Condo
✔ Check! PET-FRIENDLY | Walk To Downtown | Close To Skiing | Trailhead Lodges 811
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Reviews
9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
1 bedroom1 bathroomSleeps 477.6 sq m
Popular amenities
Rooms & beds
1 bedroom (sleeps 4)
Common Space
1 Double Sofa Bed
Primary King Bedroom
1 King Bed
1 bathroom
Shared Bathroom
Bathtub · Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Dining area
About this property
✔ Check! PET-FRIENDLY | Walk To Downtown | Close To Skiing | Trailhead Lodges 811
Perfectly placed in downtown Winter Park, Trailhead Lodges 811 is a cozy one bedroom condo that's just steps to Rendezvous Event Center, local shops & restaurants, and even a fun playground and skate park. Plus, the Trailhead Lodges complex features a seasonal pool, hot tub, fitness center, game room and more!
Located on the first level of building 8, this home has easy access for everyone. Walk into the open living room & kitchen area and settle right in. The plush living room has updated furniture, a gas fireplace, walk-out patio, and open access to the kitchen & dining areas. Speaking of the kitchen, you'll love the full size kitchen with everything the chef in your group will need to whip up an easy at home dinner. Don't want to cook? You're just steps from some of the best drinks & dining in Winter Park (Deno's!). Ready to rest easy? Snuggle up in the Primary King bedroom with hotel-style linens that promise an excellent night's sleep. This condo also features a Queen pullout in the living room and a shared full bathroom with hallway access for everyone. Finally, make sure to take a dip in the pool & hot tub to relax your tired muscles after a fun day on the trails and slopes.
Sleeping Arrangements: King Primary bedroom, plus a Queen-sized pullout sofa in the living area. Sleeps up to four guests.
Local Deals: Save on local adventurous activities, gear rentals, transportation, and more when booking with us.
Please Note:
- The owners of this property bring their pet to the home. If you have allergies, please contact our Vacation Planners for details.
- Quiet hours begin daily at 10pm. Please respect your neighbors, many of which live nearby year-round.
- This condo is in building 8 on level 1.
Parking: There is room for one car in any open areas around the building.
Pet Friendly: This home is pet friendly for one dog. There is a required $25 nightly fee for one dog which will be added to your reservation at time of checkout.
Luxury Linen Package Included: This home has crisp, white duvet covers that are washed after every stay. Enjoy hotel-style bedding in the comfort of a home.
Location: Trailhead Lodges is located in the center of downtown Winter Park. Just 2 miles to Winter Park Resort and a short, easy walk to shops, restaurants and the free shuttle service in downtown Winter Park.
RENTAL LICENSE NO: 017124
The Winter Park Lodging Company Difference
24/7 Local Help: Book with confidence knowing that the rates, images and details published on this property are 100% accurate. We are conveniently headquartered in Winter Park, this provides us with a local advantage to take care of any issue or need that may arise during your stay, 24/7. If any questions, needs or concerns arise just call us and we will be there at your door to make it right.
Keyless Lock: This home is equipped with a Smart Lock, allowing easy, secure access to your property at check-in and throughout your stay. There's no need to check in at a separate location!
What's Included: Every home is stocked with all your household essentials, high quality sheets and towels, and a starter kit of high-end bathroom products, and an ample supply of laundry detergent, trash bags, dish soap, tissues, etc.
We're Following the Rules: This vacation rental is professionally managed and follows all local & state tax rules. Your reservation total includes all applicable taxes, cleaning fee, and Accidental Property Damage Protection.
Clean & Safe: Keeping our vacation homes sparkling clean is a top priority at Winter Park Lodging Company. All properties are cleaned, sanitized & disinfected before guests check-in with products proven to eliminate viruses & bacteria. All linens are laundered at an offsite facility that meets commercial standards. Additionally, the entirety of our housekeeping processes meet and exceed CDC cleaning guidelines. If you have any questions/concerns, please reach out to our Vacation Planners for more details.
Check-In: This property offers remote check-in upon arrival. Check-in instructions will be sent via email within 48 hours of check-in date once the Rental Agreement is signed.
Located on the first level of building 8, this home has easy access for everyone. Walk into the open living room & kitchen area and settle right in. The plush living room has updated furniture, a gas fireplace, walk-out patio, and open access to the kitchen & dining areas. Speaking of the kitchen, you'll love the full size kitchen with everything the chef in your group will need to whip up an easy at home dinner. Don't want to cook? You're just steps from some of the best drinks & dining in Winter Park (Deno's!). Ready to rest easy? Snuggle up in the Primary King bedroom with hotel-style linens that promise an excellent night's sleep. This condo also features a Queen pullout in the living room and a shared full bathroom with hallway access for everyone. Finally, make sure to take a dip in the pool & hot tub to relax your tired muscles after a fun day on the trails and slopes.
