Downtown Condo with Pool, Hot Tub, and Free Daily Adventures

Experience the perfect blend of private home comfort and resort-style amenities in this modern, spacious condo at the heart of Winter Park. Enjoy exclusive complimentary adventures every day, direct access to a heated pool and hot tub, and a location steps from downtown dining and entertainment. With thoughtful family-friendly upgrades, award-winning management, and curated activity packages included, this property offers unmatched value and flexibility for families, adventure seekers, and luxury-oriented travelers year-round.

6 6 guests
2 2 bedrooms
2 2 bathrooms
Winter Park Winter Park, Colorado
The image showcases a cozy, inviting living room centered around a glowing fireplace, with plush sofas arranged for conversation and relaxation. Large windows frame mountain views, letting in natural light and offering a glimpse of the scenic surroundings. The room is perfect for gathering with family or friends, unwinding by the fire, or enjoying peaceful moments with a good book.
Gather around the crackling fireplace and soak in breathtaking mountain views from this inviting Winter Park retreat—where cozy evenings and cherished memories await.

Free curated adventure activities daily, downtown Winter Park location, luxury resort-style amenities, spacious modern condo, enhanced family-friendly features.

Mountain Modern Gathering Spaces

Features

  • • Gas fireplace
  • • HD smart TV
  • • Open living/dining/kitchen area
  • • Premium bedding
  • • Board games
  • • Living room, dining area, and kitchen flow together

Step into a spacious open-concept living area where contemporary mountain style meets comfort—perfect for creating unforgettable memories with your group. Whether you're unwinding by the warm glow of the gas fireplace after a day of Rocky Mountain adventure, streaming your favorite shows on the wall-mounted HD smart TV, or enjoying laughter-filled family game nights, the living room seamlessly flows into the dining area and chef's kitchen for effortless connection. Premium bedding, plush seating, and tasteful décor envelop you in an atmosphere of inviting luxury—ideal for both cozy evenings in and lively celebrations.

A warm, welcoming open-concept living area featuring comfortable sofas, a wooden coffee table, a kitchen area with bar stools, and large windows showcasing views of nature. The space is set up for group gatherings and relaxation, with seamless flow between the sitting area, kitchen, and dining area.
Open-concept living and kitchen space with plush seating—perfect for movie nights and family gatherings.
A cozy dining area centered around a dining table with elegant place settings, a striking stone fireplace, and expansive windows looking out onto the trees. The room conveys an atmosphere of warmth ideal for family dinners and intimate gatherings.
Cozy dining area beside a stone fireplace—ideal for memorable meals and fireside chats.
A stylish kitchen with granite countertops, wooden cabinetry, black appliances, bar stools for casual dining, and decorative lighting. The kitchen is set up for cooking, entertaining, and gathering, blending modern amenities with rustic charm.
Modern kitchen with granite countertops and bar seating—perfect for cooking and connecting.

Private Retreats for Rest & Rejuvenation

Features

  • • King bed (primary suite)
  • • Queen bed & bunk with futon (second bedroom)
  • • Portable crib
  • • Blackout shades
  • • Organic hotel-quality toiletries
  • • Ensuite bath in primary suite
  • • Bedrooms adjacent to living area

Each bedroom offers a serene sanctuary, balancing tranquility with touches of mountain elegance. The spacious primary suite features a plush king bed and ensuite bath, while the second bedroom is tailored for families or friends, featuring a queen bed and bunk with a futon—plus a portable crib for the youngest explorers. Luxurious bathrooms are stocked with organic, hotel-quality toiletries, and blackout shades ensure restful sleep after thrilling days exploring Winter Park. These restful spaces cater to both quiet couples’ escapes and family comfort.

A tranquil bedroom with a neatly made bed, large window with blackout shades, a nightstand, framed artwork, and a wall-mounted television. The soft lighting and tasteful decor create a peaceful and inviting atmosphere.
Serene bedroom retreat featuring blackout shades and plush comforts—perfect for restful nights.
A cozy second bedroom setup with a queen bed and a bunk bed, accompanied by a nightstand, reading lamp, and window. The space is both playful and practical, accommodating families or groups with its flexible sleeping arrangements.
Family-friendly bedroom with queen bed and bunk—ideal for kids, friends, or lazy mornings together.
A bright and modern bathroom with a spacious bathtub, sleek sink, and large mirror. The soothing palette and clean lines contribute to a spa-like ambiance, inviting relaxation and rejuvenation.
Luxurious bathroom oasis with organic toiletries and tranquil bath—your private space to unwind.

