Ski-In/Ski-Out Chalet with Private Hot Tub & Resort Perks

Welcome to your private mountain escape at 275 Bridger Trail in Winter Park—a luxury single-family chalet in the gated Bridger's Cache community. Enjoy true ski-in/ski-out convenience, spacious designer interiors for up to 12 guests, and exclusive resort-style perks like complimentary daily adventures and equipment rentals. With family-friendly amenities, a chef’s kitchen, home theater, private hot tub, and a dedicated home office, this property offers the ideal setting for multi-generational families, adventure seekers, and executive retreats all year round. Seasonal offerings include direct access to Mary Jane slopes in winter and hiking or biking in summer, while downtown Winter Park’s attractions remain open and vibrant in every season.

12 12 guests
4 4 bedrooms
3.5 3.5 bathrooms
Winter Park Winter Park, Colorado
The image showcases the beautiful wooden exterior of a luxury chalet nestled among towering trees in Winter Park, Colorado. Large windows reflect the golden hues of sunset, while a stone pathway winds toward the inviting deck—perfect for enjoying mountain views, cozy fireside chats, and stargazing. The serene natural setting exudes a sense of warmth and tranquility, ideal for family gatherings or relaxing escapes.
Experience mountain luxury at its finest—gather with loved ones on the sun-kissed deck, surrounded by towering pines, as you take in breathtaking sunset views and the serene beauty of Winter Park.

Ski-in/ski-out access in a private gated community, exclusive complimentary daily adventures, spacious chalet for up to 12 guests, private hot tub with mountain views, and extensive family-friendly amenities.

Grand Mountain Welcome: Soaring Views & Gathering Spaces

Features

  • • Two-story windows with mountain views
  • • Formal living room and great room
  • • Custom wood finishes and vaulted ceilings
  • • Stone fireplace
  • • Deck and patio
  • • Direct access between living areas and outdoor spaces

Step into the heart of the chalet, where two-story windows frame sweeping vistas of the Continental Divide and forested slopes, instantly immersing you in the spirit of the Rockies. The formal living room and great room invite relaxation and connection, featuring custom wood finishes, vaulted ceilings, and a magnificent stone fireplace—a cozy centerpiece for après-ski laughter or quiet mornings with coffee. Flow effortlessly onto the expansive deck and patio, where wildlife sightings and invigorating mountain air are yours year-round. Whether hosting celebratory gatherings or unwinding after a day of adventure, these sunlit spaces promise inspiring moments and seamless transitions between indoors and out.

This image captures a spacious living area featuring a large stone fireplace as its focal point, surrounded by comfortable seating. Floor-to-ceiling windows reveal sweeping mountain views and fill the room with natural light. Exposed wooden beams add rustic character and warmth, creating an inviting space for gatherings.
Warm up by the impressive stone fireplace and soak in breathtaking mountain vistas through soaring windows.
The great room is shown with a large stone fireplace, high vaulted wooden ceiling, and a spacious seating area. Expansive windows flood the room with sunlight and offer a connection to the outdoors, while a visible dining area highlights the space’s flexibility for hosting and socializing.
Gather with loved ones beneath vaulted ceilings, around a crackling fire, and enjoy the seamless flow between living and dining spaces.
The scene transitions outdoors to an expansive deck and patio area, where a hot tub and comfortable seating invite relaxation. The wooden exterior of the chalet and surrounding natural landscape are visible, suggesting a seamless transition from inside to outside and the opportunity for year-round enjoyment.
Step onto the inviting deck and patio—perfect for wildlife watching, mountain air, and unwinding in the hot tub.

Chef’s Domain & Communal Feasts

Features

  • • Professional gas range
  • • Expansive kitchen island
  • • Wine fridge and minibar
  • • Live-edge dining table (seats 12)
  • • Open connection to main living areas

At the heart of every memorable mountain escape is the joy of sharing meals together. The chef’s kitchen dazzles with a professional gas range, expansive island, wine fridge, and minibar—perfect for prepping breakfast before first tracks or hosting festive dinners after outdoor exploits. A stunning live-edge dining table seats twelve comfortably, encouraging laughter, toasts, and stories long into the night. Every culinary tool and thoughtful detail supports both gourmet aspirations and family-style comfort, making this the setting for everything from pancake breakfasts to elegant evening celebrations.

