Chalet with Private Hot Tub, Mountain Views & Complimentary Activities

Luxury Chalet 411 at Bear Trail blends the privacy of a single-family home with exclusive, resort-style perks. Enjoy spacious accommodations for up to 13 guests, a private hot tub with sweeping Rocky Mountain views, and curated complimentary activities through Winter Park Escapes—including seasonal equipment rentals and adventures. Modern amenities and thoughtful family-friendly upgrades make this the perfect base for families, groups, and multi-generational travelers seeking both relaxation and easy access to Winter Park Resort, recreation, and downtown attractions. Please note: Parking is limited to two vehicles in the garage; no exterior parking is available.

13 13 guests
4 4 bedrooms
3.5 3.5 bathrooms
Winter Park Winter Park, Colorado
The image showcases a bright, modern living room with expansive windows framing breathtaking mountain views. A sleek fireplace anchors the space, surrounded by plush seating ideal for relaxing, socializing, or cozying up for movie nights. The room exudes warmth and comfort, with the natural scenery just beyond the glass inviting a sense of peace and escape.
Gather with loved ones by the glowing fire as panoramic mountain views set the scene for unforgettable moments in this luxurious Winter Park chalet.

Private hot tub with mountain views, exclusive complimentary adventures and discounts, spacious accommodations for up to 13 guests, family-friendly upgrades, modern amenities, prime location near Winter Park Resort and downtown.

The Grand Gathering Space: Living, Dining & Entertainment

Features

  • • Open-concept living and dining
  • • Gas fireplace
  • • Rocky Mountain views
  • • HD smart TVs
  • • Soundbars and Bluetooth ceiling speakers
  • • Massage chair
  • • Board games
  • • Flows into chef’s kitchen

Step into a sun-filled retreat where every adventure begins. The open-concept living and dining area is thoughtfully designed for connection—whether you're enjoying movie night, sharing stories around the gas fireplace, or sitting down to a meal at the generous dining table. Large windows highlight sweeping Rocky Mountain views throughout the space. Multiple HD smart TVs, soundbars, and ceiling speakers with Bluetooth connectivity provide the perfect setting for group entertainment—stream music, watch games, or choose from an extensive selection of family-friendly board games. Plush seating and a massage chair offer a relaxing finish to active days. The living area flows seamlessly into the chef’s kitchen, making gatherings effortless.

An expansive open-concept space seamlessly combines the living area, kitchen, and dining zone. Large windows flood the room with natural light and frame panoramic Rocky Mountain views. There’s a comfortable seating area with plush furnishings, a gas fireplace, a wall-mounted flat-screen TV, and a spacious kitchen island, all contributing to a welcoming and social environment.
Bright, open-concept living and dining area with sweeping mountain views—perfect for gathering and entertaining.
A cozy living room scene centers on a modern gas fireplace with a mounted HD television above, surrounded by comfortable sofas and large windows. The setting is ideal for socializing, movie nights, or relaxing after a day of adventure, with ample light and scenic views visible through the windows.
Gather around the fireplace for movie nights or relaxed conversations in the inviting living space.
A sophisticated dining area with a large table sits beneath a stylish chandelier; the space is adjacent to a staircase and designed for group meals, family gatherings, and celebrations. The warm atmosphere and layout encourage togetherness and memorable shared experiences.
Enjoy memorable family dinners and celebrations at the spacious dining table.

Chef’s Mountain Kitchen: Cook, Dine & Gather

Features

  • • Modern appliances
  • • Full cookware set
  • • Kid-friendly dishware
  • • Booster chair
  • • Electric grill
  • • Open to living/dining area
  • • Access to private patio

The fully equipped chef’s kitchen is at the heart of your stay, ready for everything from holiday feasts to quick breakfasts. Modern appliances, sleek countertops, and an array of cookware invite culinary creativity. Family-friendly details include kid-sized glassware and dishware, a booster chair with tray, and plenty of seating for shared meals. The open layout encourages everyone to pitch in and connect. Step outside to your private patio, where an electric grill sets the stage for grilling under the stars and fresh mountain air.

A warm, welcoming kitchen with a spacious island in the center, surrounded by sleek wood cabinetry and stainless steel appliances. Large windows frame breathtaking mountain views, and the space is set for cooking, dining, and entertaining. The island offers plenty of room for meal prep and gatherings, and the layout invites guests to participate in the culinary experience.
The heart of the home—a chef’s kitchen with mountain views and space for everyone to join in.
A contemporary kitchen featuring modern appliances, a sleek kitchen island, and large windows offering stunning mountain vistas. The open design encourages both cooking and socializing, while the inviting atmosphere hints at family gatherings and shared meals.
A fully equipped modern kitchen—perfect for creating memorable family meals and holiday feasts.
A private outdoor patio with an electric grill, Adirondack chair, and a balcony view overlooking the mountains. The setup is ideal for outdoor dining, grilling under the stars, and enjoying the fresh mountain air in a relaxed, inviting environment.
Grill under the stars and dine al fresco on your private patio with mountain vistas.

