☛ PET-FRIENDLY | Trailhead Lodges 323 | All of the Amenities | Close to Ski Resort

Photo gallery for ☛ PET-FRIENDLY | Trailhead Lodges 323 | All of the Amenities | Close to Ski Resort

Welcome to Trailhead Lodges 323, a modern three bedroom condo in downtown Winter Park
Relax by the pool & hot tub
Sit and take in the mountain views
Gorgeous stone work surrounds the gas fireplace and Smart TV
Mountain modern design throughout

Reviews

9.8 out of 10
Exceptional

Highlights

  • Bring your furry friends
    Top-rated for creating memorable stays with your pets.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade and game room.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Hideaway Park
3 bedrooms3 bathroomsSleeps 10

Popular amenities

  • Heated Pool
  • Hot tub on site
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washer

Explore the area

View in a map
Winter Park, CO
  • Place, Hideaway Park
    ‪1 min walk‬
  • Place, Winter Park Visitor Center
    ‪3 min walk‬
  • Place, Blue Sky Massage
    ‪7 min walk‬

Rooms & beds

3 bedrooms (sleeps 10)

Primary King Suite

1 King Bed

Second King Bedroom

1 King Bed

Third King Bedroom

1 King Bed

3 bathrooms

Primary Ensuite Bathroom

Bathtub · Toilet · Shower only

Shared Bathroom

Toilet · Shower only

Shared Bathroom

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Dining area

About this property

☛ PET-FRIENDLY | Trailhead Lodges 323 | All of the Amenities | Close to Ski Resort

Are you ready to stay in one of the most sought after locations in downtown Winter Park? With high-end touches throughout Trailhead Lodges 323 and a unique location that affords a rare wrap around deck and forest views, this well appointed condo is the perfect year round getaway. You'll love the convenience of wandering over to the clubhouse for a toasty soak in the hot tub, or walking just two blocks to your pick of shopping, restaurants, entertainment and the free shuttle to Winter Park Resort. This pet friendly condo also offers some great extra amenities like a pack n play for the little ones, plus a crate and dog bed for the furry one.

You'll love coming home to Trailhead Lodges 323 with the plush mountain furnishings and wonderful pops of color throughout. The open kitchen allows the chef in your group to whip up dinner while chatting with friends and there's plenty of room for everyone to eat at the table and bar seating. Rest easy in one of the three King bedrooms with hotel-style luxury linens & updated decor throughout. Finally, if you have overflow guests, you'll love the petite bunk room off the kitchen and the EZ bed in the living room. Additional amenities include year-round pool, building elevator, shared outdoor grill & fire pit, fitness center, game room in clubhouse, remote check-in, keyless entry. Plus, the Fraser River Trail runs right behind this complex. It's the perfect trail for families, kids, and pets!

Sleeping Arrangements: Primary King Suite, King in the second bedroom, King in the third bedroom, Twin/Twin bunk beds in bunk room and a Queen size, self-inflating EZ bed. Sleeps up to 12 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 3 on level 2.
- 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 at time of checkout.

Parking: There is room for two cars in any open areas around the building.

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: 024812

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.
Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

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

Similar properties

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
This home is pet friendly for one dog. The pet fee is $25 per night.

Important information

You need to know

Property # 799832
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock

About the neighborhood

Winter Park

Located in Winter Park, this condo is in the city center and in the mountains. Cozens Ranch House Museum and Moffat Tunnel West Portal are local landmarks, and the area's natural beauty can be seen at Byers Peak Wilderness and Hideaway Park. Amaze'n Maze Winter Park and Alpine Slide are also worth visiting. Enjoy the area's slopes with cross-country skiing and snowboarding, and don't miss out on the snowmobiling and sledding.
Map
Winter Park, CO

What's nearby

  • Hideaway Park - 1 min walk - 0.1 km
  • Winter Park Visitor Center - 3 min walk - 0.3 km
  • Bella Vita - 5 min walk - 0.5 km
  • Blue Sky Massage - 7 min walk - 0.6 km
  • Cozens Ranch House Museum - 2 min drive - 2.2 km

Getting around

  • Fraser/Winter Park Station - 5 min drive
  • Broomfield, CO (BJC-Rocky Mountain Metropolitan) - 97 min drive

Restaurants

  • ‪Snoasis - ‬11 min drive
  • ‪The Noble Buck - ‬10 min walk
  • ‪McDonald's - ‬5 min walk
  • ‪The Smokehouse BBQ - ‬7 min walk
  • ‪Derailer Bar - ‬7 min drive

Frequently asked questions

Is ☛ PET-FRIENDLY | Trailhead Lodges 323 | All of the Amenities | Close to Ski Resort pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at ☛ PET-FRIENDLY | Trailhead Lodges 323 | All of the Amenities | Close to Ski Resort?

