown Winter Park. Just 2 miles to Winter Park Resort and a short, easy walk to shops, restaurants and the free shuttle service in downtown Winter Park.
RENTAL LICENSE NO: 017118
The Winter Park Lodging Company Difference
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.
Keyless Lock: This home is equipped with a Smart Lock, allowing easy, secure access to your property at check-in and throughout your stay. There's no need to check in at a separate location!
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.
Check-In: This property offers remote check-in upon arrival. Check-in instructions will be sent via email within 48 hours of check-in date once the Rental Agreement is signed.
Property amenities
Ski
Cross-country skiing nearby
Snowboarding nearby
Pool/Spa
Communal pool
Heated pool
Hot tub
Internet
Available in the condo: Free WiFi
Parking and transport
Limited on-site parking (max 1 space)
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Microwave
Oven
Refrigerator
Spices
Toaster
Dining
Dining table
Bedrooms
Bedroom
Bedsheets provided
Bathroom
1 bathroom
Bathtub
Hair dryer
Shower
Towels provided
Living spaces
Dining table
Fireplace
Living room
Separate dining area
Entertainment
DVD player
Smart TV with cable/satellite channels
Outdoor areas
Balcony
Barbecue grill
Laundry
Laundry detergent
Laundry facilities
Washing machine
Comfort
Heating
Pets
No pets allowed
Suitability/Accessibility
Lift
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In a village
In the city centre
In the mountains
Near a hospital
Things to do
Arcade/game room
Gym
Heated pool
Birdwatching nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Horseback riding nearby
Hunting nearby
Kayaking nearby
Mountain biking nearby
Mountain climbing nearby
Rafting nearby
Rock climbing nearby
Sledding nearby
Snowmobiling nearby
Wildlife walks nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Access methods
Smart lock
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
About the area
Located in Winter Park, this condo is in the city centre and in the mountains. Cozens Ranch House Museum and Moffat Tunnel West Portal are local landmarks, and some of the area's attractions include Amaze'n Maze Winter Park and Alpine Slide. Enjoy the area's slopes with cross-country skiing and snowboarding, and don't miss out on the sledging and snowmobiling. Visit our Winter Park travel guide
Is ☟Stay by the Park | Downtown Condo | Trailhead Lodges 512 | Close To Shops, Skiing & Restaurants pet-friendly?
No, pets are not allowed at this property.
How much is parking at ☟Stay by the Park | Downtown Condo | Trailhead Lodges 512 | Close To Shops, Skiing & Restaurants?
On-site parking is available at the property.
What time is check-in at ☟Stay by the Park | Downtown Condo | Trailhead Lodges 512 | Close To Shops, Skiing & Restaurants?
Check-in begins at 4:00 PM.
What time is check-out at ☟Stay by the Park | Downtown Condo | Trailhead Lodges 512 | Close To Shops, Skiing & Restaurants?
Checkout is at 10:00 AM.
Where is ☟Stay by the Park | Downtown Condo | Trailhead Lodges 512 | Close To Shops, Skiing & Restaurants located?
Located in the heart of Winter Park, this condo building is within a 5-minute walk of Hideaway Park and Winter Park Visitor Center. Bella Vita and Blue Sky Massage are also within 10 minutes.
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☟Stay by the Park | Downtown Condo | Trailhead Lodges 512 | Close To Shops, Skiing & Restaurants Reviews
Reviews
Wonderful
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
The place was very comfortable, clean and larger than appeared in photo. The kitchen was well stocked with everything we needed for our short stay. Good location to ski area and short walk to restaurants and shops. Would stay there again if we return to winter park.
The units heat was not working day of check-in. Staff was able to get it fixed shortly after scheduled check-in. They also provided space heaters to help unit get to 70 degrees. The steps leading through the gate to outdoor pool/jacuzzi on backside of clubhouse were dangerously icy. Overall, great and responsive management, perfect location and very comfortable accommodations. I will stay in this unit in the future with my family!
Literally across from Hideaway Park. Perfect for summer concerts, playground fun, and within easy walking distance of Main Street’s shops and restaurants.
Scott B.
Stayed 5 nights in Jun 2025
From a partner site
10/10 Excellent
Mary G.
11 Aug 2022
Excellent
We really had a great time there.There we're lots of good things to tour and visit.Also the nice near by concerts and restaurants and lots of shops to go to.
Great property, was clean, had plenty of towels and even laundry detergent and dish soap. Highly recommend, within 5 min drive of everything.
Kyrylo S.
Stayed 4 nights in Feb 2023
From a partner site
10/10 Excellent
Olga D.
8 Jan 2021
Excellent
Love our stay at Trailhead 512, it was clean and peaceful and everyone is so friendly. I really enjoyed our stay there, We love WinterPark,
Olga D.
From a partner site
10/10 Excellent
Mary C.
17 Sept 2022
perfect for a couple
We stayed here for a couple of nights in September. Great location to downtown Winter Park, and just a few minutes away from skiing. Unit is well appointed, and loved that there were no stairs- easy to load our gear in and out!
Mary C.
From a partner site
10/10 Excellent
Carlotta P.
21 July 2021
Excellent
My stay was excellent as always I had a great time. The place is always nice. Hope to see u guys next year.
Carlotta P.
From a partner site
10/10 Excellent
Bettina T.
16 Feb 2026
Amazing Location - Amazing Staff
Trailhead Lodge is located right in the middle of Winter Park. Park and walk. The condo was very cozy with a fireplace, and big enough to spread out. Even better, the staff was very accommodating and responded immediately to any request (in particular Jill was amazing). I had to extend my stay and they dropped off extra toiletries and checked on me that all was going well. The condo had everything you could need - kitchen stocked with dishware, utensils, pots/pans, coffee maker; washer/dryer and plenty of towels. I really enjoyed my stay and will definitely stay here again!
