Entire condo

NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground

Photo gallery for NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground

A modern building with a curved roof, surrounded by snow and trees. - NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground (winter park)
Property video
A modern living room with a fireplace, large windows, and a cozy seating area. - NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground (winter park)
A snow-covered residential area with a swimming pool surrounded by a fence. - NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground (winter park)
A modern kitchen with wooden cabinets, stainless steel appliances, and bar stools. - NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground (winter park)
Consider a stay at NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground and take advantage of a firepit, a garden and a playground. For some rest and relaxation, visit the hot tub. Stay connected with free in-room WiFi, with a speed of 500+ Mbps (good for 6+ people or 10+ devices), and guests can find other amenities, such as laundry facilities and a gym.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Add dates for prices

About this property

NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground

  • Welcome to one of the most desirable, convenient, and cozy locations in downtown Winter Park! This elevator accessed 3 bedroom, 3 bath penthouse end unit at Trailhead Lodge boasts vaulted ceilings, heated floors, beautiful views and abundant natural light. Relax in comfort with no footsteps above you and plenty of privacy, all while being just steps away from restaurants, shopping, Hyde park, kids sledding hill, free shuttle, playground, skate park and hiking trails!

    Your stay includes access to our clubhouse which has some of the best amenities in Winter Park!
    • Rare year-round heated pool
    • Hot tub
    • Clubhouse with a pool table, kitchen, lounge area with fireplace and TV
    • Small gym
    • Fire pit for cozy evenings
    • Additional grills

    Location
    • Multiple free shuttle stops 1 minute flat walk
    • Multiple restaurants, coffee shops and shopping 2 minutes flat walk
    • Express shuttle stop to ski resort 7 minute ride

    Pet
    • One pet allowed during stay, must be house trained and give a description of the pet once booked. Thank you!

    VIP Concert experience at Hyde park
    • One of the best views from your private deck of the stage at Hyde Park
    • Hyde Park offers a skateboard park, pavilion with picnic benches and playground
    • Hyde Park turns into a sledding hill in the winter with free sleds!
    • 2 parking spots/passes available in complex for all events

    Kitchen
    • Brand new non stick ceramic pots and pans
    • Drip Coffee, Keurig, french press, electric water heater for tea
    • Blender
    • Crock Pot
    • Kid friendly table wear
    • Serving platters
    • Toaster Oven and pop up toaster
    • Refrigerator with filtered water
    • Oven, gas stove and microwave
    • Dishwasher
    • 4 barstools at island

    Family Room
    • Fireplace
    • TV with Cable
    • Extremely fast internet, great for working
    • Bluetooth Speaker
    • Device charging station
    • 8 person dining room table

    Baby Friendly
    • Pack and Play
    • High chair
    • Baby tub
    • Table wear
    • Sound Machine

    Master bedroom
    • King Bed
    • En-suite Bathroom
    • Walk-in closet
    • 2 Charging stations
    • TV
    • Humidifier
    • 2 Memory foam pillows, 2 plush pillows and others on site

    2nd bedroom
    • King Bed
    • 2 Charging stations
    • TV
    • Humidifier
    • 2 Memory foam pillows, 2 plush pillows and others on site

    3rd bedroom (bunk bed room)
    • 2 Queens! (bunk bed)
    • Twin XL trundle bed
    • 4 Charging stations
    • 4 Attached nightlights on bunk bed
    • Wall device holders for bunk bed
    • Humidifier
    • 2 Memory foam pillows, 2 plush pillows and others on site

    Storage/Closet
    • Ski and Snowboard rack in closet
    • Bike storage for 3/4 bikes in closet
    • Boot or glove warmers, 8 slots

    Bathrooms
    • 2 Freshly renovated showers and 1 tub
    • Lotion, hand soap, body wash, shampoo and conditioner provided
    • 5x and 15x mirror
    • 3 Hair dryers

    Miscellaneous
    • Iron and Ironing board
    • Bluetooth speaker
    • Board games and cards
    • Washer and dryer

