Winter Park, CO
Bear Trail Chalet 411
About the property
Welcome to Bear Trail Luxury Chalet 411, a stunning mountain retreat nestled in the heart of Winter Park, Colorado. This spacious townhome offers a perfect blend of luxury and comfort, making it an ideal getaway for families and groups seeking adventure and relaxation in the beautiful Rocky Mountains.
With 4 beautifully appointed bedrooms and 3.5 bathrooms, this chalet comfortably accommodates up to 12 guests. The layout features a King Master Bedroom Suite, a Guest King Bedroom, a cozy Queen bed with a XL Twin trundle, and a charming Guest Queen Bedroom, ensuring everyone has their own space to unwind after a day of exploring.
The ambiance of Bear Trail Luxury Chalet is warm and inviting, highlighted by a gas fireplace that creates a cozy atmosphere in the living area. The open-concept design seamlessly connects the living room, dining area, and fully equipped kitchen, which boasts modern appliances including a refrigerator, stove/oven, dishwasher, and microwave. Enjoy your morning coffee with the provided Keurig coffee maker or whip up a delicious meal using the ample dishes, utensils, and cookware available.
Step outside to discover the outdoor amenities, including a private hot tub perfect for soaking under the stars, a gas grill for summer barbecues, and a balcony/deck that offers breathtaking mountain views. For those looking to stay active, the nearby recreational activities provide plenty of options for fun and relaxation.
Technology and comfort are prioritized with high-speed wireless internet, a TV/home theatre system, and a game console with several games, ensuring entertainment for all ages. Additional amenities include air conditioning, a washer/dryer, and a heated garage for your convenience.
Located in the Bear Crossing neighborhood, this chalet is in Winter Park's vibrant downtown area, where you can explore shops, restaurants, and local attractions. Whether you're hitting the slopes in winter or hiking the trails in summer, Bear Trail Luxury Chalet 411 is the perfect home base for your mountain adventures.
Don't miss out on the opportunity to experience this luxurious retreat—book your stay at Bear Trail Luxury Chalet 411 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 2 vehicles at the property. Larger vehicles and vehicles with roof racks will likely not fit in the small garage. Both vehicles must be parked in the garage with no additional options for parking outside the garage. STR License #024262
Welcome to Bear Trail Luxury Chalet 411, a stunning mountain retreat nestled in the heart of Winter Park, Colorado. This spacious townhome offers a perfect blend of luxury and comfort, making it an ideal getaway for families and groups seeking adventure and relaxation in the beautiful Rocky Mountains.
With 4 beautifully appointed bedrooms and 3.5 bathrooms, this chalet comfortably accommodates up to 12 guests. The layout features a King Master Bedroom Suite, a Guest King Bedroom, a cozy Queen bed with a XL Twin trundle, and a charming Guest Queen Bedroom, ensuring everyone has their own space to unwind after a day of exploring.
The ambiance of Bear Trail Luxury Chalet is warm and inviting, highlighted by a gas fireplace that creates a cozy atmosphere in the living area. The open-concept design seamlessly connects the living room, dining area, and fully equipped kitchen, which boasts modern appliances including a refrigerator, stove/oven, dishwasher, and microwave. Enjoy your morning coffee with the provided Keurig coffee maker or whip up a delicious meal using the ample dishes, utensils, and cookware available.
Step outside to discover the outdoor amenities, including a private hot tub perfect for soaking under the stars, a gas grill for summer barbecues, and a balcony/deck that offers breathtaking mountain views. For those looking to stay active, the nearby recreational activities provide plenty of options for fun and relaxation.
Technology and comfort are prioritized with high-speed wireless internet, a TV/home theatre system, and a game console with several games, ensuring entertainment for all ages. Additional amenities include air conditioning, a washer/dryer, and a heated garage for your convenience.
Located in the Bear Crossing neighborhood, this chalet is in Winter Park's vibrant downtown area, where you can explore shops, restaurants, and local attractions. Whether you're hitting the slopes in winter or hiking the trails in summer, Bear Trail Luxury Chalet 411 is the perfect home base for your mountain adventures.
