3 bedrooms
•
2 beds
•
3.5 bathrooms
•
10 guests
•
New
•
2200 sq. ft.
Operated by a Wander partner
Trusted operators, vetted by Wander
Welcome to Bear Trail Luxury 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
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
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Winter Park, CO 80482, US
Winter Park, CO, USNestled in Winter Park since 1967, Hernando's Pizza Pub delights with homemade pizzas, hearty pastas, and strombolis in a lively, eclectic ambiance adorned with $40,000 in customer-signed dollar bills. Cozy up by the fireplace with affordable Italian classics and a full bar.
Step into Smokehouse BBQ in Kansas City for hickory-smoked meats, made-from-scratch sides, and signature sauces that define award-winning barbecue. The warm, inviting atmosphere greets you with the irresistible aroma of slow-smoked perfection.[1]
Wake 'n Bacon is Chicago's Instagram-famous brunch haven in Lakeview, blending bold Asian, Latin, and American flavors into photogenic dishes like Ube Flapjacks and Bacon Flights amid floor-to-ceiling florals and vibrant decor. Dive into its whimsical, garden-like vibe for unforgettable comfort food and lively energy.
Sharky's Eatery serves up hearty breakfasts and lunches all day, from enormous pancakes and hefty omelets slathered in homemade strawberry-raspberry jam to juicy burgers, in a cozy alpine rustic café vibe in downtown Fraser.[1]
Nestled in a historic 1930s homestead with stunning Continental Divide views, Devil's Thumb Ranch's Ranch House serves pasture-to-fork modern Western cuisine featuring 100% ranch-raised Wagyu beef and fresh garden herbs. Savor the cozy saloon or main dining in unparalleled mountain ambiance.
Nestled in Winter Park, The Ditch on 40 is a family-run roadside bar and grill dishing up authentic New Mexican cuisine with Hatch chiles, killer burgers, sandwiches, and the best margaritas around. Its classic diner vibe—think road signs, snowboards, and lively energy—makes it a local favorite for flavorful, from-scratch eats.
Nestled in a historic stagecoach stop turned Winter Park chophouse since 1976, Deno's Mountain Bistro serves Mediterranean-inspired steaks, aged grass-fed beef, seafood, and bold flavors in a cozy mountain lodge vibe with award-winning wines and happy hour.
Step into Randi's Irish Grill & Pub, Winter Park's cozy authentic Irish haven blending hearty specialties like shepherd's pie and fish & chips with American classics, all made fresh with local ingredients. Unwind by the fireplaces amid a lively sports bar vibe, perfect pints, and welcoming local energy.
Since 1971, the Historic Fraser Tubing Hill has delivered thrilling, no-skill-needed snow tubing rides on a family-owned slope with a convenient magic carpet lift. Families, young thrill-seekers, and groups love its low-key fun and generations of memories near Winter Park.
Discover Winter Park Resort's epic 3,000+ acres of diverse terrain, from beginner slopes to expert moguls and freestyle parks, perfect for skiers, snowboarders, and families seeking all-level thrills in Colorado's stunning Rockies.[2][1][5]
Nestled in downtown Winter Park, Hideaway Park transforms from a thrilling winter sledding hill with free sleds to a vibrant summer amphitheater for live music, complete with skate park, climbing wall, and playground. Families and adventure seekers love its year-round fun in the Rocky Mountains.[2][3][6]
Discover the vibrant Rendezvous Event Center in downtown Winter Park, where a state-of-the-art stage hosts free live music, a skate park thrills skaters, and playgrounds plus sledding hills spark family adventures year-round. Perfect for music lovers, active families, and community seekers craving outdoor fun.[3][4]
Discover small-batch mountain spirits at Fraser Valley Distilling, a family-owned gem in Fraser, Colorado, where local grains, high-altitude precision, and a laid-back tasting room craft award-winning vodka, gin, and whiskey paired with upscale pub fare. Skiers, hikers, and craft cocktail lovers will savor this perfect après adventure.[1][2][3]
Discover the charm of Cooper Creek Square, Winter Park's vibrant outdoor plaza blending eclectic shops with local art, handmade gems, and diverse dining under twinkling lights and fire pits. Families, fashion lovers, and mountain adventurers will adore this treasure trove of unique finds and cozy vibes.
Trestle Bike Park delivers over 40 miles of lift-served downhill thrills at Winter Park Resort, blending flowy jumps, tech rocks, and pro lines for every skill level from beginners to experts. Gravity junkies and progression seekers will love its endless variety and family-friendly vibes.[1][2][3][5][6]
Glide across an NHL-sized naturally frozen ice rink at The Icebox, then explore a 40-acre complex featuring a Western-themed playground, soccer fields, and volleyball courts—perfect for families and sports enthusiasts seeking year-round mountain recreation.
