Skip to main content
Condo

Trailhead 812 Pet Friendly Downtown Winter Park

Photo gallery for Trailhead 812 Pet Friendly Downtown Winter Park

Living area
Room
Dining
Room
Clubhouse in Winter

Reviews

9.4 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 7118.0 sq m

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Rooms & beds

2 bedrooms (sleeps 7)

Bedroom 2

1 Single Bed and 1 Single Bunk Bed

Master Suite

1 King Bed

2 bathrooms

Master bath

Bathtub or shower · Toilet

Second Bath

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Separate dining area
Dining area

About this property

Trailhead 812 Pet Friendly Downtown Winter Park

Trailhead Lodges – Downtown Winter Park Condo with Hot Tub, Pool & Event Access

Welcome to Trailhead Lodges, a stylish two-bedroom, two-bath condo located in the heart of downtown Winter Park. Perfect for families, couples, or groups, this ground-level unit offers convenient access to Hideaway Park and the Rendezvous event stage, home to world-class summer music festivals, including the Winter Park Jazz Festival. Relax after a day of skiing, hiking, or walking home from live events in a space designed for comfort and convenience.

Why You'll Love It
Sleeps up to 7 guests with a King bedroom and bunk room with trundle
Ground-level condo with two private patios for relaxing outdoors
Gas fireplace and cozy living area for après-ski or evening downtime
Access to clubhouse amenities including BBQ grills, communal hot tub, heated pool, pool table, workout room, and sitting areas (please note the HOA manages the clubhouse not us)
Fully equipped kitchen for family meals or casual cooking

Inside the Home
This condo features a large primary suite with a King bed and oversized soaking tub, plus a second bedroom with a queen-over-queen bunk bed and trundle, ideal for families or friends. The open living area includes a gas fireplace, cable TV, and a soundbar for entertainment. Step outside to your two patios and enjoy mountain air while relaxing or dining al fresco.

Sleeping Arrangements
Primary Bedroom – King bed, en suite bath with oversized soaking tub
Second Bedroom – Queen-over-Queen bunk bed with pull-out trundle (lower bunk has limited clearance and is best suited for children).

Amenities Include
Free Wi-Fi
Cable TV + soundbar
Gas fireplace
Private washer & dryer
Two patios with outdoor seating
Smart lock for easy check-in
Ground-level access
Clubhouse access with pool table, kitchen, sitting area, workout room
Communal outdoor hot tub & heated swimming pool

Location Highlights
Steps from Hideaway Park & Rendezvous event stage
Downtown Winter Park restaurants, shops, and festivals within walking distance
Skiing and hiking trails nearby
Easy access to summer music festivals and community events

Good to Know
Town of Winter Park Registration Number: 005888
Pets allowed: Two medium dogs with $100 fee
No smoking in the condo
No shoes indoors
Quiet hours: 10 PM – 7 AM
Parking: Two cars only; RVs and trailers prohibited during holiday and festival weekends
The HOA manages the clubhouse, pool or hot tub - please note we are not in control of open/closing of these items.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Beautiful modern mountain home
The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
Winter Park
  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
10.0 out of 10, Exceptional, (229 reviews)
The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed
default

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, a first aid kit and a deadlock

About the area

Winter Park

Located in Winter Park, this condo is in the city centre and on a river. Cozens Ranch House Museum and Moffat Tunnel West Portal are local landmarks, and some of the area's attractions include Amaze'n Maze Winter Park and Alpine Slide. Enjoy the area's slopes with cross-country skiing and snowboarding, and don't miss out on the ice skating and sledging.
Map
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

  • Fraser/Winter Park Station - 8 min drive
  • Broomfield, CO (BJC-Rocky Mountain Metropolitan) - 105 min drive

Restaurants

  • ‪Wake N’ Bacon - ‬11 min walk
  • ‪The Noble Buck - ‬10 min walk
  • ‪McDonald's - ‬5 min walk
  • ‪Wendy's - ‬5 min drive
  • ‪Snoasis - ‬11 min drive

Frequently asked questions

Does Trailhead 812 Pet Friendly Downtown Winter Park have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Trailhead 812 Pet Friendly Downtown Winter Park?

