[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Luxury Chalet 366 I Private Hot Tub I Great Views I Best Price I Discounted Attractions Vacation home in Winter Park with a fitness center and a sauna ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113150000/113146000/113145902/b5595803.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113150000/113146000/113145902/14e4e5ad.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, fireplace, video library](https://images.trvl-media.com/lodging/114000000/113150000/113146000/113145902/032627df.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/114000000/113150000/113146000/113145902/afceee65.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113150000/113146000/113145902/16e4d424.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Consider a stay at Luxury Chalet 366 I Private Hot Tub I Great Views I Best Price I Discounted Attractions and take advantage of golfing on site, laundry facilities, and a gym. Active travelers can enjoy kayaking, bicycling, and boating at this vacation home. For some rest and relaxation, visit the sauna or hot tub, and indulge in a massage. Guests can connect to free in-room WiFi. 10 Exceptional ### Entire home 3 bedrooms3 bathrooms2200 sq ft ## Popular amenities - Parking available - Hot tub - Pool - Dryer - Gym - Fireplace ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Luxury Chalet 366 I Private Hot Tub I Great Views I Best Price I Discounted Attractions Welcome to Bear Trail Luxury Chalet 366, a stunning townhome nestled in the heart of Winter Park, Colorado. This exquisite property offers breathtaking mountain views and a perfect blend of luxury and comfort, making it an ideal retreat for families or groups of friends seeking adventure and relaxation. Spanning over 2,200 square feet, this spacious chalet features three beautifully appointed bedrooms, including a master king bedroom and two guest bedrooms with full beds, accommodating up to eight guests. Each room is designed to provide a serene ambiance, ensuring a restful night's sleep after a day of exploring the great outdoors. The chalet boasts an inviting living area complete with a gas fireplace, perfect for cozy evenings spent with loved ones. The fully equipped kitchen is a chef's dream, featuring modern appliances such as a refrigerator, stove/oven, microwave, and dishwasher, along with all the necessary dishes and utensils. Enjoy your meals at the dining table or take them outside to the balcony for a scenic dining experience. Step outside to discover your private hot tub, where you can unwind while soaking in the stunning views. The outdoor space also includes a gas grill for those who love to barbecue, making it easy to enjoy al fresco dining in the fresh mountain air. For your convenience, the chalet is equipped with high-speed wireless internet, a washer/dryer, and a heated garage, ensuring a comfortable stay regardless of the season. Families will appreciate the availability of a portable crib and high chair, making this property family-friendly. Located in downtown Winter Park, you'll have easy access to a variety of attractions, including world-class skiing, hiking trails, and charming shops and restaurants. Whether you're hitting the slopes or exploring the local scenery, Bear Trail Luxury Chalet 366 is the perfect home base for your mountain getaway. Don't miss out on the opportunity to experience this luxurious retreat—book your stay at Bear Trail Luxury Chalet 366 today! Save With Our Exclusive Vacation Experience! Winter Park Escapes is the only management company to provide local discounts for activities, equipment rentals, transportation and restaurants at some of the most popular attractions the area has to offer to enhance your stay. All of our properties are equipped with everything you need including Free high-speed Wi-Fi, keyless entry, accidental damage protection, flexible cancelation, luxurious towels/linens/eco friendly toiletries, and 24/7 support. Optional services are also available including personal grocery shopping, private chef, in room massages and custom equipment fittings at your door. We provide the absolute finest professionally cleaned accommodations and locations the area has to offer at the lowest nightly rates available without any reservation fees by booking direct. Location \* Winter Park Resort is nearby with a free bus ride to the resort base village for numerous winter and summer activities and events \* The Grand Park Rec Center is nearby with multiple swimming pools, fully equipped gym, indoor track and huge rock climbing wall \* The Foundry is next door to the Rec Center with a bowling alley, movie theater and brick oven pizza bar \* Hideaway Park and the Rendezvous Event Center are nearby with numerous events and concerts throughout the year \* Great dining and shopping are all nearby with many within walking distance depending on the property location \* Grand Lake and Rocky Mountain Natl. Park are only 30 minutes away \* Endless mountain activities throughout the year are at your door step and surrounding area Disclosures The majority of the properties in the Winter Park area do not have A/C due to the cooler climate. The resort base closes during the off seasons in the spring and fall but the downtown area remains open year round. A complete list of our discounts and optional services can be viewed on our website. There is parking for a max of 3 vehicles at the property. vehicles must be parked in the garage with no additional options for parking outside the garage. STR License # 025994 ## Property amenities ### Ski - Cross-country skiing nearby - Ski lift privileges - Snowboarding nearby ### Pool/Spa - Communal pool - Heated pool - Hot tub - Indoor pool - Massage - Sauna ### Internet - Available in the house: Free WiFi ### Parking and transportation - Electric car charging station on site - Onsite parking options include a garage ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Kitchen island - Microwave - Oven - Refrigerator - Spices - Stovetop - Toaster ### Dining - Chef service - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 3 bathrooms - Bathtub or shower - Hair dryer - Shampoo - Shower - Soap - Towels provided ### Living spaces - Dining table - Fireplace - Living room - Separate dining area ### Entertainment - Smart TV - Video library ### Outdoor areas - Balcony - Barbecue grill ### Laundry - Laundry facilities - Washing machine ### Comfort - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Concierge services - Housekeeping (limited availability) - Iron/ironing board ### Location highlights - In a rural location - In a village - In the city center - In the mountains - Near a health/beauty spa - Near a hospital - Near an outlet shopping mall - Near the bay - Near the marina ### Things to do - Bicycles - Boat - Golf - Gym - Heated pool - Kayak - Optional golf privileges - Ski lift privileges - Snow sports gear - Tennis - Water sports equipment - Basketball nearby - Birdwatching nearby - Casino nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Hiking nearby - Horseback riding nearby - Hunting nearby - Ice skating nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Mountain biking nearby - Mountain climbing nearby - Rafting nearby - Rock climbing nearby - Sailing nearby - Sledding nearby - Snowmobiling nearby - Swimming nearby - Water skiing nearby - Water tubing nearby - Wildlife walks nearby - Winery tours nearby ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ### General - Bicycles - Electric car charging station - Property located in a resort - Unit size: 2,200 square feet ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/104000000/103200000/103193700/103193677/f52db05e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury Chalet 100 I Private Hot Tub I Great Views I Arcade I Best Price I Discounted Attractions Winter Park - Pool - Hot tub - Kitchen - Washer 10 Exceptional 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=103193677&PinnedHotelID=103193677&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/22000000/21710000/21706300/21706236/37978d35.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 🐻 Bear Crossing 1390 | Pet Friendly For One Dog | Private Hot Tub Bear Crossing - Hot tub - Kitchen - Washer - Dryer 9.8 Exceptional 58 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=21706236&PinnedHotelID=21706236&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89440000/89439800/89439710/957ccba2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury Villa 491 I Great Views I Best Price I Discounted Attractions Winter Park - Pool - Hot tub - Kitchen - Washer 10 Exceptional 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=89439710&PinnedHotelID=89439710&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78580000/78573200/78573164/bce8d5b0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 216 Sawyer w/ Private Hot Tub Winter Park - Hot tub - Kitchen - Washer - Dryer 9.6 Exceptional 34 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=78573164&PinnedHotelID=78573164&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115690000/115685400/115685394/9b8036ad.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious home w/ kitchen, wifi, great views, deck & convenient location Bear Crossing - Kitchen - Washer - Dryer - Pet-friendly 9.6 Exceptional 34 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=115685394&PinnedHotelID=115685394&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41540000/41535700/41535674/90-b1c689d4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Walk to downtown Winter Park with views of Parry Peak Winter Park - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 27 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=41535674&PinnedHotelID=41535674&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/70000000/69750000/69749000/69748926/a1568d18.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury Townhome 1 I Arcade I Hot Tub I Views I Best Price I Discounted Attractions Winter Park - Pool - Hot tub - Kitchen - Washer 9.8 Exceptional 40 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=69748926&PinnedHotelID=69748926&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110660000/110652200/110652181/ece61f7d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury Townhome 124 I Private Hot Tub I Great Views I Best Price I Discounted Attractions Winter Park - Pool - Hot tub - Kitchen - Washer 4.0 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=110652181&PinnedHotelID=110652181&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33710000/33708600/33708576/b163ce86.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Pet Friendly, luxurious home, private hot tub and more! Winter Park - Hot tub - Kitchen - Pet-friendly - Laundry 9.2 Wonderful 13 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=33708576&PinnedHotelID=33708576&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70570000/70569800/70569732/00cad14a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury Villa 105 I Private Hot Tub I Great Views I Best Price I Discounted Attractions Rendezvous - Pool - Hot tub - Kitchen - Washer 10 Exceptional 21 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=70569732&PinnedHotelID=70569732&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Contactless check-in available ### 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 ### 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property 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 936052 ## About the area ![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%7C39.91450%2C-105.79642&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=w7fYu8YQWAl69WPl0aA-Y7DRSRc=) Winter Park, CO #### What's nearby - Winter Park Visitor Center - 16 min walk - 1.4 km - Trestle Bike Park - 6 min drive - 6.2 km - The Gondola - 6 min drive - 6.2 km - Winter Park Ski Resort - 7 min drive - 5.5 km - Colorado Adventure Park - 8 min drive - 6.2 km #### Getting around - Winter Park Ski Resort Amtrak Station - 12 min drive #### Restaurants - ‪Wake N’ Bacon - ‬4 min drive - ‪The Noble Buck - ‬4 min drive - ‪Wendy's - ‬7 min drive - ‪Ullr's Tavern - ‬4 min drive - ‪Randi's Grill & Pub - ‬4 min drive ## Frequently asked questions ### Does Luxury Chalet 366 I Private Hot Tub I Great Views I Best Price I Discounted Attractions have a pool? > Yes, this property has an indoor pool. Pool types include heated pools. ### Is Luxury Chalet 366 I Private Hot Tub I Great Views I Best Price I Discounted Attractions pet-friendly? > Yes, pets are allowed at this property. ### Where is Luxury Chalet 366 I Private Hot Tub I Great Views I Best Price I Discounted Attractions located? > Located in the heart of Winter Park, this vacation home is 1.1 mi (1.8 km) from Blue Sky Massage and 2.3 mi (3.7 km) from Winter Park Ski Resort. Bella Vita and Winter Park Visitor Center are also within 1 mi (2 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Luxury Chalet 366 I Private Hot Tub I Great Views I Best Price I Discounted Attractions Reviews 10 ### 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 2 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Cleanliness ### 10/10 Excellent #### Scott B. Jul 30, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Excellent new build property with high end finishes. Location is great…walking distance to trails and a short drive to town. Super responsive host. ##### Scott B. Stayed 2 nights in Jul 2025 ### 10/10 Excellent #### Marc O. Sep 3, 2025 ##### Marc O. 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