Condos - Rating 5 (4)

Trailhead Lodges 131


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

  • Address: 101 Trailhead Cir #131
  • Location: Winter Park
  • Type: Condos

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

Availability Calendar Availability Calendar
Available
Unavailable
Check-In
Check-Out
May 2025
Su Mo Tu We Th Fr Sa
        1 2 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 31
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31            
September 2025
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30        
October 2025
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
November 2025
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30            
December 2025
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30 31      
January 2026
Su Mo Tu We Th Fr Sa
        1 2 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 31
February 2026
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
March 2026
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30 31        
April 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30    
Swipe Swipe for Availability

Bedding Bedding
Master bedroom
King bed

Toilet,Combo Tub Shower

Second bedroom
Queen bed,Twin bed

Third bedroom
Twin bunk bed,Queen futon


Amenities 25 Amenities
  • Carbon Monoxide Detector
  • Coffee Maker
  • Dishes Utensils
  • Dishwasher
  • Dryer
  • Elevator in the building
  • Extra Pillows And Blankets
  • Fitness Room
  • Game room
  • Kitchen
  • Living Room
  • Microwave
  • Oven
  • Patio Or Balcony
  • Pets allowed
  • Pool Table
  • Private Entrance
  • Private Living Room
  • Refrigerator
  • Self Check In / Check Out
  • Shampoo
  • Toaster
  • TV
  • Washer
  • Fireplace - wood burning

Reviews Rating 5 (4) Reviews
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 Grand Lake 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 Grand Lake 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 Grand Lake 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 Grand Lake staff
Posted: 3/27/2023
Swipe Swipe for More Reviews

Have a question? Customer Questions & Answers Have a question? Customer Questions & Answers

Want to know specifics? Ask anything about this specific property that you would like to know...

Example: "Is the balcony screened in?" or "Is there a toaster oven?"


Request More Info Request More Info

Want to know specifics? Ask anything in reference to vacationing at this property that you would like to know...

Example: "Are fresh linens provided?"

I agree