In the heart of downtown Winter Park, Trailhead Lodges 432 offers a luxurious retreat for families and groups. This top-level condo features high-end amenities including a private clubhouse with gym & game room, shared outdoor grill & fire pit, plus a heated pool & hot tubs. Whip up dinner at home in the modern kitchen or walk out your door to some of Winter Park's best restaurants.
Reviews
1010 out of 10
Exceptional
Entire condo
2 bedrooms2 bathroomsSleeps 8111 sq m
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Add dates for prices
About this property
Entire place
You'll have the entire condo to yourself and will only share it with other guests in your party.
☞ PET-FRIENDLY | Trailhead Lodges 432 | Luxe Downtown Condo | Walk To Park, Skiing & More
Trailhead Lodges 432 is great spot for families and groups who want comfort and convenience. This home is located in the heart of downtown Winter Park with high-end amenities including a private clubhouse with gym & game room, shared outdoor grill & fire pit, plus a heated pool & hot tubs and easy access to everything you need for your Rocky Mountain getaway.
This lovely two bedroom condo sits on the top level (elevator access) with views looking out over the pool and hot tub below. Walk right out your door to the Rendezvous Events Center which hosts festivals throughout the year. Whip up dinner at home in the modern kitchen or walk out your door to some of Winter Park's best restaurants. When you're ready to rest easy, retreat to one of the two bedrooms, a Primary King Suite or the perfect kids room with a Twin/Queen bunk bed. Overflow guests? Check out the Queen Murphy bed in the living room or pull out the extra Twin EZ bed. Plus, this home is pet-friendly, so feel free to bring Fido to Winter Park! This townhome is pet-friendly and ready for your next Winter Park vacation.
Sleeping Arrangements: Primary King Suite, Twin/Queen bunk beds in the Bunk Room, a Queen Murphy bed in living area, plus a Twin EZ bed for overflow sleeping. Sleeps up to eight guests.
Local Deals: Save on local adventurous activities, gear rentals, transportation, and more when booking with us.
Please Note: - Quiet hours begin daily at 10pm. Please respect your neighbors, many of which live nearby year-round. - This condo is in building 4 on level 3. - This home does not have air conditioning, but there is a ceiling fan or portable fan in each room.
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.
Parking: There is room for two cars in any open areas around the building.
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: 017116
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.
Property amenities
Ski
Cross-country skiing nearby
Snowboarding nearby
Pool/Spa
Communal pool
Heated pool
Hot tub
Internet
Available in the condo: Free WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Microwave
Oven
Refrigerator
Spices
Toaster
Dining
Dining table
Bedrooms
2 bedrooms
Bedsheets provided
Bathroom
2 bathrooms
Bathtub
Hair dryer
Shower
Towels provided
Living spaces
Dining table
Fireplace
Living room
Separate dining area
Entertainment
DVD player
Games
Smart TV with cable/satellite channels
Outdoor areas
Balcony
Barbecue grill
Laundry
Laundry detergent
Laundry facilities
Washing machine
Comfort
Heating
Pets
Pet friendly
Suitability/Accessibility
Lift
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In a village
In the mountains
Near a hospital
Things to do
Arcade/game room
Billiards/pool table
Gym
Heated pool
Birdwatching nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Horseback riding nearby
Hunting nearby
Ice skating nearby
Kayaking nearby
Mountain biking nearby
Mountain climbing nearby
Rafting nearby
Rock climbing nearby
Sledding nearby
Snowmobiling nearby
Swimming nearby
Wildlife walks nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
This home is pet friendly for one dog. The pet fee is $25 per night.
Access methods
Smart lock
Pets
Pets are allowed
Service animals are welcome, and are exempt from fees
Children and extra beds
Children are welcome
Events
No events 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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
About the area
Located in Winter Park, this condo is in the mountains. Byers Peak Wilderness and Hideaway Park reflect the area's natural beauty and area attractions include Amaze'n Maze Winter Park and Alpine Slide. Take in the nearby slopes with cross-country skiing and snowboarding, or try out other outdoor activities such as sledging and snowmobiling. Visit our Winter Park travel guide
Does ☞ PET-FRIENDLY | Trailhead Lodges 432 | Luxe Downtown Condo | Walk To Park, Skiing & More have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is ☞ PET-FRIENDLY | Trailhead Lodges 432 | Luxe Downtown Condo | Walk To Park, Skiing & More pet-friendly?
Yes, pets are allowed at this property.
How much is parking at ☞ PET-FRIENDLY | Trailhead Lodges 432 | Luxe Downtown Condo | Walk To Park, Skiing & More?
On-site parking is available at the property.
What time is check-in at ☞ PET-FRIENDLY | Trailhead Lodges 432 | Luxe Downtown Condo | Walk To Park, Skiing & More?
Check-in begins at 4:00 PM.
What time is check-out at ☞ PET-FRIENDLY | Trailhead Lodges 432 | Luxe Downtown Condo | Walk To Park, Skiing & More?
Checkout is at 10:00 AM.
