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The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

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your current months are January, 2025 and February, 2025.
January 2025
February 2025

Photo gallery for The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

Outdoor dining
Games room
A heated pool
Exterior
Fridge, microwave, oven, stovetop

Reviews

10 out of 10

Exceptional

Entire apartment

2 bedrooms2 bathroomsSleeps 6110 sq m

Popular amenities

  • Hot tub
  • Parking available
  • Pet-friendly
  • Pool
  • Gym
  • Washer

Explore the area

Map
Winter Park, CO
  • Winter Park Visitor Center
    3 min walk
  • Bella Vita
    6 min walk
  • Blue Sky Massage
    6 min walk
  • Boulder, CO (WBU-Boulder Municipal)
    115 min drive

Room options

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for 1 night
includes taxes & fees
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About this property

Entire place

You'll have the entire apartment to yourself and will only share it with other guests in your party.

The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

In floor radiant heat, fireplace. Three comfortable beds to sleep 6 people. We also supply a Pack and Play crib and High chair.

Our condo is a modern mountain retreat. Modern art in all rooms. High definition Tv's in each room for your enjoyment.

Guests have use of the entire apartment, along with clubhouse pool table and fitness room. Year round heated swimming pool and hot tub also available for guest use.

Roger@innisfreehotels.com
Cell 850-393-0063

Within walking distance to all restaurants, night life, shopping, liquor store and grocery store..
Hideaway Park is right next door and has incredible concert venues almost every weekend throughout the summer season. Sledding in the winter time.
The best restaurants are;
Deno's for Steaks and American food (one block on the left).
The Ditch for Burritos and Awesome Hamburgers (one block on the left).
Hernando's for Pizza and Italian food (four blocks to the right on the main street).
Azteca for Mexican food (six blocks to the right on the main street).

Ski area bus runs every 15 minutes to and from the ski area and is located one block from us.

We are located one block from shopping, dining and nightlife. Directly across the street from Hideaway Park where summer concerts take place and sledding in the winter.
There is a $45.00 one time pet fee. There is no smoking allowed in the condo but smoking is allowed on the balcony.
Our customers tell us they can't get enough of this apartment's great location. During your stay, you're just a quick walk from Winter Park Visitor Center. Enjoy features like a gym and a spa tub. Enjoy your stay with amenities like free WiFi and a kitchen in the apartment.
  • The apartment offers a kitchen, a washing machine, and 2 bathrooms
  • Free WiFi (speed: 250+ Mbps (good for 3–5 people or up to 10 devices))
  • Amenities include an elevator
  • Onsite recreation includes a gym
  • Steps from Winter Park Visitor Center and 6 minutes by foot from Bella Vita
This apartment offers its guests a spa tub and a fitness center. This apartment also features barbecue grills and an elevator.

This Winter Park apartment is smoke free.

Property manager

Roger Wiegner

Languages

English

Property amenities

Pool/Spa

  • Heated pool
  • Shared/communal pool
  • A hot tub

Internet

  • Free Wi-Fi, with a speed of 250+ Mbps (good for 3–5 people or up to 10 devices)

Parking and transport

  • On-site parking

Kitchen

  • Fridge
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Cookware/dishes/utensils
  • Coffee/tea maker
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bed sheets provided
  • Sofa bed

Bathrooms

  • 2 bathrooms
  • Combined shower/bath
  • Hairdryer
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Smart TV with cable/satellite service
  • Pool or billiards table
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue
  • Firepit

Laundry

  • Washing machine and dryer

Work spaces

  • Desk

Comfort

  • Ceiling fan
  • Heating

Pets

  • Pet friendly
  • 2 total pets
  • Welcoming dogs only

Suitability/Accessibility

  • Lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Things to do

  • Fitness centre
  • Fitness facilities nearby

Safety features

  • Carbon monoxide detector installed (host has indicated that there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated that there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 1184.0 sq ft (110 sq m)

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

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

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 pets
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

We should mention

  • To make arrangements for your pet, contact the property directly using the information on your booking confirmation.