Private Retreats: Bedrooms & Spa-Inspired Baths

Features

  • • Four bedrooms (2 king suites, 1 queen, 1 twin-over-full bunk)
  • • Queen sofa sleepers
  • • Premium bedding and blackout shades
  • • In-room HD streaming TVs
  • • Upstairs air conditioning
  • • Luxe organic toiletries
  • • Portable crib/pack-and-play
  • • Bedrooms connect to bathrooms and closets

After a day of mountain adventure, retreat to peaceful bedrooms designed for a restful night. Four bedrooms accommodate couples, families, and friends: two king suites, one queen room, and a flexible twin-over-full bunk plus queen sofa sleepers. Premium bedding, blackout shades, and in-room HD streaming TVs help create a relaxing environment. The upstairs bedrooms include air conditioning for extra comfort. Spa-inspired bathrooms feature luxe organic toiletries, designed for a rejuvenating experience. For little ones, a portable crib/pack-and-play and ample closet space are included.

A tranquil bedroom featuring a plush bed adorned with decorative pillows, framed artwork above the headboard, and a wall-mounted HD television. Soft, natural light fills the space, creating a soothing atmosphere ideal for relaxation and unwinding after a day of adventure.
Plush bedding and in-room HD streaming TV set the stage for restful nights and cozy mornings.
A playful and inviting bunk bedroom with a twin-over-full bunk bed, colorful throw pillows, and a staircase with built-in storage. The room exudes a cheerful vibe, ideal for children or families, with ample space for games and reading.
Family-friendly bunk beds create a playful space for kids to unwind and make memories.
A modern, spa-inspired bathroom with a glass-enclosed shower, marble wall tiles, sleek black fixtures, and textured pebble floor tiles. The space is designed for soothing self-care, with light streaming in to enhance the tranquil vibe.
Spa-inspired bathrooms feature marble details and a revitalizing shower for a true retreat experience.
A cheerful bunk bedroom featuring a bunk bed, colorful pillows, a rocking chair, wall art, and a TV. The layout is playful yet comfortable, offering options for families and providing in-room entertainment.
Cozy bunk room with colorful touches, TV, and space for family fun and restful sleep.

Adventure Launchpad: Mudroom, Garage & Hot Tub Oasis

Features

  • • Mudroom and entryway
  • • Secure two-car garage
  • • Private hot tub
  • • Direct access to outdoor adventures

Prepare for Winter Park’s exclusive adventures from the convenience of your own home base. The entryway, mudroom, and secure two-car garage provide storage for ski gear, bikes, and equipment. Please note: The garage fits two standard vehicles only; larger vehicles or those with roof racks may not fit, and there is no exterior parking available. After days of exploring, relax in your private hot tub on the lower deck—keep an eye out for local wildlife or stargaze in the crisp mountain air. Here, you experience the comfort of a private residence alongside perks often reserved for luxury resorts.

A practical, well-organized garage space featuring a visible garage door, built-in storage units, and a bench. The setting is clean and functional, ideal for storing gear or parking vehicles after outdoor adventures.
Spacious two-car garage with ample storage—perfect for all your gear and vehicles.
An inviting hot tub on a deck with sweeping mountain views, comfortable seating, and a peaceful ambiance. The outdoor scene is perfect for relaxing after a day of adventure, with opportunities for stargazing or wildlife watching.
Unwind in your private hot tub with breathtaking mountain views—ideal for stargazing and après-adventure relaxation.
A contemporary exterior shot showing the home's hot tub, modern balconies, and surrounding nature. The image blends the home’s stylish architecture with its connection to the outdoors, highlighting both relaxation and adventure launchpad qualities.
Modern amenities meet mountain serenity—enjoy the hot tub and stunning natural surroundings from your private deck.

Explore the Area

A vibrant winter scene featuring people tubing down snowy slopes, huskies pulling sleds, active snowmobiles, children skiing, and a cozy fire pit where guests warm up after outdoor adventures. The backdrop includes snow-laden trees and happy families enjoying a variety of winter sports.
Thrilling winter adventures await: tubing, dog sledding, snowmobiling, and more for the whole family.
A lively montage of summer activities: children tubing on water, groups white-water rafting, biking through green landscapes, fishing by a pond, and horseback riding. Hot air balloons rise in the background, while bright colors and smiling faces evoke the energy of summer adventures.
Unforgettable summer fun: white-water rafting, mountain biking, and family-friendly adventures under Colorado skies.
A bustling downtown scene featuring the Cooper Creek Square sign, inviting outdoor seating areas, a wine shop, and a modern sculpture. People enjoy shopping, dining, and gathering in a lively atmosphere with vibrant colors and clear weather.
Explore downtown Winter Park's year-round shopping, dining, and entertainment just minutes from your chalet.

