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The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

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

Outdoor dining
Interior
Outdoor dining
Fridge, microwave, oven, stovetop
Smart TV, fireplace, stereo

Reviews

10 out of 10
Exceptional

Entire apartment

2 bedrooms2 bathroomsSleeps 6110 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer

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

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About this property

The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

A Modern Mountain Retreat. Large Master bedroom with a king bed. Small second bedroom with a queen bed. Living room has a custom pull out queen sleeper sofa bed. Sleeps a total of Six. We also maintain a twin blowup mattress. Play and Pack crib and a high chair are also supplied.
In floor radiant heat along with the living room fireplace keep you warm and comfortable. Ceiling fans in living room and both bedrooms for excellent air flow.
300 feet from the Trailhead Clubhouse with year round heated swimming pool and over-sized hot tub. Pool table, exercise room, outdoor grills and fire pit. Bus stop is located directly across the street from Hideaway Park, one block from the condo. In the winter season the bus runs every 20 minutes to and from the ski area. 2.5 miles takes 8 minutes by bus. Right next to the condo is Hideaway Park. Offering snow sledding, skate board park, play ground and new amphitheater for year round music festivals, movies and more.
402 Mbps Internet speed.

Updated housekeeping procedures in these uncertain times;
Our housekeeping staff will air out the condo after each guest stay. All linens will be washed with the hottest water setting. All counters, appliances, cabinets, doors, furniture and remote controls will be cleaned with Odo-ban, which kills 99.99% of all germs. Floors will also be steamed with water and Odo-ban.
All throw pillows will be switched out for each new guest.
Clorox wipes and spray Odo-ban will be available in the condo for guest use.
As always, check in and out requires no interaction with personnel. Key code given to each guest.

Sincerely,

Roger and Sharon Wiegner

Roger and Sharon Wiegner

Full King bed and fold out floor twin mattress in the master bedroom
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 Hideaway Park. Enjoy features like a gym, 1 hot tub and laundry facilities. 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 Wi-Fi (speed: 250+ Mbps (good for 3–5 people or up to 10 devices))
  • Amenities include laundry facilities and a lift
  • On-site recreation includes a gym
  • Steps from Hideaway Park and Winter Park Visitor Center
The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park offers its guests a hot tub and a fitness centre. The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park also features barbecue grills, laundry facilities, and a lift.

This Winter Park apartment is smoke free.

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub

Internet

  • Available in the apartment: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

  • Lift
  • Smoke-free property

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

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
Information provided by the property may be translated using automated translation tools

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.

Events

No events allowed

Smoking

Smoking is not permitted

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
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
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. 218 out of 229 reviews
Rating 8 - Good. 10 out of 229 reviews
Rating 6 - Okay. 1 out of 229 reviews
Rating 4 - Poor. 0 out of 229 reviews
Rating 2 - Terrible. 0 out of 229 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Jack D., Denver, CO

Liked: Cleanliness
Great location and the pool and hot tub are a lot of fun.
Stayed 4 nights in Mar 2026

10/10 Excellent

Mark S., Birmingham, AL

Liked: Cleanliness
Was perfect!! Fantastic location in the heart of Winter Park!! Pool and hot tub 50 feet away! Plus, bus stop was only a block away. Our host was excellent and very responsive!! Great Stay!!
Stayed 4 nights in Mar 2026

10/10 Excellent

Phyllis B.

Liked: Cleanliness
Great set up for the 3 of us. Pool and hot top were right across the parking lot.
Stayed 3 nights in Mar 2026

10/10 Excellent

Bruno F.

Liked: Cleanliness
Very clean , it was nice to have some spices, oil, vinegar on site . Thanks a lot !
Stayed 2 nights in Feb 2026

10/10 Excellent

Valerie K.

Liked: Cleanliness
The most well appointed VRBO we have stayed in over the last 20 years
Stayed 14 nights in Jan 2026

10/10 Excellent

Doug H.