Resort-Style Clubhouse & Community Perks

Features

  • • Game room
  • • Theatre area
  • • Shared entertainment kitchen
  • • Modern gym
  • • Heated outdoor pool
  • • Hot tub
  • • Gas firepit
  • • Short walk from condo to clubhouse

Unwind and socialize just beyond your private condo, enjoying exclusive access to the neighborhood's private clubhouse. Here, you'll discover a game room for friendly competition, a theatre area for movie nights, a shared entertainment kitchen for gatherings, a modern gym, and outdoor amenities such as a heated pool, hot tub, and gas firepit. These shared spaces provide the full resort experience while maintaining the privacy and intimacy of your own home—a rare blend in downtown Winter Park. It’s a haven for families, friends, and social travelers who appreciate both community and comfort.

An inviting clubhouse interior featuring a pool table for game nights, a cozy fireplace, ample sofa seating for socializing, and a spacious kitchen bar—perfect for entertaining or relaxing with friends. The space is designed for comfort and versatility, allowing residents to gather for games, casual meals, or holiday celebrations.
Unwind with friends in the clubhouse’s game room and lounge, complete with a pool table and cozy fireplace for memorable gatherings.
A bright, modern gym area within the clubhouse featuring a range of exercise equipment, weights, a seating area, and large windows letting in natural light. The space is both functional and welcoming, encouraging fitness and well-being in a community setting.
Stay active in the state-of-the-art clubhouse gym, designed for both intense workouts and relaxing post-exercise downtime.
An outdoor heated swimming pool surrounded by lounge chairs and lush greenery, with the clubhouse architecture visible in the background. Residents are seen swimming, sunbathing, and socializing, evoking a relaxed and communal atmosphere ideal for families and friends.
Enjoy resort-style relaxation at the heated outdoor pool, perfect for sunset swims and poolside gatherings with neighbors.

Adventure Launchpad & Year-Round Exploration

Features

  • • Private patio
  • • Gear storage
  • • Complimentary daily adventures
  • • Family-friendly amenities
  • • Central to downtown and resort shuttle

Your stay opens the door to exclusive complimentary adventures—each day brings a new opportunity, from snowmobiling in winter to white water rafting in summer. The condo’s central location puts you steps from downtown Winter Park’s dining, shopping, and live events, while the free resort shuttle whisks you to the slopes or summer attractions. Seasonal amenities and curated activity packages mean every visit is unique: relax on the private patio with mountain views, store your gear with ease, and take comfort in knowing family-friendly upgrades are always on hand. Here, every season has its charms, and your Colorado adventure begins at your doorstep.

This image shows a private patio area with stone facade, inviting patio seating, green chairs, and a landscaped garden. The patio is directly connected to the condo, surrounded by lush greenery, suggesting a tranquil spot to relax and enjoy the mountain surroundings after a day of adventure.
Unwind on your private patio overlooking beautifully landscaped gardens—perfect for relaxing after a day of Colorado adventures.
The entryway showcases large 'SKI' letters, a wooden bench, coat hooks, and the front door. This space is designed for gear storage and easy access, capturing the essence of an adventure launchpad where guests can organize and store outdoor equipment.
Convenient gear storage welcomes you home—ready for your next mountain adventure.
A vibrant collage-style image promoting a variety of activities available through Winter Park Escapes, such as white-water rafting, wine tasting, golfing, skiing, horseback riding, and snow tubing. The image uses energetic visuals to convey the excitement of year-round adventures.
Every day brings new complimentary adventures—from snowmobiling to white-water rafting and beyond.

