Condo - Rating 5 (24)

Trailhead Lodges 131


Bedroom 3 bedrooms
Bathroom 2 baths
Guests 9 guests
Pets Allowed Pets Allowed

  • Address: Trailhead Lodges Building 101 Unit 131
  • Location: Downtown Winter Park
  • Type: Condo

Location Location

Description Description
This charming and expansive pet friendly three bedroom unit is located in the very center of downtown Winter Park. The Trailhead Lodge unit offers a stunning view from the back deck overlooking the Winter Park Ski Resort and downtown area. It serves as an excellent location for enjoying morning coffee, featuring an outdoor dining area and provides a perfect vantage point for appreciating the evening sunsets.


Families or small groups will appreciate the additional bedding and contemporary ambiance. The main great room features hardwood flooring throughout, complemented by a fully equipped gourmet kitchen that includes granite countertops, stainless steel appliances and an island with seating for four. The main dining area boasts a spacious table with bench seating and seamlessly connects to the living area, which is adorned with numerous windows to take in the view, a flat screen TV, a gas fireplace, access to a private balcony and vaulted ceilings. Please note that there is no air conditioning.


The master bedroom features a King-sized bed. The second bedroom is equipped with a Queen and a twin daybed, while the third bedroom contains two twin beds arranged as custom bunks along with a futon. The unit includes two full bathrooms, both of which are accessible from the main hallway and have been renovated to include granite vanity countertops and tiled shower/tub combinations.


Situated on the third floor of the building, guests may utilize the shared elevator for convenient access. PARKING: Only two designated spots are available.


The complex is ideally situated adjacent to the Rendezvous Event Center, which hosts a variety of music, culinary, and fitness events throughout the summer. In the winter, the Rendezvous Event Center transforms into a sledding hill suitable for individuals of all ages. Guests can conveniently stroll the half block to Main Street in the downtown area or utilize the complimentary town shuttle, making it an excellent ski getaway or summer retreat for couples or small families.


Kindly be advised that construction activities are currently taking place in proximity to the complex, and guests may experience noise and visual disturbances related to this work.


The Trailhead Lodge clubhouse offers a variety of on-site amenities, including an outdoor grilling area, a game room, a fitness room, a hot tub and an outdoor pool, available throughout the year.


Smoking is prohibited. The regulations set forth by the Homeowner Association explicitly forbids guests from smoking on the premises. These regulations are rigorously enforced. Any guests found smoking on the property will incur a fine of $200 for each day of violation.


WPSTR license: STR#17898

Specials Specials Tag
Location IKON passholders lodging deal

 Winter Park is open for the season!  Book today for IKON passholders ski season deal

Book your lodging direct with StayWinterPark and save at any of our vacation rentals and save 10% off 3 nights or more!

Use promo code IKON25 at check out

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 12/1/2024-4/30/2025.  All reservations must be booked by 12/31/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!

*Offer expires 12/31/2024 and you must book your vacation between 12/01/2024 and 12/31/2024.

Location December lodging deals

Ski season is here and the holidays are upcoming!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 12/1/2024-4/30/2025.  All reservations must be booked by 12/31/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


*Offer expires 12/31/2024 and you must book your vacation between 12/01/2024 and 12/31/2024.


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Swipe Swipe for Availability

Bedding Bedding
User User
Master bedroom
Sleeps: 2
1 King Bed

Attached Bathroom

User User User
Second bedroom
Sleeps: 3
1 Queen Bed
1 Twin Bed

User User User User
Third bedroom
Sleeps: 4
1 Bunk Bed
1 Queen Futon


Amenities 53 Amenities
  • Bed Linens
  • Car not needed - public transportation
  • Carbon Monoxide Detector
  • Check In - keyless entry
  • Coffee Maker
  • Common area paid laundry
  • Cooking Basics
  • Dishes & Silverware
  • Dishwasher
  • Dryer
  • Elevator - common to building
  • Extra Pillows & Blankets
  • Fire Extinguisher
  • Fishing
  • Free Parking - outdoor
  • Game Room
  • Golf
  • Gym/Fitness Room
  • Heating
  • Hiking
  • Hot tub - clubhouse outdoor
  • Hot Water
  • Kitchen
  • Laptop Friendly
  • Level - third floor unit
  • Living Room
  • Microwave
  • NO air conditioning
  • Oven
  • Pack & Play Travel Crib (Fee Applies)
  • Parking Pass required
  • Patio or balcony - private
  • Pool - clubhouse outdoor
  • Private Entrance
  • Private Living Room
  • Refrigerator
  • Satellite or Cable
  • Shampoo
  • Shopping
  • Smoke Detector
  • Snowmobiling
  • Snowtubing
  • Stove
  • Television
  • Toaster
  • Towels
  • Washer
  • Wireless Internet
Fireplace
  • Fireplace - gas
View
  • View - Downtown
  • View - Winter Park Resort
  • Downtown Winter Park
  • Pet Friendly