Where is ☞ PET-FRIENDLY | Trailhead Lodges 432 | Luxe Downtown Condo | Walk To Park, Skiing & More located?
Situated in the mountains, this condo building is steps away from Hideaway Park and Winter Park Visitor Center. Bella Vita and Blue Sky Massage are also within 10 minutes.
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☞ PET-FRIENDLY | Trailhead Lodges 432 | Luxe Downtown Condo | Walk To Park, Skiing & More Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
This place was very comfortable- especially for someone whose ski dreams were ruined by an ACL tear. The river walk was beautiful, and we loved the sledding hill close by. Would definitely stay here again!
This condo is in one of the best (off mountain) locations in Winter Park. Easy access to restaurants, shuttle stop, and any amenities needed. Exceptionally clean and stocked with all necessary items for our full family.
Andrea H.
Stayed 3 nights in Feb 2025
From a partner site
10/10 Excellent
Gabrielle B.
24 Jan 2024
Excellent
Wonderful, stylish place with many comforts. Location is great. Would definitely book this one again.
Great accommodations for a long weekend getaway. Perfect location to restaurants and things to do, pool and hot tub within feet of room and lots of space to relax and unwind after a day of activities. The bunk room was perfect for our kiddos (6, 9, 11) and a large living room to sprawl out.
The property was fantastic. Had everything we needed. Plenty of space for 4. Parking was easy and the elevator helped a ton with bringing bags up. Walkable to restaurants and an easy drive to the ski slopes. Would highly recommend!
I really enjoyed my stay the place was immaculate. I also enjoyed the elevator. The bed was very comfortable. The kitchen had all the supplies I needed. Will definitely be back.
Mark W.
Stayed 3 nights in Feb 2025
From a partner site
10/10 Excellent
Laura R.
31 Dec 2023
Christmas ski trip
Fabulous stay in Winter Park! This condo was right in the heart of Winter Park…close to everything! The shuttle to skiing was right outside the condo complex. The owner text to check on us and was very responsive to every question we had. Great stay!
Clean comfortable and well managed. Maybe next year again
Paula F.
Stayed 2 nights in Jul 2024
From a partner site
10/10 Excellent
Ryan K.
8 Apr 2025
Fantastic Condo
This condo was more than we could have asked for. The location to the pool and hot tub was perfect and the walk to the ski bus was short. The condo was very well supplied with everything you could think of. Our contact "Evan" at Winter Park Lodging did a awesome job communicating with us and was there anytime we need help. I look forward to using this company again.
The property was wonderful. I have used VRBO for numerous vacations. This one was tops. We had originally rented a different unit. About 5 hours prior to check in the property management unit contacted me on the slopes. They apologized for the unit not being ready and offered me another unit if it was acceptable. It was a great upgrade and we were thrilled. Everything was special, but the best thing about this was the communication with the management unit. Everyone was a quick courteous positive response!
Wonderful, clean place with access to pool and hot tub. Easy walk to different restaurants and only a few minutes drive to Trestle Bike Park. We will be back!
Will G.
Stayed 3 nights in Aug 2025
From a partner site
10/10 Excellent
Danielle D.
30 July 2025
Fantastic Property!
This condo was beautiful and in a perfect location! Very clean, had everything we needed and nicely decorated. We were within walking distance to the Rendezvous event center, shops and restaurants, and of course biking & hiking trails. Winter Park Lodging Co made check in and check out so easy. We will definitely stay here again!
Danielle D.
Verified
10/10 Excellent
Charles L.
8 Jan 2019
Nice Place
Good location, hot tub+pool, space for 8, clean and nice.
Charles L.
Stayed 4 nights in Dec 2018
Verified
10/10 Excellent
Bill B.
4 Feb 2019
Clean spacious getaway
Perfect for a family of five, or more. Great location.
Bill B.
Stayed 2 nights in Feb 2019
Verified
10/10 Excellent
Kristen R.
17 Jan 2019
Great property, great location
We loved the condo, it was perfect for our family of 6 (2 adults, 4 kiddos) It was clean, well maintained and Winter Park Property Management was super responsive and helpful.
We loved the condo it was perfect for our family of 5 and puppy. It is close to shops restaurants and the hike and bike trails. We really enjoyed the visit.
Had a great time in Winter Park and at Trailhead Lodges for a wedding. The facility is well maintained and in a great location. The room had all of the amenities we needed and was clean and functional. The Lodge itself is in a very central location for short walks and entertainment. The communication from the staff via text or email was fine. Didn't feel we would be on an island if we needed to get in touch with someone.
Thank you for providing us with the most beautiful, comfortable space for our ski weekend. We enjoyed absolutely everything the space had to offer, from the large kitchen to the comfortable beds to the shared hot tub. It was easy to get to the mountain with the bus stop a short walk from the complex. We would be absolutely thrilled to return!!
Sierra K.
Stayed 2 nights in Mar 2023
From a partner site
10/10 Excellent
Michael T.
4 July 2023
Excellent
Your staff and services are second to none! Thanks for a great experience! See you next year……..