Explore the Area

This image showcases a striking outdoor amphitheater with a curved roof structure, stone walls, and wooden beams. The open-air venue is ideal for seasonal events, concerts, and community gatherings.
Enjoy free summer concerts and vibrant community events at the nearby amphitheater.
A lively street scene at Cooper Creek Square, featuring a welcoming sign, wine shop entrance, decorative lights, and staircases leading to upper-level shops. The area is bustling with opportunities for shopping, dining, and entertainment.
Discover local shops, mountain dining, and sweet treat stops just steps from your condo.
An inviting exterior view of the condo complex, with wooden balconies, a stone foundation, lush greenery, and parked cars. People are seen socializing on the balconies and enjoying the outdoors.
Relax on your private balcony or join in community gatherings right outside your door.

Family Fun at Your Doorstep: Downtown Delights & On-Site Perks

Families will love being in the heart of Winter Park, where adventure and convenience go hand in hand. Step outside your private condo and take a short walk to Hideaway Park, home to year-round playgrounds, family-friendly festivals, and the amphitheater hosting free summer concerts. Just across the street, discover mountain dining, local shops, and sweet treat stops perfect for kids. Back at the resort-style neighborhood, enjoy exclusive access to the clubhouse’s game room, theatre area, and the heated outdoor pool and hot tub—ideal for unwinding after a fun-filled day. Little ones are extra comfortable thanks to thoughtful touches like a portable crib, booster chair, and board games, making your luxury getaway effortless for every member of the family.

A dynamic winter scene showing people snow tubing down a hill, huskies ready for dog sledding, a snowboarder in mid-action, a fire pit surrounded by friends, children learning to ski, and a pair of ice skates on display. The background is filled with fresh snow and a sense of lively winter adventure.
Experience the thrill of snow tubing, dog sledding, skiing, and fireside gatherings—all part of your complimentary winter adventures.
An inviting summer landscape bustling with activity: families rafting on a river, mountain biking scenic trails, fishing, horseback riding, children sliding, kayaking, and hot air balloons floating over the Rockies. The overall atmosphere is playful, adventurous, and filled with the spirit of summer exploration.
Make every summer day count with complimentary rafting, mountain biking, and unforgettable family adventures in the Rockies.
A panoramic view of ski lifts ascending snowy slopes, surrounded by snow-covered pines and rugged mountain peaks under a sunrise sky. The shot exudes anticipation for adventure and the majestic beauty of the Winter Park area.
Just minutes from the slopes, enjoy world-class skiing and snowboarding amid breathtaking mountain vistas.

Adventure Awaits: Complimentary Winter & Summer Experiences

Unlock curated daily adventures included with your stay—an exclusive perk available only to Winter Park Escapes guests! In winter, take your pick from snowmobile tours, gear up for exhilarating skiing or snowboarding at Winter Park Resort (just a 5-minute shuttle ride away), or try snow tubing and ice skating. Summer brings white water rafting, guided hikes, and mountain biking adventures. All activities are handpicked to showcase the best of the Rockies and are free for your group every day (one per day, advance booking required). This bundled activity package offers incredible value and turns every day into a new mountain memory—perfect for couples, friends, or anyone seeking a thrill.

Please note: Some activities and resort amenities are seasonal and may have limited availability during spring and fall. Check for current offerings before booking.

This exterior image showcases the welcoming stone entrance of Trailhead Lodges, highlighted by a prominent sign, rustic balconies, and lush surrounding greenery. The scene hints at the property’s blend of private comfort and nature-connected leisure, capturing the first impression of an upscale, resort-style community.
Welcome to Trailhead Lodges: where rustic elegance meets resort-style living amid scenic greenery.
An inviting outdoor scene featuring a cozy fire pit, ample seating, a barbecue grill, and mature trees. This communal area is designed for relaxing evenings, socializing with friends, and enjoying the tranquil natural surroundings—embodying the spirit of resort-style amenities and leisurely outdoor living.
Unwind by the fire pit or enjoy a casual barbecue in your private outdoor oasis.
A lively montage capturing various concierge experiences: skiing, spa treatments, gourmet cooking, food delivery, and family activities. People are shown enjoying these upscale services, emphasizing the personalized and luxurious facets of a stay at the property.
Enhance your stay with personalized concierge services—from private chefs to in-room spa treatments.

