Condo - Rating 4.7 (4)

Trailhead 324 | Hot Tub, Pool, Private Balcony


Bedroom 2 bedrooms
Bathroom 2 baths
Guests 6 guests
Pets Not Allowed Pets Not Allowed

  • Address: 301 Trailhead Circle
  • Location: Winter Park
  • Type: Condo

Location Location

Description Description
Luxurious 2nd Floor Condo with Shared Hot Tub, Pool, Private Balcony & Grill

Welcome to your upscale 2 bedroom, 2 bathroom Winter Park condo, ideally located in the heart of town. Just steps from shops, restaurants, the Rendezvous Event Center, and hiking trails, this retreat combines comfort and convenience. In the winter months, hop on the free city shuttle right outside the complex for easy access to Winter Park Resort or Fraser.

Why You’ll Love It

Sleeps 6 comfortably: king bed, twin over full bunk, twin over twin bunk

Access to shared clubhouse, year round heated pool, and hot tub

Private balcony with gas grill, alfresco dining for eight & tabletop fire bowl

Cozy living area with sectional sofa, armchair, flat screen TV & gas fireplace

Professionally cleaned and maintained between each stay

Inside the Home

The bright and inviting living space features mountain inspired décor, a warm gas fireplace, and ample seating for movie nights or après ski relaxation. The chef’s kitchen comes with stainless steel appliances, a gas stove, and a central island, making it easy to prepare meals for your group.

Sleeping Arrangements

Primary Bedroom: King bed, en suite bathroom with walk in shower

Second Bedroom: Twin over Full bunk bed

Sleeping Nook: Twin over Twin bunk bed

Guest Bathroom: Tub and shower combination

Amenities Include

Complimentary high-speed Wi-Fi

Flat-screen Smart TV

Fully equipped kitchen with stainless steel appliances

Private washer & dryer

Reserved parking for 2 vehicles

Community hot tub & heated pool

BBQ grill on private balcony

Laptop-friendly workspace

Good to Know

No pets allowed

No smoking inside the condo

Remove shoes upon entry

No parties or events; quiet hours 10 PM–7 AM

Must be 25 years old to book

Second-floor unit (Elevator available, but may not be working during your stay as we don't manage the elevator)

Secure digital lock with unique code for each guest

Noise monitoring system in place to respect neighborhood quiet hours

STR Number: 028852​​​​​​​

Guest Experience

Enjoy a seamless Winter Park mountain getaway with contactless check-in, curated amenities, and easy access to all the town has to offer. Whether you’re here for ski-in/ski-out adventures, summer festivals, or hiking trails, this luxury condo has everything you need to feel at home. 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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Bedding Bedding
Room Beds Baths TVs Comments
Room 3 Bunk
Room 4 King

Amenities 45 Amenities
  • Baking sheet
  • BBQ grill
  • Bed linen
  • Blender
  • Body soap
  • Carbon monoxide alarm
  • Ceiling fan
  • Coffee
  • Coffee maker
  • Conditioner
  • Cooking basics
  • Dedicated workspace
  • Dining table
  • Dishes and silverware
  • Dishwasher
  • Dryer
  • Essentials
  • Fire extinguisher
  • First aid kit
  • Free on-street parking
  • Free parking on premises
  • Freezer
  • Gym
  • Hair dryer
  • Hangers
  • Heating
  • Hot tub
  • Hot water
  • Indoor fireplace
  • Kitchen
  • Microwave
  • Outdoor seating
  • Oven
  • Pool
  • Pool table
  • Private living room
  • Refrigerator
  • Shampoo
  • Shower gel
  • Smoke alarm
  • Stove
  • TV
  • Washer
  • Wifi
  • Wine glasses

Reviews Rating 4.7 (4) Reviews
Rating 4
We had a great stay! The location was excellent,
We had a great stay! The location was excellent, everything in Winter Park was an easy walk, and it was especially convenient for the music festival at Rendezvous Event Center. It comfortably fit the four of us, and we had plenty of space. There isn’t A/C, but opening the windows kept the condo cool enough, during the day/night. We didn’t have a chance to use the amenities, but they were located very close to the condo, which was a nice bonus. We’d definitely stay here again!
Katie - Posted: 7/27/2026
thank you so much for this review! We're so glad the location made everything walkable, especially for the festival at Rendezvous. Good to hear the condo fit your group comfortably and that opening the windows kept things cool. Glad the nearby amenities were a nice bonus too. We'd love to have you stay again!
Stay Vara staff
Rating 5
We really enjoyed our stay. We celebrated my son
We really enjoyed our stay. We celebrated my son leaving for the Navy. We also met up with friends who also stayed in the next building over. We will definitely stay again on our next trip if we come up there again.
Peggy - Posted: 7/5/2026
Thank you for your kind review! We're delighted you enjoyed your stay and truly appreciate your feedback. It was a pleasure hosting you, and we look forward to welcoming you back. We'll continue striving to provide a 5-star experience every time you visit!
Stay Vara staff
Rating 5
Beautiful property, great location, efficient
Beautiful property, great location, efficient communication and check in process. Would definitely stay again.
Michael - Posted: 3/14/2026
Thanks so much for the great review!
Stay Vara staff
Rating 5
Great condo- spacious yet cozy - host thought of
Great condo- spacious yet cozy - host thought of all possible kitchen necessities
Crystal - Posted: 1/1/2026
Thanks Crystal! Glad the condo felt spacious yet cozy and that the kitchen had everything you needed. Hope to host you again in Winter Park.
Stay Vara staff
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