Liked: Cleanliness
We had a great time, the host is friendly, quick to respond and the place is great! Really clean, exactly as advertised. We will definitely be back. Thanks!
Stayed 2 nights in Jan 2026

10/10 Excellent

Wendy M.

Liked: Cleanliness
Very nice balcony and fireplace. Plenty of space for a family of 4. Close to town, the resort, skiing and tubing!
Stayed 4 nights in Dec 2025

10/10 Excellent

Brian P.

Liked: Cleanliness
The condo was perfect for my family's ski vacation at Winter Park. A Short drive or free shuttle away. Very close to downtown Winter Park's shopping and restaurants. The two bedroom two bath unit had room for everyone and all of our gear. Living room and kitchen felt like it had extra room for a traditional condo as well. Roger was very helpful and quick to communicate. Looking forward to staying with him and his condo again.
Stayed 8 nights in Nov 2025

10/10 Excellent

Cindy R.

Liked: Cleanliness
Very clean home. Host was great. The kitchen was very well equipped and I appreciated the full size washer and dryer that were in the condo.
Stayed 3 nights in Oct 2025

10/10 Excellent

Jim F.

Liked: Cleanliness
Great accommodation! Every thing you needed was there!
Stayed 3 nights in Sep 2025

10/10 Excellent

alan P.

Liked: Cleanliness
Stayed 3 nights in Aug 2025

10/10 Excellent

Cynthia W.

Liked: Cleanliness
Roger’s spacious, well-maintained condo was extremely clean and smelled great. It had lovely decor and was very thoughtfully stocked with everything you would need during your stay: spices and cooking ingredients, utensils, pots and pans, paper towels, bathroom supplies, towels for the pool and hot tub, dog bowls, dishwasher and laundry pods and much more. Roger was very responsive and helpful. The location is perfect for walking to restaurants, coffee shops, entertainment, a park, and stores, with easy and close access to hiking trails and the ski resort. We had a wonderful stay with our 2 dogs and hope to book his condo again when we return to WP.
Stayed 9 nights in Aug 2025

10/10 Excellent

Christy C.

Liked: Cleanliness
The condo at Trailhead is fantastic! The inside is exactly as pictured and very clean. The hot tub & heated pool are only steps away. It's right behind the park & very convenient to walk to bars & restaurants in the town. Highly recommend as a place to stay!
Stayed 4 nights in Aug 2025

10/10 Excellent

Macaela S.

Liked: Cleanliness
Everything was great! Well equipped condo walking to distance to so many things! So many things for kids to do in the area as well as adults! The host was very helpful! Would definitely stay again.
Stayed 5 nights in Aug 2025

10/10 Excellent

Jason S.

Liked: Cleanliness
Great property in the best location. Right in the heart of Downtown Winter Park.
Stayed 4 nights in Aug 2025

10/10 Excellent

Willie S.

Liked: Cleanliness
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

Allison P.

Liked: Cleanliness

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

Drew C.

Liked: Cleanliness
Great place
Stayed 3 nights in Jul 2025

10/10 Excellent

Shelly C.

Liked: Cleanliness

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

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

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

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

10/10 Excellent

Jessica R.

Liked: Cleanliness

Great place

The place was a great place and great location
Stayed 3 nights in Apr 2025

10/10 Excellent

Anna P.

Liked: Cleanliness

Spring skiing family getaway

Clean and cozy condo in a nice location!
Stayed 2 nights in Apr 2025

10/10 Excellent

Ashlea M.

Liked: Cleanliness

Great stay for family ski with pets

Plenty of space for 2 adults 2 kids 2 pets. Very well stocked with kitchen essentials and other fun items like games and dog bowls and mats. The host was great and responsive. We loved being able to walk to the playground and sled hill that is just steps away. For skiing we opted not to use the free Lift shuttle, though it did look convenient. Instead we parked in free lot G at winter park and used the free shuttle from there to the Gondola.
Stayed 5 nights in Mar 2025