As of 3 Apr 2026, prices found for a 1-night stay for 2 adults at Trailhead 812 Pet Friendly Downtown Winter Park on 9 June 2026 start from AU$270, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Trailhead 812 Pet Friendly Downtown Winter Park pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Trailhead 812 Pet Friendly Downtown Winter Park?

On-site parking is available at the property.

What time is check-in at Trailhead 812 Pet Friendly Downtown Winter Park?

Check-in begins at 4:00 PM.

What time is check-out at Trailhead 812 Pet Friendly Downtown Winter Park?

Checkout is at 10:00 AM.

Where is Trailhead 812 Pet Friendly Downtown Winter Park located?

Located in the heart of Winter Park, 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.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 33 out of 43 reviews
Rating 8 - Good. 7 out of 43 reviews
Rating 6 - Okay. 3 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

9.2/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.8/10

Check-in

9.6/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Wendy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property is in an excellent location. There were plenty of dishes and utensils. There were many spices and other basic cooking ingredients as well. Towels were plentiful. We had a few burnt out lightbulbs which were replaced in a timely manner.
Stayed 19 nights in Jan 2026
Response from VrboOwner on 16 Mar 2026
Thanks for the great review!
Verified

8/10 Good

Ruth M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place !

Very nice property , fully stocked , great communication , excellent location !
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Larry W.

Liked: Cleanliness, check-in, location, listing accuracy

Great location

Very comfortable, well stocked, walking distance to downtown Winter Park and Hideaway Park across the street.
Stayed 2 nights in Apr 2023
Response from VrboOwner on 21 Apr 2023
Thanks Larry for taking the time to review the property and leaving a great one! We hope to have you back if you are ever in Winter Park again! Cheers!
Verified

10/10 Excellent

Shana G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family place!

My family of 5 and our 2 dogs stayed here for spring break. It was an amazing location and the condo had everything we needed. It was a little dusty when we arrived but overall it was clean and comfortable. We will book again!
Stayed 4 nights in Mar 2025
Response from VrboOwner on 19 Mar 2025
Thanks for the great review! We look forward to hosting you again!
Verified

8/10 Good

Miles S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Overall I would stay again. Right in middle of everything.
Stayed 3 nights in Aug 2024
Response from VrboOwner on 25 Aug 2024
Thanks for taking the time to review the property Miles. It is saddening to see that you left in your review that you would stay again but gave us a 4 star. We strive on making experiences better if there was something that wasn't exceptional. Many blessings to all your future travels
Verified

10/10 Excellent

Darlene W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location!

Perfect location, near bus stop and downtown. Had everything we needed
Stayed 5 nights in Mar 2022
Response from VrboOwner on 25 Mar 2022
Thanks Darlene for taking the time to leave a great review! We are glad you enjoyed your stay :)
Verified

10/10 Excellent

Lori J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location!

Perfect location, great amenities, walking distance to restaurants, close to bus, great size for a family of four. Management company was very nice and responsive to our needs. Would definitely stay here again!
Stayed 6 nights in Jan 2023
Verified

10/10 Excellent

Marla

Liked: Cleanliness, amenities, property conditions & facilities, communication
Huge condo. Lots of space for gathering for meals, downtime, and then sleeping. Lovely decorations. GREAT location close to everything. Highly recommend this location.
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Michele D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Winter Park Jazz Festival

Our stay was phenomenal as usual. The location is excellent and allows us great flexibility during our stay. We absolutely love the area. Its in close proximity to everything and gives easy access to Hideaway Park. We look forward to our next visit!
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Jessica A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

The condo was perfect for our weekend away at Winter park. The location is close to shops and restaurants plus the path behind the complex was great for walking our dog in peaceful setting. The beds were super comfortable with plenty of space for our family of four. The full kitchen made meals easy with all the pots, pans & utensils you could ever need. We will definitely be back for another stay.
Stayed 3 nights in Jan 2025
Verified