The image captures a contemporary, welcoming kitchen with a large central island, pendant lighting, and warm wooden cabinetry. A circular window adds unique character and allows natural light to brighten the space, emphasizing the area’s suitability for both cooking and gathering.
A stunning kitchen island and professional design set the stage for culinary creativity and casual gatherings.
This interior image highlights a kitchen scene featuring a prominent island, modern stainless steel appliances, and warm wooden cabinetry under elegant pendant lights. The layout is perfect for meal preparation and socializing.
Modern amenities and an expansive island make every meal a communal celebration.
A spacious dining area with a large table set for a meal, comfortable seating for a group, and expansive windows offering snowy mountain views. A chandelier and a stone fireplace add warmth and elegance to the atmosphere.
Gather around the live-edge dining table for festive meals and memorable evenings.

Entertainment Retreats: Movie Nights, Games & Cozy Nooks

Features

  • • Dedicated home theater with 90" HD Smart TV
  • • Surround sound
  • • Streaming apps and Bluetooth speakers
  • • Board games
  • • Alexa voice assistant
  • • Entertainment spaces adjacent to main gathering areas

Evenings at the chalet are a retreat all their own. Gather in the dedicated home theater for blockbuster movie nights on the huge 90" HD Smart TV with immersive surround sound, or challenge friends and family to spirited board game tournaments in the lounge. Modern entertainment abounds with streaming apps, Bluetooth speakers, and Alexa for personalized ambiance. Every space is designed for laughter, connection, and the creation of unforgettable memories—rain, shine, or snow.

This image features a large sectional sofa positioned in front of a TV unit with a television. The space is accentuated with artwork on the walls and a wooden coffee table, exuding a welcoming and comfortable environment ideal for lounging and entertainment. The setup is perfect for movie nights and group activities.
Gather around the spacious sectional for blockbuster movie nights and shared laughter.
A cozy living room scene with a large sectional sofa, intricate patterned rug, and a wall-mounted TV. The wooden ceiling adds warmth, and the layout encourages family gatherings for games or movies. The inviting atmosphere suggests a space designed for relaxation and fun.
Enjoy spirited board games or binge your favorite shows in a cozy, inviting setting.
A relaxed, family-friendly room featuring bunk beds, a large window for natural light, a wooden cabinet, a wall-mounted TV, and a rug. The arrangement suggests activities like playing games, watching TV, or cozying up for late-night stories—ideal for family bonding.
Snuggle up for late-night stories, family games, and cozy TV moments in the bunk room.

Private Quarters & All-Season Wellness Oasis

Features

  • • Four spacious bedrooms (sleeps 12)
  • • Spa-inspired bathrooms
  • • Private hot tub
  • • Loft office with WiFi and printer
  • • Premium bedding
  • • Family essentials (crib, booster)
  • • Radiant floor heating
  • • Bedrooms and office spaced for privacy; easy access to living areas and outdoors

After adventure-filled days, retreat to your private sanctuary. Four spacious bedrooms offer a flexible mix of king, queen, full, and twin beds for up to 12 guests—perfect for families and groups of all ages. Unwind in the spa-inspired bathrooms, or soak under starry skies in the secluded hot tub, nestled amidst the pines. For remote work or quiet reflection, a peaceful loft office offers high-speed WiFi and a printer. With premium bedding, family essentials (crib, booster), and radiant floor heat, every guest enjoys restful nights and easy mornings, no matter the season.

A serene bedroom featuring a canopy bed with soft bedding and large windows that frame picturesque mountain views. The wooden bench and wall art add cozy, personal touches, while natural light fills the space, creating a tranquil environment for relaxation and restful nights.
Wake up to breathtaking mountain views and unwind in plush comfort in the master suite.
A welcoming bunk room with wooden ladder and textured rug, designed for group or family stays. Multiple bunk beds, windows with natural light, and playful decor create a fun and inviting space perfect for children or friends.
Make memories with sleepovers and storytelling in the cheerful bunk room, perfect for families and groups.
A spa-inspired bathroom featuring large mirrors, a glass shower enclosure, dual sinks, and calming blue tile walls. The space feels bright and refreshing, inviting guests to enjoy self-care routines and rejuvenating showers.
Rejuvenate in spa-inspired bathrooms designed for ultimate relaxation and self-care.
A secluded outdoor hot tub surrounded by a tranquil forest setting, with ambient lighting that welcomes guests to relax under the open sky. The scene invites stargazing and soaking after an adventurous day.
Unwind and soak beneath the stars in your private hot tub nestled among the pines.

