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Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground

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Welcome to Trailhead Lodges 133
Trailhead Lodges pool & hot tub
Gas grill on the deck
Leather decor in this bright living room
Open floor plan flows in the main living space into the dining area and kitchen

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms2 bathroomsSleeps 7118.0 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View map
Winter Park, CO
  • Place, Hideaway Park
    ‪2 min walk‬
  • Place, Winter Park Visitor Center
    ‪3 min walk‬
  • Place, Blue Sky Massage
    ‪5 min walk‬

Rooms & beds

3 bedrooms (sleeps 7)

Bunk Area

1 Single Bed and 1 Single Bunk Bed

Primary King Suite

1 King Bed

Queen Bedroom

1 Queen Bed

2 bathrooms

Primary Ensuite 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

Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground

Bright, modern, and cleverly designed, this downtown condo seems custom made for family vacations. Trailhead Lodges 133 is located in the highly popular Trailhead Lodges community in downtown Winter Park. Enjoy full access to the modern clubhouse with outdoor pool, hot tub, and shared outdoor grill. Plus, you're in close proximity to fun & entertainment at Hideaway Park, with its full line-up of summer music events, skate park, winter sledding hill, and children's play area.

Step inside to be greeted by a bright and spacious, single-level floor plan, elegantly filled with the most modern of amenities. You'll enjoy a comfortable lounge with cozy gas fireplace and large flat screen TV, the perfect spot for a movie night. Also, find a chef's kitchen fully equipped with modern appliances and social breakfast bar, and a large balcony with views of Winter Park Resort and the Continental Divide to the East.

Just off of the main living area you'll find a small & unique bunk area with Twin bunks and a single Twin bed, ideal for kiddos to drift off to a sound sleep in their own space while parents enjoy a little adult time in the nearby lounge. The Primary King Suite and Queen bedroom bring the overall sleeping occupancy to a very comfortable seven guests.

Sleeping Arrangements: Primary King Suite, Queen bedroom, and a Twin/Twin bunk and single Twin bed in bunk area off the living area. Sleeps up to seven 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 1 on level 3.
- This home does not have air conditioning, but there is a ceiling fan or portable fan in each room.
- Condo located on the 3rd floor accessible only by stairs

Pet Friendly: This home is pet friendly for one dog. There is a required $25 nightly fee for one dog which will be added on 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: 017108

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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House Rules

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

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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

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. Byers Peak Wilderness and Hideaway Park reflect the area's natural beauty and area attractions include Amaze'n Maze Winter Park and Alpine Slide. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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 - 5 min drive
  • Broomfield, CO (BJC-Rocky Mountain Metropolitan) - 97 min drive

Restaurants

  • ‪Wake N’ Bacon - ‬12 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

Is Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground?

As of 27 March 2026, prices found for a 1-night stay for 2 adults at Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground on 27 March 2026 start from NZ$543, 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 at Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground?

On-site parking is available at the property.

What time is check-in at Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground?

Check-in begins at 4:00 PM.

What time is check-out at Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground?

Checkout is at 10:00 AM.

Where is Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground located?

Located in the heart of Winter Park, this condo building is within a 5-minute walk of 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 labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 39 out of 45 reviews
Rating 8 - Good. 5 out of 45 reviews
Rating 6 - Okay. 1 out of 45 reviews
Rating 4 - Poor. 0 out of 45 reviews
Rating 2 - Terrible. 0 out of 45 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Clayton W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property and ideal location, as well as terrific communication with the property manager.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Aaron S.

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

Great location

Place is great value due to its nice layout and proximity to winter park town. Very responsive team!
Stayed 4 nights in Apr 2025
Verified

8/10 Good

Bill J.

Liked: Check-in, communication, location, listing accuracy

GREAT LOCATION

We were very comfortable at this property. Close to Hideaway Park. Walking distance to restaurants.
Stayed 4 nights in Jun 2022
Verified

10/10 Excellent

Mary A.

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

Birthday skiing

We enjoyed a nice stay here - lots of skiing and birthday celebrations. Hope to be back next year!
Stayed 5 nights in Mar 2023
From a partner site

10/10 Excellent

Shelly G.

sleeping on a cloud!

We very much enjoyed our stay! We were very appreciative to check-in a full three hours earlier than the 4pm check-in time. The bed was SO incredibly comfortable, loved it!
Verified

8/10 Good

linda s.

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

SKI Vaca

perfect for our group. A little far to get to the lifts. Town location was good.
Stayed 7 nights in Jan 2023
Verified

10/10 Excellent

Arra M.