Property is also known as

Beautifully Furnished 2 Bedroom 2 Bathroom Condo Heart
Beautifully Furnished 2 Bedroom 2 Bathroom Heart Winter Park
Beautifully Furnished 2 Bedroom 2 Bathroom Heart
Beautifully Furnished 2 Bedroom 2 Bathroom Condo Heart
Beautifully Furnished 2 Bedroom 2 Bathroom Heart Winter Park
Beautifully Furnished 2 Bedroom 2 Bathroom Condo Heart
Beautifully Furnished 2 Bedroom 2 Bathroom Heart Winter Park
Beautifully Furnished 2 Bedroom 2 Bathroom Heart
One Block From all Restaurans Shopping Nightlife
One block from all restaurans shopping nightlife.
One block from all restaurans, shopping and nightlife. Condo

The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 180 out of 190 reviews" "
Rating 8 - Good. 9 out of 190 reviews" "
Rating 6 - Okay. 1 out of 190 reviews" "
Rating 4 - Poor. 0 out of 190 reviews" "
Rating 2 - Terrible. 0 out of 190 reviews" "

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

10/10 Excellent

Roger F., Denver

Liked: Cleanliness
Great use of space
Quit reading all the 5 star reviews Rent it NOW Actually maybe wait since you may take days I want Well thought out use of space excellent location Pool and large hot tub on property
Stayed 3 nights in Dec 2024

10/10 Excellent

Anthony P.

Liked: Cleanliness
Stayed 2 nights in Nov 2024

10/10 Excellent

AJ C., Colorado

Liked: Cleanliness
Well stocked and great location
Loved the heated floors and clubhouse. This home was well stocked with spices and condiments, soft sheets and games.
Stayed 3 nights in Nov 2024

10/10 Excellent

Stephen W., Louisville, Colorado

Liked: Cleanliness
Excellent experience
I'll start with Roger, the host, really knows what he's doing in terms of renting his condo. The place was really nice, tastefully decorated, very clean and easily accommodated 4 adults and two golden retrievers with plenty of kitchen space (well equipped) and comfortably sized bedrooms and living area. The condo is located right next to the stairs, elevator, and ski locker and was easy to get the dogs out to do their business. Nice tv's in each room and a balcony. The condo is walking distance to some shops and restaurants and very close to the bus line. A park is right outside the complex where kids and families were sledding. Me and my wife try to get up to the mountains for quick getaways from Denver and having switched to the Ikon ski pass we will definitely look to stay here in the future.
Stayed 2 nights in Nov 2024

10/10 Excellent

Jim J.

Liked: Cleanliness
Mountain hike
Great location right in town. Walk to many restaurants and stores. Easy drive to several trail heads. Great place
Stayed 3 nights in Oct 2024

10/10 Excellent

Christine H.

Liked: Cleanliness
Great condo near Downtown Winter Park
The property was beautiful and Roger, the host was very responsive. The kitchen was very well stocked. We loved the proximity to downtown and the decor was nice. We would definitely come back.
Stayed 6 nights in Sep 2024

10/10 Excellent

Deborah B.

Liked: Cleanliness
Family Birthday weekend!
Everything was amazing! The condo was one of cleanest i have ever stayed in. Location was ideal! We were very disappointed the hot tubs were not working, one was broke the other was not hot. Will definitely stay there again!
Stayed 2 nights in Sep 2024

10/10 Excellent

Brian M.

Liked: Cleanliness
Trailhead
Trailhead condo was awesome. Just what we needed for a mountain biking vacation at Winter Park. Highly recommend Roger’s condo. Thank you Roger!
Stayed 2 nights in Sep 2024

10/10 Excellent

Sandra B.

Liked: Cleanliness
Always great
We have stayed here 3 times and it is always in excellent condition. Roger is super responsive and we appreciate that very much. Would highly recommend.
Stayed 7 nights in Aug 2024

10/10 Excellent

Anthony P.

Liked: Cleanliness
Great
Location is perfect and Roger is a wonderful host!
Stayed 1 night in Aug 2024

10/10 Excellent

Stacey P.

Liked: Cleanliness
Great place
Great location. Very clean. We really appreciated the communication with the owner.
Stayed 4 nights in Jul 2024

10/10 Excellent

Tera P.