Explore the Area

A wide, snow-covered landscape is captured with a ski lift rising between pine trees against the backdrop of a dramatic mountain range. The untouched powder and inviting slopes are clearly visible, evoking the thrill of direct ski-in/ski-out access described in the section.
Direct access to legendary slopes—step outside and ride the gondola into a winter wonderland.
A lively winter scene featuring families and children enjoying a variety of snow activities: tubing, dog sledding, snowmobiling, sleigh rides, skiing, snowboarding, ice skating, and gathering around a fire pit. The image radiates excitement and community in a snowy outdoor setting.
Family fun and adventure await—tubing, sledding, snowmobiling, and more for all ages.
An inviting outdoor hot tub on a wooden deck, surrounded by a peaceful winter landscape with mountain views, a wooden façade, and large windows. The seating area nearby suggests a perfect spot for après-ski relaxation while soaking in the scenery.
Unwind in your private hot tub with breathtaking views of the Continental Divide after a day on the slopes.

Epic Winter Adventures at Your Doorstep

Experience the best of ski season with direct ski-in/ski-out access from your private chalet, nestled in the exclusive Bridger's Cache gated community. Easily hit the legendary Mary Jane slopes, then return home for après-ski relaxation in your private hot tub overlooking the Continental Divide. As our guest, enjoy exclusive complimentary daily activities—such as snowmobile adventures, ski and equipment rentals, or tubing sessions—curated to make your family trip exceptional. A heated garage, radiant in-floor heating, and all-ages amenities ensure comfort and convenience, while the chef's kitchen and spacious dining area invite you to gather for hearty post-adventure meals. Please note: 4WD vehicles are required during ski season for safe access.

This lively exterior image captures families and friends engaged in a variety of outdoor summer activities, including rafting, biking, fishing, canoeing, horseback riding, water sliding, and even hot air ballooning, all set amid beautiful mountain and lakeside scenery. The natural landscape is lush and vibrant, reflecting the excitement and diversity of summer adventures available in the area.
Adventurous days await with rafting, biking, and more set against stunning mountain scenery.
This inviting exterior photo features an outdoor seating area nestled among trees, with a hot tub as a focal point. The tranquil setting suggests a space for relaxing after a day of adventure, stargazing from the hot tub, or enjoying morning coffee surrounded by nature.
Unwind in the hot tub or enjoy peaceful moments surrounded by nature on your private patio.
An energetic exterior shot of Cooper Creek Square, showing its distinctive sign, wine shop entrance, outdoor seating area, decorative lighting, and a horse sculpture. The scene captures a festive atmosphere, ideal for shopping, dining, and participating in local events and entertainment.
Discover live music, festivals, and dining at lively Cooper Creek Square in downtown Winter Park.

Summer Thrills, Mountain Views, and Resort Perks

As the snow melts, a world of summer excitement awaits just outside your door. Take advantage of exclusive complimentary adventures and equipment rentals available with your stay—perfect for exploring the mountain landscape in new ways. Enjoy mountain biking at one of the country's premier bike parks at Winter Park Resort, embark on whitewater rafting excursions, or set out on scenic hikes through wildflower meadows and forests (some activities may require additional booking or fees; please inquire for details). Watch for local wildlife from your private deck, then grill up a feast or unwind in the hot tub under starry skies. Downtown Winter Park offers lively concerts, festivals, and dining just a short drive away, ensuring every member of your group finds their perfect summer escape.

The image showcases the chalet's wooden exterior with expansive windows revealing cozy living room furniture inside. The backdrop features sweeping Rocky Mountain views, offering an immediate connection to the natural environment and capturing the retreat's immersive location.
Bask in panoramic Rocky Mountain views right from the chalet's inviting deck and living spaces.
An energetic exterior collage featuring guests enjoying activities such as rafting, skiing, wine tasting, golfing, horseback riding, and savoring ice cream, all with stunning mountain scenery as a backdrop. This image encapsulates a diverse range of year-round outdoor adventures and resort-style amenities.
Experience year-round adventure—from thrilling river rafting in summer to memorable ski days in winter—all steps from your chalet.
An inviting home office setup with a desk and lamp positioned in front of large windows that frame breathtaking mountain views. Warm wooden ceilings and thoughtfully placed artwork create a productive yet serene workspace.
Boost creativity and productivity in a dedicated office with inspiring mountain vistas.

All-Season Retreat for Work and Play

Blend productivity with inspiration in a chalet designed for both executive retreats and remote work. Take advantage of the dedicated home office with printer and fast WiFi, then step onto the deck for panoramic Rocky Mountain views—a natural setting that sparks creativity and collaboration. With exclusive access to resort-style amenities, including daily complimentary activities and a curated selection of outdoor adventures, your team can unwind together—whether that means enjoying mountain excursions in summer or winter sports in the colder months. The spacious great room, home theater, and gourmet kitchen make this property ideal for brainstorming, team meals, and bonding—all within a private, serene environment.