Sleeping Arrangements: King Primary bedroom, plus a Queen-sized pullout sofa in the living area. Sleeps up to four guests.
Local Deals: Save on local adventurous activities, gear rentals, transportation, and more when booking with us.
Please Note:
- The owners of this property bring their pet to the home. If you have allergies, please contact our Vacation Planners for details.
- Quiet hours begin daily at 10pm. Please respect your neighbors, many of which live nearby year-round.
- This condo is in building 8 on level 1.
Parking: There is room for one car in any open areas around the building.
Pet Friendly: This home is pet friendly for one dog. There is a required $25 nightly fee for one dog which will be added to your reservation at time of checkout.
Luxury Linen Package Included: This home has crisp, white duvet covers that are washed after every stay. Enjoy hotel-style bedding in the comfort of a home.
Location: Trailhead Lodges is located in the center of downtown Winter Park. Just 2 miles to Winter Park Resort and a short, easy walk to shops, restaurants and the free shuttle service in downtown Winter Park.
RENTAL LICENSE NO: 017124
The Winter Park Lodging Company Difference
24/7 Local Help: Book with confidence knowing that the rates, images and details published on this property are 100% accurate. We are conveniently headquartered in Winter Park, this provides us with a local advantage to take care of any issue or need that may arise during your stay, 24/7. If any questions, needs or concerns arise just call us and we will be there at your door to make it right.
Keyless Lock: This home is equipped with a Smart Lock, allowing easy, secure access to your property at check-in and throughout your stay. There's no need to check in at a separate location!
What's Included: Every home is stocked with all your household essentials, high quality sheets and towels, and a starter kit of high-end bathroom products, and an ample supply of laundry detergent, trash bags, dish soap, tissues, etc.
We're Following the Rules: This vacation rental is professionally managed and follows all local & state tax rules. Your reservation total includes all applicable taxes, cleaning fee, and Accidental Property Damage Protection.
Clean & Safe: Keeping our vacation homes sparkling clean is a top priority at Winter Park Lodging Company. All properties are cleaned, sanitized & disinfected before guests check-in with products proven to eliminate viruses & bacteria. All linens are laundered at an offsite facility that meets commercial standards. Additionally, the entirety of our housekeeping processes meet and exceed CDC cleaning guidelines. If you have any questions/concerns, please reach out to our Vacation Planners for more details.
Check-In: This property offers remote check-in upon arrival. Check-in instructions will be sent via email within 48 hours of check-in date once the Rental Agreement is signed.
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9.8 out of 10, Exceptional, (51 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Winter Park
Located in Winter Park, this condo is in the city centre and in the mountains. Winter Park Ski Resort and Bella Vita are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Byers Peak Wilderness and Hideaway Park. Amaze'n Maze Winter Park and Alpine Slide are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Winter Park, CO
What's nearby
- Hideaway Park - 2 min walk - 0.2 km
- Bella Vita - 3 min walk - 0.3 km
- Winter Park Visitor Center - 3 min walk - 0.3 km
- Blue Sky Massage - 5 min walk - 0.5 km
- Grand Park Community Recreation Center - 18 min walk - 1.5 km
Getting around
Restaurants
- Wake N’ Bacon - 11 min walk
- The Noble Buck - 9 min walk
- McDonald's - 4 min walk
- Wendy's - 4 min drive
- Snoasis - 10 min drive
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
9.8/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
9 January 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jan 2026
From a partner site
10/10 Excellent
Mary Etta R.
18 February 2026
Excellent
Mary Etta R.
Verified
10/10 Excellent
Pamela P.
26 December 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pamela P.
Stayed 5 nights in Dec 2025
Verified
10/10 Excellent
Jennifer B.
18 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jennifer B.
Stayed 3 nights in Jul 2025
Verified
10/10 Excellent
Crystal N.
21 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Crystal N.
Stayed 2 nights in Sep 2025
Verified
10/10 Excellent
Amy S.
30 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Summer Stay
Amy S.
Stayed 4 nights in Jul 2025
From a partner site
8/10 Good
Edward H.
12 October 2025
One bedroom, dog friendly condo
Edward H.
From a partner site
10/10 Excellent
Edward H.
