Winter Park, CO

Bear Trail Chalet 411

4 bedrooms 7 beds 4 baths 12 guests New

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

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) AvailabilityMin Stay (nights)
May 19, 2026$238.80Available2
May 20, 2026$240Available2
May 21, 2026$240Available2
May 22, 2026$264Available2
May 23, 2026$262.80Available2
May 24, 2026$262.80Available2
May 25, 2026$262.80Available2
May 26, 2026$238.80Available2
May 27, 2026$240Available2
May 28, 2026$238.80Available2
May 29, 2026$240Available2
May 30, 2026$240Available2
May 31, 2026$238.80Available2
Jun 1, 2026$240Available2
Jun 2, 2026$238.80Available2
Jun 3, 2026$238.80Available2
Jun 4, 2026$238.80Available2
Jun 5, 2026$240Available2
Jun 6, 2026$240Available2
Jun 7, 2026$240Available2
Jun 8, 2026$240Available2
Jun 9, 2026$238.80Available2
Jun 10, 2026$238.80Available2
Jun 11, 2026$238.80Available2
Jun 12, 2026$238.80Available2
Jun 13, 2026$238.80Available2
Jun 14, 2026$238.80Available2
Jun 15, 2026$240Available2
Jun 16, 2026$238.80Available2
Jun 17, 2026$240Available2
Jun 18, 2026$238.80Available2
Jun 19, 2026$240Available2
Jun 20, 2026$240Available2
Jun 21, 2026$238.80Available2
Jun 22, 2026$238.80Available2
Jun 23, 2026$240Available2
Jun 24, 2026$238.80Available2
Jun 25, 2026$243.60Available2
Jun 26, 2026$262.80Available2
Jun 27, 2026$274.80Available2
Jun 28, 2026$267.60Available2
Jun 29, 2026$240Available2
Jun 30, 2026$238.80Available2
Jul 1, 2026$238.80Available2
Jul 2, 2026$397.20Not Available2
Jul 3, 2026$457.20Not Available2
Jul 4, 2026$458.40Not Available2
Jul 5, 2026$264Available2
Jul 6, 2026$284.40Available2
Jul 7, 2026$243.60Available2
Jul 8, 2026$238.80Available2
Jul 9, 2026$254.40Available2
Jul 10, 2026$282Available2
Jul 11, 2026$271.20Available2
Jul 12, 2026$241.20Available2
Jul 13, 2026$238.80Available2
Jul 14, 2026$238.80Available2
Jul 15, 2026$240Available2
Jul 16, 2026$256.80Available2
Jul 17, 2026$556.80Available3
Jul 18, 2026$661.20Available3
Jul 19, 2026$636Available3
Jul 20, 2026$424.80Available2
Jul 21, 2026$416.40Available2
Jul 22, 2026$433.20Available2
Jul 23, 2026$434.40Available2
Jul 24, 2026$462Available2
Jul 25, 2026$471.60Available2
Jul 26, 2026$428.40Available2
Jul 27, 2026$426Available2
Jul 28, 2026$415.20Available2
Jul 29, 2026$409.20Available2
Jul 30, 2026$411.60Available2
Jul 31, 2026$427.20Available2
Aug 1, 2026$430.80Available2
Aug 2, 2026$405.60Available2
Aug 3, 2026$400.80Available2
Aug 4, 2026$399.60Available2
Aug 5, 2026$397.20Available2
Aug 6, 2026$393.60Available2
Aug 7, 2026$411.60Available2
Aug 8, 2026$405.60Available2
Aug 9, 2026$379.20Available2
Aug 10, 2026$352.80Available2
Aug 11, 2026$346.80Available2
Aug 12, 2026$333.60Available2
Aug 13, 2026$336Available2
Aug 14, 2026$354Available2
Aug 15, 2026$346.80Available2
Aug 16, 2026$314.40Available2
Aug 17, 2026$301.20Available2

Amenities

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

New · No reviews (yet)

Be the first to review this place.

Where you'll be

Winter Park, CO, 80482, US

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

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.