Luxury & Leisure: Resort-Style Amenities with Private Comforts

Enjoy the privacy of a premium condo along with access to resort-style amenities. Start your mornings with a swim in the heated pool or a soak in the outdoor hot tub with mountain views, then explore the private clubhouse featuring a gym with indoor track, firepit, and entertainment kitchen. After a day of curated complimentary adventures or exploring downtown, return to your beautifully styled home with a chef’s kitchen, luxury bedding, and organic, hotel-quality toiletries. Optional concierge services—like grocery delivery, private chefs, or in-room massages—add an extra layer of comfort, allowing you to create a personalized stay focused on relaxation and memorable experiences.

A lively downtown scene at dusk featuring twinkling lights strung above brick pathways, decorative stars, and a central fountain, with people strolling and dining outdoors. The atmosphere is vibrant and welcoming, suggesting easy access to community amenities and a social environment close to the property.
Downtown Winter Park sparkles with energy—perfect for strolls, dining, or networking after work.
An indoor recreation facility featuring bright swimming pools, colorful murals, and water slides, bustling with families and groups enjoying aquatic activities. The space feels joyful and energetic, hinting at opportunities for relaxation and fun breaks during a workday.
Take a refreshing swim or enjoy family fun at the nearby clubhouse pool during your breaks.
A modern gym interior with weight lifting equipment, exercise benches, and mirrored walls. The setting is bright, well-equipped, and motivational, inviting residents to engage in fitness routines or classes.
Stay active with a fully equipped fitness center available for quick workouts or stress relief.

Work & Play: Remote-Ready Features in a Mountain Setting

Remote workers and digital nomads will find the perfect balance of productivity and relaxation. Enjoy high-speed Wi-Fi, a spacious open living area filled with natural light, and 24-hour check-in with keyless entry. Step out for fresh air on the private patio, or take a break with a swim or gym session at the clubhouse. After the workday, the central downtown location means coffee shops, restaurants, and trails are just a stroll away—making it easy to blend business hours with Rocky Mountain adventures. Attractive off-season rates and discounted extended stays add extra value for those seeking a longer work-from-mountains experience.

Note: Resort base attractions may have limited hours during spring/fall, but downtown Winter Park remains lively year-round.

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

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).

Ready to Book Your Stay?

Book your Winter Park getaway today and enjoy exclusive daily adventures, resort amenities, and all the comforts of a private home right in the heart of downtown!

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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 via door pad with 24-hour self check-in.

Property Access

  • Keyless secure entry via door pad.
  • Private clubhouse access including game room, theatre area, entertainment kitchen, gym, heated outdoor pool (community, heated, and indoor), hot tub, sauna, and gas firepit area.
  • The property is within walking distance to restaurants, shopping, nightlife, trail system for hiking and biking, and Town's Hideaway Park amphitheater area across the street.

Policies and Rules

  • No smoking allowed.
  • Minimum age: 25 years.
  • Children allowed.
  • No events allowed.
  • No pets allowed (no exceptions).

Fees and Payments

  • No security deposit or reservation fee.
  • Accidental damage coverage is included.
  • Flexible cancellation policy.

Parking Information

  • Parking for up to 2 vehicles.
  • Free parking is included.

Utilities and Amenities Access

  • Free wireless high-speed internet (Wi-Fi).
  • Fully equipped kitchen with stove, oven, dishwasher, toaster, cooking basics, and ice-maker.
  • Wall-mounted HD smart TVs.
  • High chair and portable crib available.
  • Premium bedding, towels, linens, toiletries, organic hotel quality shampoo, conditioner, body wash, and lotion provided.
  • Clothes washing machine and dryer, ironing board & iron.
  • Patio furniture on private patio and balcony.
  • Dining table for 6 with space for 3 at the bar.
  • Tennis courts, pool table, home gym, sauna.
  • Many properties in the Winter Park area do not have A/C because of the cooler climate.

Safety and Emergency Information

  • Smoke alarm and carbon monoxide detector provided.
  • Accidental damage coverage is included.
  • STR license #009476.

Additional Important Details

  • No reservation fees by booking direct.
  • Returning guest discounts available.
  • Concierge services available, including grocery shopping, private chef, in-room massages, and custom equipment fittings at your door.
  • The resort base closes during off seasons in spring and fall, dates vary depending on snow conditions. The downtown area remains open year-round.