Reviews Rating 5 (24) Reviews
Rating 5
Great condition inside and the patio was lovely
Only downside was the elevator sometimes got stuck on the 3rd floor. Kind of odd
Jake B from Boulder CO - Posted: 10/14/2024
Thank you for your review and glad you had a good stay. We will share your feedback on the elevator with the HOA Management office to investigate.
Stay Winter Park staff
Posted: 10/14/2024
Rating 5
Perfect location
Close to shops, restaurants, etc. bus to Winter Park resort was 500 feet away.
Kartik S from Winter Park FL - Posted: 4/11/2024
Thank you for your review and we are very happy that you enjoyed your stay with us.
Stay Winter Park staff
Posted: 4/11/2024
Rating 5
Winter Park Christmas
Well appointed rental with everything we needed for our Christmas Holiday vacation! The massage chair was a welcomed surprise after a day of skiing/snowboarding!
Thomas R from Shamong, NJ - Posted: 1/2/2024
Thank you for your review and it is wonderful to hear you enjoyed your stay and the massage chair!
Stay Winter Park staff
Posted: 1/3/2024
Rating 5
Nice spot
Actually bigger than we anticipated!
Julie S from Denver CO - Posted: 10/23/2023
Thank you for your 5 star review!
Stay Winter Park staff
Posted: 10/23/2023
Rating 5
Great 30th bday
Came with my son and his friends.. They rode mountain bikes at Tressle. We had an awesome dinner at Dinos. Great location, lots of fun!
Sheri C from Indianapolis IN - Posted: 10/9/2023
Thank you for your review and we love to hear that you had such a great birthday and enjoyed the area.
Stay Winter Park staff
Posted: 10/9/2023
Rating 5
Excellent
Great location and really nice place
Brian L from Boulder CO - Posted: 3/27/2023
Thank you for your review
Stay Winter Park staff
Posted: 3/27/2023
Rating 5
Ski weekend
Second time at this property. Love the location and massage chair!
Todd G from Ft Collins CO - Posted: 3/3/2023
Thank you for your review and it is wonderful that you decided to stay with us a second time and had a great stay.
Stay Winter Park staff
Posted: 3/3/2023
Rating 5
Great stay
Nice finishes and well stocked, would stay again
Mark F from Denver CO - Posted: 2/20/2023
Rating 5
Great location and unit.
Outstanding.
Charles F from Denver CO - Posted: 2/14/2023
Rating 5
New Year's Ski Trip
The condo was perfect for our short stay. There is a nice washer and dryer and the kitchen has plenty of pots and pans to use when cooking.
Caroline C from Atlanta GA - Posted: 1/18/2023
Rating 5
Great stay
Wonderful lodge in winter park.
Courtney A from Atlanta GA - Posted: 1/9/2023
Rating 5
Convenient and roomy
We enjoyed our stay very much. The condo was very convenient to everything including the festival. The only issue was the internet connection, it took a while to boot and turn on, Otherwise it was great!!!
Ethel L from San Antonio TX - Posted: 7/7/2022
Rating 5
Great condo a short walk from the ski bus
We really enjoyed staying at the property while we skied at Winter Park. The ski bus stop was only a block away and made it easy getting to and from the resort each day. We had 8 people (4 adults and 4 kids) and there was plenty of room for all of us. The community also had a nice heated pool and hot tub, which we used after skiing each day. The only drawback is that there were no TVs in two of the bedrooms, but at least the bunk room has its own TV. I would definitely stay at this property again when visiting Winter Park
Ryan A from Henderson NV - Posted: 3/28/2022
Rating 5
Great stay
Just as advertised, comfortable memory foam mattresses. Always enjoy Trailhead Lodges. Great for our 2 families of 4.
Lcuy D from Denver CO - Posted: 1/17/2022
Rating 5
Ideal for all ages
The condo was very comfortable. The “kid cave” with the bunk beds was a big hit with the pre-teens! The adults were very pleased with the quality and quantity of cooking utensils available for our use. And the dining table with great seating capacity allowed our families from two condos to eat together. Happiness all around!
Carol S from Louisville CO - Posted: 1/12/2022
Rating 5
great spot
Very clean, well-kept condo in Winter Park in an amazing location. The massage chair was a favorite amongst the guests.
Joe S from Fitchburg WI - Posted: 11/30/2021
Rating 5
wonderful stay
Wonderful stay in this condo! The location can’t be beat. The furnishings are comfortable and pleasing. The beds are absolutely dreamy. This place is well stocked and was the perfect stay for our family of 5.
Stacey G from Austin TX - Posted: 9/24/2021
Rating 5
awesome location
Really great place, well appointed and awesome location.
Greg B from Ft Collins CO - Posted: 9/24/2021
Rating 5
Perfect Winter Park Location
We loved this property! It was super convenient to walk anywhere downtown winter park and comfortable when we came back. Will definitely be looking forward to staying again.
Erin J from Broomfield CO - Posted: 9/22/2021
Rating 5
Ideal location
Perfect condo for the whole family. Located within walking distance to restaurants and park, as well as walking trail. Loved this little getaway.
Beatriz J from Blackhawk CO - Posted: 9/21/2021
Rating 5
great
Really great place, well appointed and awesome location.
Greg B from Ft Collins CO - Posted: 9/20/2021
Rating 5
wonderful stay!
Wonderful stay in this condo! The location can’t be beat. The furnishings are comfortable and pleasing. The beds are absolutely dreamy. This place is well stocked and was the perfect stay for our family of 5.
Stacey G from Austin TX - Posted: 9/20/2021
Rating 5
Wonderful
Wonderful location and accommodations! Would do it all over again.
Jonathan L from Loveland CO - Posted: 9/20/2021
Rating 5
Beautiful place!
Always recommend. Spacious and clean with lovely amenities.
Michael C from San Diego CA - Posted: 9/20/2021
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