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

All Expectations Met

This unit met all of our expectations! The images represented the property accurately and it was a spacious and well appointed unit. Strategically located in the Winter Park area. The property management was courteous, kind and prompt on all occasions. We will be returning!
Stayed 3 nights in Jan 2025
From a partner site

10/10 Excellent

Carolyn M.

Convenient

Located in the heart of Winter Park, right across from the park and activities, very convenient to walk to most everything. The condo has a nice deck overlooking the bustle of the area. Well stocked and very clean. Comfortable and quality furnishings. We enjoyed our stay!
Verified

10/10 Excellent

Jennifer F.

We loved it!

This condo was great! Clean, beautiful finishes and tons of natural light. We had our 4 small children and my mother in law and all fit comfortably. The kids LOVED the heated pool and hot tub. We would definitely stay here again.
Stayed 2 nights in Oct 2018
From a partner site

10/10 Excellent

John K.

Great vacation spot!

The condo was beautiful and inviting with lots of room for our group of 6. The complex had a beautiful clubhouse with a pool & hot tub that we enjoyed thoroughly. Everything we needed was included and all our activities were within walking distance. All our questions were answered in a timely manner. We are thrilled to recommend!!
Verified

10/10 Excellent

Alec G.

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

Great location in Winter Park!

The space was excellent. It was conveniently located to bus routes, restaurants, a wonderful park, and ski rentals. We utilized all of the amenities which included the common hot tub/pool, grill, and games! Everyone was comfortable and happy. Would highly recommned.
Stayed 4 nights in Feb 2022
Verified

10/10 Excellent

Amanda I.

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

Great condo

This unit was recommended to us by friends. It was perfect for a long weekend from Denver. Great access to trails, red line bus to the mountain. We will be back. Thx!
Stayed 2 nights in Jan 2020
From a partner site

10/10 Excellent

Alejandro L.

There will be snow!!

Agent Jill, assured me that our grandchildren would enjoy snow for the first time! And did they!!! Daily snow including Christmas Day creating a winter wonderland. Trailhead Lodge 133 was perfect for the seven of us. The view of town and the kid's park was great. A convenient location for trips to the Gondola, sleighride and dog sledding ( Dashing thru the snow) was perfect. We took home memories of God's creation in our hearts!
Archival

10/10 Excellent

Suzanne W.

Will be back!

Gosh, this VRBO is hard to top. I received a call the day before to make sure I had all the check-in information and a call after we checked out to make sure everything was to our satisfaction. We enjoyed the fully stocked kitchen and the trail that is right outside and the park across the street. Our family really enjoyed our stay and we definitely will be back! Thanks for your hospitality.
Stayed 2 nights in Oct 2017
From a partner site

10/10 Excellent

Jennifer K.

Excellent

The condo was better than expected! Everything was in great shape and fully stocked with anything we might need. We appreciated the personal note of welcome, especially for our dog. The location was fantastic for about anything you want to do in town and we walked to groceries and restaurants at night. Balcony overlooks the park and we enjoyed live music there twice!
From a partner site

10/10 Excellent

Finola A.

Awesome Visit to Winter Park!

Our Trailhead unit was spotless and had everything one could possibly need while staying for several days. We were close to everything, in the middle of town but set back from the main street so you were still able to relax and enjoy the 3rd floor views from the deck in peace. The pool/bbq area allowed us to host a small group of our friends and their kids. We'll be back!
Verified

10/10 Excellent

Craig S.

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

Fun in Winter Park

We have stayed at Winter Park for several years and this was by far the nicest place. The apartment was big enough for 6 adults to have privacy. The beds were all comfortable. The kitchen was well stocked and we used it daily. The complex had a pool and hot tub that were enjoyable. It is in an excellent location in town next to the town park. The management company contacted us before and during the stay to make sure everything was perfect. Highly recommend.
Stayed 5 nights in Dec 2023
Verified

10/10 Excellent

David L.

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

Great Winter Park Condo

We stayed in this top floor condo for four nights in January. We enjoyed the lofted ceilings and the layout especially of the living room and kitchen. The furniture was very comfortable. The only negative was that upon our arrival the elevator was broken but it was repaired by the time we departed. There is some construction next-door which we were warned about, but it would not be a reason to avoid this property. We would stay there again without hesitation.
Stayed 4 nights in Jan 2023
From a partner site

8/10 Good

Galen H.

Great condo in great location.

