Winter Park, CO

Bear Trail Villa 865

3 bedrooms2 beds3.5 baths10 guests5.0 (5)

About the property

Welcome to Bear Trail Villa 865, 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 2,200 square feet, this spacious villa comfortably accommodates up to 10 guests with its three beautifully appointed bedrooms, including two master king bedrooms and a fun bunk room featuring two twin over full bunk beds. Each bedroom is designed to provide a restful retreat after a day of adventure.

The ambiance of Bear Trail Luxury Villa is warm and inviting, with a cozy gas fireplace in the living area, perfect for gathering around after a day on the slopes. The open-concept kitchen is a chef's dream, equipped with modern appliances including a refrigerator, stove/oven, dishwasher, and microwave, along with all the necessary dishes and utensils. Enjoy your meals at the dining table or take them outside to the balcony/deck for an al fresco experience.

Step outside to discover the private hot tub, where you can unwind while soaking in the stunning views. The outdoor space also features a gas grill, ideal for summer barbecues. For indoor entertainment, the villa boasts a game room with a pool table, air hockey, and table tennis, ensuring fun for all ages.

Stay connected with high-speed wireless internet and enjoy movie nights with the TV/home theatre setup. Additional amenities include a washer/dryer, linens/towels, and a portable crib for families traveling with little ones.

Located in downtown Winter Park, you'll have easy access to a variety of attractions, including skiing, hiking, and local dining options. Experience the perfect blend of luxury and adventure at Bear Trail Luxury Villa 865, where unforgettable memories await. Book your stay 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. STR License #022316

Welcome to Bear Trail Villa 865, 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 2,200 square feet, this spacious villa comfortably accommodates up to 10 guests with its three beautifully appointed bedrooms, including two master king bedrooms and a fun bunk room featuring two twin over full bunk beds. Each bedroom is designed to provide a restful retreat after a day of adventure.

The ambiance of Bear Trail Luxury Villa is warm and inviting, with a cozy gas fireplace in the living area, perfect for gathering around after a day on the slopes. The open-concept kitchen is a chef's dream, equipped with modern appliances including a refrigerator, stove/oven, dishwasher, and microwave, along with all the necessary dishes and utensils. Enjoy your meals at the dining table or take them outside to the balcony/deck for an al fresco experience.

Step outside to discover the private hot tub, where you can unwind while soaking in the stunning views. The outdoor space also features a gas grill, ideal for summer barbecues. For indoor entertainment, the villa boasts a game room with a pool table, air hockey, and table tennis, ensuring fun for all ages.

Stay connected with high-speed wireless internet and enjoy movie nights with the TV/home theatre setup. Additional amenities include a washer/dryer, linens/towels, and a portable crib for families traveling with little ones.

Located in downtown Winter Park, you'll have easy access to a variety of attractions, including skiing, hiking, and local dining options. Experience the perfect blend of luxury and adventure at Bear Trail Luxury Villa 865, where unforgettable memories await. Book your stay 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. STR License #022316

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$165.39Not Available2
Jul 5, 2026$166.50Not Available2
Jul 6, 2026$166.50Available2
Jul 7, 2026$165.39Available2
Jul 8, 2026$165.39Available2
Jul 9, 2026$165.39Available2
Jul 10, 2026$166.50Available2
Jul 11, 2026$165.39Available2
Jul 12, 2026$165.39Available2
Jul 13, 2026$165.39Available2
Jul 14, 2026$165.39Available2
Jul 15, 2026$166.50Available2
Jul 16, 2026$165.39Available2
Jul 17, 2026$166.50Available2
Jul 18, 2026$166.50Available2
Jul 19, 2026$165.39Available2
Jul 20, 2026$179.82Not Available2
Jul 21, 2026$178.71Not Available2
Jul 22, 2026$173.16Available2
Jul 23, 2026$184.26Available2
Jul 24, 2026$202.02Available2
Jul 25, 2026$198.69Available2
Jul 26, 2026$188.70Available2
Jul 27, 2026$189.81Available2
Jul 28, 2026$189.81Available2
Jul 29, 2026$188.70Available2
Jul 30, 2026$194.25Available2
Jul 31, 2026$200.91Available2
Aug 1, 2026$204.24Available2
Aug 2, 2026$214.23Available2
Aug 3, 2026$203.13Available2
Aug 4, 2026$203.13Available2
Aug 5, 2026$204.24Available2
Aug 6, 2026$215.34Available2
Aug 7, 2026$216.45Available2
Aug 8, 2026$212.01Available2
Aug 9, 2026$197.58Available2
Aug 10, 2026$189.81Available2
Aug 11, 2026$187.59Available2
Aug 12, 2026$188.70Available2
Aug 13, 2026$195.36Available2
Aug 14, 2026$199.80Available2
Aug 15, 2026$198.69Not Available2
Aug 16, 2026$188.70Not Available2
Aug 17, 2026$179.82Not Available2
Aug 18, 2026$175.38Not Available2
Aug 19, 2026$175.38Not Available2
Aug 20, 2026$176.49Not Available2
Aug 21, 2026$187.59Not Available2
Aug 22, 2026$189.81Not Available2
Aug 23, 2026$179.82Not Available2
Aug 24, 2026$175.38Not Available2
Aug 25, 2026$169.83Not Available2
Aug 26, 2026$169.83Not Available2
Aug 27, 2026$177.60Not Available2
Aug 28, 2026$183.15Not Available2
Aug 29, 2026$182.04Not Available2
Aug 30, 2026$170.94Not Available2
Aug 31, 2026$166.50Not Available2
Sep 1, 2026$268.62Not Available2
Sep 2, 2026$265.29Not Available2
Sep 3, 2026$271.95Available2
Sep 4, 2026$351.87Available2
Sep 5, 2026$355.20Available2
Sep 6, 2026$351.87Available2
Sep 7, 2026$300.81Available2
Sep 8, 2026$256.41Available2
Sep 9, 2026$259.74Available2
Sep 10, 2026$259.74Available2
Sep 11, 2026$270.84Available2
Sep 12, 2026$265.29Available2
Sep 13, 2026$248.64Available2
Sep 14, 2026$238.65Available2
Sep 15, 2026$238.65Available2
Sep 16, 2026$238.65Available2
Sep 17, 2026$248.64Available2
Sep 18, 2026$266.40Available2
Sep 19, 2026$264.18Available2
Sep 20, 2026$245.31Available2
Sep 21, 2026$253.08Available2
Sep 22, 2026$251.97Available2
Sep 23, 2026$237.54Available2
Sep 24, 2026$258.63Available2
Sep 25, 2026$271.95Available2
Sep 26, 2026$275.28Available2
Sep 27, 2026$254.19Available2
Sep 28, 2026$240.87Available2
Sep 29, 2026$241.98Available2
Sep 30, 2026$243.09Available2
Oct 1, 2026$241.98Available2

Amenities

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

5.0 · 5 reviews

Yaresi
Yaresi
December 2025

We love it, it feels like home so cozy 🥰❤️

Christy
Christy
March 2025

The villa was clean and beautifully decorated. The space was perfect and the views from the balcony were beautiful. The private hot tub was such a treat after each day on the slopes. It was so convenient to have private garage parking. We would definitely stay again!

Richard
Richard
February 2025

We had a great time and I would definitely want to use Winter Park Escape in the future. As two families traveling with four young girls this was a great experience for us.

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 10 guests.