20 July 2025
Nice condo
Edward H.
From a partner site
10/10 Excellent
Edward H.
20 July 2025
Nice condo
Edward H.
From a partner site
10/10 Excellent
Edward H.
20 July 2025
Nice combo
Edward H.
Verified
10/10 Excellent
Julie M.
26 February 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic location
Julie M.
Stayed 11 nights in Jan 2021
Verified
10/10 Excellent
Luke F.
25 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Good
Luke F.
Stayed 2 nights in Jun 2025
Verified
10/10 Excellent
Erin J.
6 October 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Very comfortable and great location!
Erin J.
Stayed 2 nights in Sep 2022
Verified
10/10 Excellent
Rachel H.
28 February 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Rachel H.
Stayed 3 nights in Feb 2021
Verified
10/10 Excellent
David M.
16 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Relaxing
David M.
Stayed 3 nights in Nov 2024
Verified
10/10 Excellent
Beth M.
4 July 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great romantic getaway
Beth M.
Stayed 4 nights in Jun 2022
Verified
10/10 Excellent
Russell K.
8 October 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect in town location
Russell K.
Stayed 2 nights in Sep 2024
Verified
10/10 Excellent
Verified traveller
14 September 2023
Liked: Cleanliness, communication, location, listing accuracy
Disliked: Check-in
Fall retreat
Verified traveller
Stayed 3 nights in Sep 2023
Verified
10/10 Excellent
Ricardo G.
11 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
FABULOUS ACCOMMODATIONS
Ricardo G.
Stayed 4 nights in Jul 2023
Verified
10/10 Excellent
Daniel R.
21 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Quick getaway
Daniel R.
Stayed 2 nights in Jan 2025
Verified
10/10 Excellent
Scott B.
4 February 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
WP Fun
Scott B.
Stayed 3 nights in Jan 2022
Verified
10/10 Excellent
Mark D.
16 August 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Place
Mark D.
Stayed 3 nights in Aug 2021
From a partner site
8/10 Good
Rick R.
20 September 2022
Above Average
Rick R.
Verified
10/10 Excellent
Nicholas B.
31 January 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing ski rental
Nicholas B.
Stayed 3 nights in Jan 2024
Verified
10/10 Excellent
Lezlie W.
27 August 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Spacious beautiful and authentic Colorado
Lezlie W.
Stayed 10 nights in Aug 2020
About the host
Hosted by Winter Park Lodging Company
Winter Park Lodging Company provides custom, stress-free experiences for every type of traveler, offering high-end vacation homes, exceptional customer service, and sharing our passion for mountain living.
The Winter Park Lodging Company Difference
24/7 Local Help: Book with confidence knowing that the rates, images and details published on this property are 100% accurate. We are conveniently headquartered in Winter Park, this provides us with a local advantage to take care of any issue or need that may arise during your stay, 24/7. If any questions, needs or concerns arise just call us and we will be there at your door to make it right.
Keyless Lock: This home is equipped with a Smart Lock, allowing easy, secure access to your property at check-in and throughout your stay. There's no need to check in at a separate location!
What's Included: Every home is stocked with all your household essentials, high quality sheets and towels, and a starter kit of Aveda bathroom products, and an ample supply of laundry detergent, trash bags, dish soap, tissues, etc.
We're Following the Rules: This vacation rental is professionally managed and follows all local & state tax rules. Your reservation total includes all applicable taxes, cleaning fee, and Accidental Property Damage Protection.
Guest will be required to sign a Winter Park Lodging Company rental agreement within 48 hours of booking.
The Winter Park Lodging Company Difference
24/7 Local Help: Book with confidence knowing that the rates, images and details published on this property are 100% accurate. We are conveniently headquartered in Winter Park, this provides us with a local advantage to take care of any issue or need that may arise during your stay, 24/7. If any questions, needs or concerns arise just call us and we will be there at your door to make it right.
Keyless Lock: This home is equipped with a Smart Lock, allowing easy, secure access to your property at check-in and throughout your stay. There's no need to check in at a separate location!
What's Included: Every home is stocked with all your household essentials, high quality sheets and towels, and a starter kit of Aveda bathroom products, and an ample supply of laundry detergent, trash bags, dish soap, tissues, etc.
We're Following the Rules: This vacation rental is professionally managed and follows all local & state tax rules. Your reservation total includes all applicable taxes, cleaning fee, and Accidental Property Damage Protection.
Guest will be required to sign a Winter Park Lodging Company rental agreement within 48 hours of booking.
Languages:
English
Premier Host
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