Downtown Condo with Clubhouse Pool, Hot Tub & Free Adventures

Stay at the heart of Winter Park in this spacious, resort-style 2-bedroom condo offering private living with premium amenities. Enjoy access to a heated pool, hot tub, gym, and entertainment spaces at the Trailhead Lodge Resort clubhouse. Complimentary curated adventure activities and equipment rentals are included in your stay, setting this property apart for families, adventurers, and pet owners. With flexible sleeping arrangements, luxury finishes, family and pet amenities, and a walkable location near dining, shopping, and events, this condo delivers a vacation experience designed for convenience and comfort in every season.

8 8 guests
2 2 bedrooms
2 2 bathrooms
Winter Park Winter Park, Colorado
The image showcases a cozy and inviting living area inside a luxury condo, featuring a glowing fireplace as the focal point. Comfortable seating surrounds a wooden table, and modern artwork adds an elegant touch to the space. The scene radiates warmth and relaxation, perfect for unwinding after a day of mountain adventures.
Gather your crew around the crackling fireplace in this elegant Winter Park retreat, where warmth, comfort, and mountain style welcome you home after a day of adventure.

Complimentary daily adventure activities, downtown Winter Park walkable location, resort-style clubhouse with pool and hot tub, premium family and pet amenities, luxury 2-bedroom condo with flexible sleeping options.

Mountain-Modern Gathering Space

Features

  • • Gas fireplace
  • • 50" HD smart TV
  • • Board games
  • • Gourmet coffee
  • • Granite countertops
  • • Premium appliances
  • • Open concept: connects living, dining, and kitchen

Step into the heart of your Winter Park retreat, where the open-concept living area fuses mountain charm with contemporary style. Sink into the plush sofa by the custom stone gas fireplace, stream your favorite shows on the 50" HD smart TV, or challenge loved ones to a board game marathon—all while taking in the elegant décor and natural light. The seamless flow between the living room, dining area, and chef’s kitchen creates a sociable hub perfect for family laughter, shared meals, and unwinding after adventure-filled days. Locally roasted gourmet coffee awaits in the fully stocked kitchen, where granite countertops and premium appliances inspire delicious feasts, and a round dining table invites everyone to gather for mountain stories and hearty dinners.

A cozy living room featuring leather sofas arranged around a wooden coffee table, with a striking fireplace as the centerpiece and artwork adorning the wall. Warm natural light fills the space, inviting guests to relax and socialize.
Gather around the elegant fireplace and unwind on plush leather sofas in the inviting mountain-modern living room.
An open-concept space showcasing a granite-topped kitchen island, pendant lights, a stone-accented fireplace, wood cabinetry, and a dining area seamlessly connected to the living space. The setting is warm and sociable, ideal for meals and gatherings.
Enjoy seamless flow from kitchen to dining to living, all in a warm, stylish setting ideal for family connection.
A spacious dining area with a wooden table, kitchen island, wall cabinetry, stainless steel appliances, and an elegant chandelier. The setup encourages shared meals, cooking together, and memorable family gatherings.
Dine together at the stylish table or cook in a chef-inspired kitchen equipped for memorable feasts.

Private Retreats for Rest & Rejuvenation

Features

  • • King bed with luxury linens
  • • Ensuite bath
  • • Bunk beds
  • • Queen Murphy bed
  • • Sofa sleeper
  • • Pack-and-play crib
  • • Booster chair
  • • Premium organic toiletries
  • • Bedrooms connect to living spaces and bathrooms

After a day of Rocky Mountain excitement, retreat to thoughtfully designed bedrooms that cater to every group, from families to couples and friends. The primary suite features a king bed with luxury linens and ensuite bath, while the versatile bunk room accommodates little adventurers or extra guests. The queen Murphy bed and sofa sleeper in the living area offer flexible sleeping options, and a pack-and-play crib plus booster chair ensure even your smallest travelers have many of the comforts of home. Premium organic toiletries and sumptuous bedding make every night blissful, promising a restful recharge for tomorrow’s adventures.