Year-Round Adventure Awaits: Exclusive Complimentary Activities

As a guest of Luxury Chalet 411, you enjoy a unique blend of private home comfort and resort-style perks with exclusive complimentary adventures curated by Winter Park Escapes. Take advantage of free daily activities and equipment rentals—snowmobile and ski rentals in the winter, and exciting white water rafting or mountain biking excursions in the summer. These thoughtfully included experiences make every visit memorable for families, groups, and value-conscious travelers. Please note: Some activities and resort amenities are seasonal and may not be available during spring and fall off-seasons, but downtown Winter Park's shops and dining remain open year-round.

This image captures a lively indoor swimming facility, featuring children playing on water slides and enjoying the swimming pool. The space is colorful and energetic, with a mural on the wall adding visual interest. The joyful activities of kids highlight family-friendly recreation options.
Splash into fun! The Grand Park Rec Center's pools and slides offer endless entertainment for kids and families.
An inviting outdoor hot tub sits on a balcony overlooking stunning mountain views. The warm water, surrounded by wooden chalets and natural beauty, hints at relaxation after a busy day of activities. The atmosphere is tranquil and luxurious, ideal for unwinding as a group.
Relax and reconnect in your private hot tub with breathtaking mountain views—the perfect end to a day of family adventures.
A spacious, comfortable living area with large windows, a cozy sofa, a comfortable chair, and cheerful wall art. The room is bright and welcoming, set up as an ideal spot for board games, movies, or relaxed family gatherings.
Gather in the inviting living space for family game nights, movie marathons, or memorable conversations.

Family Fun & Comfort for All Generations

At Bear Trail, thoughtful family-friendly upgrades ensure every generation has a great stay. Discover kid-friendly amenities like a portable crib/pack-and-play, booster seat, board games, puzzles, and child-safe dishware. The nearby Grand Park Rec Center features swimming pools, a waterslide, indoor gym, rock climbing, and a children's playground—ideal for active families. For evening entertainment, The Foundry offers bowling, movies, and pizza, perfect for group outings. After a day of adventure, unwind together in your private hot tub or gather for games in the spacious living area, making the chalet a welcoming spot for multi-generational vacations.

A vibrant exterior collage showing people actively participating in outdoor adventures such as skiing, white-water rafting, horseback riding, golfing, and ice skating. The image also features the Winter Park Escapes logo and varied outdoor scenes showcasing the range of activities available in the area.
Experience year-round adventure—skiing, rafting, horseback riding, and more await just minutes from your door.
A panoramic view of snow-covered slopes beneath a ski lift, with frosted trees and distant mountains under an adventurous sky. The scene is full of energy, evoking the thrill of skiing, snowboarding, and snow sports in a beautiful high-altitude setting.
Hit the slopes at Winter Park Resort—ski lifts and fresh powder are just moments away.
An inviting exterior view from the chalet’s balcony, overlooking a tranquil stretch of forest and sweeping mountain views. The balcony seating suggests a perfect spot to unwind and enjoy the surrounding natural beauty after a day of adventure.
Unwind on the balcony with stunning mountain vistas and peaceful forest views after a day of exploration.

Outdoor Adventure Hub: Steps from Trails and Slopes

Enjoy the chalet’s prime location just minutes from Winter Park Resort, renowned for world-class skiing, snowboarding, and summer mountain biking. Hiking and biking trails begin right behind the home, offering daily opportunities for outdoor excitement. Quick access to the resort via local lift buses places you at the heart of snow sports, tubing, hiking, and ice skating. Groups of friends and adventure lovers can relax after active days in the private hot tub or in the living room with soundbar and streaming entertainment. Please note: Some resort base amenities may be limited in spring or fall, but there are plenty of year-round activities nearby.

This image captures a sweeping, serene landscape of snow-capped mountains bordered by dense evergreen trees beneath a clear blue sky. The scene is evocative of the dramatic natural beauty found in Rocky Mountain National Park and the Grand Lake area, inviting viewers to imagine themselves hiking, birdwatching, or simply soaking in the view.
Stunning snow-capped peaks and evergreen forests—nature's grandeur on full display.
An outdoor seating area nestled among tall trees provides a peaceful place to relax, with a clear view of distant mountains. The arrangement suggests opportunities for wildlife observation, sunrise or sunset watching, and tranquil moments after a day of exploring.
Unwind on the patio with panoramic mountain views and peaceful forest surroundings.
A bright, open interior showcases a kitchen island, a living area with a cozy fireplace, and expansive windows revealing stunning mountain views. The scene radiates warmth and comfort, hinting at evenings spent relaxing by the fire after a day of outdoor exploration.
Gather around the fireplace or gaze at mountain vistas from the comfort of your chalet.

