Condo - Rating 4.8 (27)

Trailhead 524 Clubhouse w/ Hot tub | Pool


Bedroom 3 bedrooms
Bathroom 3 baths
Guests 8 guests
Pets Not Allowed Pets Not Allowed

  • Address: 501 Trailhead Circle No. 524
  • Location: Winter Park
  • Type: Condo

Location Location

Description Description
The kitchen is fully equipped for all your home cooking needs. Including pots, pans, blender, crockpot, casserole dishes, and all the utensils you’ll need to make a gourmet dinner. With all of our homes, we supply this home with your first cup of coffee and creamer so you can wait to run to the store until after you have a morning cup of coffee.

We also supply each home with comfy linens, towels, washcloths, hand towels, tissue, and toiletries (bar soap, hand soap, shampoo, conditioner, and tissue paper) for your stay. We also supply laundry detergent and softener so you can return home from your vacation with clean clothes if you choose to!

The clubhouse at Trailhead lodges is at the center of this amazing downtown Winter Park community. It features an entertainment room with a flat-screen television, fireplace, and pool table. Also located in the clubhouse is a heated pool and hot tub. The clubhouse also has large grills and a fitness room.

The bedrooms are set up for a large family or two for sleeping arrangements. The bunk room has two bunk beds (both are twin over twin), Bedrooms two and three have king-sized beds. The primary bedroom has an oversized soaking tub for those sore muscles after skiing all day. Sleeping up to 8 in this home.

Parking is free on-site but only allows for TWO vehicles. So if you bring more than two cars you’ll need to park the extra cars in the free parking garage at Cooper Creek Square and ride the shuttle or walk the few blocks back to Trailhead lodges.

This unit is located on the second floor of the building so you’ll need to climb the stairs.

Accessing your vacation home is as easy as entering a four-digit code. This unit is equipped with a smart lock so you won’t need keys on your stay and you also won’t have to check in or out at a separate location.

Cleaning:

We follow policies and procedures in accordance with industry standards outlined by VRMA, WHO and the CDC for Covid-19. Our cleaners sanitize each property before your stay.

Please Note:

We do not guarantee that hot tubs, pools, or other common area amenities will be open for your use during your stay.

County Permit 005552

Sleeping arrangements:

Primary Suite - King Bed

Second Bedroom - King Bed

Bunk Room - Two Twin over Twin bunk beds

Amenities:

WIFI

Cable TV

50" Smart TV - Living room

Communal Hot Tub

Communal Swimming Pool

Free Shuttle Route (short walk)

House Rules:

No pets

No smoking of any kind in the condo

Remove shoes when entering the home

No Parties

Quiet hours 10 pm till 7 am

RV's and trailers are prohibited from parking at this site during holiday and music festival weekends.

Town of Winter Park Registration Number: 005552 Visit Winter Park Lodging is locally owned and operated. We live in the community full time and enjoy playing and working in our wonderful mountain community. We would be honored for you to stay in one of our vacation homes on your next visit to Winter Park and the surrounding areas.

Please remember you’re staying in a home, not a hotel. Please treat the space with respect. If any problems arise, we will do our best to take action ASAP, but there is no one living on-site 24/7.


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Swipe Swipe for Availability

Bedding Bedding
Room Beds Baths TVs Comments
Room 7 Bunk
Room 8 King
Room 9 King

Amenities 46 Amenities
  • Baking sheet
  • Bathtub
  • BBQ grill
  • Bed linen
  • Blender
  • Body soap
  • Carbon monoxide alarm
  • Ceiling fan
  • Coffee maker
  • Conditioner
  • Cooking basics
  • Dining table
  • Dishes and silverware
  • Dishwasher
  • Dryer
  • Essentials
  • Extra pillows and blankets
  • Fire extinguisher
  • First aid kit
  • Free parking on premises
  • Freezer
  • Gym
  • Hair dryer
  • Hangers
  • Heating
  • Hot tub
  • Hot water
  • Indoor fireplace
  • Kitchen
  • Microwave
  • Oven
  • Patio or balcony
  • Pool
  • Pool table
  • Private entrance
  • Private living room
  • Refrigerator
  • Shampoo
  • Shower gel
  • Smoke alarm
  • Stove
  • Toaster
  • TV
  • Washer
  • Wifi
  • Wine glasses