A serene bedroom featuring a large bed with decorative pillows, a sizeable dresser, an armchair set near a window draped with curtains, and calming wall art. The room exudes comfort and tranquility, ideal for relaxation after a day of adventure.
Unwind in the inviting primary suite, complete with a plush king bed and tranquil decor for a restful night’s sleep.
A cozy bunk room with a sturdy bunk bed, decorative snowshoes mounted on the wall, and a nightstand with a lamp. The playful yet restful ambiance makes it suitable for children or extra guests seeking a fun and comfortable stay.
The bunk room offers a whimsical and welcoming space, perfect for little adventurers or extra guests.
A versatile living space featuring a Murphy bed cleverly integrated into the room, decorative artwork, warm wood accents, and an open doorway leading to another room. The setup maximizes flexibility without sacrificing style.
Flexible living arrangements with a stylish Murphy bed ensure every guest enjoys a comfortable night’s rest.
A modern bathroom with granite countertops, a large mirror, neatly stacked towels, and a spacious bathtub. The setting is bright and inviting, ideal for indulging in soothing self-care routines.
Refresh and rejuvenate with premium organic toiletries and a luxurious bath after each day’s adventures.

Resort-Style Clubhouse Indulgence

Features

  • • Heated outdoor pool
  • • Hot tub
  • • Outdoor gas firepit
  • • Theatre area
  • • Full gym
  • • Entertainment kitchen
  • • Game room
  • • Clubhouse amenities accessible via short walk

Beyond your private condo, the Trailhead Lodge Resort clubhouse enhances your stay with amenities typically found in upscale resorts—but with the intimacy and flexibility of your own home. Unwind in the heated outdoor pool or hot tub as you stargaze, gather around the outdoor gas firepit with new friends, or enjoy a family movie night in the theatre area. Fitness enthusiasts will love the full gym, while the entertainment kitchen and game room invite socializing and friendly competition. All this, just steps from your front door, means there’s something for all ages and interests in every season.

This image showcases a beautiful heated outdoor swimming pool surrounded by lounge chairs and lush trees, with adjacent buildings visible in the background. The space suggests an inviting area for swimming, sunbathing, and poolside relaxation.
Take a sunset swim or lounge poolside in the inviting heated outdoor pool, just steps from your front door.
An exterior scene featuring a stylish outdoor fire pit area surrounded by comfortable seating, a barbecue area, and attractive landscaping. The communal atmosphere is designed for social gatherings, relaxation, and enjoying evenings outdoors.
Gather with friends around the glowing outdoor fire pit for memorable evenings under the stars.
A state-of-the-art gym equipped with weightlifting benches, dumbbell racks, mirrored walls, and various exercise equipment. The space is bright, modern, and designed for both individual workouts and group fitness sessions.
Achieve your personal best in the clubhouse’s fully equipped fitness center.
A stylish game room featuring a pool table, large windows with plenty of natural light, and French doors that open to the outside. The space invites guests to enjoy friendly competition and social hangouts in a relaxed setting.
Challenge friends to a game of pool or unwind in the relaxed game room atmosphere.

Adventure Launchpad & Pet Paradise

Features

  • • Private patio
  • • Pet amenities (dog bed, bowls)
  • • Complimentary adventures
  • • Flexible sleeping
  • • Baby gear
  • • Easy access to downtown and shuttle stops

Set in the vibrant heart of Winter Park, this condo is more than a place to stay—it’s your adventure command center. With complimentary curated activities like snowmobiling and rafting included in your stay, you’ll explore the very best of the Rockies year-round. After epic outings, relax on your private patio or stroll downtown with your dog—pet amenities (dog bed, bowls) ensure furry friends feel as pampered as you. The free shuttle puts trails, lifts, dining, and events at your fingertips, and with flexible sleeping, baby gear (portable crib, booster chair), and all the thoughtful touches, the whole family (two- and four-legged!) can focus on fun, not logistics. Note: Some activities vary by season, but the excitement of downtown Winter Park is open all year.

A bright, energetic collage-style interior image showcasing guests engaged in various Rocky Mountain adventures such as rafting, skiing, and horseback riding. The promotional text highlights complimentary activities and free equipment rentals, reinforcing a sense of excitement and active exploration.
Your stay includes complimentary adventures—from rafting to skiing—making this condo the ultimate gateway to the Rockies.
An inviting exterior view of the property with a wooden front door, stone accents, adirondack chairs, and a snow-covered ground. The scene feels cozy and welcoming, suggesting the perfect retreat after a day of adventure. The porch area is pet-friendly, ideal for relaxing with your dog.
Return from your adventures to a cozy, welcoming patio—perfect for unwinding with your furry friend.
A family-friendly bedroom featuring a bunk bed, TV, and mountain-themed wall art. Sunlight streams in through the window, creating a playful yet restful atmosphere. The space is perfect for flexible sleeping arrangements for families with children or groups.
Flexible sleeping arrangements ensure comfort for every family member—perfect for winding down after a day’s excitement.

