Winter Park, CO

Bear Trail Chalet 411

4 bedrooms7 beds3.5 baths12 guestsNew

About the property

Welcome to Bear Trail 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 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.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jul 3, 2026$240.87Not Available2
Jul 4, 2026$247.53Not Available2
Jul 5, 2026$220.89Available2
Jul 6, 2026$222Available2
Jul 7, 2026$220.89Available2
Jul 8, 2026$220.89Available2
Jul 9, 2026$222Available2
Jul 10, 2026$220.89Available2
Jul 11, 2026$222Available2
Jul 12, 2026$222Available2
Jul 13, 2026$222Available2
Jul 14, 2026$222Available2
Jul 15, 2026$222Available2
Jul 16, 2026$220.89Available2
Jul 17, 2026$220.89Available2
Jul 18, 2026$222Not Available2
Jul 19, 2026$220.89Not Available2
Jul 20, 2026$287.49Not Available2
Jul 21, 2026$289.71Not Available2
Jul 22, 2026$289.71Available2
Jul 23, 2026$299.70Available2
Jul 24, 2026$326.34Available2
Jul 25, 2026$333Available2
Jul 26, 2026$307.47Available2
Jul 27, 2026$298.59Available2
Jul 28, 2026$298.59Available2
Jul 29, 2026$297.48Available2
Jul 30, 2026$307.47Available2
Jul 31, 2026$320.79Available2
Aug 1, 2026$323.01Available2
Aug 2, 2026$304.14Available2
Aug 3, 2026$293.04Available2
Aug 4, 2026$295.26Available2
Aug 5, 2026$295.26Available2
Aug 6, 2026$298.59Available2
Aug 7, 2026$308.58Available2
Aug 8, 2026$306.36Available2
Aug 9, 2026$280.83Available2
Aug 10, 2026$264.18Available2
Aug 11, 2026$259.74Available2
Aug 12, 2026$254.19Available2
Aug 13, 2026$251.97Available2
Aug 14, 2026$263.07Available2
Aug 15, 2026$260.85Available2
Aug 16, 2026$238.65Available2
Aug 17, 2026$229.77Available2
Aug 18, 2026$224.22Available2
Aug 19, 2026$223.11Available2
Aug 20, 2026$224.22Available2
Aug 21, 2026$238.65Available2
Aug 22, 2026$231.99Available2
Aug 23, 2026$222Available2
Aug 24, 2026$222Available2
Aug 25, 2026$222Available2
Aug 26, 2026$222Available2
Aug 27, 2026$220.89Available2
Aug 28, 2026$223.11Available2
Aug 29, 2026$223.11Available2
Aug 30, 2026$220.89Available2
Aug 31, 2026$220.89Available2
Sep 1, 2026$230.88Available2
Sep 2, 2026$231.99Available2
Sep 3, 2026$238.65Available2
Sep 4, 2026$477.30Available2
Sep 5, 2026$486.18Available2
Sep 6, 2026$480.63Available2
Sep 7, 2026$382.95Available2
Sep 8, 2026$326.34Available2
Sep 9, 2026$341.88Available2
Sep 10, 2026$340.77Available2
Sep 11, 2026$362.97Available2
Sep 12, 2026$359.64Available2
Sep 13, 2026$341.88Available2
Sep 14, 2026$321.90Available2
Sep 15, 2026$324.12Available2
Sep 16, 2026$345.21Available2
Sep 17, 2026$344.10Available2
Sep 18, 2026$364.08Available2
Sep 19, 2026$364.08Available2
Sep 20, 2026$342.99Available2
Sep 21, 2026$348.54Available2
Sep 22, 2026$329.67Available2
Sep 23, 2026$331.89Available2
Sep 24, 2026$366.30Available2
Sep 25, 2026$389.61Available2
Sep 26, 2026$396.27Available2
Sep 27, 2026$364.08Available2
Sep 28, 2026$339.66Available2
Sep 29, 2026$342.99Available2
Sep 30, 2026$340.77Available2
Oct 1, 2026$350.76Available2

Amenities

Gym
Fire place
Mountain view
Dryer
Washer
EV Charger
Laundromat nearby
Massage table

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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

Things to know

Cancellation policy

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
Pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 12 guests.