Entire apartment

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
A modern living room with a fireplace, a ceiling fan, and artwork on the walls.
A pool table in a room with a kitchen area, wooden cabinets, and large windows.
A modern kitchen with wooden cabinets, a black refrigerator, a granite countertop, and a bar area with leather stools.
A heated pool

Reviews

10 out of 10
Exceptional

Entire apartment

2 bedrooms2 bathroomsSleeps 61184 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • 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, Bella Vita
    ‪5 min walk‬

Room options

About the neighborhood

Winter Park

This apartment places you next to Hideaway Park and Winter Park Visitor Center. The apartment includes a kitchen, a fireplace, and a balcony.

What's nearby

  • Hideaway Park - 1 min walk - 0.1 miles
  • Winter Park Visitor Center - 3 min walk - 0.2 miles
  • Bella Vita - 5 min walk - 0.3 miles
  • Blue Sky Massage - 7 min walk - 0.4 miles
  • Grand Park Community Recreation Center - 18 min walk - 1.0 mile

Getting around

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

Restaurants

  • ‪Snoasis - ‬11 min drive
  • ‪The Noble Buck - ‬10 min walk
  • ‪McDonald's - ‬4 min walk
  • ‪The Smokehouse BBQ - ‬6 min walk
  • ‪Wake N’ Bacon - ‬12 min walk

About this property

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.
The apartment is heated and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a fireplace, and a sofa bed.

Similar properties

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

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

  • This property welcomes pets
  • Dogs only
  • 2 total pets
  • Restrictions apply
  • For more information, guests can reach out to the property at the number on the booking confirmation
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 21

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

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

Frequently asked questions

What's there to do around this apartment?

This apartment is located in Winter Park, just steps from Hideaway Park and Bella Vita, and within a short walk of Blue Sky Massage. You'll also find Winter Park Ski Resort and Cozens Ranch House Museum within a short drive.

How much does it cost to stay at The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park?

As of Jul 5, 2026, prices found for a 1-night stay for 2 adults at The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park on Jul 20, 2026 start from $417, 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.

Is parking available on site at The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park?

No, there isn't parking available at the apartment.

Is this apartment adjacent to a casino?

No, this apartment is not connected to a casino.

Is there an indoor pool at this apartment?

No, this apartment doesn't have an indoor pool; however, there is a hot tub.

Is The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park good for couples?

Amenities that appeal to couples at this apartment include a fireplace, a smart TV, and a kitchen.

Are there hot tubs at The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park?

No, but this apartment does have a heated pool.

Does this apartment provide breakfast?

No, this apartment doesn't offer breakfast.

Does this apartment allow pets to stay for free?

Although dogs can't stay for free, they are welcome at this apartment.

Are there connecting rooms at The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park?

No, this apartment doesn't feature connecting guestrooms.

Are there rooms with balconies that I can book at The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park?

Yes, every apartment at The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park comes with a balcony.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 221 out of 232 reviews
Rating 8 - Good. 10 out of 232 reviews
Rating 6 - Okay. 1 out of 232 reviews
Rating 4 - Poor. 0 out of 232 reviews
Rating 2 - Terrible. 0 out of 232 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Jack D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and the pool and hot tub are a lot of fun.
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Valerie K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The most well appointed VRBO we have stayed in over the last 20 years
Stayed 14 nights in Jan 2026
Verified

10/10 Excellent

Mark S.

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

10/10 Excellent

Phyllis B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great set up for the 3 of us. Pool and hot top were right across the parking lot.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Drew C.

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

10/10 Excellent

Wendy M.

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

10/10 Excellent

Bruno F.

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

10/10 Excellent

Jim F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great accommodation! Every thing you needed was there!
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Jessica R.

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

Great place

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

10/10 Excellent

Jason S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property in the best location. Right in the heart of Downtown Winter Park.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Doug H.

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

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
Verified

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
Verified

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
Verified

10/10 Excellent

Anna P.

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

Spring skiing family getaway

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

10/10 Excellent

Allison O.

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

Great family vacation

Location was wonderful, condo was spacious
Stayed 2 nights in Dec 2023
Verified

10/10 Excellent

Christy C.

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

10/10 Excellent

Jessica J.

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

Great stay. Clean, convenient and owner was very responsive. Would stay again!

Really enjoyed our stay at this condo. Close to restaurants and the mountain.
Stayed 2 nights in Feb 2021
Verified

10/10 Excellent

Cindy R.

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

10/10 Excellent

Macaela S.

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

10/10 Excellent

Tim P.

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

Great stay

Everything was good
Stayed 2 nights in Dec 2022
Verified

10/10 Excellent

Greg L.

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

Great stay

Location, cleanliness, and ease of communication with owners makes this a top spot to stay. Highly recommend.
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

Robin H.

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

Great spot

Awesome location great condo- condo was extremely well stocked had everything we needed and Roger was qick ro ŕ
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

Shawn H.

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

Excellent location

Excellent location for skiing and entertainment. Located right off of the main drive with plenty of parking. Outdoor hottub and heated pool were a bonus.
Stayed 4 nights in Jan 2025
Verified

10/10 Excellent

Erin H.

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

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