Explore the Area

This image captures the lively Cooper Creek Square, featuring a prominent sign, local wine shop signage, and an inviting staircase. People can be seen enjoying shopping, dining, and entertainment, illustrating the vibrant downtown atmosphere described in the section.
Lively Cooper Creek Square—where shopping, dining, and entertainment are just steps away.
An open, curved-roof stage with stone walls hosts outdoor performances and community gatherings. The space is ready for concerts and events, embodying the spirit of Hideaway Park across the street from the property.
Hideaway Park’s iconic stage—home to year-round concerts and community events.
This dynamic image showcases children playing on slides, families rafting, couples horseback riding, and colorful hot air balloons, all set against a scenic outdoor backdrop. It highlights the diversity of recreational activities available nearby.
Endless family adventures—rafting, biking, horseback riding, and more await just outside your door.

Downtown Winter Park at Your Doorstep

Experience the ultimate in convenience with your prime location right in the heart of downtown Winter Park. Step outside and stroll to a variety of mountain restaurants, trendy shops, and vibrant nightlife—perfect for families needing flexibility or couples seeking spontaneous adventures. Across the street, Hideaway Park hosts year-round events and concerts, while the nearby trail system offers hiking and biking for all ages. The Rec Center, just down the street, features swimming pools, a waterslide, a rock-climbing wall, and a playground to keep everyone entertained. For evening fun, head to The Foundry for bowling, movies, and delicious pizza. Whether you're here for a snowy winter escape or a summer festival, everything you need is truly just steps away.

This exterior image features the stone entrance sign and wooden balconies of Trailhead Lodge Resort, set against lush green foliage. The scene radiates a warm welcome and hints at the well-maintained communal spaces where guests can relax or gather outdoors.
A warm resort welcome: inviting stone entrance and balconies overlooking scenic green spaces.
A tranquil exterior view of the resort showcases wooden balconies, stone accents, and a snow-covered roof, highlighting the property's cozy, mountain-lodge feel. The wintry setting conjures images of adventurous days and relaxing evenings spent in comfort.
Serene mountain charm: snow-covered balconies and stone accents create the perfect après-adventure retreat.
This vibrant image captures people enjoying a variety of winter activities such as tubing, dog sledding, snowmobiling, and ice skating beside an outdoor fire pit. Children and adults alike are shown having fun together in the snow, representing the family-friendly, amenity-rich experience promoted in the section.
Winter fun for all ages: tubing, sledding, skating, and fireside gatherings at your doorstep.

Resort-Style Amenities Meet Private Luxury Living

Enjoy the unique combination of condo privacy and full resort-style perks at Trailhead Lodge Resort. After a day of adventure, unwind in the heated outdoor pool or bubbling hot tub, recharge in the club house gym, or challenge friends in the game room and theatre area. The private patio and gas firepit are ideal for relaxing evenings, and landscaped communal areas offer space to stretch out. Modern conveniences like a chef’s kitchen, luxury bedding, and smart TV add comfort, while board games, portable crib, booster chair, dog bed, and bowls ensure all ages—and furry friends—feel welcome. This is a thoughtfully upscale, family- and pet-friendly getaway that seamlessly blends comfort, style, and convenience.

This exterior image captures ski gondolas gliding above snow-covered trees with a dramatic mountain backdrop. The scene is infused with energy and anticipation, evoking the thrill of winter adventures like skiing and snowboarding. The expansive view highlights the natural beauty and recreational opportunities of Winter Park.
Soar above snow-covered slopes and experience thrilling winter adventures in the heart of Winter Park.
The exterior of a cozy property with wooden balconies, stone accents, and a layer of fresh snow on the ground. Large windows hint at warm, inviting interiors while the snowy scene outside suggests immediate access to winter fun such as skiing and snowshoeing.
Step out from warmth to winter fun—direct access to snowy adventures right outside your door.
A welcoming exterior view of the property featuring wooden beams, a stone façade, balconies, and snow-covered ground. The scene emphasizes both the allure of winter landscapes and the comforts awaiting guests after a day of exploring.
Unwind in style after a day of complimentary adventures—enjoy stunning winter views from your private balcony.

Exclusive Complimentary Adventures for Every Season

Set your getaway apart with Winter Park Escapes’ exclusive complimentary adventure program—offered only to guests of this property. In winter, enjoy free snowmobile excursions, skiing, and snow tubing, or hit the nearby Winter Park Resort with a complimentary shuttle for easy access to lifts and trails. In summer, take advantage of included whitewater rafting trips, mountain biking, and guided hikes. Equipment rentals and activity reservations are streamlined through the guest program, ensuring your group can easily experience the best Winter Park has to offer. This exceptional value means new adventures await every day of your stay—creating memories without added expense.