Liked: Cleanliness
Perfect
The unit was very clean and well stocked. The host was very nice to work with. The complex is within walking distance of shops restaurants and attractions. Pool was warm and hot tub was hot.
Stayed 3 nights in Jul 2024

10/10 Excellent

Sheila B., Littleton

Liked: Cleanliness
Jazz Fest
We loved the property, especially the location. The property owner was great to deal with.
Stayed 3 nights in Jul 2024

10/10 Excellent

Erin H.

Liked: Cleanliness
Perhaps getaway
We loved our stay at this property! Awesome location and beautiful condo. Would definitely stay here again!
Stayed 2 nights in Jul 2024

10/10 Excellent

Lori H.

Liked: Cleanliness
Highly Recommend
Even though our trip was short, once we parked the car we never used it again until the day we left. Everything was within walking distance. Restaurants, breweries, shops, entertainment, playground, hiking trails. And the bus route was close by. The condo is just minutes from all the action yet very quiet and peaceful. The hosts were great too and very communicative and helpful!!
Stayed 2 nights in Jul 2024

10/10 Excellent

Kimberly S.

Liked: Cleanliness
Great Spot
I thought I already did this, but again, great spot, great owner communication etc. Very comfortable and clean. Fun art.
Stayed 3 nights in Jun 2024

10/10 Excellent

Kimberly S.

Liked: Cleanliness
Very comfortable
We had a really nice time staying at Rogers condo. The moving in and out process is very easy. We appreciate the really cool art, decorations, and the easiness of this reservation.
Stayed 3 nights in Jun 2024

10/10 Excellent

Benjamin P.

Liked: Cleanliness
Fantastic Stay!
We enjoy staying here yearly and look forward to a return trip in 2025!
Stayed 4 nights in Jun 2024

10/10 Excellent

Nate F., Ballwin, MO, USA

Liked: Cleanliness
Great Location and Amenities
Condo is as described (beautiful, updated, clean, comfy beds, well stocked with kitchen supplies). Location is also great. Can walk to almost anything in the town of Winter Park (close to the shuttle stop as well). Very clear instructions for check in and where everything is and how to use it in the condo, but Roger is very easy to communicate with should there be any issues (he even reached out prior to check in to make sure we didn’t have any questions). Check out was a breeze as well. Pool and Hot Tub are very nice (as is everything about this complex and the condo). Would definitely stay here again!
Stayed 4 nights in Jun 2024

10/10 Excellent

Kalea D.

Liked: Cleanliness
Great place within walking distance of everything you need!
Great property! Owner was excellent with communication and everything was so easy. Nice pool and hot tub close by. Walked everywhere we needed to go. Loved being able to walk along the creek and hear it from the balcony.
Stayed 2 nights in Jun 2024

10/10 Excellent

Katelyn F.

Liked: Cleanliness
Winter Park Vacation
We have nothing but amazing things to say about our experience here. Roger was flexible with us when an unplanned change came up and went above and beyond to make our experience a memorable one. This location felt SO clean and truly had everything we needed- and then some, such as details including children’s books, nightlights, and more! The pool was amazing and put the cherry on top for our kids. Thank you for everything!!!
Stayed 6 nights in Jun 2024

10/10 Excellent

Davin H.

Liked: Cleanliness
Great place close to town
Loved the balcony and bbq. Very close to town. Clean and very comfortable. Great pillows.
Stayed 2 nights in May 2024

10/10 Excellent

Kevin W.

Liked: Cleanliness
Great Place
Would rent again.
Stayed 5 nights in May 2024

10/10 Excellent

Mike T.

Liked: Cleanliness
Spring Ski trip
Everything was great and as advertised.
Stayed 3 nights in Apr 2024

10/10 Excellent

John S.

Liked: Cleanliness
Winter park
The condo was exactly as advertised. Great location, walking distance to most everything you need. Down hill and x-country skiing was exceptional, the hot tub and heated pool was used daily. Roger was very quick to respond and made our trip enjoyable. The were even dog toys for our pet.
Stayed 7 nights in Apr 2024