Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground

Winter Park, Colorado
$366 avg/night
Bed 3

Bed

Bath 2

Bath

Home Condo

Property Type

Sleep 7

Max Sleeps

Bright, modern, and cleverly designed, this downtown condo seems custom made for family vacations. Trailhead Lodges 133 is located in the highly popular Trailhead Lodges community in downtown Winter Park. Enjoy full access to the modern clubhouse with outdoor pool, hot tub, and shared outdoor grill. Plus, you're in close proximity to fun & entertainment at Hideaway Park, with its full line-up of summer music events, skate park, winter sledding hill, and children's play area.

Step inside to be greeted by a bright and spacious, single-level floor plan, elegantly filled with the most modern of amenities. You'll enjoy a comfortable lounge with cozy gas fireplace and large flat screen TV, the perfect spot for a movie night. Also, find a chef's kitchen fully equipped with modern appliances and social breakfast bar, and a large balcony with views of Winter Park Resort and the Continental Divide to the East.

Just off of the main living area you'll find a small & unique bunk area with Twin bunks and a single Twin bed, ideal for kiddos to drift off to a sound sleep in their own space while parents enjoy a little adult time in the nearby lounge. The Primary King Suite and Queen bedroom bring the overall sleeping occupancy to a very comfortable seven guests.

Sleeping Arrangements: Primary King Suite, Queen bedroom, and a Twin/Twin bunk and single Twin bed in bunk area off the living area. Sleeps up to seven guests.

Local Deals: Save on local adventurous activities, gear rentals, transportation, and more when booking with us.

Please Note:
- Quiet hours begin daily at 10pm. Please respect your neighbors, many of which live nearby year-round.
- This condo is in building 1 on level 3.
- This home does not have air conditioning, but there is a ceiling fan or portable fan in each room.
- Condo located on the 3rd floor accessible only by stairs

Pet Friendly: This home is pet friendly for one dog. There is a required $25 nightly fee for one dog which will be added on at time of checkout.

Parking: There is room for two cars in any open areas around the building.

Luxury Linen Package Included: This home has crisp, white duvet covers that are washed after every stay. Enjoy hotel-style bedding in the comfort of a home.

Location: Trailhead Lodges is located in the center of downtown Winter Park. Just 2 miles to Winter Park Resort and a short, easy walk to shops, restaurants and the free shuttle service in downtown Winter Park.

RENTAL LICENSE NO: 017108

The Winter Park Lodging Company Difference

24/7 Local Help: Book with confidence knowing that the rates, images and details published on this property are 100% accurate. We are conveniently headquartered in Winter Park, this provides us with a local advantage to take care of any issue or need that may arise during your stay, 24/7. If any questions, needs or concerns arise just call us and we will be there at your door to make it right.

Keyless Lock: This home is equipped with a Smart Lock, allowing easy, secure access to your property at check-in and throughout your stay. There's no need to check in at a separate location!

What's Included: Every home is stocked with all your household essentials, high quality sheets and towels, and a starter kit of high-end bathroom products, and an ample supply of laundry detergent, trash bags, dish soap, tissues, etc.

We're Following the Rules: This vacation rental is professionally managed and follows all local & state tax rules. Your reservation total includes all applicable taxes, cleaning fee, and Accidental Property Damage Protection.

Clean & Safe: Keeping our vacation homes sparkling clean is a top priority at Winter Park Lodging Company. All properties are cleaned, sanitized & disinfected before guests check-in with products proven to eliminate viruses & bacteria. All linens are laundered at an offsite facility that meets commercial standards. Additionally, the entirety of our housekeeping processes meet and exceed CDC cleaning guidelines. If you have any questions/concerns, please reach out to our Vacation Planners for more details.

Check-In: This property offers remote check-in upon arrival. Check-in instructions will be sent via email within 48 hours of check-in date once the Rental Agreement is signed.

