Winter Park, CO
Bear Trail Chalet 366
About the property
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 one with a king bed and the other a full over queen bunk, 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 your private hot tub, the perfect place to relax while taking in the stunning views. The outdoor space also features a fire pit, ideal for sitting back, unwinding, and enjoying the scenery. For your convenience, the chalet is equipped with high-speed wireless internet, a washer/dryer, and a heated garage with an electric car charger, 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! Don't just stay in Winter Park, experience it with our exclusive RAD program! (Rentals I Activities I Discounts) We've hand selected Winter Park's most reputable partners to ensure our guests enjoy exclusive savings, elevated services and extraordinary adventures at the most popular attractions the area has to offer. Optional services are also available including personal grocery shopping, private chef, in-room massages and custom equipment fittings at your door. All of our properties are equipped with everything you need during your stay including Free high-speed Wi-Fi, keyless entry, accidental damage protection, gourmet coffee & tea, luxurious towels/linens/eco friendly toiletries, and 24/7 guest support. 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 at Winter Park Escapes. 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, gym, indoor track and huge rock climbing wall for an additional fee * 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. Our designated pet friendly properties have a pet fee of $49 nightly with a 2 dog max. Dogs are not allowed on the furniture or beds and must be crated if left alone. Additional fees will apply for non-compliance. Quiet hours are 10pm to 8am Daily. 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
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 one with a king bed and the other a full over queen bunk, 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 your private hot tub, the perfect place to relax while taking in the stunning views. The outdoor space also features a fire pit, ideal for sitting back, unwinding, and enjoying the scenery. For your convenience, the chalet is equipped with high-speed wireless internet, a washer/dryer, and a heated garage with an electric car charger, 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! Don't just stay in Winter Park, experience it with our exclusive RAD program! (Rentals I Activities I Discounts) We've hand selected Winter Park's most reputable partners to ensure our guests enjoy exclusive savings, elevated services and extraordinary adventures at the most popular attractions the area has to offer. Optional services are also available including personal grocery shopping, private chef, in-room massages and custom equipment fittings at your door. All of our properties are equipped with everything you need during your stay including Free high-speed Wi-Fi, keyless entry, accidental damage protection, gourmet coffee & tea, luxurious towels/linens/eco friendly toiletries, and 24/7 guest support. 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 at Winter Park Escapes. 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, gym, indoor track and huge rock climbing wall for an additional fee * 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. Our designated pet friendly properties have a pet fee of $49 nightly with a 2 dog max. Dogs are not allowed on the furniture or beds and must be crated if left alone. Additional fees will apply for non-compliance. Quiet hours are 10pm to 8am Daily. 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
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| May 19, 2026 | $238.80 | Available | 2 |
| May 20, 2026 | $238.80 | Available | 2 |
| May 21, 2026 | $238.80 | Available | 2 |
