Ski-In/Out Chalet with Hot Tub, Game Room & Complimentary Adventures

Welcome to Chalet 277, a spacious 4-bedroom, 4.5-bath mountain retreat located in Winter Park’s exclusive ski-in/ski-out community at Mary Jane. Designed for families, adventure seekers, and groups, this private home blends the comforts and privacy of a large residence with resort-style perks—such as complimentary daily adventure activities and equipment rentals. Accommodating up to 16 guests, Chalet 277 features expansive gathering spaces, luxury finishes, kid-friendly amenities, and year-round outdoor relaxation. Whether you’re skiing in winter or exploring mountain trails in summer, Chalet 277 offers a unique Colorado experience for every season.

16 16 guests
4 4 bedrooms
4.5 4.5 bathrooms
Winter Park Winter Park, Colorado
The hero image showcases the luxurious exterior of a mountain chalet surrounded by towering trees, with expansive windows reflecting a vibrant sunset sky. The spacious porch invites guests to unwind while soaking in breathtaking mountain views, and the yard is perfectly set up for outdoor dining and family barbecues.
Unwind in mountain luxury—watch sunsets from your private porch, host unforgettable barbecues, and savor serene moments surrounded by Colorado’s natural beauty.

Ski-in/out access at Mary Jane, large chalet for up to 16, private hot tub and game room, chef’s kitchen, exclusive complimentary adventure activities.

The Heart of the Chalet: Gathering & Culinary Excellence

Features

  • • Expansive windows
  • • Fireplace
  • • Professional-grade kitchen appliances
  • • Wine fridge
  • • Granite island
  • • Large dining area
  • • Locally roasted gourmet coffee
  • • Artisanal finishes
  • • Open-concept connection to kitchen and dining
  • • Flows into great room

Step into the soaring great room, where expansive windows frame beautiful Rocky Mountain views and crackling fires invite friends and family to linger. The open-concept design flows seamlessly into the chef’s kitchen, complete with a professional-grade appliance suite, wine fridge, and a sprawling granite island perfect for sharing stories over morning coffee or après-ski snacks. The adjacent dining area—with seating for a crowd—sets the stage for festive meals and laughter-filled evenings. Every detail, from the locally roasted gourmet coffee to the artisanal finishes, delivers both warmth and sophistication, making this the true heart of your Rocky Mountain retreat.

A spacious great room featuring a large stone fireplace, a stylish chandelier, comfortable seating, and expansive windows showcasing breathtaking mountain views. The room’s wooden beams and warm lighting add rustic charm, while the cozy seating arrangement invites guests to relax and enjoy the scenery or gather around the fire.
Soaring great room with a stone fireplace and panoramic mountain views—perfect for gathering and relaxing.
A modern kitchen centered around a large granite island with seating, flanked by professional stainless steel appliances and dark wood cabinetry. Pendant lights cast a welcoming glow, and the open design facilitates both culinary creativity and social interaction.
Chef’s kitchen with a sprawling granite island and professional-grade appliances—ideal for culinary adventures and casual conversation.
A sophisticated dining area featuring a large table set beneath a striking chandelier, with a fireplace adding warmth and expansive windows framing scenic outdoor views. The space is arranged for larger gatherings and festive meals, offering both elegance and comfort.
Elegant dining area with fireplace and mountain views—setting the scene for laughter-filled evenings and festive feasts.

Entertainment Haven: Game Lounge & Family Fun

Features

  • • Pool table
  • • Arcade games
  • • Pinball machine
  • • Large smart TV
  • • Bar area
  • • Board games
  • • Cozy lounge seating
  • • Accessible from main living area
  • • Flows to outdoor patio

Descend to the lower level and discover a haven designed for joy and togetherness. Here, friendly rivalries unfold at the pool table or over retro arcade games and pinball. A plush lounge area with a giant smart TV beckons movie marathons or quiet relaxation. The bar area is perfect for casual gatherings, while family-friendly touches—from board games to cozy seating—ensure guests of all ages find something to love. This is the ultimate space for bonding, laughter, and endless entertainment, rain or shine.

This image captures a vibrant game room with a pool table as the centerpiece, an arcade machine standing against the wall, a kitchenette for snacks or drinks, and large windows letting in natural light. The setup encourages friendly competition and socializing, embodying the spirit of a multi-use entertainment space.
Game room excitement: Pool table, arcade action, and a snack-ready kitchenette create an entertainment hotspot for all ages.
A bright, inviting game lounge featuring a sleek pool table, generous windows with outdoor views, and a kitchenette area in the corner, perfect for prepping snacks and drinks. The room radiates casual fun and sets the stage for group activities.
Lively pool lounge: Gather around the pool table for friendly matches and celebrate victories with refreshments nearby.
A plush sectional sofa and bean bag chairs face a large wall-mounted smart TV, creating an irresistibly cozy lounge area. Wooden beams accent the ceiling, and the spacious setup invites movie marathons, board game tournaments, or relaxed family hangouts.
Ultimate movie and game lounge: Sink into comfy seating for movie nights or board games with the whole family.