As of Aug 5, 2026, prices found for a 1-night stay for 2 adults at ☛ PET-FRIENDLY | Trailhead Lodges 323 | All of the Amenities | Close to Ski Resort on Oct 31, 2026 start from $285, 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.

How much is parking?

Onsite parking is available at the property.

What time is check-in at ☛ PET-FRIENDLY | Trailhead Lodges 323 | All of the Amenities | Close to Ski Resort?

Check-in begins at 4:00 PM.

What time is check-out at ☛ PET-FRIENDLY | Trailhead Lodges 323 | All of the Amenities | Close to Ski Resort?

Check-out is at 10:00 AM.

Where is ☛ PET-FRIENDLY | Trailhead Lodges 323 | All of the Amenities | Close to Ski Resort located?

Located in the heart of Winter Park, this condo building is steps from Hideaway Park and Winter Park Visitor Center. Bella Vita and Blue Sky Massage are also within 10 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 54 out of 63 reviews
Rating 8 - Good. 7 out of 63 reviews
Rating 6 - Okay. 2 out of 63 reviews
Rating 4 - Poor. 0 out of 63 reviews
Rating 2 - Terrible. 0 out of 63 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Jose Luis P.

Excelent

Everything was really good i will come back
Response from VrboOwner on Mar 9, 2026
So pleased you enjoyed your stay!
From a partner site

10/10 Excellent

Kelli H.

Great stay, great property, great location!

The condo is very nice, and we really enjoyed our stay. It is very clean, big, and had everything we were hoping for. We will definitely return!
Verified review

10/10 Excellent

Michael M.

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

Great place to stay

Loved it! Possibly the cleanest place we’ve ever stayed. Great in town location, you can walk to most everything you need.
Stayed 4 nights in Nov 2023
Response from VrboOwner on Dec 6, 2023
Thank you Michael! We are thrilled that you loved Trailhead Lodges 323 and we love your feedback about the cleanliness. Our company has very high cleaning standards and it's great to hear this from our guests. We hope you will stay with us again and use your 15% return guests discount. Happy Winter! The Winter Park Lodging Company Team
From a partner site

10/10 Excellent

matt l.

trailhead lodges

very nice condo, right in the middle of town , close to everything,,, we enjoyed it very much,,,
Verified review

10/10 Excellent

Dale M.

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

Great Place and Location

Overall stay was awesome! The property is really nice, very spacious and in a convenient location. We walked everywhere and you’re a short drive to the the ski area and tubing hill. We’ll definitely be back, highly recommend.
Stayed 3 nights in Feb 2023
Response from VrboOwner on Feb 18, 2023
Thanks for sharing your comments Dale. We're so happy you had a positive experience at Trailhead Lodges 323 and highly recommend the condo to other guests! We would love to host you again. ~The Winter Park Lodging Company Team :)
From a partner site

10/10 Excellent

Patsy K.

Beautiful Condo

Lovely condo in every way. It is a spacious corner unit with beautiful views. The deck is wrap around, so it is also more spacious than many in condo units and offers views in two directions. The finishes are beautiful and decor and furnishings are all very nice, both indoors and outdoors. Linens are a good quality, and the condo was nicely stocked with basics for the dishwasher and washer. There were individual sized containers of personal products (shampoo, lotion, etc) and tissue in each bathroom. The kitchen is well stocked for cooking and eating in. The complex has a well-maintained hot tub and heated pool. The management company is attentive on the phone, through texts, and by email. We had no issues, so I had no reason to need them, but I have used them before and feel certain if anything had come up either time, they would have been on top of it. I worked with them directly off their website. It was easy to book, and all necessary information was furnished. I chose this unit because we decided we wanted to be closer to town than in the past, but primarily because we were allowed to bring our dog. For an in-town unit especially, I thought the views were lovely, and having lots of different places to walk with the dog (without having to hike up or down a mountain area) was nice. The unit is on the second floor, so each trip out to potty the pup does require stairs, but there are no stairs within the unit itself. It is surrounded by other (very nice) condo complexes, so if you are looking for a private setting, this may not be the best choice, but if you want the convenience of being in town, it is perfect.
Verified review

10/10 Excellent

Yolanda R.