Cancel within 24 hours for a full refund.
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 |
|---|---|---|
| Jun 18, 2026 | $167 | Available |
| Jun 19, 2026 | $167 | Available |
| Jun 20, 2026 | $167 | Available |
| Jun 21, 2026 | $165 | Available |
| Jun 22, 2026 | $165 | Available |
| Jun 23, 2026 | $167 | Available |
| Jun 24, 2026 | $167 | Available |
| Jun 25, 2026 | $167 | Available |
| Jun 26, 2026 | $183 | Available |
| Jun 27, 2026 | $183 | Available |
| Jun 28, 2026 | $182 | Available |
| Jun 29, 2026 | $165 | Available |
| Jun 30, 2026 | $167 | Available |
| Jul 1, 2026 | $167 | Available |
| Jul 2, 2026 | $167 | Available |
| Jul 3, 2026 | $183 | Not Available |
| Jul 4, 2026 | $211 | Not Available |
| Jul 5, 2026 | $182 | Not Available |
| Jul 6, 2026 | $183 | Available |
| Jul 7, 2026 | $165 | Available |
| Jul 8, 2026 | $165 | Available |
| Jul 9, 2026 | $167 | Available |
| Jul 10, 2026 | $168 | Available |
| Jul 11, 2026 | $165 | Available |
| Jul 12, 2026 | $167 | Available |
| Jul 13, 2026 | $167 | Available |
| Jul 14, 2026 | $167 | Available |
| Jul 15, 2026 | $165 | Available |
| Jul 16, 2026 | $167 | Available |
| Jul 17, 2026 | $271 | Available |
| Jul 18, 2026 | $275 | Available |
| Jul 19, 2026 | $279 | Available |
| Jul 20, 2026 | $221 | Available |
| Jul 21, 2026 | $220 | Available |
| Jul 22, 2026 | $210 | Available |
| Jul 23, 2026 | $223 | Available |
| Jul 24, 2026 | $240 | Available |
| Jul 25, 2026 | $234 | Available |
| Jul 26, 2026 | $220 | Available |
| Jul 27, 2026 | $214 | Available |
| Jul 28, 2026 | $211 | Available |
| Jul 29, 2026 | $212 | Available |
| Jul 30, 2026 | $222 | Available |
| Jul 31, 2026 | $226 | Available |
| Aug 1, 2026 | $219 | Available |
| Aug 2, 2026 | $212 | Available |
| Aug 3, 2026 | $201 | Available |
| Aug 4, 2026 | $199 | Available |
| Aug 5, 2026 | $201 | Available |
| Aug 6, 2026 | $212 | Available |
| Aug 7, 2026 | $214 | Available |
| Aug 8, 2026 | $210 | Available |
| Aug 9, 2026 | $198 | Available |
| Aug 10, 2026 | $189 | Available |
| Aug 11, 2026 | $185 | Available |
| Aug 12, 2026 | $188 | Available |
| Aug 13, 2026 | $194 | Available |
| Aug 14, 2026 | $199 | Available |
| Aug 15, 2026 | $196 | Not Available |
| Aug 16, 2026 | $190 | Not Available |
| Aug 17, 2026 | $178 | Not Available |
| Aug 18, 2026 | $206 | Not Available |
| Aug 19, 2026 | $208 | Not Available |
| Aug 20, 2026 | $211 | Not Available |
| Aug 21, 2026 | $223 | Not Available |
| Aug 22, 2026 | $226 | Not Available |
| Aug 23, 2026 | $213 | Not Available |
| Aug 24, 2026 | $208 | Not Available |
| Aug 25, 2026 | $203 | Not Available |
| Aug 26, 2026 | $204 | Not Available |
| Aug 27, 2026 | $213 | Not Available |
| Aug 28, 2026 | $222 | Not Available |
| Aug 29, 2026 | $222 | Not Available |
| Aug 30, 2026 | $208 | Not Available |
| Aug 31, 2026 | $190 | Not Available |
| Sep 1, 2026 | $273 | Not Available |
| Sep 2, 2026 | $270 | Not Available |
| Sep 3, 2026 | $275 | Available |
| Sep 4, 2026 | $361 | Available |
| Sep 5, 2026 | $363 | Available |
| Sep 6, 2026 | $360 | Available |
| Sep 7, 2026 | $306 | Available |
| Sep 8, 2026 | $258 | Available |
| Sep 9, 2026 | $262 | Available |
| Sep 10, 2026 | $263 | Available |
| Sep 11, 2026 | $275 | Available |
| Sep 12, 2026 | $271 | Available |
| Sep 13, 2026 | $255 | Available |
| Sep 14, 2026 | $242 | Available |
| Sep 15, 2026 | $241 | Available |
| Sep 16, 2026 | $243 | Available |