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

Feature Features

  • SKI

    Snowboarding And Cross-country Skiing Nearby
  • PETS

    Pet Friendly
  • DINING

    Dining Table
  • SAFETY

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

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1270 Sq Ft (118 Sq M)
  • KITCHEN

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

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 250+ Mbps (good For 3–5 People Or Up To 10 Devices)
  • OUTDOORS

    Balcony Gas Grill
  • POOL/SPA

    Heated Pool Hot Tub Shared/communal Pool
  • BATHROOMS

    2 Bathrooms Hair Dryer Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Fitness Center Fitness Facilities Nearby Hiking Nearby Kayaking Nearby Mountain Biking Nearby Mountain Climbing Nearby Rafting Nearby Rock Climbing Nearby Sledding Nearby Snowmobiling Nearby Swimming Nearby
  • ENTERTAINMENT

    Arcade/game Room DVD Player Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Heating
  • LOCATION HIGHLIGHTS

    In A Village In The City Center In The Mountains Near A Hospital
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • 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

  • Clayton W.

    Submitted Jul 12, 2025

    Stayed Jul 10, 2025

    Beautiful property and ideal location, as well as terrific communication with the property manager.

  • Aaron S.

    Submitted Apr 14, 2025

    Stayed Apr 3, 2025

    Place is great value due to its nice layout and proximity to winter park town. Very responsive team!

  • Arra M.

    Submitted Feb 10, 2025

    Stayed Jan 16, 2025

    This unit met all of our expectations! The images represented the property accurately and it was a spacious and well appointed unit. Strategically located in the Winter Park area. The property management was courteous, kind and prompt on all occasions. We will be returning!

  • Alejandro L.

    Submitted Dec 30, 2024

    Stayed Dec 25, 2024

    Agent Jill, assured me that our grandchildren would enjoy snow for the first time! And did they!!! Daily snow including Christmas Day creating a winter wonderland. Trailhead Lodge 133 was perfect for the seven of us. The view of town and the kid's park was great. A convenient location for trips to the Gondola, sleighride and dog sledding ( Dashing thru the snow) was perfect. We took home memories of God's creation in our hearts!

  • Carolyn M.

    Submitted Jul 23, 2024

    Stayed Dec 31, 1969

    Located in the heart of Winter Park, right across from the park and activities, very convenient to walk to most everything. The condo has a nice deck overlooking the bustle of the area. Well stocked and very clean. Comfortable and quality furnishings. We enjoyed our stay!

  • Holly C.

    Submitted Feb 18, 2024

    Stayed Feb 2, 2024

    Good location in town. Walking trails at the back of the condo complex. Nice clubhouse with pool and hot tub. Condo does get very warm being on the third floor but easy enough to turn off the heat and open a window. The elevator did not work but the stairs are not steep so easily manageable, even with the altitude. Perfect size condo for our group of two couples and one teenager. Well soundproofed as we did not hear any neighboring condos. Nice blinds to block out light for sleeping. Fully equipped kitchen. Can’t think of anything I would change. The management company was amazing to work with. They even accommodated an extra night for us with no issues. Highly recommended!

  • Craig S.

    Submitted Jan 9, 2024

    Stayed Dec 28, 2023

    We have stayed at Winter Park for several years and this was by far the nicest place. The apartment was big enough for 6 adults to have privacy. The beds were all comfortable. The kitchen was well stocked and we used it daily. The complex had a pool and hot tub that were enjoyable. It is in an excellent location in town next to the town park. The management company contacted us before and during the stay to make sure everything was perfect. Highly recommend.

  • Shelly G.

    Submitted Jul 10, 2023

    Stayed Dec 31, 1969

    We very much enjoyed our stay! We were very appreciative to check-in a full three hours earlier than the 4pm check-in time. The bed was SO incredibly comfortable, loved it!

  • Mary A.

    Submitted Mar 27, 2023

    Stayed Mar 12, 2023

    We enjoyed a nice stay here - lots of skiing and birthday celebrations. Hope to be back next year!

  • linda s.

    Submitted Feb 23, 2023

    Stayed Jan 31, 2023

    perfect for our group. A little far to get to the lifts. Town location was good.

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Total

Includes taxes and fees
$366+
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