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

Perfect ski trip

Wonderful property , lots of space , close to restaurants , close to bus stop to the ski area . Would come back!!!
Stayed 3 nights in Feb 2023
Archival

10/10 Excellent

Tim W.

Fraser River Oasis

This condo is great! Beautiful inside, great views, and a very short walk to the hot tub and community area. The east/south wrap-around deck offers great sunrises and sunsets, and the location is walking distance to the amphitheater and many great restaurants and shops.
Stayed 4 nights in Nov 2017
Response from VrboOwner on Mar 30, 2020
Wonderful! So pleased you enjoyed your stay. Those Trailhead properties are hard to beat....great location and very well appointed. Please let us know when you come back this way!
From a partner site

10/10 Excellent

Kate G.

Excellent stay!

The place was perfect. All the amenities you need. Kind and helpful agents to get our pool key updated. Clean, quiet, and welcoming. Thank you very much!
Verified review

10/10 Excellent

Pamela M.

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

Wonderful 4th of July Weekend

This condo was great for me and my adult kids. Had a great time over the 4th of July weekend. The condo is very spacious and in a great location to everything. Would definitely recommend!
Stayed 4 nights in Jul 2021
Response from VrboOwner on Jul 23, 2021
Thanks for staying with us, we would love to host you again!
Archival

10/10 Excellent

Elizabeth D.

Beautiful Views, Great Location, Comfortable

We absolutely loved our stay at the condo. We couldn't get over the views from the living room - both the woods in back and a great view of the mountain. It was spacious and comfortable. Walking distance to restaurants and shops. Love it!
Stayed 7 nights in Mar 2017
Response from VrboOwner on Mar 30, 2020
You can't beat the combination of convenience and isolation. It feels like you are the only ones in the forest while you are just a short walk to shops and restaurants. Come back again soon to soak up the views.
Archival

8/10 Good

Gary F.

DUPLICATE

Very nice we really enjoyed the condo and Winter Park
From a partner site

10/10 Excellent

Heather E.

Great condo, wonderful location and amenities!

Beautiful condo in a gorgeous setting in Winter Park! Condo is like new and in great condition. Well appointed and loved the layout. It was easy to get back and forth to the ski resort and loved the proximity to walk to restaurants. We utilized the hot tub and workout room as well at the facility. Highly recommend and would stay here again if we are in the area!
From a partner site

10/10 Excellent

Janice M.

Excellent

Great time! Condos were perfect! All the family commented on how clean, wonderful, and quiet the area was. We had SO MUCH FUN! Thank you! We will be back!
From a partner site

10/10 Excellent

Heather T.

Excellent stay

This condo was every bit as nice as advertized, and the staff at Winter Park Lodging were extremely helpful and quick to respond. The location was great with many restaurants being a quick walk away. Very comfortable condo with lovely views. Highly recommend! The only hiccup was a struggle to get into the clubhouse/exercise room with the keycard not working, which seemed to be an issue with Trailhead Lodges, not the rental company.
From a partner site

10/10 Excellent

Julie J.

Wonderful stay!

The condo was even nicer in person than the photos! It was beautiful and had everything you needed for cooking, sleeping, and bathing. There is a wonderful wraparound deck with a gas grill that overlooks a beautiful unobstructed hillside and running creek. Many restaurants and shopping within easy walking distance. Lovely park right in front with a great playground for kids. Nice little trail in Confluence Park that runs along the creek which was a great daily walk with our dog.
From a partner site

10/10 Excellent

Dan M.

Awesome Condo

We spent a long weekend here, and we absolutely would come back again. The condo is comfortable, quiet, has great views, and it is set up well for guests. The kitchen was probably the best equipped kitchen we have ever experienced in a rental. The owners even left a small gift basket upon our arrival (nice touch). We had trouble accessing clubhouse to get to the hot tub area with the key provided, but that was a minor glitch, that did not affect our happy opinion about our stay.
From a partner site

10/10 Excellent

Claudia H.

Excellent

Unit needs a new toaster and master bath squeegee. Also needs parking passes kept up to date
Verified review

10/10 Excellent

Carey R.

