Condo - Rating 5 (5)

303 Pinetree


Bedroom 2 bedrooms
Bathroom 2 full
Guests 6 guests
Pets Not Allowed Pets Not Allowed

  • Address: 21 Telemark Dr
  • Location: Winter Park
  • Type: Condo

Location Location

Description Description
Reserve your upcoming visit to Winter Park in this opulent two bedroom unit at Pine Tree Plaza. Situated on Main street in the heart of downtown, you will have convenient access to dining, shopping, nightlife, summer festivals and the complimentary town shuttle - our condominium is perfect for families or small groups looking to experience the area and its mountain vistas.
The unit is situated on the third floor, accessible via an elevator and showcases a beautifully modern, upscale decor throughout. The primary living room boasts numerous large windows, allowing you to take in both mountain and downtown views. There are ample cozy spaces to relax, featuring a gas fireplace and a flat screen TV that offers comcast cable and ROKU, along with complimentary Wi-FI and access to a private deck. Please be aware that air conditioning is not provided.
Next to the living room, there are two spaces allocated for dining, featuring the conventional table and chair arrangement or accommodating four guests at the breakfast bar. The stylish kitchen boasts granite countertops, wooden cabinets, stainless steel appliances and is open to the main living area, allowing the chef to engage in social interactions while preparing meals.
The primary bedroom includes a lavish queen-sized bed along with an en-suite bathroom. The second bedroom is furnished with a queen-sized bed and a twin bunk bed, accommodating a total of 4 guests; it also features a flat screen TV, an en-suite full bathroom and access to the private deck.
Additional amenities on property for guest to use will be a designated ski locker, common area laundry and 1 reserved parking spot in the car port and additional outdoor parking in the main building parking areas.
Guests are not allowed to smoke or bring pets onto the property as per the rules of the Homeowner Association. These regulations will be rigorously upheld, with a 200 fine imposed on guests who violate them.
WPSTR license: STR 194979

Specials Specials Tag
Location Spring stay savings

Spring in Winter Park comes with perks—save on your stay when you book direct with Stay Winter Park. 🏔️

Save 10% off 1–2 nights: Use promo code SPRING10 at check out

Save 15% off 3+nights:  Use promo code SPRING15 at check out

*Offers are valid on new bookings when you book by April 28, 2026. Bookings must meet the specified minimum stay requirements to qualify for the discount(s) from February 12, 2026–April 30, 2026. Cannot be combined with other offers. 

Call us at 1-800-215-6535book online, or email us at [email protected] to book your Winter Park Getaway!

*Offer expires 04/27/2026 and you must book your vacation between 02/12/2026 and 04/30/2026.

Location Save on weekday Winter Park stays

Make the most of midweek in Winter Park. Enjoy extra savings on Sunday–Thursday stays, and secure the best pricing to enjoy skiing, restaurants and shopping without the crowds.

Save 20% off 1+ nights: Use promo code MW20 at check out

*Offer is valid on new online bookings when you book by May 19, 2026 for 1+ night stays from February 12–May 21, 2026Cannot be combined with other offers. Other exclusions and restrictions may apply to select properties.


Call us at 1-800-215-6535book online, or email us at [email protected] to book your Winter Park Getaway!

*Offer expires 05/19/2026 and you must book your vacation between 02/12/2026 and 05/21/2026.


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Swipe Swipe for Availability

Rooms Bedding

Living room

Kitchen

Dining area

Can Sleep Can Sleep
Primary bedroom
Sleeps: 2
1 Queen Bed

Attached Bathroom

Primary bathroom

Attached Bathroom

Can Sleep Can Sleep Can Sleep Can Sleep
Second bedroom
Sleeps: 4
1 Bunk Bed
1 Queen Bed

Second bathroom

Property exterior


Amenities 45 Amenities
  • Bed Linens
  • Car not needed - public transportation
  • Carbon Monoxide Detector
  • Check In - keyless entry
  • Coffee Maker
  • Common area paid laundry
  • Dishes & Silverware
  • Dishwasher
  • Elevator - common to building
  • Extra Pillows & Blankets
  • Fire Extinguisher
  • Fishing
  • Free Parking - outdoor
  • Golf
  • Heating
  • Hiking
  • Hot Water
  • Kitchen
  • Laptop Friendly
  • Level - third floor unit
  • Living Room
  • Luxury Properties
  • Microwave
  • NO air conditioning
  • No pets allowed
  • Oven
  • Patio or balcony - private
  • Private Entrance
  • Private Living Room
  • Refrigerator
  • Satellite or Cable
  • Shampoo
  • Shopping
  • Smoke Detector
  • Snowmobiling
  • Snowtubing
  • Stove
  • Television
  • Toaster
  • Towels
  • Wireless Internet
Fireplace
  • Fireplace - gas
View
  • View - Continental Divide
  • View - Downtown
  • Downtown Winter Park

Reviews Rating 5 (5) Reviews
Rating 5
Had a terrific time, clean place with a great location.
Hannah - Posted: 3/1/2026
Thank you for your 5-star review! Glad you had a terrific time and found the place clean with a great location. We’d love to host you again.
Stay Winter Park staff
Rating 5
Great place and great area!
Nadia - Posted: 2/22/2026
Thank you for your 5-star review! Glad the place and area worked well for you — we’d love to host you again.
Stay Winter Park staff
Rating 5
Very comfortable and worry free check in. Description was everything as described amd close to everything downtown and the local transit. Would love to stay here again! And recommend to family and friends
JayAnthony - Posted: 1/19/2026
Thank you for your 5-star review! Glad check-in was easy and the listing matched your expectations. Happy the location near downtown and local transit worked well. We’d love to host you again and appreciate you recommending us to family and friends.
Stay Winter Park staff
Rating 5
Comfortable and good to go
Aaron - Posted: 12/31/2025
Rating 5
Great condo in a great location. No regrets.
Matthew - Posted: 12/30/2025
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