8/10 Good

Jeff D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Location!

right in the heart of downtown WP. only a short drive to ski mountain - maybe 8 mins. would def stay again.
Stayed 2 nights in Jan 2022
Response from VrboOwner on 7 Jan 2022
It was a pleasure to host you guys! We are glad you enjoyed your stay. Come back and visit again :)
Verified

10/10 Excellent

Paul B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ski weekend

The place is awesome! Super close to the bus route to the ski area walking distance to restaurants and grocery. The unit is really spacious nice and clean.
Stayed 3 nights in Feb 2024
Verified

10/10 Excellent

Tania C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Christmas vacation

This condo was perfect for our family over Christmas. Very comfy, and very convenient. Loved taking the bus to the ski resort and hot tubbing and swimming in the pool after skiing. Ground level entrance made getting in and out so easy
Stayed 5 nights in Dec 2024
Verified

10/10 Excellent

Margo B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location, Locations, Location

Right in the heart of Winter Park making it walkable to The amenities and the Trails by the river, Condo was clean, spacious and well stocked
Stayed 5 nights in Aug 2020
Verified

10/10 Excellent

Jamie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Stay!

We had a great stay at this condo! It had everything we needed for a long stay over Thanksgiving break. The kitchen has all the tools and gadgets, the condo is very clean and the location is perfect. We had a blast sledding in the park across the street. The living room was perfect to watch movies and the snow fall. We hope to stay again sometime!
Stayed 5 nights in Nov 2023
Response from VrboOwner on 28 Nov 2023
Thanks for taking the time to write a review, Jamie. We are so glad to hear you enjoyed your stay. We hope you visit again soon!
Verified

10/10 Excellent

Niki G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Family Vacay

We had a wonderful time. The place was spacious and location was amazing. My teenage girls and their friends didn't complain once, and that's hard to accomplish. The property management was very tentative and friendly. Thank you!!
Stayed 3 nights in Jun 2022
Response from VrboOwner on 7 July 2022
Thanks Niki for an amazing review! Y'all are welcome back anytime, it was a pleasure to host you guys!
Verified

6/10 Okay

Jeffrey M.

Liked: Check-in, communication, location
Disliked: Cleanliness, listing accuracy
Furniture not as pictured and trundle bed was a big disappointment. Soap and Shampoo dispensers very inadequate. Floors were dirty upon arrival. Liked first floor location but will not rent pet friendly unit again. Internet password not as published in unit guide and not secure. Community amenties good.
Stayed 6 nights in Jul 2025
Response from VrboOwner on 17 Sept 2025
Thank you for taking the time to share your experience. I’m sorry the unit fell short of expectations — we will address the several items raised: Glad to hear you enjoyed the first‑floor location and community amenities. Your feedback was very helpful.
Verified

10/10 Excellent

Laura A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location in Winter Park

Overall, we loved staying here! The location in Winter Park is excellent being close to shopping and trails. We road our bikes everywhere. The unit is comfortable and convenient being on the 1st floor. The kitchen was well stocked with cooking utensils/pans I could've used some cleaning spray after cooking breakfast. The only thing lacking were hangers in the closets and a tall fan would've been better in the primary bedroom (instead of a small box fan). We hope to stay there again.
Stayed 12 nights in Jul 2023
Response from VrboOwner on 19 Sept 2023
Thanks so much for taking the time to write a review, Laura. We are delighted that you enjoyed your stay. We appreciate your insights. Visit again soon!
Verified

8/10 Good

Dr. Lavinia Kay F.