Super Condo in Winter Park

It was our first time out west skiing and we had a blast. It was the perfect condo for our two families. The management company was very accommodating in all aspects. We would definitely come back if we get the chance. Skiing, town of Winter Park, James Transportation, Epic Rentals, the Ditch, Hernando's pizza, and much more were all hits for us. Thanks for sharing your place.
Stayed 5 nights in Mar 2018
Response from VrboOwner on Mar 30, 2020
Well yay! We are so thrilled to hear that your first trip out west was to Winter Park! Fantastic. We are thrilled you found all the excellent spots too....it's like you're a local now! Well done. Please give us a call when you come back this way. We'd love to let you know about a few other of our fav places in town.
Verified review

10/10 Excellent

Paige W.

Awesome place to stay!

6 of us traveled to Winter Park for 5 days and had a wonderful time. This lodge was great! The kitchen was beautiful and had everything we needed, the balcony and view was fantastic, and having 3 bathrooms was awesome! The only downside to this lodge were the beds, they were awful. A simple mattress topper would have done wonders. The beds would be the only thing that might keep us from coming back to the same property. Other than that, we had a wonderful time in a great location!
Stayed 4 nights in Feb 2018
Response from VrboOwner on Jun 19, 2020
Oh no. We are going to reach out to you Paige to see if all the beds didn't work for you or if there is one specific one we can address. Please do reach out to us anytime we can help make you as comfortable as possible. We hope you come back to stay with us again.
Verified review

10/10 Excellent

Ivelisse P.

Clean, beautifully decorated, and close to the slops!

Our group of 7 loved this three bedroom condo. While the kids slept in, we were able to enjoy a great cup of coffee and enjoy the ntural beauty as this condo has views of the mountains! Nextt time we will bring our sbow shoes and go on the many trails. So great that the owner also had many games and a hillarious video of comedian Tim Hawkins best skits. I am VERY picky about cleanliness especially in the shower areas and this condo was spotless! We will return for sure!
Stayed 2 nights in Jan 2019
Response from VrboOwner on Mar 30, 2020
Fantastic! So pleased we could pass your cleaning test. We would love to host everyone again when you're back this way...just let us know when.
From a partner site

10/10 Excellent

Robin B.

Trail head lodges 323

Could not have asked for a better experience!!! Our place was beautiful and spacious!!! We needed that with six adults and five children! The grounds are beautiful and well kept, enjoyed our walks and seeing a moose every morning! Kids loved the pool and we used the large grills and fire pit one evening for burgers and s'mores. We were also pleased that we had our own private grill on our very spacious balcony to grill steaks one evening! Yes, get ready, the Bishop crew will definitely be back!! GREAT place to stay!!
Response from VrboOwner on Nov 21, 2025
Duplicate
From a partner site

10/10 Excellent

stacy c.

Spacious and convenient!

We stayed here in early February- I think this is our fifth time staying in the complex. We came with another couple and two younger children. Love the location- we can easily walk to downtown for a bite apres ski, and avoid the crush of people at the ski area. Easy parking, great location for a base of operations on a ski trip. The unit was much bigger on the inside than we expected, and the kids loved the little bunk room. 323 had everything that we needed- well stocked kitchen, washer and dryer, enough bathrooms for the group. We love Trailhead. We have used Winter Park Lodging Company several times, and are always impressed with how well the units are set up. The team responds quickly to any questions, and are always super friendly- they are our go to!
From a partner site

10/10 Excellent

Megan S.

Great Place to stay!

We had a great stay at Trailhead Lodge! It was very spacious four our group with three bedrooms and 3 baths, and the kitchen was great and well stocked! We really enjoyed the hot tub every night even in the snow. The location to the town was perfect as well, there was a bus stop to head to the ski resort which we took every day, also walking distance to restaurants, breweries, coffee and liquor store. Would definitely come back and stay again! My only feedback and it's very minimal would be more hooks to hang towels from the bathroom and pool! Also there were only 3 hangers in our closet but I'm sure if I asked they would have assisted. So again nothing bad just ideas to make it even better for next guests! We will definitely be coming back again!!
From a partner site

6/10 Okay

Diane V.

Beware the bunk beds

This wonderfully situated condo is really only for 3 couples. The bunk bed “nook” is a doubledecker coffin. You have to remove the ladder to close the doors, there is no space to standup and there is NO air circulation. With the doors open, you are in the kitchen. A good place to put small children you don't like. There is no space in any of the bedrooms for the blow-up bed..the only place is the diningroom, if you move the table. But for 3 couples,it is very luxurious..a bathroom for each.

About the host

Hosted by Winter Park Lodging Company

Host profile image
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.

Languages:

English

Premier Host

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