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About the area

Located in Winter Park, this condo is in the city centre and in the mountains. Winter Park Ski Resort and Ski Granby Ranch are worth checking out if an activity is on the agenda. Travelling with kids? Consider Amaze'n Maze Winter Park and Alpine Slide. Enjoy the area's slopes with cross-country skiing and snowboarding, and don't miss out on the sledging and snowmobiling. Visit our Winter Park travel guide
View more Condo rentals in Winter Park
Map
winter park, CO

What's nearby

  • A mountainous landscape with a town nestled in a valley. Snow-capped mountains and a clear blue sky are visible in the background.
    Winter Park Visitor Center
    3 min walk - 0.3 km
  • Hideaway Park
    2 min walk - 0.2 km
  • Bella Vita
    5 min walk - 0.5 km
  • Blue Sky Massage
    7 min walk - 0.6 km
  • Grand Park Community Recreation Center
    20 min walk - 1.7 km

Getting around

  • Fraser/Winter Park Station
    9 min drive

Restaurants

  • McDonald's
    4 min walk
  • Sharky's
    5 min drive
  • Wendy's
    5 min drive
  • The Smokehouse BBQ
    6 min walk
  • Hernando's Pizza Pub
    15 min walk

Frequently asked questions

Does NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground pet-friendly?

Yes, this property allows cats and dogs (limit 1 total).

How much is parking at NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground?

On-site parking is available at the property.

What time is check-in at NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground?

Check-in begins at 4:00 PM.

What time is check-out at NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground?

Checkout is at 10:00 AM.

Where is NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground located?

This family-friendly Winter Park condo building is located in the mountains, within a 5-minute walk of Hideaway Park and Winter Park Visitor Center. Bella Vita and Blue Sky Massage are also within 10 minutes.

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Reviews

NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground Reviews

9.8

Exceptional

10

Cleanliness

9.8

Location
Rating 10 - Excellent. 14 out of 16 reviews
Rating 8 - Good. 2 out of 16 reviews
Rating 6 - Okay. 0 out of 16 reviews
Rating 4 - Poor. 0 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place, ideal location. We had a great weekend, despite the absence of snow. Would highly recommend.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location for our toddler to sled and play in the snow at the sledding hill/Amphitheater.
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful long weekend get away. The grandsons loved the pool, the hot tub, the park across the street, and all the fun activities on the mountain. The kitchen had everything we needed. Great tech amenities for recharging. Lovely deck for watching sun sets. We all had a great time. Thank you Becky .
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot!

Location can't be beat. All as reflected in the online photos. We look forward to coming back!
Stayed 2 nights in Jun 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice, clean and comfortable.
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We absolutely enjoyed our time in Winterpark. Having been previous owners at another location, this just reminded me about what I love about Winterpark. And the view is to die for any event at the Park.
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We've rented a number of homes through VRBO over the years and I have to say that this is one of the nicest, most well-appointed we've stayed at. Not only does it have everything but there were some really nice touches - e.g. wireless phone chargers on the nightstands, higher-end shampoo & conditioner in the bathrooms, comfortable beds with memory foam pillows, just to name a few - the kinds of things that makes it feel like a home and not a rental. The location is fantastic being right next to the park and lots of restaurants, bars, shops that are all within walking distance. The hosts were also easy to work with and very responsive. We're already talking about booking a trip back to Winter Park and staying at the same place again.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy check in. Great place overlooking Rendezvous Event Center. Very clean. Updated. Easy walk to local restaurants and shops
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, clean, easy check in process, great communication!
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We LOVED our stay, the space was perfect for our two families - and talk about an amazing location. The kids loved being able to go across the street and sled! We WILL come back and stay here again!
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay was family time with our daughter and son-in-law and our 3 grandchildren. We had a wonderful time and the condo was beautiful and everything we needed. The grandchildren enjoyed all the sites but the pool and hot tub were their favorites!
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful holiday stay

This property is a gem. The location is fantastic and the play was extremely clean. We had 5 adults and two children and had plenty of space. Will stay here again. Host was super responsive!
Stayed 3 nights in Jul 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location
Pool is not heated and much smaller than pics seem to indicate
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place - everything you need, super clean and comfy. Excellent location. Great host - very responsive.
Stayed 3 nights in Jul 2026