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24 reviews
Operated by a Wander partner
Trusted operators, vetted by Wander
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 primary 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.
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#009054
Second bedroom
1 queen bed, 1 twin bed
Primary bedroom
1 king bed
Third bedroom
1 twin bunk bed, 1 queen bed
Second bedroom
1 queen bed, 1 twin bed
Primary bedroom
1 king bed
Third bedroom
1 twin bunk bed, 1 queen bed
Laura B.
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August 2026
Josh P.
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August 2026
Katie M.
•
March 2026
Winter Park, Colorado 80482, United States
Winter Park, Colorado, United StatesFree cancellation up to 14 days before check-in. No refund after that.
Pets allowed with fee
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
9 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Nov 12, 2026 | $182 | Available |
| Nov 13, 2026 | $182 | Available |
| Nov 14, 2026 | $182 | Available |
| Nov 15, 2026 | $182 | Available |
| Nov 16, 2026 | $182 | Available |
| Nov 17, 2026 | $182 | Available |
| Nov 18, 2026 | $182 | Available |
| Nov 19, 2026 | $182 | Available |
| Nov 20, 2026 | $182 | Available |
| Nov 21, 2026 | $182 | Available |
| Nov 22, 2026 | $182 | Available |
| Nov 23, 2026 | $182 | Available |
| Nov 24, 2026 | $182 | Available |
| Nov 25, 2026 | $182 | Available |
| Nov 26, 2026 | $182 | Available |
| Nov 27, 2026 | $182 | Available |
| Nov 28, 2026 | $182 | Available |
| Nov 29, 2026 | $182 | Available |
| Nov 30, 2026 | $182 | Available |
| Dec 1, 2026 | $182 | Available |
| Dec 2, 2026 | $182 | Available |
| Dec 3, 2026 | $182 | Available |
| Dec 4, 2026 | $182 | Available |
| Dec 5, 2026 | $182 | Available |
| Dec 6, 2026 | $182 | Available |
| Dec 7, 2026 | $182 | Available |
| Dec 8, 2026 | $182 | Available |
| Dec 9, 2026 | $182 | Available |
| Dec 10, 2026 | $182 | Available |
| Dec 11, 2026 | $198 | Available |
| Dec 12, 2026 | $213 | Available |
| Dec 13, 2026 | $182 | Available |
| Dec 14, 2026 | $182 | Available |
| Dec 15, 2026 | $182 | Available |
| Dec 16, 2026 | $186 | Available |
| Dec 17, 2026 | $205 | Available |
| Dec 18, 2026 | $239 | Available |
| Dec 19, 2026 | $283 | Available |
| Dec 20, 2026 | $343 | Available |
| Dec 21, 2026 | $419 | Available |
| Dec 22, 2026 | $413 | Available |
| Dec 23, 2026 | $421 | Not Available |
| Dec 24, 2026 | $417 | Not Available |
| Dec 25, 2026 | $436 | Not Available |
| Dec 26, 2026 | $466 | Not Available |
| Dec 27, 2026 | $576 | Available |
| Dec 28, 2026 | $608 | Available |
| Dec 29, 2026 | $612 | Available |
| Dec 30, 2026 | $591 | Available |
| Dec 31, 2026 | $596 | Available |
| Jan 1, 2027 | $528 | Available |
| Jan 2, 2027 | $506 | Available |
| Jan 3, 2027 | $354 | Not Available |
| Jan 4, 2027 | $341 | Not Available |
| Jan 5, 2027 | $303 | Not Available |
| Jan 6, 2027 | $289 | Not Available |
| Jan 7, 2027 | $237 | Not Available |
| Jan 8, 2027 | $329 | Not Available |
| Jan 9, 2027 | $304 | Not Available |
| Jan 10, 2027 | $264 | Available |
| Jan 11, 2027 | $227 | Available |
| Jan 12, 2027 | $228 | Available |
| Jan 13, 2027 | $221 | Available |
| Jan 14, 2027 | $268 | Available |
| Jan 15, 2027 | $360 | Available |
| Jan 16, 2027 | $349 | Available |
| Jan 17, 2027 | $332 | Available |
| Jan 18, 2027 | $208 | Available |
| Jan 19, 2027 | $204 | Available |
| Jan 20, 2027 | $223 | Available |
| Jan 21, 2027 | $261 | Available |
| Jan 22, 2027 | $343 | Available |
| Jan 23, 2027 | $352 | Available |
| Jan 24, 2027 | $249 | Available |
| Jan 25, 2027 | $253 | Available |
| Jan 26, 2027 | $253 | Available |
| Jan 27, 2027 | $254 | Available |
| Jan 28, 2027 | $257 | Available |
| Jan 29, 2027 | $330 | Available |
| Jan 30, 2027 | $330 | Available |
| Jan 31, 2027 | $262 | Available |
| Feb 1, 2027 | $222 | Available |
| Feb 2, 2027 | $224 | Available |
| Feb 3, 2027 | $237 | Available |
| Feb 4, 2027 | $295 | Available |
| Feb 5, 2027 | $385 | Not Available |
| Feb 6, 2027 | $373 | Not Available |
| Feb 7, 2027 | $298 | Not Available |
| Feb 8, 2027 | $286 | Available |
| Feb 9, 2027 | $241 | Available |
| Feb 10, 2027 | $250 | Available |