Liked: Cleanliness, check-in, location, listing accuracy
What caused me to lower my overall rating of the vacation was that I stayed in the bedroom with the double decker "log bed). That bed is not designed for adults. Everytime I sat up in bed or sat on the edge of the bed and then laid down, I banged my head. (And I'm only 5'4".Call me a slow learner, but that made a huge negative impact on my vacation. I finally spent 2 nights sleeping on the brown leather sofa, and we left a day early in addition. The other negative was the loudness of the music the two nights there were concerts in the Park.
Stayed 7 nights in Aug 2025
Response from VrboOwner on 30 Sept 2025
Thank you for the review. We apologize for any inconvenience and look forward to hosting you - maybe at another property, in the future!
Verified

6/10 Okay

Cheryl P.

Liked: Communication, location
Disliked: Check-in

Review for our stay.

You need to fix your HOT TUB… very disappointing. It’s not even hot. Part of the reason why we came to your Vrbo was for the hot tub. The washing machine does not work. Driving home with two soaking wet loads of laundry. Thank God we don’t have to catch a flight that would be a major issue. Replace your showerhead. It’s the absolute worst.. try to rinse off in the shower and you get an entire shower because the water sprays everywhere. Makes you feel like you’re staying in a hotel and not a nice condo.
Stayed 3 nights in Feb 2023
Response from VrboOwner on 4 Mar 2023
Thank you Cheryl for taking the time to review! We appreciate the feedback as we weren't made aware of most of these issues during your stay. We were able to get the washing machine fixed. Trailhead has a communal hot tub and pool and we made the HOA aware of this issue and since then it has been fixed. We wish you the best with all your future adventures.
Verified

10/10 Excellent

Tonya A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Christmas Stay!

Pictures do not do the size of this unit justice - we didn't realize how spacious this unit was until we walked in. It was absolutely perfect for a family to not get on each others nerves. It had plenty of room for our large dog crate that we brought with us. The kitchen is well appointed for cooking. Communication with the property manager was fantastic. We did not have towels in the primary bathroom and I reached out to them the next morning and we had everything that we needed delivered immediately. They were great to deal with from the time that I made the reservation to the time we left. We used the amenities of the condo such as the hot tub, pool, and billiards area. It was a great way to spend time on extremely cold nights. Winter Time Specific: The unit is just across from the Hideaway Park where the town provides complimentary tubes for tubing/sledding. If in the summer, this location is perfect for all of the town events. Easy to walk to restaurants and Cooper Creek. The bus line is right on the corner. You can pretty much take any line and end up at the unit. LOCATION CAN NOT BE BEAT.
Stayed 6 nights in Dec 2023
Verified

10/10 Excellent

Tina B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

My family and I enjoyed our stay. Thank you Tina
Stayed 3 nights in Jul 2022
Verified

10/10 Excellent

Becky A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation

We lived out stay at this unit. It’s in a great location right next to Hideaway Park and within walking distance to just about everything in Winter Park. We would definitely stay here again.
Stayed 6 nights in Jun 2022
Verified

10/10 Excellent

Jessica H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

The condo was very well equipped. It seems like the owners thought of every little detail from extra blankets and bedding to box fans (a must for our family) and spices in the cabinets. The hot tub, pool, clubhouse and outdoor gas grills were very nice and excellent for teens. The owners checked in with us and told us of some sight seeing places to visit as well as were at the condo within a hour with a new battery for the smoke alarm. It’s in the heart of town with an eclectic variety of restaurants. We loved it so much we didn’t want to leave!
Stayed 6 nights in May 2022
Verified

10/10 Excellent

Wendy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome property

Exceeded expectations. Had everything we needed. Great location. Superior communication with property management.
Stayed 5 nights in Feb 2022
Response from VrboOwner on 24 Feb 2022
Thanks Wendy for leaving a great review! It was such a pleasure to host you guys! Thanks for staying with us :)

About the host

Hosted by Visit Winter Park Lodging

Host profile image
Visit Winter Park Lodging is locally owned and operated. We live in the community full time and enjoy playing and working in our wonderful mountain community. We would be honored for you to stay in one of our vacation homes on your next visit to Winter Park and the surrounding areas.

Please remember you're staying in a home, not a hotel. Please treat the space with respect. If any problems arise, we will do our best to take action ASAP, but there is no one living on-site 24/7.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback