Winter Park, CO

Bear Trail Villa 1415

3 bedrooms4 beds3.5 baths11 guests4.5 (2)

About the property

Welcome to Bear Trail Villa 1415, a stunning townhome nestled in the heart of Winter Park, Colorado. This exquisite property offers breathtaking mountain views and is perfect for families or groups seeking a luxurious getaway in a serene setting.

Spanning over 2,500 square feet, this spacious villa comfortably accommodates up to 11 guests with its three beautifully appointed bedrooms, including a master king suite and two guest queen bedrooms. The unique sleeping arrangements also feature two twin-over-full bunk beds with a twin trundle, making it ideal for children or extra guests. With 3.5 bathrooms, everyone will have ample space to refresh and unwind.

The ambiance of Bear Trail Luxury Villa is warm and inviting, enhanced 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 coffeemaker 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 and a gas grill, perfect for evening barbecues under the stars. The balcony/deck offers a peaceful retreat to soak in the stunning views of the surrounding mountains.

For entertainment, the villa is equipped with high-speed wireless internet and a home theater system, ensuring you can stay connected or enjoy movie nights with family and friends. Additional comforts include a washer/dryer, linens/towels, and child-friendly amenities such as a portable crib and high chair.

Located in the Bear Crossing neighborhood, this villa is in Winter Park's vibrant downtown area, where you can explore local shops, restaurants, and outdoor activities. Whether you're hitting the slopes in winter or hiking the trails in summer, Bear Trail Luxury Villa 1415 is the perfect base for your adventures.

Don't miss the opportunity to experience this luxurious mountain retreat—book your stay at Bear Trail Luxury Villa 1415 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. STR license #022126.

Welcome to Bear Trail Villa 1415, a stunning townhome nestled in the heart of Winter Park, Colorado. This exquisite property offers breathtaking mountain views and is perfect for families or groups seeking a luxurious getaway in a serene setting.

Spanning over 2,500 square feet, this spacious villa comfortably accommodates up to 11 guests with its three beautifully appointed bedrooms, including a master king suite and two guest queen bedrooms. The unique sleeping arrangements also feature two twin-over-full bunk beds with a twin trundle, making it ideal for children or extra guests. With 3.5 bathrooms, everyone will have ample space to refresh and unwind.

The ambiance of Bear Trail Luxury Villa is warm and inviting, enhanced 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 coffeemaker 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 and a gas grill, perfect for evening barbecues under the stars. The balcony/deck offers a peaceful retreat to soak in the stunning views of the surrounding mountains.

For entertainment, the villa is equipped with high-speed wireless internet and a home theater system, ensuring you can stay connected or enjoy movie nights with family and friends. Additional comforts include a washer/dryer, linens/towels, and child-friendly amenities such as a portable crib and high chair.

Located in the Bear Crossing neighborhood, this villa is in Winter Park's vibrant downtown area, where you can explore local shops, restaurants, and outdoor activities. Whether you're hitting the slopes in winter or hiking the trails in summer, Bear Trail Luxury Villa 1415 is the perfect base for your adventures.

Don't miss the opportunity to experience this luxurious mountain retreat—book your stay at Bear Trail Luxury Villa 1415 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. STR license #022126.

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$166.50Not Available2
Jul 4, 2026$166.50Not Available2
Jul 5, 2026$167.61Not Available2
Jul 6, 2026$167.61Available2
Jul 7, 2026$166.50Available2
Jul 8, 2026$167.61Available2
Jul 9, 2026$166.50Available2
Jul 10, 2026$166.50Available2
Jul 11, 2026$167.61Available2
Jul 12, 2026$166.50Available2
Jul 13, 2026$166.50Available2
Jul 14, 2026$166.50Available2
Jul 15, 2026$167.61Available2
Jul 16, 2026$167.61Available2
Jul 17, 2026$166.50Available2
Jul 18, 2026$167.61Available2
Jul 19, 2026$166.50Available2
Jul 20, 2026$222Available2
Jul 21, 2026$219.78Available2
Jul 22, 2026$208.68Available2
Jul 23, 2026$224.22Available2
Jul 24, 2026$235.32Not Available2
Jul 25, 2026$235.32Not Available2
Jul 26, 2026$224.22Not Available2
Jul 27, 2026$227.55Not Available2
Jul 28, 2026$227.55Not Available2
Jul 29, 2026$226.44Not Available2
Jul 30, 2026$229.77Available2
Jul 31, 2026$233.10Available2
Aug 1, 2026$227.55Available2
Aug 2, 2026$213.12Not Available2
Aug 3, 2026$199.80Not Available2
Aug 4, 2026$199.80Not Available2
Aug 5, 2026$202.02Not Available2
Aug 6, 2026$208.68Not Available2
Aug 7, 2026$209.79Not Available2
Aug 8, 2026$206.46Not Available2
Aug 9, 2026$194.25Available2
Aug 10, 2026$187.59Available2
Aug 11, 2026$185.37Available2
Aug 12, 2026$185.37Available2
Aug 13, 2026$190.92Available2
Aug 14, 2026$193.14Available2
Aug 15, 2026$190.92Available2
Aug 16, 2026$185.37Available2
Aug 17, 2026$177.60Available2
Aug 18, 2026$172.05Available2
Aug 19, 2026$175.38Available2
Aug 20, 2026$177.60Available2
Aug 21, 2026$187.59Available2
Aug 22, 2026$184.26Available2
Aug 23, 2026$177.60Available2
Aug 24, 2026$174.27Available2
Aug 25, 2026$169.83Available2
Aug 26, 2026$169.83Available2
Aug 27, 2026$175.38Available2
Aug 28, 2026$180.93Available2
Aug 29, 2026$179.82Available2
Aug 30, 2026$173.16Available2
Aug 31, 2026$166.50Available2
Sep 1, 2026$188.70Available2
Sep 2, 2026$186.48Available2
Sep 3, 2026$189.81Available2
Sep 4, 2026$276.39Available3
Sep 5, 2026$277.50Available3
Sep 6, 2026$275.28Available2
Sep 7, 2026$241.98Available2
Sep 8, 2026$233.10Available2
Sep 9, 2026$235.32Available2
Sep 10, 2026$231.99Available2
Sep 11, 2026$235.32Available2
Sep 12, 2026$236.43Available2
Sep 13, 2026$224.22Available2
Sep 14, 2026$216.45Available2
Sep 15, 2026$216.45Available2
Sep 16, 2026$219.78Available2
Sep 17, 2026$226.44Available2
Sep 18, 2026$231.99Available2
Sep 19, 2026$233.10Available2
Sep 20, 2026$220.89Available2
Sep 21, 2026$217.56Available2
Sep 22, 2026$225.33Available2
Sep 23, 2026$215.34Available2
Sep 24, 2026$230.88Available2
Sep 25, 2026$238.65Available2
Sep 26, 2026$243.09Available2
Sep 27, 2026$226.44Available2
Sep 28, 2026$218.67Available2
Sep 29, 2026$214.23Available2
Sep 30, 2026$215.34Available2
Oct 1, 2026$219.78Available2

Amenities

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

New · 2 reviews

Average rating will appear after 3 reviews

Joan
Joan
June 2024

Comfortable for a large family

Kasey
Kasey
February 2024

This place was great! Perfect location in town and close to tbus route. 3 couples stayed here for a ski trip. My only<br/>Complaint was the internet and cable were out the entire time of our stay. The company sent someone out once to<br/>Fix it but it never got resolved. Other than that we loved the place!

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).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 11 guests.