Bettina T.
From a partner site
10/10 Excellent
Nolan W.
4 July 2023
Awesome stay
This was a lovely weekend trip to Winter Park to escape the heat at home. The condo was super clean and in a perfect location to easily access everything in town. Winter Park Lodging Co staff was very helpful with check in info and when we texted them with a few questions we had. We'll be back for another visit soon!
This is a lovely condo. We were welcomed with little mountain snacks which came in handy while mountain biking. The kitchen was well equipped and the owners seemed to pay attention to small details. The pool and clubhouse were perfect for teens.
Property really clean and everything you need. Really spacious for a 1 brd. Management company really good communication. Comfty bed, quite, great location. Only complaint would be there is no view from this unit a little dark inside and pool is really small. But for price we'd stay again
Verified traveller
Stayed 2 nights in Jun 2025
From a partner site
8/10 Good
Rick P.
24 Jan 2023
Trailhead 512
We completely enjoyed our stay at 5:12 trail head. I think that the way Jill helped us make the reservation was one of the best things. She put something together on fairly short notice and we were grateful. All around a wonderful experience.
Rick P.
Archival
8/10 Good
Tracy K.
10 July 2016
512 Trailhead Lodge
Great location! Wonderful, new space. Condo has no air conditioning and gets very warm, so you need to sleep with all windows open. With close neighbors and construction, this can be very loud - do not plan to sleep late. Also, do not count on the air mattress as there is no room to set it up. Easier to use the pull-out couch, but less comfortable.
Tracy K.
From a partner site
8/10 Good
Rick P.
24 Jan 2023
Trailhead 512
We completely enjoyed our stay at 5:12 trail head. I think that the way Jill helped us make the reservation was one of the best things. She put something together on fairly short notice and we were grateful. All around a wonderful experience.
This was very much a last minute trip but everything worked out perfectly including our stay at this property. Perfectly located, we were able to walk to dinner every night, cook in the morning,, and get to our destinations within minutes. We were cozy, comfortable and felt at home at this property. I am typically about where I lay my head, but I Would definitely stay again!
The apartment was fantastic for a weekend getaway for my GF and me. The customer service was fantastic, the apartment was spacious and clean, plus it was in a fantastic location.
Recommend to anyone looking for a nice and easy getaway.
Sean W.
Stayed 3 nights in Feb 2021
From a partner site
8/10 Good
matt s.
1 July 2020
trailhead 513
I recently rented trailhead lodge and we loved it. Its clean and cozy and perfect for a weekend or longer. We were greeted with a welcome note and some snacks which was nice. we did not use the fireplace but Im sure it is great for the winter. There is a kingsize bed and a washer and dryer. There are no ceiling fans (I am a hot sleeper) but they did provide a large box fan which helped tremendously! There is a nice little porch with a sliding glass door and screen to let fresh air in. We were very happy with our stay and would definitely recommend to any family or friends. Winter park lodging staff is helpful and friendly, I will be returning again for the third time in the not so distant future :)
matt s.
From a partner site
10/10 Excellent
Chris C.
23 June 2020
Very pleasant stay!
We appreciate the well taken care of the accommodations, we plan to come back!
Chris C.
From a partner site
6/10 Okay
Maureen S.
29 Feb 2020
Average....only because of the circumstances of broken items.
I recently sent a request for clarification. We truly enjoyed our stay but we did have to call about the dishwasher which had glass stuck in the motor...therefore it did not operate for us. We also had a microwave stop working on the same day. The young repairman was wonderful.....efficient and friendly. The microwave could not be fixed so he provided a small counter top substitution. It wasn't terrific but it warmed items. I noticed that WE paid a damage deposit. We broke nothing but entered the agreement with two broken items. Is there some way you might refund us with (at least) the damage deposit.
MANAGER COMMENTS: So sorry about the malfunctioning items during your stay Maureen. We are reaching out to you offline to clarify and work things out. Sorry if there is any confusion here, we do not take a damage deposit but rather a small percentage of your total is an accidental damage fee.
Maureen S.
From a partner site
10/10 Excellent
Nancy E.
9 Oct 2019
Excellent
Nice, clean, and near everything. First time using this service and they were so accommodating. Would definitely give them 5 stars and will use them again!!!
MANAGER COMMENTS: Wonderful! We love the location for the Trailhead properties too. Happy to hear you had a great time! Please do let us know when you come back this way. We'd love to host you again.
Nancy E.
Verified
10/10 Excellent
Lacey B.
6 Apr 2019
Right in the heart of downtown!
We really enjoyed our stay in this 1 bedroom unit. It is very spacious and super clean. We utilized the large kitchen, comfortable living room, and large bathroom. Our family of 4 enjoyed that it was convenient to walk right out to the car, over to the pool/hot tub, or over to the sledding hill. It was just a short walk to be on the main drag of Winter Park. Trailhead is the best complex... we love it so much, we bought a place there during our trip.
Lacey B.
Stayed 6 nights in Mar 2019
From a partner site
10/10 Excellent
Jimmy S.
1 Mar 2019
Great service. They
Great service. They reached out to us numerous times every step of the way to make sure that we had everything we needed etc. Will definitely use to book next time. Thanks, Jimmy Smith and Family
MANAGER COMMENTS: Terrific! Many thanks for sharing your experience with us Jimmy. We'd love to host you again when your travels bring you back to the mountains.