Private Mountain Retreats: Sleep, Recharge, Repeat

Features

  • • King and queen suites
  • • Bunk rooms
  • • Ensuite bathrooms
  • • Pack-and-play
  • • Premium toiletries
  • • Private bedrooms connect to bathrooms
  • • Quiet zones away from entertainment spaces

Each bedroom is a sanctuary of comfort and style, from the king and queen suites with their sumptuous bedding to the cleverly designed bunk rooms that make bedtime an adventure for kids. Multiple ensuite bathrooms, a dedicated pack-and-play for little ones, and premium toiletries ensure every guest enjoys added comfort. Whether you’re seeking a quiet place to read or need space for a whole family, this layout delivers privacy and flexibility for groups of all shapes and sizes.

A tranquil bedroom featuring a bed with crisp white bedding, complemented by wooden furniture and a desk with a chair. The decor includes tasteful wall art, and natural light streams in, highlighting the inviting and restful atmosphere. The space is versatile, suitable for both relaxation and quiet activities like reading or working.
A serene suite perfect for restful nights or catching up on a good book, with plush bedding and an inviting ambiance.
A cozy bunk room with built-in bunk beds adorned with plaid bedding and warm wooden wall accents. The space feels playful yet inviting, perfect for children to enjoy memorable sleepovers, bedtime stories, or quiet reading.
The ultimate bunk room—where bedtime becomes an adventure for kids and comfort is never sacrificed.
A luxurious bathroom highlighted by a glass shower enclosure, elegant marble walls, and a window that lets in natural light. The space exudes a spa-like tranquility, encouraging relaxation and self-care routines.
Spa-inspired bathrooms offer refreshing showers and relaxing escapes after long days in the mountains.

Alpine Outdoor Oasis: Decks, Patio & Hot Tub Serenity

Features

  • • Gas fire pit
  • • Spacious deck and patio
  • • Professional-grade grill
  • • Private hot tub
  • • Mountain and valley views
  • • Wildlife sightings
  • • Direct access from main living areas
  • • Connection to ski-in/ski-out trail

Step outside to your private slice of the Rockies. The sprawling patio and deck invite you to gather around the gas fire pit for stargazing or toast s’mores with loved ones. A professional-grade grill stands ready for open-air feasts, while the secluded hot tub, nestled among towering pines, promises restorative soaks after days of adventure. Uninterrupted views and abundant wildlife sightings offer scenic beauty in every season, and ski-in/ski-out access puts the mountain at your doorstep when the snow falls.

This image captures a secluded hot tub surrounded by towering pines and set against a stunning sunset sky, with guests relaxing in the warm water. The serene natural setting highlights the forest backdrop and tranquil atmosphere, ideal for unwinding after outdoor adventures.
Soak in the secluded hot tub surrounded by forest, perfect for stargazing and relaxation after a day on the mountain.
The scene features a cozy outdoor seating area with hanging chairs positioned around a glowing gas fire pit, all set with a view of the forest. The atmosphere is tranquil and intimate, inviting guests to gather for s'mores, storytelling, or stargazing in a secluded setting.
Gather around the glowing fire pit for s’mores and stories beneath the stars.
A spacious patio area is furnished with a dining table, grill, and comfortable seating, all oriented to capture sweeping mountain views. The scene evokes the enjoyment of outdoor dining, barbecuing, and relaxed socializing against a dramatic natural backdrop.
Dine al fresco with mountain views, where open-air feasts and unforgettable sunsets await.

Explore the Area

A cluster of snow-covered cabins nestled among dense pine trees, with ski slopes visible in the background. The landscape is tranquil, evoking the quiet beauty of a winter mountain retreat, and hints at direct access to skiing right from the door.
Step into a snowy paradise—ski slopes and cozy cabins await just outside your door.
People enjoy a range of winter activities including tubing, dog sledding with Siberian huskies, snowboarding, horse-drawn sled rides, skiing, and skating. Children and families are present, embodying the fun and excitement of outdoor winter recreation.
Experience exhilarating winter activities for the whole family—ski, sled, skate, and more!
A welcoming exterior view of a chalet-style home featuring large wooden beams, expansive glass windows, stone pillars, and an inviting outdoor seating area. The setting glows with the warmth of sunset, suggesting a cozy retreat after a day on the slopes.
Unwind on the porch after a day on the slopes—luxury meets mountain charm.

