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
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.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jul 3, 2026 | $166.50 | Not Available | 2 |
| Jul 4, 2026 | $165.39 | Not Available | 2 |
| Jul 5, 2026 | $166.50 | Not Available | 2 |
| Jul 6, 2026 | $166.50 | Available | 2 |
| Jul 7, 2026 | $165.39 | Available | 2 |
| Jul 8, 2026 | $165.39 | Available | 2 |
| Jul 9, 2026 | $165.39 | Available | 2 |
| Jul 10, 2026 | $166.50 | Available | 2 |
| Jul 11, 2026 | $165.39 | Available | 2 |
| Jul 12, 2026 | $165.39 | Available | 2 |
| Jul 13, 2026 | $165.39 | Available | 2 |
| Jul 14, 2026 | $165.39 | Available | 2 |
| Jul 15, 2026 | $166.50 | Available | 2 |
| Jul 16, 2026 | $165.39 | Available | 2 |
| Jul 17, 2026 | $166.50 | Available | 2 |
| Jul 18, 2026 | $166.50 | Available | 2 |
| Jul 19, 2026 | $165.39 | Available | 2 |
| Jul 20, 2026 | $179.82 | Not Available | 2 |
| Jul 21, 2026 | $178.71 | Not Available | 2 |
| Jul 22, 2026 | $173.16 | Available | 2 |
| Jul 23, 2026 | $184.26 | Available | 2 |
| Jul 24, 2026 | $202.02 | Available | 2 |
| Jul 25, 2026 | $198.69 | Available | 2 |
| Jul 26, 2026 | $188.70 | Available | 2 |
| Jul 27, 2026 | $189.81 | Available | 2 |
| Jul 28, 2026 | $189.81 | Available | 2 |
| Jul 29, 2026 | $188.70 | Available | 2 |
| Jul 30, 2026 | $194.25 | Available | 2 |
| Jul 31, 2026 | $200.91 | Available | 2 |
| Aug 1, 2026 | $204.24 | Available | 2 |
| Aug 2, 2026 | $214.23 | Available | 2 |
| Aug 3, 2026 | $203.13 | Available | 2 |
| Aug 4, 2026 | $203.13 | Available | 2 |
| Aug 5, 2026 | $204.24 | Available | 2 |
| Aug 6, 2026 | $215.34 | Available | 2 |
| Aug 7, 2026 | $216.45 | Available | 2 |
| Aug 8, 2026 | $212.01 | Available | 2 |
| Aug 9, 2026 | $197.58 | Available | 2 |
| Aug 10, 2026 | $189.81 | Available | 2 |
| Aug 11, 2026 | $187.59 | Available | 2 |
| Aug 12, 2026 | $188.70 | Available | 2 |
| Aug 13, 2026 | $195.36 | Available | 2 |
| Aug 14, 2026 | $199.80 | Available | 2 |
| Aug 15, 2026 | $198.69 | Not Available | 2 |
| Aug 16, 2026 | $188.70 | Not Available | 2 |
| Aug 17, 2026 | $179.82 | Not Available | 2 |
| Aug 18, 2026 | $175.38 | Not Available | 2 |
| Aug 19, 2026 | $175.38 | Not Available | 2 |
| Aug 20, 2026 | $176.49 | Not Available | 2 |
| Aug 21, 2026 | $187.59 | Not Available | 2 |
| Aug 22, 2026 | $189.81 | Not Available | 2 |
| Aug 23, 2026 | $179.82 | Not Available | 2 |
| Aug 24, 2026 | $175.38 | Not Available | 2 |
| Aug 25, 2026 | $169.83 | Not Available | 2 |
| Aug 26, 2026 | $169.83 | Not Available | 2 |
| Aug 27, 2026 | $177.60 | Not Available | 2 |
| Aug 28, 2026 | $183.15 | Not Available | 2 |
| Aug 29, 2026 | $182.04 | Not Available | 2 |
| Aug 30, 2026 | $170.94 | Not Available | 2 |
| Aug 31, 2026 | $166.50 | Not Available | 2 |
| Sep 1, 2026 | $268.62 | Not Available | 2 |
| Sep 2, 2026 | $265.29 | Not Available | 2 |
| Sep 3, 2026 | $271.95 | Available | 2 |
| Sep 4, 2026 | $351.87 | Available | 2 |
| Sep 5, 2026 | $355.20 | Available | 2 |
| Sep 6, 2026 | $351.87 | Available | 2 |
| Sep 7, 2026 | $300.81 | Available | 2 |
| Sep 8, 2026 | $256.41 | Available | 2 |
| Sep 9, 2026 | $259.74 | Available | 2 |
| Sep 10, 2026 | $259.74 | Available | 2 |
| Sep 11, 2026 | $270.84 | Available | 2 |
| Sep 12, 2026 | $265.29 | Available | 2 |
| Sep 13, 2026 | $248.64 | Available | 2 |
| Sep 14, 2026 | $238.65 | Available | 2 |
| Sep 15, 2026 | $238.65 | Available | 2 |
| Sep 16, 2026 | $238.65 | Available | 2 |
| Sep 17, 2026 | $248.64 | Available | 2 |
| Sep 18, 2026 | $266.40 | Available | 2 |
| Sep 19, 2026 | $264.18 | Available | 2 |
| Sep 20, 2026 | $245.31 | Available | 2 |
| Sep 21, 2026 | $253.08 | Available | 2 |
| Sep 22, 2026 | $251.97 | Available | 2 |
| Sep 23, 2026 | $237.54 | Available | 2 |
| Sep 24, 2026 | $258.63 | Available | 2 |
| Sep 25, 2026 | $271.95 | Available | 2 |
| Sep 26, 2026 | $275.28 | Available | 2 |
| Sep 27, 2026 | $254.19 | Available | 2 |
| Sep 28, 2026 | $240.87 | Available | 2 |
| Sep 29, 2026 | $241.98 | Available | 2 |
| Sep 30, 2026 | $243.09 | Available | 2 |
| Oct 1, 2026 | $241.98 | Available | 2 |
Amenities
5.0 · 5 reviews

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

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!

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
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.