This exterior image features a well-appointed patio area with a hot tub, outdoor seating, a grill, and large windows looking into the home. The inviting setup is perfect for family relaxation or socializing after a day of adventures, and the warm lighting suggests a cozy, secure environment.
Enjoy family time soaking in the hot tub or sharing a sunset barbecue on the welcoming patio.
This dynamic collage-style image showcases a variety of family experiences, including spa services, food delivery, skiing, bonding activities, cooking, and festive holiday decorations. The image captures a sense of joyful togetherness, with multiple scenes of parents and children engaged in memorable activities.
Endless family fun: from ski adventures to festive celebrations, every moment is filled with joy.

Family-Focused Fun and Entertainment

This chalet is thoughtfully designed with families in mind. From a fully equipped chef’s kitchen perfect for shared meals to a dedicated home theater with a 90" HD Smart TV for movie nights, there’s something for everyone. Young children are cared for with a portable crib and booster chair, while older kids and adults can enjoy board games or stream their favorite shows together after a day outdoors. Spacious bedrooms and premium bedding guarantee comfort for large groups, while the secure, gated neighborhood provides peace of mind for families.

An outdoor amphitheater with a curved roof structure, stone facade, and stage area set against a scenic backdrop. The space is designed for community events, concerts, and gatherings, embodying the festive spirit of downtown Winter Park.
Live performances and community celebrations come alive at the scenic Hideaway Park Amphitheater.
A lively downtown scene with string lights overhead, decorative stars, a stone fountain, and inviting seating areas. The atmosphere suggests festive socializing, evening strolls, shopping, and dining—hallmarks of a bustling, welcoming downtown.
Enjoy cheerful evenings, unique shopping, and festive dining in the heart of downtown Winter Park.
A colorful indoor pool area featuring a winding water slide, a playful mural, and children enjoying the water. The setting is bright, energetic, and family-friendly, conveying the fun amenities at the Grand Park Rec Center.
Thrilling waterslides and family fun await at the Grand Park Rec Center, a favorite for all ages.

Year-Round Downtown and Local Attractions

No matter the season, Winter Park’s downtown is alive with activities: shop for local art, enjoy farm-to-table dining, or attend vibrant concerts at Hideaway Park Amphitheater. Families and adventurers alike will love the Grand Park Rec Center’s pools, waterslides, climbing wall, and fitness amenities. In the off-season (spring/fall), while the resort base closes, these downtown experiences remain open and easily accessible, ensuring your group always has options for entertainment, relaxation, and exploration.

Property Amenities All Essentials Included

Facilities & Security

Self Check-in/Check-out

Outdoor Space: Balcony, Patio

Free Parking: Garage

Comfort & Lifestyle

Hair Dryer

Ice-maker

High Chair

Library

Tennis Courts

Onsite Concierge

Dishwasher

Toaster

Clothes Washing Machine

Clothes Dryer

Stove

BBQ Grill

Home Gym

Pool: Community, Heated, Indoor

Hot Tub

Sauna

TV

Laundry Basics: Clothes Dryer, Ironing Board & Iron, Clothes Washing Machine

Oven

EV Charging

Standard Essentials

This property includes a full set of standard essentials (such as towels, bed linens, basic cooking and cleaning supplies).

Ready to Book Your Stay?

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Cancellation Policy: Standard

Cancelation Policy

You can cancel this Vacay and get a Full refund up to 14 days prior to arrival

Important Information

Check-in and Check-out Procedures

  • Door pad for keyless secure entry with 24 hour check in.
  • Self Check-in/Check-out available.

Property Access

  • The Bridger's Cache neighborhood is a ski-in/out community.
  • A layer of hard pack snow is intentionally left on driveway and neighborhood roads which can make getting out of driveways and exiting the neighborhood challenging without the appropriate vehicle/tires.

Policies and Rules

  • No smoking allowed.
  • Minimum age: 25 years.
  • Children allowed.
  • No events allowed.
  • No pets allowed.

Parking Information

  • There is parking for a max of 5 vehicles at the property.
  • Free parking available on site.
  • 4-wheel drive is strongly recommended for this property during ski season.

Utilities and Amenities Access

  • Free wireless high-speed internet is included.
  • The majority of the properties in the Winter Park area do not have A/C due to the cooler climate.
  • Bed linens and towels provided.
  • Washer and dryer available.
  • Dishwasher, stove, oven, and toaster available.
  • High chair available.
  • Library and tennis courts available.
  • Onsite concierge available.
  • Balcony and patio available.
  • Community, indoor, and heated pool available.
  • Hot tub and sauna available.
  • Hair dryer available.
  • Smoke alarm and carbon monoxide detector present.

Other Critical Details

  • STR License #019930
  • The resort base closes during the off seasons in the spring and fall but the downtown area remains open year round.