Scenic Escapes: Grand Lake and Rocky Mountain National Park

For breathtaking vistas and peaceful retreats, take a scenic 30-minute drive to Grand Lake or Rocky Mountain National Park. Revel in wildlife spotting, lakeside strolls, and unforgettable mountain landscapes—appealing to guests of all ages. After your outdoor adventures, return to panoramic views from your chalet’s windows or patio, and gather around the cozy fireplace for a relaxing evening.

A warmly lit exterior scene featuring decorative string lights, a gently flowing stone fountain, and the facade of a building that suggests a welcoming downtown environment. The space is lively and inviting, perfect for evening strolls, dining, and social gatherings.
Downtown Winter Park comes alive with festive lights and vibrant outdoor spaces, ideal for evening dining and socializing.
An exterior view of a modern event center with a distinctive curved roof, stone facade, and visible signage indicating its community function. The setting hints at concerts, festivals, and local gatherings under open skies.
Hideaway Park amphitheater hosts concerts and events that bring the community together year-round.
A sleek, contemporary exterior showing modern rooftops set against a stunning mountain backdrop. The setting is serene yet close to nature, suggesting proximity to both the outdoors and the amenities of town.
Modern mountain architecture meets breathtaking views, placing you steps from both adventure and downtown excitement.

Downtown Winter Park: Dining, Shopping, and Events

Just a 2-minute drive away, downtown Winter Park offers a range of mountain restaurants, boutique shopping, local breweries, and year-round events. Hideaway Park amphitheater concerts, art fairs, and nightlife provide plenty of options for entertainment off the slopes. Enjoy the privacy and comfort of your chalet while remaining close to the excitement of town.

This exterior image features the chalet nestled in a lush forest, with a clear view of the mountains and outdoor seating visible. The scene exudes a tranquil and inviting atmosphere, situating the chalet in its natural context and hinting at the property's immediate surroundings.
Nestled in the heart of nature, Chalet 411 offers stunning mountain views and serene outdoor spaces.
An exterior deck view looking out to the surrounding mountains and trees, with deck chairs poised for relaxation. The image highlights the immediate outdoor environment and the chalet's connection to the natural landscape, creating a peaceful first impression for visitors.
Take in breathtaking mountain views and peaceful mornings right outside your door.

Parking Made Simple: Know Before You Go

Please note: Chalet 411 accommodates a maximum of two vehicles, both of which must fit in a small garage (larger vehicles with roof racks may not fit). There is no additional parking outside the garage. For groups with more than two vehicles or larger cars, we recommend coordinating carpools or using local shuttles for a stress-free stay.

Property Amenities All Essentials Included

Facilities & Security

Self Check-in/Check-out

Outdoor Space: Patio

Free Parking: Garage

Comfort & Lifestyle

Hair Dryer

Ice-maker

High Chair

Tennis Courts

Onsite Concierge

Landline

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).

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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 is available.
  • Door pad for keyless secure entry. 24-hour check-in.

Policies and Rules

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

Maximum Occupancy

  • Maximum guests: 13.
  • Bedrooms: 4.
  • Beds: 7 (2 king, 1 queen, 1 double, 3 single).
  • Bathrooms: 3.1.

Parking Information

  • Garage parking for 2 vehicles. Larger vehicles and vehicles with roof racks may not fit in the garage. Both vehicles must be parked in the garage; there are no additional parking options outside the garage.

Utilities and Amenities Access

  • Free high-speed wireless internet.
  • TVs with streaming capability in each bedroom.
  • Wall-mounted HD smart TVs with app streaming (Netflix, YouTube, Hulu).
  • Ceiling speakers with Bluetooth capability on main level.
  • Air conditioning in upstairs bedrooms. (Note: Most properties in Winter Park do not have A/C due to the cooler climate.)
  • Fully equipped kitchen with cooking basics, stove, oven, dishwasher, toaster, and ice-maker.
  • Massage chair.
  • Board games and puzzles available.
  • Locally roasted coffee.
  • Portable crib and high chair (booster chair with tray).
  • Shampoo, conditioner, body wash, and lotion provided.
  • Gas fireplace.
  • Electric grill.
  • Private hot tub on lower level deck.
  • Bike storage.
  • Towels and bed linens provided.
  • Hair dryer available.
  • Clothes washing machine and dryer, ironing board and iron.
  • Patio outdoor space.
  • Tennis courts access.
  • Onsite concierge.
  • Landline telephone available.
  • Sauna access.
  • Community heated indoor pool access.

Safety and Emergency Information

  • Smoke alarm and carbon monoxide detector installed.

Other Critical Details

  • STR License #024262.
  • The resort base closes during off-seasons (spring and fall), but the downtown area remains open year-round.
  • For a complete list of discounts and optional services, visit our website.