Trailhead 812 Pet Friendly Downtown Winter Park

Winter Park, Colorado
$320 avg/night Minimum Stay 2 Nights
Bed 2

Bed

Bath 2

Bath

Home Condo

Property Type

Sleep 7

Max Sleeps

Night 2 nights

Min Stay

Trailhead Lodges – Downtown Winter Park Condo with Hot Tub, Pool & Event Access

Welcome to Trailhead Lodges, a stylish two-bedroom, two-bath condo located in the heart of downtown Winter Park. Perfect for families, couples, or groups, this ground-level unit offers convenient access to Hideaway Park and the Rendezvous event stage, home to world-class summer music festivals, including the Winter Park Jazz Festival. Relax after a day of skiing, hiking, or walking home from liveevents in a space designed for comfort and convenience.

Why You’ll Love It
Sleeps up to 7 guests with a King bedroom and bunk room with trundle
Ground-level condo with two private patios for relaxing outdoors
Gas fireplace and cozy living area for après-ski or evening downtime
Access to clubhouse amenities including BBQ grills, communal hot tub, heated pool, pool table, workout room, and sitting areas (please note the HOA manages the clubhouse not us)
Fully equipped kitchen for family meals or casual cooking

Inside the Home
This condo features a large primary suite with a King bed and oversized soaking tub, plus a second bedroom with a queen-over-queen bunk bed and trundle, ideal for families or friends. The open living area includes a gas fireplace, cable TV, and a soundbar for entertainment. Step outside to your two patios and enjoy mountain air while relaxing or dining al fresco.

Sleeping Arrangements
Primary Bedroom – King bed, en suite bath with oversized soaking tub
Second Bedroom – Queen-over-Queen bunk bed with pull-out trundle (lower bunk has limited clearance and is best suited for children).

Amenities Include
Free Wi-Fi
Cable TV + soundbar
Gas fireplace
Private washer & dryer
Two patios with outdoor seating
Smart lock for easy check-in
Ground-level access
Clubhouse access with pool table, kitchen, sitting area, workout room
Communal outdoor hot tub & heated swimming pool

Location Highlights
Steps from Hideaway Park & Rendezvous event stage
Downtown Winter Park restaurants, shops, and festivals within walking distance
Skiing and hiking trails nearby
Easy access to summer music festivals and community events

Good to Know
Town of Winter Park Registration Number: 005888
Pets allowed: Two medium dogs with $100 fee
No smoking in the condo
No shoes indoors
Quiet hours: 10 PM – 7 AM
Parking: Two cars only; RVs and trailers prohibited during holiday and festival weekends
The HOA manages the clubhouse, pool or hot tub - please note we are not in control of open/closing of these items.


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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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Patio
  • POOL/SPA

    Shared/communal Pool
  • BATHROOMS

    2 Bathrooms Hair Dryer Shower/tub Combination
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Fitness Facilities Nearby
  • ENTERTAINMENT

    TV With Cable Service
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Heating
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 7

Map Map

School District Rates & Availability

Review Review

  • Marla

    Submitted Jan 3, 2025

    Stayed Dec 30, 2024

    Huge condo. Lots of space for gathering for meals, downtime, and then sleeping. Lovely decorations. GREAT location close to everything. Highly recommend this location.

  • Wendy D.

    Submitted Feb 15, 2026

    Stayed Jan 25, 2026

    The property is in an excellent location. There were plenty of dishes and utensils. There were many spices and other basic cooking ingredients as well. Towels were plentiful. We had a few burnt out lightbulbs which were replaced in a timely manner.

  • Dr. Lavinia Kay F.

    Submitted Aug 18, 2025

    Stayed Aug 9, 2025

    What caused me to lower my overall rating of the vacation was that I stayed in the bedroom with the double decker log bed). That bed is not designed for adults. Everytime I sat up in bed or sat on the edge of the bed and then laid down, I banged my head. (And I'm only 5'4.Call me a slow learner, but that made a huge negative impact on my vacation. I finally spent 2 nights sleeping on the brown leather sofa, and we left a day early in addition. The other negative was the loudness of the music the two nights there were concerts in the Park.

  • Jeffrey M.

    Submitted Aug 14, 2025

    Stayed Jul 26, 2025

    Furniture not as pictured and trundle bed was a big disappointment. Soap and Shampoo dispensers very inadequate. Floors were dirty upon arrival. Liked first floor location but will not rent pet friendly unit again. Internet password not as published in unit guide and not secure. Community amenties good.

  • Ruth M.

    Submitted Jul 3, 2025

    Stayed Jun 27, 2025

    Very nice property , fully stocked , great communication , excellent location !

  • Shana G.

    Submitted Mar 14, 2025

    Stayed Mar 10, 2025

    My family of 5 and our 2 dogs stayed here for spring break. It was an amazing location and the condo had everything we needed. It was a little dusty when we arrived but overall it was clean and comfortable. We will book again!

  • Jessica A.

    Submitted Jan 20, 2025

    Stayed Jan 17, 2025

    The condo was perfect for our weekend away at Winter park. The location is close to shops and restaurants plus the path behind the complex was great for walking our dog in peaceful setting. The beds were super comfortable with plenty of space for our family of four. The full kitchen made meals easy with all the pots, pans & utensils you could ever need. We will definitely be back for another stay.

  • Tania C.

    Submitted Dec 27, 2024

    Stayed Dec 22, 2024

    This condo was perfect for our family over Christmas. Very comfy, and very convenient. Loved taking the bus to the ski resort and hot tubbing and swimming in the pool after skiing. Ground level entrance made getting in and out so easy

  • Miles S.

    Submitted Aug 24, 2024

    Stayed Aug 7, 2024

    Overall I would stay again. Right in middle of everything.

  • Michele D.

    Submitted Jul 25, 2024

    Stayed Jul 18, 2024

    Our stay was phenomenal as usual. The location is excellent and allows us great flexibility during our stay. We absolutely love the area. Its in close proximity to everything and gives easy access to Hideaway Park. We look forward to our next visit!

  • Paul B.

    Submitted Feb 19, 2024

    Stayed Feb 16, 2024

    The place is awesome! Super close to the bus route to the ski area walking distance to restaurants and grocery. The unit is really spacious nice and clean.

Your dates are Available!

Total

Includes taxes and fees
$320+
View details