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

Family-friendly stay with outdoor pool in Winter Park

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

Outdoor dining
Property video
Smart TV, fireplace
Outdoor pool, a heated pool
Property grounds

Reviews

9.8 out of 10
Exceptional

Entire condo

3 bedrooms3 bathrooms139 sq m

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a map
winter park, CO
  • Place, Hideaway Park
    ‪2 min walk‬
  • Place, Winter Park Visitor Center
    ‪3 min walk‬
  • Place, Bella Vita
    ‪5 min walk‬

Room options

About the area

Winter Park

City center stay.With a stay at this Winter Park condo, you'll be steps from Hideaway Park and Winter Park Visitor Center. Bella Vita and Blue Sky Massage are also within half a mile (1 km).
View more Condo rentals in Winter ParkOpens in a new window

What's nearby

  • Hideaway Park - 2 min walk - 0.2 km
  • Winter Park Visitor Center - 3 min walk - 0.3 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

  • ‪Snoasis - ‬11 min drive
  • ‪The Noble Buck - ‬10 min walk
  • ‪The Smokehouse BBQ - ‬6 min walk
  • ‪McDonald's - ‬4 min walk
  • ‪Wake N’ Bacon - ‬11 min walk

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

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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Property amenities

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Outdoor pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster
  • Water dispenser

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • One pet total

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • In the mountains
  • Near a health/beauty spa
  • Near a hospital

Things to do

  • Bicycle parking
  • Bicycle storage
  • Billiards/pool table
  • Gym
  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Hunting nearby
  • Ice skating nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Rock climbing nearby
  • Sledding nearby
  • Snowmobiling nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Bicycle parking
  • Bicycle storage
  • Garden
  • Unit size: 1,500 square feet
  • Water dispenser
  • Water-efficient showers
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Only dogs and cats are allowed
  • Maximum 1 pets
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

Events allowed: family gatherings and birthday parties

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings and birthday parties) are allowed on site; maximum attendees: 12
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 12. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Frequently asked questions

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

Airport shuttle services are not available at this condo.

How much does it cost to stay at NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground?

As of Jun 11, 2026, prices found for a 1-night stay for 2 adults at NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground on Jun 28, 2026 start from CA $614, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground?

No, there is no casino at this condo.

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.

Is there free parking at NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground?

Free parking is not available at this condo.

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

This condo features an outdoor pool.

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

There are no spa services available at this condo.

How close is NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground to downtown Winter Park?

This condo is 0.1 mi away from Winter Park.

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 9 out of 11 reviews
Rating 8 - Good. 2 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

KELLY B.

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

10/10 Excellent

Chris S.

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

10/10 Excellent

Meredith L.

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

8/10 Good

Brenda H.

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

10/10 Excellent

Margaret C.

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

10/10 Excellent

Sarah and Andy A.

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

10/10 Excellent

Sarah G.

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

10/10 Excellent

Jodi F.

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

8/10 Good

Joseph B.

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

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