| May 22, 2026 | $264 | Available | 2 |
| May 23, 2026 | $264 | Available | 2 |
| May 24, 2026 | $262.80 | Available | 2 |
| May 25, 2026 | $262.80 | Available | 2 |
| May 26, 2026 | $238.80 | Available | 2 |
| May 27, 2026 | $238.80 | Available | 2 |
| May 28, 2026 | $240 | Available | 2 |
| May 29, 2026 | $240 | Available | 2 |
| May 30, 2026 | $238.80 | Available | 2 |
| May 31, 2026 | $238.80 | Available | 2 |
| Jun 1, 2026 | $238.80 | Available | 2 |
| Jun 2, 2026 | $240 | Available | 2 |
| Jun 3, 2026 | $238.80 | Available | 2 |
| Jun 4, 2026 | $238.80 | Available | 2 |
| Jun 5, 2026 | $238.80 | Available | 2 |
| Jun 6, 2026 | $240 | Available | 2 |
| Jun 7, 2026 | $238.80 | Available | 2 |
| Jun 8, 2026 | $240 | Available | 2 |
| Jun 9, 2026 | $240 | Available | 2 |
| Jun 10, 2026 | $238.80 | Available | 2 |
| Jun 11, 2026 | $240 | Available | 2 |
| Jun 12, 2026 | $240 | Available | 2 |
| Jun 13, 2026 | $240 | Available | 2 |
| Jun 14, 2026 | $238.80 | Available | 2 |
| Jun 15, 2026 | $240 | Available | 2 |
| Jun 16, 2026 | $238.80 | Available | 2 |
| Jun 17, 2026 | $238.80 | Available | 2 |
| Jun 18, 2026 | $240 | Available | 2 |
| Jun 19, 2026 | $240 | Available | 2 |
| Jun 20, 2026 | $240 | Available | 2 |
| Jun 21, 2026 | $238.80 | Available | 2 |
| Jun 22, 2026 | $240 | Available | 2 |
| Jun 23, 2026 | $238.80 | Available | 2 |
| Jun 24, 2026 | $238.80 | Available | 2 |
| Jun 25, 2026 | $240 | Available | 2 |
| Jun 26, 2026 | $262.80 | Available | 2 |
| Jun 27, 2026 | $264 | Available | 2 |
| Jun 28, 2026 | $262.80 | Available | 2 |
| Jun 29, 2026 | $238.80 | Available | 2 |
| Jun 30, 2026 | $240 | Available | 2 |
| Jul 1, 2026 | $240 | Available | 2 |
| Jul 2, 2026 | $262.80 | Available | 2 |
| Jul 3, 2026 | $295.20 | Available | 2 |
| Jul 4, 2026 | $301.20 | Available | 2 |
| Jul 5, 2026 | $264 | Available | 2 |
| Jul 6, 2026 | $262.80 | Available | 2 |
| Jul 7, 2026 | $238.80 | Available | 2 |
| Jul 8, 2026 | $238.80 | Available | 2 |
| Jul 9, 2026 | $240 | Available | 2 |
| Jul 10, 2026 | $238.80 | Available | 2 |
| Jul 11, 2026 | $240 | Available | 2 |
| Jul 12, 2026 | $240 | Available | 2 |
| Jul 13, 2026 | $240 | Available | 2 |
| Jul 14, 2026 | $238.80 | Available | 2 |
| Jul 15, 2026 | $238.80 | Available | 2 |
| Jul 16, 2026 | $240 | Available | 2 |
| Jul 17, 2026 | $476.40 | Available | 3 |
| Jul 18, 2026 | $583.20 | Available | 3 |
| Jul 19, 2026 | $506.40 | Available | 3 |
| Jul 20, 2026 | $302.40 | Available | 2 |
| Jul 21, 2026 | $282 | Available | 2 |
| Jul 22, 2026 | $292.80 | Available | 2 |
| Jul 23, 2026 | $306 | Available | 2 |
| Jul 24, 2026 | $300 | Not Available | 2 |
| Jul 25, 2026 | $301.20 | Not Available | 2 |
| Jul 26, 2026 | $279.60 | Not Available | 2 |
| Jul 27, 2026 | $289.20 | Not Available | 2 |
| Jul 28, 2026 | $289.20 | Not Available | 2 |
| Jul 29, 2026 | $283.20 | Not Available | 2 |
| Jul 30, 2026 | $278.40 | Not Available | 2 |
| Jul 31, 2026 | $283.20 | Not Available | 2 |
| Aug 1, 2026 | $277.20 | Available | 2 |
| Aug 2, 2026 | $268.80 | Available | 2 |
| Aug 3, 2026 | $255.60 | Available | 2 |
| Aug 4, 2026 | $252 | Available | 2 |
| Aug 5, 2026 | $254.40 | Available | 2 |
| Aug 6, 2026 | $261.60 | Available | 2 |
| Aug 7, 2026 | $261.60 | Available | 2 |
| Aug 8, 2026 | $255.60 | Available | 2 |
| Aug 9, 2026 | $244.80 | Available | 2 |
| Aug 10, 2026 | $238.80 | Available | 2 |
| Aug 11, 2026 | $238.80 | Available | 2 |
| Aug 12, 2026 | $238.80 | Available | 2 |
| Aug 13, 2026 | $238.80 | Available | 2 |
| Aug 14, 2026 | $241.20 | Available | 2 |
| Aug 15, 2026 | $238.80 | Available | 2 |
| Aug 16, 2026 | $238.80 | Available | 2 |
| Aug 17, 2026 | $238.80 | Available | 2 |
Amenities
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Where you'll be
Winter Park, CO, 80482, US
Things to know
Cancellation policy
Contact us for cancellation policy details prior to booking.

