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Trailhead 812 Pet Friendly Downtown Winter Park

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2 bedrooms, Internet, bed sheets - Trailhead 812 Pet Friendly Downtown Winter Park (Winter Park)
Pool - Trailhead 812 Pet Friendly Downtown Winter Park (Winter Park)
Exterior - Trailhead 812 Pet Friendly Downtown Winter Park (Winter Park)
2 bedrooms, Internet, bed sheets - Trailhead 812 Pet Friendly Downtown Winter Park (Winter Park)
Dining - Trailhead 812 Pet Friendly Downtown Winter Park (Winter Park)
Trailhead Lodges, in downtown Winter Park, offers a warm retreat after skiing or hiking. This condo features two patios and access to the clubhouse with BBQ grills, an outdoor hot tub, and heated swimming pool.

Reviews

9.4 out of 10
Exceptional

Entire condo

2 bedrooms2 bathroomsSleeps 7

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Outdoor space

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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.


    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.

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the condo: Internet access

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shower
  • Shower/bathtub combination

Living spaces

  • Fireplace

Entertainment

  • TV with cable channels

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

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)
  • First aid kit
  • Fire extinguisher

Similar properties

Exterior
The Vintage Hotel
Winter Park
  • Pool
  • Spa pool
  • Pet-friendly
  • Parking included
8.8 out of 10, Excellent, 1,002 reviews
The price is AU$162
includes taxes & fees
19 May - 20 May
The Vintage Hotel
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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

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

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 first aid kit
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

Winter Park is home to this condo. 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. Visit our Winter Park travel guide
View more Condo rentals in Winter Park
Map
Winter Park, CO

What's nearby

  • FORT YELLOWSTONE, BUILDINGS, HEADQUARTERS
    Winter Park Visitor Center
    3 min walk - 0.3 km
  • Hideaway Park
    2 min walk - 0.2 km
  • Bella Vita
    5 min walk - 0.5 km
  • Blue Sky Massage
    7 min walk - 0.6 km
  • Grand Park Community Recreation Center
    20 min walk - 1.7 km

Getting around

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

Restaurants

  • Snoasis
    11 min drive
  • The Noble Buck
    10 min walk
  • Wake N’ Bacon
    11 min walk
  • McDonald's
    5 min walk
  • The Smokehouse BBQ
    7 min walk

Frequently asked questions

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

Yes, this property has a pool.

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?

Situated in 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.

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Trailhead 812 Pet Friendly Downtown Winter Park 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.
More informationOpens 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

Cleanliness

9.8

Location

10

Property conditions & facilities

Reviews

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

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
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
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

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

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
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
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

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
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
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
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

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
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

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
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
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
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
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