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Entire apartment

The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

Apartment in Winter Park with kitchen and balcony

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

Outdoor dining
Fridge, microwave, oven, stovetop
Outdoor dining
Interior
Interior
Experience a modern mountain retreat at this condo, complete with radiant floor heat and a cozy fireplace. Enjoy the convenience of being within walking distance to restaurants, nightlife, shopping, and Hideaway Park's concert venues.

Reviews

10 out of 10
Exceptional

Entire apartment

2 bedrooms2 bathroomsSleeps 6110 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pool

Add dates for prices

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.

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub

Internet

  • Available in the apartment: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Ceiling fan
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • Elevator
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Things to do

  • Billiards/pool table
  • Gym
  • Heated pool

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)
  • Fire extinguisher

General

  • Property located in a resort
  • Unit size: 1,184 square feet

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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 allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets
Restrictions apply; for more information contact the property at the number on the booking confirmation

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
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

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

About the neighborhood

Map
CO, Winter Park

What's nearby

  • Winter Park Visitor Center - 3 min walk - 0.3 km
  • Trestle Bike Park - 4 min drive - 5.5 km
  • The Gondola - 4 min drive - 5.5 km
  • Winter Park Ski Resort - 5 min drive - 4.8 km
  • Colorado Adventure Park - 5 min drive - 5.1 km

Getting around

  • Fraser/Winter Park Station - 9 min drive
  • Broomfield, CO (BJC-Rocky Mountain Metropolitan) - 102 min drive

Restaurants

  • ‪Wake N’ Bacon - ‬12 min walk
  • ‪The Noble Buck - ‬10 min walk
  • ‪Ullr's Tavern - ‬12 min walk
  • ‪Randi's Grill & Pub - ‬9 min walk
  • ‪McDonald's - ‬4 min walk

Frequently asked questions

Does The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park have a pool?

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

Is The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park pet-friendly?

Yes, this property allows dogs (limit 2 total). Some restrictions may apply, so please contact the property for more details.

What time is check-in at The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park?

Check-in begins at 4:00 PM.

What time is check-out at The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park?

Check-out is at 10:00 AM.

Where is The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park located?

Situated in Winter Park, this apartment building is steps from Hideaway Park and Winter Park Visitor Center. Bella Vita and Blue Sky Massage are also within 10 minutes.

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Reviews

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

10

Exceptional

10

Cleanliness

10

Location

8.0

Eco-friendliness

10

Property conditions & facilities
Rating 10 - Excellent. 210 out of 221 reviews
Rating 8 - Good. 10 out of 221 reviews
Rating 6 - Okay. 1 out of 221 reviews
Rating 4 - Poor. 0 out of 221 reviews
Rating 2 - Terrible. 0 out of 221 reviews

Reviews

10/10 Excellent

Allison P.

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

Winter Park

A lovely condo that is clean, well appointed, and comfy. It was better than described, and Roger was a great host. I’d recommend 10/10!
Stayed 3 nights in Jul 2025

10/10 Excellent

Benjamin P.

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

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

Sara D.

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

Great stay

Perfect spot for a ski weekend!
Stayed 4 nights in Feb 2024

10/10 Excellent

Matt w.

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

Great spot

Stayed here with my friend and his 13 year old for a couple days of skiing. It's a great place and close to town/winter park shuttle. Nice hot tub and pool area as well. I would definitely stay here again.
Stayed 2 nights in Jan 2025

10/10 Excellent

Judith U.

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

Weekend getaway

Great place to stay. Great location for easy access to Winter Park.
Stayed 3 nights in Mar 2023

10/10 Excellent

Jim J.

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

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

Anthony P.

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

Great

Location is perfect and Roger is a wonderful host!
Stayed 1 night in Aug 2024

10/10 Excellent

Christine H.

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

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

Kevin L., Plano TX / sw

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

Cool Summer week

We enjoyed this condo, location was ideal. Amenities were great, all the comforts we wanted. So many polite guests made our vacation special.
Stayed 11 nights in Jul 2023

10/10 Excellent

Debbie F.

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

Would stay again!

Very comfortable, clean, relaxing place with a big kitchen with everything you need! The host was very accommodating and communicative and very generous with letting us have an early check in and late check out. The location is right in the heart of Winterpark. Great hot tub! Would stay again!
Stayed 2 nights in Dec 2023

8/10 Good

Corey J.

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

Great visit. We will be back

Great job taking care of this rental. Everything was easy to find and I would recommend
Stayed 5 nights in Jan 2023

10/10 Excellent

Tammy B.

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

Cozy and well equipped

It was a great location to get our grandson to Winter Park for his ski races. The condo was cozy and had everything we needed to fix meals.
Stayed 2 nights in Apr 2024

10/10 Excellent

Stephanie H.

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

Awesome family getaway!