An inviting exterior shot featuring twinkling lights hung above a stone fountain and brick pathway, surrounded by decorative stars. The atmosphere is festive and vibrant, suggesting a community space ideal for evening strolls or socializing with family and pets.
Enjoy evening strolls and festive moments along Winter Park’s twinkling, pet-friendly walkways.
A cozy, luxurious interior scene with a family relaxing together after a day on the slopes, enjoying gourmet meals and holiday decorations. The setting includes comfortable seating, spa-like touches, and a family-oriented atmosphere.
Relax and reconnect with family in comfort after a day of adventure—board games and cozy evenings await.
A welcoming interior living area with leather sofas, a coffee table, decorative wall art, and a visible kitchen area. The mood is social and inviting, suggesting a space ideal for family gatherings and game nights.
Gather for family game nights in a spacious, thoughtfully designed living area.

Family and Pet-Friendly Perks Beyond the Ordinary

Traveling with kids or pets? This vacation condo goes above and beyond: a portable crib, booster chair, and board games make family travel hassle-free. For four-legged guests, a dedicated dog bed and bowls ensure a comfortable stay, and Winter Park’s trails and parks are easily accessible for walks and play. With plenty of space, flexible sleeping arrangements, and many thoughtful details (like gourmet coffee and luxury linens), families and pet owners can relax knowing extra comfort and convenience have been provided. Explore Winter Park’s dog-friendly parks or simply enjoy peaceful walks around the resort’s landscaped grounds.

Seasons of Adventure: What to Expect Year-Round

Winter Park is a year-round playground, but activities shift with the seasons. In winter, the ski resort buzzes with activity—enjoy skiing, snowboarding, and snow tubing, plus curated winter excursions. As snow melts, the area transforms: hiking, mountain biking, whitewater rafting, and outdoor concerts take center stage. Note that some resort-base amenities, like certain lifts or guided adventures, may be limited in spring/fall off-seasons, though downtown shops, restaurants, and Hideaway Park remain lively year-round. Plan your trip to match your interests and let the included adventure program maximize your experience—whatever the season.

Property Amenities All Essentials Included

Facilities & Security

Self Check-in/Check-out

Outdoor Space: Balcony, Patio

Free Parking

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

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).

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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

  • Keyless secure entry with door pad. 24-hour self check-in/check-out available.

Property Access

  • Keyless entry with door pad for secure access.
  • Private clubhouse access including game room, theatre area, entertainment kitchen, gym, heated outdoor pool (community and indoor), hot tub, sauna, and a gas firepit area.

Policies and Rules

  • No smoking allowed.
  • Minimum age: 25 years.
  • Children allowed. Family friendly.
  • No events allowed.
  • Dogs allowed with authorization only. The pet fee is $49 nightly with a 2 pet max. Reservations with pets are not allowed for stays longer than 14 days.

Fees and Payments

  • No security deposit or reservation fee charged.
  • Pet fee: $49 nightly with a 2 pet max. Reservations with pets are not allowed for stays longer than 14 days.

Parking Information

  • The unit includes parking for a maximum of 2 vehicles.

Utilities and Amenities Access

  • Free high-speed Wi-Fi.
  • Bed linens and towels provided.
  • Portable crib and booster chair with tray available.
  • 50" wall-mounted HD smart TV in the living room with streaming apps (Netflix, YouTube, Hulu).
  • Assortment of board games and puzzles.
  • Dog bed and bowls provided.
  • Complimentary locally roasted coffee.
  • Many properties in the Winter Park area do not have A/C due to the cooler climate.
  • In-unit washer and dryer available.
  • Basic kitchen and cooking essentials, including dishwasher, toaster, stove, oven, and ice-maker.
  • Hair dryer and ironing board/iron provided.

Safety and Emergency Information

  • Smoke alarm and carbon monoxide detector present.
  • Accidental damage coverage included.

Additional Critical Details

  • Flexible cancellation policy.
  • Returning guest discounts available.
  • Optional concierge services available, including grocery shopping, private chef, in-room massages, and custom equipment fittings.
  • Each free activity is limited to one per day and must be reserved in advance through Xplorie; activities are seasonal and subject to partner availability. See website for current list and details.
  • The resort base closes during off seasons (spring and fall), depending on snow conditions; downtown area remains open year-round.
  • STR license #019990.