Reviews Rating 4.8 (27) Reviews
Rating 5
We had a fabulous day. The condo was beautiful
We had a fabulous day. The condo was beautiful and had everything we needed. The place was very clean and well organized. It was within walking distance to shopping and restaurants. Check in and check out was super smooth. We had a great time and would definitely recommend it Tyler and Mary Lee are wonderful hosts!
Mary - Posted: 3/5/2026
Thanks for the great review! I'm not totally sure who Tyler and Mary are, lol, but the team here at Visit Winter Park Lodging thanks you for the kind words!
Stay Vara staff
Rating 5
Amazing condo and location! Communication and
Amazing condo and location! Communication and check in/out process was great. We loved being able to walk to downtown Winter Park and Rendezvous Park area.
Lisa - Posted: 9/2/2025
Thank you for reviewing! Come stay with us again soon.
Stay Vara staff
Rating 5
Enjoyed our stay during 4th of July weekend,
Enjoyed our stay during 4th of July weekend, great location near the park and downtown area with holiday events. Beautiful views of the meadow out back, would stay again.
Michael - Posted: 7/17/2025
Thanks for the kind words Michael.
Stay Vara staff
Rating 5
It was our first ski trip with the family, and
It was our first ski trip with the family, and the place was perfect for two families of four. They had everything we needed to feel right at home. The view was amazing, looking out over the river and the forest in the back. I’d definitely stay here again or rent another one of their places.
Halim - Posted: 4/28/2025
Thanks for the great review Halim! We love those views too. Come stay again!
Stay Vara staff
Rating 5
Great location. Easy shuttle access for the ski
Great location. Easy shuttle access for the ski mountain. Easy walk to many Winter Park restaurants. The condo layout is perfect for two families (2 king beds, one bunk room, three bathrooms).
Jonathan - Posted: 1/22/2025
Thanks Jonathan for taking the time to leave a great review! It was great to have you guys
Stay Vara staff
Rating 5
We had a great stay! It was an excellent location!
We had a great stay! It was an excellent location!
Jyoti - Posted: 12/29/2024
We are so glad you enjoyed your stay! Thanks for staying with us!
Stay Vara staff
Rating 5
Hot tub, pool, easy walking to a great little
Hot tub, pool, easy walking to a great little park and to the town!
Todd - Posted: 4/4/2024
Thanks Todd! Cheers to all your future adventures & come back and visit anytime!
Stay Vara staff
Rating 5
Beautiful place, perfect for our two families.
Beautiful place, perfect for our two families. Spacious, tastefully decorated, nice fully-stocked kitchen! So close to everything!
Emily - Posted: 2/17/2024
Thanks for kind words! We hope to host you again in the future.
Stay Vara staff
Rating 5
Lovely condo with spectacular views. Great
Lovely condo with spectacular views. Great location in the middle of Winter Park with ability to walk to shopping and restaurants. Nicely decorated property. We wouldn’t hesitate to reserve and stay there again—maybe in the summer.
Levern - Posted: 2/11/2024
So glad you enjoyed your stay! Please do come again! Summer is such a beautiful time in the valley.
Stay Vara staff
Rating 5
Great multi-property host. Very impressed by the
Great multi-property host. Very impressed by the digital guest/property guide they send. The daily text communication, that you can actually respond to, is also great. The place was exactly as advertised and some. The condo was easy to access, well stocked and equipped with clean, not damaged, and quality items. Located very centrally in the Town of Winter Park and close to plenty of dining, entertainment and mountain access shuttles. Clubhouse with pool and other amenities is also right across the parking lot and very close. Would definitely stay again.
Nicholas - Posted: 1/31/2024
Thank you for the kind words Nicholas, and a great review! Come back and visit anytime!
Stay Vara staff
Rating 5
Place was excellent. Walking distance to main
Place was excellent. Walking distance to main areas of town. Extremely comfortable and large home. Host was potentially the best i've ever had for a reservation. Would highly recommend.
Matthew - Posted: 1/17/2024
Thanks so much, Matthew! We would happily have you again. Cheers on all your future adventures!
Stay Vara staff
Rating 5
Great place in the middle of the Winter Park
Great place in the middle of the Winter Park village. A lot of space and everything is close.