We rented this place for our anniversary weekend with our 17 month old daughter and our dog. It was perfect! There was plenty of space to relax in and the kitchen was very well equipped. This is a great place for families with small kids or two couples enjoying a weekend away! You won’t be disappointed with this great Winter Park retreat!
Stayed 3 nights in Nov 2019

10/10 Excellent

Lori H.

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

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

Angela S., Indianola, IA

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

Great Home Base for a Ski Trip

We had a great stay at Roger’s Trailhead unit. Getting to and from it was simple. We loved that the unit was on the second floor and we could sleep with the patio door cracked to get some cool air in after enjoying the fireplace. The kitchen was well stocked, and we appreciated the pool towels on hand—which saved us valuable packing space. We also loved being able to see the pool and hot tub from the unit, which made it very easy to decide when we should head down! Thanks for a wonderful stay!
Stayed 4 nights in Mar 2024

10/10 Excellent

Stephanie H.

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

Great stay

We had a great stay here with our small dog. Very clean & comfy. The unit had literally everything you needed. Awesome perk of having heated floors & fireplace. Loved that we could scope out our hot tub spot from the living room for apres too ;) Walking distance to the main drag & bus stop for the slopes. WPR is only a 5 min drive if you opt to but really no need to. Would def stay here again!
Stayed 4 nights in Feb 2023
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Richard V., Batesville, IN

Very nice Condo and great location

We enjoyed the condo and amenities. I would stay again without hesitation. One concern was the timing of the pavement work on the parking lot. Seems 4th of July week would be the busiest summer week for vacationers. Went to days without being able to use the parking lot. Also, 1 day we could not use the pool. I know families with kids were disappointed on that one. Otherwise perfect place, great view of the fireworks and saw a good band play at the lawn venue. Thanks.
Stayed 3 nights in Jul 2017

10/10 Excellent

Stan

Liked: Cleanliness, amenities, property conditions & facilities, communication
We thoroughly enjoyed our stay in your condo. It was impeccably clean and the bare floors were perfect for our little dog’s first “vacation “. He had no problems, though. You’ve been a helpful host, through your emails. We would love to be able to stay there again. On a completely unrelated and random topic, I noticed that the art in the bathroom had a special meaning to me. Our son graduated from CSU in May with a degree in music education with an emphasis in choral direction. The picture (I think) is of a choir director directing a choir of rabbits singing (and the flying things, too). Anyway, it was a fun whimsical print. Thanks for a lovely stay. - Linda Friskney

10/10 Excellent

Kristie G.

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

Great location

Enjoyed our visit to Winter Park. The condo met all our needs and had plenty of space for the three of us. Walking distance to a great place to play in the snow. Only negative would be the elevator wasn't always working in the complex if that is something you require. Thankful for a few family games in the closet when the weather is just too cold! Thankful for a washer and dryer after a day on the slopes too. Probably is true in all of Winter Park, but the snow can get deep in the parking lot so if renting a car, be sure to get something that can handle the weather. The condo was kept plenty warm even with negative temps outside. A round pizza pan might be the only thing I can think of that we could have used but didn't have. LOL. Very well stocked, clean and pictures are a true representation of what you will get upon arrival. Highly recommend.
Stayed 4 nights in Dec 2022

10/10 Excellent

Willie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The stay was perfect, Roger was transparent with communication. The unit was very clean, kitchen was perfectly organized a definite 5 stars and will recommend to anyone staying at winter park
Stayed 3 nights in Jul 2025

10/10 Excellent

Drew C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
Stayed 3 nights in Jul 2025

10/10 Excellent

Shelly C.

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

Condo was great!

The condo was in geat condition, very clean, well stocked and perfect location. The communication with our host, Roger, was timely and helpful. We would definitely stay here again.
Stayed 2 nights in Jun 2025

10/10 Excellent

Catherine W.

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

Three day getaway in Winter Park

We enjoyed staying at this property recently. It was clean, quiet, spacious, comfortable and in a great location. Everything we needed was there. We would choose this spot again. Thank you so much.
Stayed 3 nights in Jun 2025

10/10 Excellent

Andrea H.

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

Beautiful condo in a perfect location

My husband and I stayed in Winter Park with our two dogs and absolutely loved our time. Check in was easy, the apartment was more spacious than we expected, and Roger was very communicative and helpful. The condo was very clean, cute, and well-stocked with everything you could need. Beds were comfortable. Walking distance to restaurants. We especially enjoyed sitting out on the deck on crisp evenings. We will absolutely be back!
Stayed 4 nights in Jun 2025

10/10 Excellent

Courtney H.

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

Close to town

Loved walking from the Condo into town for dinners. Enjoyed the hot tub most nights. The pool was too cold for me but saw plenty of kids swimming in it. The condo had a well appointed kitchen. It was perfect for the two of us. The second bedroom seemed small for two adults and the second bathroom was not very private overall. Luckily the one by the entrance allows for more privacy. Overall a wonderful experience. Roger was excellent at communicating.
Stayed 8 nights in Apr 2025