Welcome to your mountain escape in the heart of downtown Winter Park - a cozy retreat steps from shops, trails & Hideaway Park!
- Sleeps 6 | 2 bedrooms | 4 beds | 2 baths
- Year-round hot tub & seasonal outdoor pool
- Private balcony w/ mountain views
- Gas fireplace & comfy living area
- Full kitchen & dining table
- Gym, lounge & game area access
- Pet-friendly & family-ready
Snow-dusted peaks rise in the distance as you step onto your private balcony, where crisp mountain air and pine-scented breezes invite you to slow down and take it all in. After a day exploring Winter Park’s trails or lively downtown streets, you can curl up by the glow of the gas fireplace or unwind in the hot tub beneath a canopy of stars. Every corner of this inviting condo is designed to bring you closer to the warmth, charm, and rhythm of mountain life.
Living spaces
Inside, the living room offers a cozy gathering place to relax and recharge. Large windows fill the space with natural light, while the gas fireplace sets the perfect atmosphere for quiet evenings with a book or a favorite show on the TV. The private balcony just beyond provides a front-row seat to mountain views and the surrounding evergreens.
Sleeping arrangements
This condo comfortably accommodates up to six guests with two bedrooms and two full bathrooms. The Primary suite features a king bed and plenty of space to settle in after a day outdoors. The second bedroom is thoughtfully arranged with two twin-over-twin bunks, offering a welcoming spot for families or friends to rest and recharge. Each bathroom is stocked with essentials, and the washer and dryer add convenience for longer stays.
Kitchen & dining
The full kitchen is equipped with everything you need to prepare meals at home, complete with a refrigerator, stove, oven, dishwasher, microwave, and coffee maker. Gather around the dining table for breakfast before heading out to the slopes or enjoy a quiet dinner in after an active day.
Outdoor living & amenities
Trailhead Lodge offers shared spaces that make your stay even more enjoyable. Soak in the year-round hot tub or take a dip in the outdoor pool during warmer months. The clubhouse features a gym, a communal lounge with a fireplace, and areas perfect for games or casual gatherings. Outside, you’ll find an inviting patio with seating and mountain views, ideal for morning coffee or evening conversation.
Entertainment & recreation
When you’re not out exploring, enjoy the entertainment options available, including a game console, pool table, books, and reading material. The property also includes a skate ramp for a bit of outdoor fun.
Neighborhood
Located beside Hideaway Park, this condo places you right in the heart of downtown Winter Park. Shops, cafés, restaurants, and local attractions are all within walking distance, while hiking and biking trails begin just steps away. The area offers something in every season, from winter sports and summer festivals to scenic walks through alpine forests.
Perfect for
This pet-friendly retreat is well-suited for families, couples, or small groups seeking a comfortable stay close to everything Winter Park has to offer. Whether your plans include cozy nights by the fire, mornings on the balcony, or afternoons spent exploring nearby trails, this condo offers a relaxed home base surrounded by mountain beauty.
Dog-Friendly Home – Please Read Carefully:
We happily welcome one behaved dog with prior approval. A $125 non-refundable pet fee per dog will apply. To ensure a comfortable stay for everyone:
Dogs only – no other animals allowed
No aggressive behavior or excessive barking
Dogs are not allowed on the furniture
Please clean up after your pet, both inside and outside
Be sure to notify the manager in advance if you plan to bring a dog
Thank you for helping us keep this home clean, peaceful, and pet-friendly for future guests!
SkyRun sends an email to guests for check-in 24 hours prior to arrival.