Winter Wonderland: Ski-In/Ski-Out Adventure

Perfect for: Luxury Family Groups, Adventure Enthusiasts & Outdoor Groups, Multi-Generational Gatherings

Step directly from your door onto the ski trail and experience the ultimate convenience of ski-in/out access near the base of Mary Jane. Spend your days carving fresh powder at Winter Park Resort, then return to your luxurious chalet for hot cocoa by the fire or après-ski relaxation in the private hot tub. The heated garage and secure gear storage keep your equipment ready for tomorrow’s snowy adventures, while radiant in-floor heating ensures you’ll always return home to cozy comfort. For families and groups, the game room and spacious living areas offer the perfect après-ski entertainment.

Tip: 4-wheel drive is recommended in winter due to intentionally maintained snowpack in the neighborhood—true mountain living for the ultimate Colorado experience!

A vibrant collage of outdoor adventure activities, including white-water rafting on a rushing river, skiers navigating snowy slopes, horseback riders in scenic meadows, and golfers teeing off against a mountain backdrop. Plates of food and beverages suggest après-adventure relaxation and local flavors.
Dive into adventure: White-water rafting, skiing, horseback riding, and local cuisine await during your stay.
An energetic outdoor scene featuring families and friends partaking in water sports, fishing, biking along scenic trails, rafting down spirited rapids, and soaring in a hot air balloon. The lush landscape and smiling faces evoke a sense of joy, camaraderie, and exploration.
Unforgettable group adventures: From biking and rafting to fishing and hot air balloon rides, there's excitement for everyone.
A breathtaking winter landscape with ski lift gondolas ascending snow-covered mountains, flanked by frosted trees and wide, open slopes. The scene is serene yet adventurous, inviting guests to explore the Rockies in wintertime.
Winter wonderland: Skiing, snowboarding, and snowshoeing with stunning mountain views are steps from your door.

Exclusive Complimentary Adventures: Curated for You

Perfect for: Adventure Enthusiasts & Outdoor Groups, Corporate Retreats, Luxury Family Groups

Your stay includes an unparalleled lineup of complimentary daily activities and equipment rentals curated by Winter Park Escapes. In winter, embark on guided snowmobile rides or try snowshoeing for a new way to explore the Rockies. As the seasons change, complimentary white water rafting, mountain biking, and fishing gear ensure every guest can discover their perfect adventure. This unique program combines the privacy and space of a luxury home with resort-style perks—ideal for guests seeking value, convenience, and memorable group experiences.

Ask about the full list of activities and discounts available exclusively to guests of Chalet 277!

This image captures the distinctive curved roof structure and stone wall of the Hideaway Park Amphitheater's stage area, set outdoors. The scene is designed for gatherings, concerts, and community events, conveying a sense of vibrant, communal entertainment that ties into the nearby attractions mentioned in the section.
Experience live concerts and community events at Hideaway Park Amphitheater, just minutes from Chalet 277.
The Cooper Creek Square sign is visible alongside a wine shop sign, an outdoor seating area, and a horse sculpture. This bustling exterior scene highlights shopping, dining, and arts in downtown Winter Park, with a lively and festive air.
Stroll through downtown Winter Park’s Cooper Creek Square for shopping, dining, and local art.
An inviting outdoor living space features red seating and a coffee table positioned to enjoy sweeping mountain and tree views. The setting is ideal for socializing, relaxing, and connecting with nature.
Relax on the Chalet’s outdoor patio with breathtaking mountain views, perfect for group gatherings and morning coffee.

Family Fun & Group Bonding: Onsite & Nearby Entertainment

Perfect for: Large Family Groups, Multi-Generational Gatherings

With room for up to 16 guests, Chalet 277 is ideal for family reunions, milestone celebrations, or group getaways. Enjoy nightly tournaments at the pool table, arcade machine, or pinball, and stream a movie marathon on the multiple 4K smart TVs. For younger guests, kid-friendly amenities, bunk beds, and a safe forested setting offer comfort and excitement. Venture into downtown Winter Park for shopping, dining, concerts at Hideaway Park Amphitheater, and year-round events. The Grand Park Rec Center offers swimming, rock climbing, and play areas for all ages, just a short drive away.

The spacious kitchen and dining areas make home-cooked meals and group feasts a breeze—don’t forget to try locally roasted gourmet coffee each morning!

This image showcases the chalet's wooden exterior nestled within a lush forest setting. Large windows invite natural light, and a balcony offers a vantage point for enjoying the views. The scene is set during sunset, with a warm sky and guests relaxing outdoors, possibly around a fire pit or stargazing.
Unwind on the balcony or gather around the fire pit as the sun sets over the secluded forest.
The chalet’s stone facade is framed by vibrant yellow foliage, with expansive windows hinting at the cozy interior. The evening sky above adds dramatic flair, while the setting suggests ample space for outdoor gatherings, nature walks, and wildlife encounters.
Experience breathtaking sunsets and wildlife encounters just steps from your door.
A lively downtown scene featuring string lights, decorated buildings, and a stone fountain. Guests stroll, dine outdoors, and shop, highlighting the vibrancy of the local area—even in the off-season.
Discover the lively charm of downtown, filled with festive lights and year-round activities.

