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14 reviews
Operated by a Wander partner
Trusted operators, vetted by Wander
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 ping pong table, 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
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
Donna
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August 2026
Christy
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March 2025
Robert
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February 2025
Winter Park, CO 80482, US
Winter Park, CO, USFree cancellation up to 14 days before check-in. No refund after that.
Pets not allowed
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
10 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Oct 3, 2026 | $150 | Available |
| Oct 4, 2026 | $150 | Available |
| Oct 5, 2026 | $150 | Available |
| Oct 6, 2026 | $149 | Available |
| Oct 7, 2026 | $150 | Available |
| Oct 8, 2026 | $149 | Available |
| Oct 9, 2026 | $149 | Available |
| Oct 10, 2026 | $149 | Available |
| Oct 11, 2026 | $150 | Available |
| Oct 12, 2026 | $150 | Available |
| Oct 13, 2026 | $150 | Available |
| Oct 14, 2026 | $150 | Available |
| Oct 15, 2026 | $149 | Available |
| Oct 16, 2026 | $150 | Available |
| Oct 17, 2026 | $150 | Available |
| Oct 18, 2026 | $150 | Available |
| Oct 19, 2026 | $150 | Available |
| Oct 20, 2026 | $150 | Available |
| Oct 21, 2026 | $149 | Available |
| Oct 22, 2026 | $149 | Available |
| Oct 23, 2026 | $149 | Available |
| Oct 24, 2026 | $150 | Available |
| Oct 25, 2026 | $150 | Available |
| Oct 26, 2026 | $149 | Available |
| Oct 27, 2026 | $149 | Available |
| Oct 28, 2026 | $149 | Available |
| Oct 29, 2026 | $150 | Available |
| Oct 30, 2026 | $150 | Available |
| Oct 31, 2026 | $149 | Available |
| Nov 1, 2026 | $155 | Available |
| Nov 2, 2026 | $153 | Available |
| Nov 3, 2026 | $153 | Available |
| Nov 4, 2026 | $155 | Available |
| Nov 5, 2026 | $153 | Available |
| Nov 6, 2026 | $166 | Available |
| Nov 7, 2026 | $166 | Available |
| Nov 8, 2026 | $157 | Available |
| Nov 9, 2026 | $155 | Available |
| Nov 10, 2026 | $155 | Available |
| Nov 11, 2026 | $155 | Available |
| Nov 12, 2026 | $159 | Available |
| Nov 13, 2026 | $160 | Available |
| Nov 14, 2026 | $161 | Available |
| Nov 15, 2026 | $158 | Available |
| Nov 16, 2026 | $159 | Available |
| Nov 17, 2026 | $157 | Available |
| Nov 18, 2026 | $160 | Available |
| Nov 19, 2026 | $164 | Available |
| Nov 20, 2026 | $199 | Available |
| Nov 21, 2026 | $184 | Available |
| Nov 22, 2026 | $181 | Available |
| Nov 23, 2026 | $192 | Available |
| Nov 24, 2026 | $201 | Available |
| Nov 25, 2026 | $221 | Available |
| Nov 26, 2026 | $229 | Available |
| Nov 27, 2026 | $232 | Available |
| Nov 28, 2026 | $247 | Available |
| Nov 29, 2026 | $213 | Available |
| Nov 30, 2026 | $206 | Available |
| Dec 1, 2026 | $239 | Available |
| Dec 2, 2026 | $250 | Available |
| Dec 3, 2026 | $260 | Available |
| Dec 4, 2026 | $282 | Available |
| Dec 5, 2026 | $287 | Available |
| Dec 6, 2026 | $280 | Available |
| Dec 7, 2026 | $279 | Available |
| Dec 8, 2026 | $286 | Available |
| Dec 9, 2026 | $293 | Available |
| Dec 10, 2026 | $308 | Available |
| Dec 11, 2026 | $328 | Available |
| Dec 12, 2026 | $343 | Available |
| Dec 13, 2026 | $323 | Available |
| Dec 14, 2026 | $318 | Available |
| Dec 15, 2026 | $322 | Available |
| Dec 16, 2026 | $339 | Available |
| Dec 17, 2026 | $363 | Available |
| Dec 18, 2026 | $629 | Available |
| Dec 19, 2026 | $535 | Available |
| Dec 20, 2026 | $650 | Available |
| Dec 21, 2026 | $712 | Available |
| Dec 22, 2026 | $706 | Available |
| Dec 23, 2026 | $724 | Available |
| Dec 24, 2026 | $735 | Available |
| Dec 25, 2026 | $765 | Available |
| Dec 26, 2026 | $798 | Available |
| Dec 27, 2026 | $940 | Available |
| Dec 28, 2026 | $956 | Available |
| Dec 29, 2026 | $946 | Available |
| Dec 30, 2026 | $1152 | Available |
| Dec 31, 2026 | $1151 | Available |
| Jan 1, 2027 | $1151 | Available |