Don't miss out on the opportunity to experience this luxurious retreat—book your stay at Bear Trail Luxury Chalet 411 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 2 vehicles at the property. Larger vehicles and vehicles with roof racks will likely not fit in the small garage. Both vehicles must be parked in the garage with no additional options for parking outside the garage. STR License #024262
Welcome to Bear Trail Luxury Chalet 411, a stunning mountain retreat nestled in the heart of Winter Park, Colorado. This spacious townhome offers a perfect blend of luxury and comfort, making it an ideal getaway for families and groups seeking adventure and relaxation in the beautiful Rocky Mountains.
With 4 beautifully appointed bedrooms and 3.5 bathrooms, this chalet comfortably accommodates up to 12 guests. The layout features a King Master Bedroom Suite, a Guest King Bedroom, a cozy Queen bed with a XL Twin trundle, and a charming Guest Queen Bedroom, ensuring everyone has their own space to unwind after a day of exploring.
The ambiance of Bear Trail Luxury Chalet is warm and inviting, highlighted by a gas fireplace that creates a cozy atmosphere in the living area. The open-concept design seamlessly connects the living room, dining area, and fully equipped kitchen, which boasts modern appliances including a refrigerator, stove/oven, dishwasher, and microwave. Enjoy your morning coffee with the provided Keurig coffee maker or whip up a delicious meal using the ample dishes, utensils, and cookware available.
Step outside to discover the outdoor amenities, including a private hot tub perfect for soaking under the stars, a gas grill for summer barbecues, and a balcony/deck that offers breathtaking mountain views. For those looking to stay active, the nearby recreational activities provide plenty of options for fun and relaxation.
Technology and comfort are prioritized with high-speed wireless internet, a TV/home theatre system, and a game console with several games, ensuring entertainment for all ages. Additional amenities include air conditioning, a washer/dryer, and a heated garage for your convenience.
Located in the Bear Crossing neighborhood, this chalet is in Winter Park's vibrant downtown area, where you can explore shops, restaurants, and local attractions. Whether you're hitting the slopes in winter or hiking the trails in summer, Bear Trail Luxury Chalet 411 is the perfect home base for your mountain adventures.
Don't miss out on the opportunity to experience this luxurious retreat—book your stay at Bear Trail Luxury Chalet 411 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 2 vehicles at the property. Larger vehicles and vehicles with roof racks will likely not fit in the small garage. Both vehicles must be parked in the garage with no additional options for parking outside the garage. STR License #024262
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) |
|---|---|---|---|
| Jun 17, 2026 | $240 | Available | 2 |
| Jun 18, 2026 | $238.80 | Available | 2 |
| Jun 19, 2026 | $238.80 | 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 | $240 | Available | 2 |
| Jun 25, 2026 | $238.80 | Not Available | 2 |
| Jun 26, 2026 | $264 | Not Available | 2 |
| Jun 27, 2026 | $264 | Not Available | 2 |
| Jun 28, 2026 | $262.80 | Not Available | 2 |
| Jun 29, 2026 | $240 | Not Available | 2 |
| Jun 30, 2026 | $238.80 | Not Available | 2 |
| Jul 1, 2026 | $238.80 | Not Available | 2 |
| Jul 2, 2026 | $351.60 | Not Available | 2 |