Rocky Mountain Relaxation: Wildlife, Nature, and Scenic Wonders

Perfect for: All Groups Seeking Tranquility & Outdoor Beauty

Surrounded by a secluded forest, the chalet offers beautiful views of the Continental Divide and the surrounding valley. Enjoy peaceful mornings spotting wildlife from the deck, or gather around the outdoor fire pit for s’mores under the stars. Explore nearby hiking and biking trails right from your doorstep, or take day trips to Grand Lake and Rocky Mountain National Park for majestic scenery and outdoor adventure. The quiet setting and private outdoor amenities provide a serene backdrop for relaxation, reflection, or connecting with loved ones.

Even in the off-season, the downtown area remains lively, ensuring year-round enjoyment for every guest.

A spacious living room area featuring a grand stone fireplace, comfortable seating, rustic wooden beams, and expansive windows that reveal sweeping mountain views outside. The atmosphere is one of warmth and connection, ideal for group gatherings or relaxing after a day of adventure.
Gather your team in the inviting great room, where mountain views and a crackling fire set the stage for camaraderie and connection.
A modern chef’s kitchen with a large island, stainless steel appliances, hanging light fixtures, and exposed wooden beams. The open layout is designed for group cooking, informal meetings, and celebratory meals.
Cook, collaborate, and celebrate together in the high-end chef’s kitchen—the heart of every memorable retreat.
An open-concept living area with a large leather sofa, coffee table, exposed wooden beams, and a kitchen area—all framed by generous windows letting in natural light and views of the outdoors. The space is perfect for socializing or informal team-building activities.
Open living spaces invite group activities, from team brainstorming to relaxing after an adventure-filled day.

Corporate & Group Retreats: Luxury and Team Building

Perfect for: Luxury Corporate Retreats & Groups

Chalet 277 is the ideal setting for a memorable corporate retreat or group gathering. The high-end chef’s kitchen, spacious living and dining areas, and multiple entertainment zones foster collaboration and camaraderie. Plan team-building adventures using your exclusive access to complimentary local excursions—think white water rafting, guided hikes, or snowmobiling. After a day of activities, unwind in the private hot tub or around the fire pit, taking in expansive mountain views. The blend of hotel-like amenities and private home luxury ensures a productive, inspiring, and unforgettable group experience.

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

Pool Table

Clothes Washing Machine

Clothes Dryer

Stove

BBQ Grill

Home Gym

Pool: Community, Heated, Indoor

Hot Tub

Cable TV

Sauna

TV

EV Charging

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

Oven

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?

Experience the perfect blend of private home comfort and curated adventure—book Chalet 277 today for your next unforgettable Rocky Mountain escape!

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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

  • Self check-in/check-out available with a door pad for keyless secure entry.

Property Access

  • The property is located in the Bridgers Cache neighborhood at the base of the Mary Jane ski resort area, with ski trail access to the Winter Park Resort base village.
  • Bridger's Cache is a ski-in/out community. A layer of packed snow is left on driveways and neighborhood roads, which can make driving conditions challenging without appropriate vehicles/tires during winter months.
  • The home includes a 2-car heated garage.

Policies and Rules

  • No smoking allowed.
  • Minimum age: 25 years.
  • Children allowed.
  • No events allowed.
  • Maximum guests: 16.
  • No pets allowed.

Fees and Payments

  • No reservation fees when booking direct.

Parking Information

  • Parking for a maximum of 5 vehicles on the property.
  • The home includes a 2-car heated garage.

Utilities and Amenities Access

  • Free wireless high-speed internet.
  • Wall-mounted 4K smart TVs throughout the property for streaming online apps.
  • Chef's kitchen with large granite island, professional appliances, wine fridge, and vaulted ceilings.
  • Portable crib, booster chair with tray, and kids' dinnerware provided.
  • Stocked with organic hotel-quality shampoo, conditioner, body wash, and lotion.
  • Private hot tub on the rear patio.
  • Radiant in-floor heating with climate controls; wood and tile floors are heated.
  • Most properties in Winter Park do not have air conditioning due to the cooler climate.
  • Bed linens and towels provided.
  • Clothes washing machine and dryer available.
  • Dishwasher and toaster provided.
  • Cooking basics and space provided, including oven and stove.
  • High chair available.
  • Pool table available.
  • Access to community heated indoor pool, sauna, tennis courts, and library.
  • BBQ grill not listed as available.

Safety and Emergency Information

  • Smoke alarm and carbon monoxide detector installed.
  • 4-wheel drive is strongly recommended during ski season.

Other Critical Details

  • STR license #018950.
  • The resort base closes during off seasons in spring and fall; downtown area remains open year-round.