This pet-friendly three-bedroom condo at Trailhead Lodges puts you in the heart of downtown Winter Park, a short walk from the Rendezvous Event Center and Hideaway Park, home to summer music festivals including the Winter Park Jazz Festival. With room for up to 8 guests, two king bedrooms, a bunk room for the kids, and access to the Trailhead clubhouse with its heated pool and hot tub, it’s a comfortable home base for a large family or two families traveling together. A free shuttle stop is a short walk away.
Why You’ll Love It
Downtown Winter Park location, a short walk to the Rendezvous Event Center and Hideaway Park
Two king bedrooms plus a bunk room, sleeping up to 8
Primary suite with an oversized soaking tub
Dog-friendly: up to two medium dogs
Access to the Trailhead clubhouse: heated pool, hot tub, fitness room, grills, and game room
Private washer and dryer in the unit
Smart lock entry, with no separate check-in location
Inside the Home
The kitchen is fully equipped for home cooking, with pots, pans, a blender, a crockpot, casserole dishes, and all the utensils you’ll need. The living room has a 50" smart TV and cable, and a private washer and dryer are in the unit.
We also stock the home with essentials so you can settle in right away:
Coffee and creamer for your first morning
Linens, towels, washcloths, and hand towels
Bar soap, hand soap, shampoo, conditioner, tissues, and toilet paper
Laundry detergent and fabric softener
Sleeping Arrangements
Primary suite: King bed with an oversized soaking tub
Second bedroom: King bed
Bunk room: Two twin-over-twin bunk beds
Maximum occupancy: 8 guests
Amenities Include
In the condo
Wi-Fi
50" smart TV in the living room
Cable TV
Fully equipped kitchen
Private washer and dryer
Smart lock with keyless entry
Free on-site parking for two vehicles
Shared clubhouse amenities
Heated pool
Hot tub
Fitness room
Large BBQ grills
Entertainment room with a flat-screen TV, fireplace, and pool table
Location Highlights
In the Trailhead Lodges community in downtown Winter Park
Short walk to the Rendezvous Event Center and Hideaway Park, which host summer concerts and festivals
Downtown restaurants, shops, and events within walking distance
Free shuttle stop a short walk away
Free overflow parking at the Cooper Creek Square garage, a few blocks away
Good to Know
Parking: On-site parking is free but limited to two vehicles. Additional cars can park for free in the Cooper Creek Square garage, a few blocks away, and you can walk or take the shuttle back.
Second floor: The condo is on the second floor and is reached by stairs.
Shared amenities: The clubhouse, pool, and hot tub are shared with other Trailhead Lodges guests and residents. They’re managed by the HOA, which controls their hours and any closures, so we can’t guarantee they’ll be open during your stay.
Check-in: Entry is by a four-digit code on the smart lock. No keys are needed, and there’s no separate check-in location.
Event weekends: Nearby summer festivals can bring crowds and music to the area.
House Rules
Up to two medium dogs allowed with a $100 pet fee
No smoking of any kind in the condo
No parties or events
Quiet hours are 10 pm to 7 am
Please remove shoes when entering
No RVs or trailers during holiday and music festival weekends
Maximum occupancy is 8 guests
STR #: 005552
Guest Experience
This condo is a good fit for a large family or two families traveling together, especially those bringing a dog. Spend the day on the slopes or at a summer concert down the street, swim at the clubhouse, and come back to soak in the primary suite’s tub. 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.
| Room | Beds | Baths | TVs | Comments |
|---|---|---|---|---|
| Room 6 | Bunk | |||
| Room 7 | King | |||
| Room 8 | King |
- 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
Want to know specifics? Ask anything about this specific property that you would like to know...
Example: "Is the balcony screened in?" or "Is there a toaster oven?"