The condo was nice and spacious. Had everything you need in kitchen. Great views of mountain and winter park ski slope. Great location next to hideaway park. My dog loved playing in the snow at the park and walking on trail down to creek. Easy walk to shuttle but we drove and did the $10 pay parking on most days. Winter park lodging company was very quick to fix any issues we had. I have to say they take excellent care of their clients. We will be back again next year.
Verified

10/10 Excellent

John B.

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

Good location. Elevator out of service upon arrival. Not optimal to get all our gear into the condo

Elevator problem was addressed and corrected in a timely manner.
Stayed 7 nights in Nov 2022
From a partner site

10/10 Excellent

Mary D.

Trailhead lodge 133

Trailhead lodge133 was perfect for our family of 5 and our dog. The bedrooms, kitchen, living room and dining room were very spacious. Everything in the condo had an updated look and in great shape.The lodge is in a great location; close to shops, restaurants and bars. We had a lot of fun going on the sleds down a small hill, which is located at the park by the front entrance. The condo was well stocked with every appliance you would need for cooking and it was very clean upon arrival. The company handling the rental was very nice and went out of their way to try helping us when we left an item there. Thank you for a fun family vacation! :)
From a partner site

10/10 Excellent

Kevin T.

Best Ever my third time staying here.

Love it, this is my third time staying here, and the #133 is my favorite of the units my family and I have stayed at. only 5 minutes from skiing, and hopefully once Scamdemic is over (which may take forever in CO) the use of the pool and hot tub will be back. I can't speak highly enough of the place, and they are great for people with Wheelchairs as an elevator is there and the rooms are spacious, only issue I have, and this is not with the Unit's themselves, but the Handicap parking spaces are piled up with snow which is a crying shame so in winter good luck finding accessible parking, as they or the service that plows/clears the snow, illegally pushes and dumps it into the handicap spots ☹️. Other than that,, its great and will be back again
Verified

10/10 Excellent

Holly C.

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

Great condo!

Good location in town. Walking trails at the back of the condo complex. Nice clubhouse with pool and hot tub. Condo does get very warm being on the third floor but easy enough to turn off the heat and open a window. The elevator did not work but the stairs are not steep so easily manageable, even with the altitude. Perfect size condo for our group of two couples and one teenager. Well soundproofed as we did not hear any neighboring condos. Nice blinds to block out light for sleeping. Fully equipped kitchen. Can’t think of anything I would change. The management company was amazing to work with. They even accommodated an extra night for us with no issues. Highly recommended!
Stayed 5 nights in Feb 2024
Archival

6/10 Okay

Carrie S.

DECLINED PER AF

The condo was very nice,however the person who clean the place could have done a better job. The bath tub had not been cleaned. There was a dirt ring still in the tub. The elevator was very dirty. MANAGER'S COMMENTS...I wish we had known about the tub. On your next stay, if you find anything not up to par, please give us a call right away. We would love the chance to make it right for you. We want you to enjoy every minute of your stay.
From a partner site

10/10 Excellent

Gail N.

Beautiful, spacious, convenient with responsive management

The property was beautiful, spacious, tastefully decorated and clean. The bus to get to and from Winter Park was a short walk from the condo (1 long block). For people like myself who are not accustomed to this altitude and weather however, a car may be best but we aren't used to driving in the snow so I heavily relied on the bus system. I traveled with my mother who uses a wheelchair and so it was a bit tough but we were also able to schedule ride accommodations for her for free through the town. When she was home we took the bus. I don't recall paying anything to get on the bus. There was a McDonalds right in front of the bus stop which made it convenient. There was a grocery store a few blocks up. We did get a few groceries but not much as it was a struggle to pack them in the cold (and they only give boxes). We would have loved to have used the kitchen more; it was a full kitchen with everything we needed to use to cook. Also we needed to stay beyond the checkout time and the property manager accommodated us. The property manager was very responsive from our time of arrival until the very end. Traveling with my mom in a wheelchair in the snow was a challenge and we initially were dropped off at the property manager office by mistake. However, even then they accommodated us and helped us contact the Lift service again to get a new ride. Overall we enjoyed our stay and plan to return again in the future. MANAGER COMMENTS: So pleased it worked out overall for everyone. It is a challenge to do many things when you're up a altitude compounded with snow and ice! The town shuttle is always free and they have tremendous ADA/Paratransit options too. We are so pleased you could all get together. Do reach out if we can help find just the right spot for another mountain trip!
Stayed 2 nights in Jan 2020

About the host

Hosted by Winter Park Lodging Company

Host profile image
Winter Park Lodging Company - Inspiring People to Experience Their Next Adventure.

Our Mission Statement:
Provide a custom, stress-free experience for every type of explorer, by 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

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