| Jul 3, 2026 | $423.60 | Not Available | 2 |
| Jul 4, 2026 | $434.40 | Not Available | 2 |
| Jul 5, 2026 | $264 | Available | 2 |
| Jul 6, 2026 | $264 | Available | 2 |
| Jul 7, 2026 | $240 | Available | 2 |
| Jul 8, 2026 | $238.80 | Available | 2 |
| Jul 9, 2026 | $250.80 | Available | 2 |
| Jul 10, 2026 | $278.40 | Available | 2 |
| Jul 11, 2026 | $273.60 | Available | 2 |
| Jul 12, 2026 | $243.60 | Available | 2 |
| Jul 13, 2026 | $238.80 | Available | 2 |
| Jul 14, 2026 | $240 | Available | 2 |
| Jul 15, 2026 | $240 | Available | 2 |
| Jul 16, 2026 | $265.20 | Available | 2 |
| Jul 17, 2026 | $580.80 | Available | 2 |
| Jul 18, 2026 | $585.60 | Available | 2 |
| Jul 19, 2026 | $567.60 | Available | 2 |
| Jul 20, 2026 | $367.20 | Available | 2 |
| Jul 21, 2026 | $366 | Available | 2 |
| Jul 22, 2026 | $375.60 | Available | 2 |
| Jul 23, 2026 | $378 | Available | 2 |
| Jul 24, 2026 | $412.80 | Available | 2 |
| Jul 25, 2026 | $416.40 | Not Available | 2 |
| Jul 26, 2026 | $378 | Not Available | 2 |
| Jul 27, 2026 | $356.40 | Not Available | 2 |
| Jul 28, 2026 | $355.20 | Not Available | 2 |
| Jul 29, 2026 | $349.20 | Available | 2 |
| Jul 30, 2026 | $362.40 | Available | 2 |
| Jul 31, 2026 | $379.20 | Available | 2 |
| Aug 1, 2026 | $379.20 | Available | 2 |
| Aug 2, 2026 | $354 | Available | 2 |
| Aug 3, 2026 | $339.60 | Available | 2 |
| Aug 4, 2026 | $338.40 | Available | 2 |
| Aug 5, 2026 | $343.20 | Available | 2 |
| Aug 6, 2026 | $346.80 | Available | 2 |
| Aug 7, 2026 | $355.20 | Available | 2 |
| Aug 8, 2026 | $352.80 | Available | 2 |
| Aug 9, 2026 | $328.80 | Available | 2 |
| Aug 10, 2026 | $310.80 | Available | 2 |
| Aug 11, 2026 | $304.80 | Available | 2 |
| Aug 12, 2026 | $296.40 | Available | 2 |
| Aug 13, 2026 | $297.60 | Available | 2 |
| Aug 14, 2026 | $314.40 | Available | 2 |
| Aug 15, 2026 | $340.80 | Available | 2 |
| Aug 16, 2026 | $308.40 | Available | 2 |
| Aug 17, 2026 | $297.60 | Available | 2 |
| Aug 18, 2026 | $292.80 | Available | 2 |
| Aug 19, 2026 | $291.60 | Available | 2 |
| Aug 20, 2026 | $294 | Available | 2 |
| Aug 21, 2026 | $313.20 | Available | 2 |
| Aug 22, 2026 | $302.40 | Available | 2 |
| Aug 23, 2026 | $285.60 | Available | 2 |
| Aug 24, 2026 | $279.60 | Available | 2 |
| Aug 25, 2026 | $270 | Available | 2 |
| Aug 26, 2026 | $268.80 | Available | 2 |
| Aug 27, 2026 | $285.60 | Available | 2 |
| Aug 28, 2026 | $296.40 | Available | 2 |
| Aug 29, 2026 | $295.20 | Available | 2 |
| Aug 30, 2026 | $273.60 | Available | 2 |
| Aug 31, 2026 | $259.20 | Available | 2 |
| Sep 1, 2026 | $258 | Available | 2 |
| Sep 2, 2026 | $259.20 | Available | 2 |
| Sep 3, 2026 | $264 | Available | 2 |
| Sep 4, 2026 | $541.20 | Available | 2 |
| Sep 5, 2026 | $548.40 | Available | 2 |
| Sep 6, 2026 | $540 | Available | 2 |
| Sep 7, 2026 | $426 | Available | 2 |
| Sep 8, 2026 | $356.40 | Available | 2 |
| Sep 9, 2026 | $378 | Available | 2 |
| Sep 10, 2026 | $374.40 | Available | 2 |
| Sep 11, 2026 | $396 | Available | 2 |
| Sep 12, 2026 | $394.80 | Available | 2 |
| Sep 13, 2026 | $375.60 | Available | 2 |
| Sep 14, 2026 | $352.80 | Available | 2 |
| Sep 15, 2026 | $352.80 | Available | 2 |
Amenities
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Where you'll be
Winter Park, CO, 80482, US
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.
Things to know
Cancellation policy
Cancel at least 14 days before check-in for a full refund. If you cancel later, you may receive a partial refund for any nights that are rebooked. Review full policy.