Ziga - Posted: 12/4/2023
Thanks for taking the time to leave a review. We are delighted you enjoyed your stay. Visit again soon!
Stay Vara staff
Rating 5
We had a lovely time in WP, the accommodations
We had a lovely time in WP, the accommodations were fantastic and as stated. We’ll be back.
Matt - Posted: 10/16/2023
We are delighted you enjoyed your stay, Matt. Visit again soon!
Stay Vara staff
Rating 5
Such a lovey location and very comfortable
Such a lovey location and very comfortable furnishings. The kitchen was well stocked and the view on the back porch wad outstanding.
Pattie - Posted: 7/17/2023
Rating 5
Beautiful, clean condo in a quiet area with a
Beautiful, clean condo in a quiet area with a natural meadow & creek off the back patio. The owner was extremely helpful & kind when she helped us with a problem we were having with a different condo rental (no water). I would definitely book this condo again. I wish we could have stayed longer. Wonderful!!!
Ann - Posted: 9/8/2022
Ann - We really enjoyed hosting you guys! Thanks for being amazing guests! Come back and visit again :)
Stay Vara staff
Rating 5
Very nice condo, beautiful views, and close to so
Very nice condo, beautiful views, and close to so much Winter Park has to offer.
Andy - Posted: 8/6/2022
Rating 5
One of the best short term rentals I have stayed
One of the best short term rentals I have stayed in!
Marilyn - Posted: 8/3/2022
Rating 5
Extremely happy w/accommodations;
Extremely happy w/accommodations; wonderful location, spacious and clean. Terrific views (saw a moose daily ☺️.). Managers extremely responsive to our needs and very friendly. Will recommend!
Janice - Posted: 2/27/2022
Rating 5
Everything about this property was fantastic! We
Everything about this property was fantastic! We would definitely stay here again.
Stacy - Posted: 2/13/2022
Rating 4
Solid communication and responsiveness!
Solid communication and responsiveness!
Elizabeth - Posted: 12/6/2021
Thanks Elizabeth! It was a pleasure hosting you guys! :)
Stay Vara staff
Rating 4
This space worked out well for our family of four
This space worked out well for our family of four adults and two kids. The location is super convenient and the view is gorgeous. We appreciated that the kitchen is well stocked. We would stay here again!
Christine - Posted: 11/23/2021
Thanks Christine for your kind words about the property! We are glad you enjoyed your time. Come back and visit again :)
Stay Vara staff
Rating 5
Very clean, great view, perfect location. We
Very clean, great view, perfect location. We enjoyed the trails and walking to restaurants. Would definitely book again.
Christine - Posted: 10/4/2021
We are so glad you enjoyed your stay and the accessibility of the property! Come back and visit again :)
Stay Vara staff
Rating 5
We were very happy with our stay. The home was
We were very happy with our stay. The home was clean, comfortable and had everything we needed for our stay down to small touches like some coffee and snacks. The location was just a short walk to the main street, was right along a paved walking trail, has a nice view of the mountainside and creek behind and mountains to the right. We enjoyed the balcony and views. The kitchen had everything we needed. This place also has an elevator directly outside the entrance which was a plus for us with hauling around luggage and a stroller.
Ashley - Posted: 9/21/2021
Ashley! Thank you so much for a great review! We are so glad you enjoyed your stay. Come back and visit again :)
Stay Vara staff
Rating 4
Great location! Nice facility. Hide-a-bed was
Great location! Nice facility. Hide-a-bed was broken but maintenance came over shortly after notification and brought an air mattress. The patio door didn't actually lock. Hopefully maintenance has fixed that also.
Judy - Posted: 8/2/2021
Rating 5
We had a couples weekend and it was fantastic.
We had a couples weekend and it was fantastic. Easy in easy out and located close to everything. Ideal for Nordic skiing. Epic rental right around the corner. Trails right out the back steps! Minutes from winter park skiing. You can’t go wrong with this place.
Gerald - Posted: 1/20/2021
Rating 5
I highly recommend this as a place to stay!
I highly recommend this as a place to stay!
William - Posted: 1/15/2021
Rating 5
SUPER COMFORTABLE I STAY FOR 4 DAYS AND I DNOT
SUPER COMFORTABLE I STAY FOR 4 DAYS AND I DNOT WANNA LEFT!!!! 🏔😍👍
Pablo - Posted: 1/12/2021
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