Title: The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=18979955&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire apartment # The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park Apartment in Winter Park with a hot tub and a fitness center ## Photo gallery for The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park ![Outdoor dining - The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park (Winter Park)](https://images.trvl-media.com/lodging/19000000/18980000/18980000/18979955/c0014232.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, fireplace, stereo - The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park (Winter Park)](https://images.trvl-media.com/lodging/19000000/18980000/18980000/18979955/7ac799c6.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining - The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park (Winter Park)](https://images.trvl-media.com/lodging/19000000/18980000/18980000/18979955/1c525d47.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park (Winter Park)](https://images.trvl-media.com/lodging/19000000/18980000/18980000/18979955/6887e83d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park (Winter Park)](https://images.trvl-media.com/lodging/19000000/18980000/18980000/18979955/6c77ce6f.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies 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 Exceptional ### Entire apartment 2 bedrooms2 bathroomsSleeps 61184 sq ft ## Popular amenities - Pool - Kitchen - Washer - Dryer ## Add dates for prices Check-in Check-out Travellers ## 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 ## Similar properties ![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111360000/111358100/111358017/271a634d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Wonderful Fraser 2 bedroom, pet friendly, large yard Downtown - Kitchen - Pet friendly - Laundry - Outdoor Space 8.8 Excellent 6 reviews CA $312 CA $649 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-26&endDate=2026-01-27&selected=111358017&PinnedHotelID=111358017&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/119000000/118910000/118907500/118907406/8cd6fd93.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### New 1 bedroom, downtown, mt views and private HT Winter Park - Hot tub - Kitchen - Air conditioning - Laundry 10 Exceptional 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-08&endDate=2026-02-09&selected=118907406&PinnedHotelID=118907406&HadPinnedHotel=true®ionId=-1&adults=2) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94470000/94464500/94464442/63fee5d5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Winter Park Condo w/ Hot Tubs, 4 Mi to Ski Resort! 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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 area Winter Park is home to this apartment. Winter Park Ski Resort and Ski Granby Ranch are worth checking out if an activity is on the agenda. Amaze'n Maze Winter Park and Alpine Slide are also worth visiting. [Visit our Winter Park travel guide](https://www.expedia.ca/Winter-Park.dx10819) [View more Apartments in Winter Park](https://www.expedia.ca/Winter-Park-Apartments.d10819-aaApartments.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C39.92018%2C-105.78332&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=ELcShyZY18lorLpeNNhAKubXsYw=) Winter Park, CO ### What's nearby - ![FORT YELLOWSTONE, BUILDINGS, HEADQUARTERS](https://images.trvl-media.com/place/553248621561886974/b2ab1743-1345-4beb-a4f6-c883b8069c6f.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Winter Park Visitor Center 3 min walk \- 0.3 km - Hideaway Park 1 min walk \- 0.1 km - Bella Vita 5 min walk \- 0.5 km - Blue Sky Massage 7 min walk \- 0.6 km - Grand Park Community Recreation Center 16 min walk \- 1.4 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 - McDonald's 4 min walk - Wendy's 5 min drive - Ullr's Tavern 12 min walk ## Frequently asked questions ### Does The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park have a pool? ### How much does it cost to stay at The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park? ### Is The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park pet-friendly? ### How much is parking? ### What time is check-in at The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park? ### What time is check-out at The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park? ### Where is The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 213 8 - Good 10 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ### 10 Property conditions & facilities ## Reviews ### 10/10 Excellent #### Cindy R. Oct 19, 2025 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. ##### Cindy R. Stayed 3 nights in Oct 2025 ### 10/10 Excellent #### Jessica R. Apr 24, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place The place was a great place and great location ##### Jessica R. Stayed 3 nights in Apr 2025 ### 10/10 Excellent #### Christy C. Sep 1, 2025 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! ##### Christy C. Stayed 4 nights in Aug 2025 ### 10/10 Excellent #### Anna P. Apr 13, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Spring skiing family getaway Clean and cozy condo in a nice location! ##### Anna P. Stayed 2 nights in Apr 2025 ### 10/10 Excellent #### Allison O. Dec 24, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great family vacation Location was wonderful, condo was spacious ##### Allison O. Stayed 2 nights in Dec 2023 ### 10/10 Excellent #### Shawn H. Feb 2, 2025 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. ##### Shawn H. Stayed 4 nights in Jan 2025 ### 10/10 Excellent #### Matt w. Jan 15, 2025 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. ##### Matt w. Stayed 2 nights in Jan 2025 ### 10/10 Excellent #### Lauran T. Mar 24, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Race Weekend Getaway We travel all over the mountains for ski races and stay in many different types of lodging. This location was wonderful, easy to access and the amenities were wonderful. We will for sure join you again! ##### Lauran T. Stayed 2 nights in Mar 2025 ### 10/10 Excellent #### Patrick and Chelle P. Dec 31, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Enjoyed our white Christmas Excellent stay at an excellent condo! Just what we wanted and it was well-stocked with all the amenities. Exactly as promised. Great place to stay! would stay again! ##### Patrick and Chelle P. Stayed 4 nights in Dec 2024 ### 10/10 Excellent #### Erin H. Jul 22, 2024 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! ##### Erin H. Stayed 2 nights in Jul 2024 ### 10/10 Excellent #### AJ C. Nov 30, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Well stocked and great location Loved the heated floors and clubhouse. This home was well stocked with spices and condiments, soft sheets and games. ##### AJ C. Stayed 3 nights in Nov 2024 ### 10/10 Excellent #### Elizabeth W. Jan 14, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful condo Great condo, Will absolutely rent again. Roger was very easy to communicate with as well! Clean, in a great location and perfect for a family of 4\. ##### Elizabeth W. Stayed 1 night in Jan 2025 ### 10/10 Excellent #### Cynthia W. Sep 9, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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. ##### Cynthia W. Stayed 9 nights in Aug 2025 ### 10/10 Excellent #### chrissy m. Dec 31, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Welcoming and perfect We loved this place. We had everything we needed for our family of 4\. The vibe was very welcoming, plenty of extras in the kitchen. Free coffee was great too! ##### chrissy m. Stayed 2 nights in Dec 2024 ### 10/10 Excellent #### Jim J. Oct 13, 2024 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 ##### Jim J. Stayed 3 nights in Oct 2024 ### 10/10 Excellent #### Sheila B. Jul 25, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Jazz Fest We loved the property, especially the location. The property owner was great to deal with. ##### Sheila B. Stayed 3 nights in Jul 2024 ### 10/10 Excellent #### Anthony P. Aug 12, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Location is perfect and Roger is a wonderful host! ##### Anthony P. Stayed 1 night in Aug 2024 ### 10/10 Excellent #### Allison H. Jan 17, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great accommodations and location The condo had everything we needed to feel right at home. After a long day of skiing it was great to come back and relax. The location made it easy to hop on bus lines and access restaurants and groceries. Everything was in a short walking distance. The nearby park was also a bonus for our kids. ##### Allison H. Stayed 4 nights in Dec 2024 ### 10/10 Excellent #### Stacey P. Aug 1, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place Great location. Very clean. We really appreciated the communication with the owner. ##### Stacey P. Stayed 4 nights in Jul 2024 ### 10/10 Excellent #### Beth B. Apr 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place Very well organized with everything you can possible need. Quick to respond on questions and provide immediate solutions. Wonderful place to stay in a great location. ##### Beth B. Stayed 15 nights in Mar 2024 ### 10/10 Excellent #### Debra F. Jan 30, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful, well appointed property! This condo is in terrific condition with a well appointed kitchen. The heated flooring was great and easy to maintain. For our purposes, it was in a handy location and we enjoyed the well-groomed trail adjacent to the property. We would definitely book this property again! ##### Debra F. Stayed 2 nights in Jan 2025 ### 10/10 Excellent #### Davin H. May 31, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place close to town Loved the balcony and bbq. Very close to town. Clean and very comfortable. Great pillows. ##### Davin H. Stayed 2 nights in May 2024 ### 10/10 Excellent #### Steven N. Jan 20, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Condo Condo is very clean and modern. Very comfortable beds and easy access to hot tub across the street. Walking distance to great restaurants. Highly recommend staying here. We will be back .! ##### Steven N. Stayed 2 nights in Jan 2025 ### 10/10 Excellent #### Roger F. Dec 14, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 ##### Roger F. Stayed 3 nights in Dec 2024 ### 10/10 Excellent #### Kevin L., Plano TX / sw Aug 5, 2023 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. ##### Kevin L. 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