Downtown Villa with Rooftop Hot Tub, Adventure Perks, Family Features

Discover a unique blend of downtown convenience, private home comfort, and exclusive resort-style experiences at this spacious Winter Park villa. With a private rooftop hot tub overlooking the mountains, complimentary access to curated adventures, and thoughtful amenities for families and groups, this property provides year-round appeal. Enjoy the freedom of a premium townhome enhanced by hotel-quality touches and adventure opportunities typically reserved for resort guests—all in the heart of Winter Park.

8 8 guests
4 4 bedrooms
3 3 bathrooms
Winter Park Winter Park, Colorado
The image features the striking exterior of a luxury villa in Winter Park, Colorado. A beautiful stone feature wall, expansive front porch, and large windows create an inviting, modern atmosphere. Guests are depicted enjoying the golden sunset, socializing on the porch, and relaxing in the pristine mountain air. The surrounding landscape hints at nearby outdoor adventures and scenic mountain vistas, blending comfort with Colorado's natural beauty.
Bask in mountain sunsets from your private porch at this luxurious Winter Park villa, where modern elegance meets cozy gatherings and adventure is just outside your door.

Private rooftop hot tub with mountain views, exclusive complimentary adventure program, downtown Winter Park location, spacious family-friendly design, gear storage and heated garage with EV outlet.

The Gathering Heart: Living, Dining & Chef's Kitchen

Features

  • • Chef’s kitchen
  • • Premium furnishings
  • • Gas fireplace
  • • HD smart TVs
  • • Board games
  • • Ample seating
  • • Open-concept layout connects kitchen, dining, and living areas

Step into the vibrant core of the home—a space where laughter echoes and stories are shared. The open-concept living, dining, and kitchen areas are perfectly crafted for togetherness, whether you’re fueling up for a day on the slopes, hosting a game night, or savoring a morning coffee. The fully equipped chef’s kitchen, complete with modern appliances and locally roasted gourmet coffee, encourages culinary creativity. Premium furnishings, a cozy gas fireplace, and wall-mounted HD smart TVs provide comfort and entertainment, while ample seating ensures this space remains the social hub—ideal for family feasts, celebratory toasts, or board game tournaments.

A warm, light-filled open kitchen featuring a large granite island with bar seating, stainless steel appliances, and expansive windows that fill the space with natural light. The island is the focal point, perfect for group cooking, casual meals, and socializing.
Gather around the spacious kitchen island for culinary creations and casual conversations.
A cozy open-plan living and dining area with a plush sofa, inviting coffee table, kitchen island in the background, a staircase, and tasteful wall art. The space feels both stylish and comfortable, ideal for gathering, relaxing, or entertaining guests.
The heart of the home—where family feasts, game nights, and heartfelt conversations come alive.
A comfortable living room centered around a stone fireplace, with a soft sofa, coffee table, and a large window letting in natural light. The mood is inviting, perfect for relaxing, reading, or evening entertainment.
Unwind by the cozy fireplace or gather for an evening of board games and movies.
A wooden dining table set near a window, bathed in natural light and complemented by minimalist decor. The intimate setting is perfect for meals or morning coffee.
Share memorable meals or start your day with coffee in a sunlit dining space.

Private Retreats: Bedrooms & Bathrooms for All

Features

  • • King suites
  • • Queen room
  • • Bunk room (twin over full)
  • • Organic 5-star toiletries
  • • Premium bedding
  • • Portable crib
  • • Booster chair
  • • Bedrooms are conveniently located for privacy and easy access to bathrooms

After a day of mountain adventure, retreat to your sanctuary of comfort. Four thoughtfully appointed bedrooms—including two king suites, a queen room, and a versatile bunk room—offer plush bedding and flexible sleeping arrangements well-suited for multi-generational families or groups of friends. Spa-inspired bathrooms feature organic, 5-star hotel quality toiletries, elevating your daily routine. With a portable crib and booster chair provided for little ones, everyone finds their perfect haven—from toddlers to grandparents.

A cozy bedroom with a bed dressed in red and gray bedding, large windows allowing abundant natural light, an armchair by the window, and tasteful wall art. The setting exudes warmth and comfort, ideal for restful nights and peaceful mornings.
Sunlight streams into a plush bedroom, creating a cozy, tranquil haven for relaxation and restful sleep.
A comfortable bunk room featuring a bunk bed (twin over full), a sofa bed, television, a table lamp, and a fan. The room offers flexible, family-friendly sleeping and lounging space that caters to kids, teens, or extra guests.
Versatile bunk room with lounge space—perfect for families, sleepovers, or movie nights.
A serene bathroom featuring a granite countertop, a decorative shower curtain with a tree design, and a well-lit mirror. The ambiance is calming and spa-like, with natural light enhancing the peaceful setting.
Spa-inspired bathroom with organic toiletries and soothing ambiance—your personal relaxation retreat.
A bathroom with a spacious granite countertop, wooden cabinets, a glass-enclosed shower, and soft lighting. The vibe is serene and modern, ideal for unwinding and self-care routines.
Elegant, spa-like bathroom designed for comfort, style, and rejuvenation.

Skyline Oasis: Rooftop Hot Tub & Outdoor Living

Features

  • • Private rooftop hot tub
  • • Hammock
  • • Patio dining
  • • Mini bar
  • • Lounge chairs
  • • Gas grills
  • • Multiple decks
  • • Outdoor decks connect to main living areas and bedrooms

Ascend to your private rooftop oasis, where panoramic mountain views and star-studded skies set the scene for a relaxing escape. Sink into the custom hot tub, lounge in the hammock, or gather around patio tables for al fresco dining and sunset cocktails. With two additional decks, a mini bar, lounge chairs, and gas grills, the home’s outdoor spaces blend indoor comfort with the beauty of the Rockies. This is where guests come together to relax, celebrate, and create lasting memories—at any time of year.

A private rooftop deck with a steaming hot tub, surrounded by comfortable outdoor seating and set against a breathtaking mountain backdrop. The sky glows with sunset hues, creating an inviting ambiance for relaxation and socializing. Patio tables and lounge chairs offer plenty of space for guests to gather and unwind.
Watch the sunset while soaking in a private rooftop hot tub with stunning mountain views.
An elevated outdoor living area featuring a bubbling hot tub, modern outdoor seating, and sweeping views of the Rockies. The space is ideal for both daytime relaxation and starlit evenings, with a harmonious blend of luxury and natural beauty.
Unwind in the hot tub or enjoy drinks with friends against a majestic mountain backdrop.
A tranquil deck scene with a spacious outdoor dining table surrounded by trees and set beneath a colorful sunset sky. The table is prepared for an evening gathering, inviting guests to share meals and stories while immersed in nature.
Share al fresco dinners and sunset cocktails on the inviting deck dining area.

Adventure Launchpad: Garage, Gear Storage & Resort-Style Perks

Features

  • • Heated two-car garage
  • • EV outlet
  • • Bike and kayak storage
  • • Complimentary adventure equipment rentals
  • • Garage connects directly to main entry and gear storage areas

Prepare for Colorado adventures with the convenience of a heated two-car garage—complete with electric car outlet, bike and kayak storage, and easy access to the home’s complimentary adventure equipment rentals. The property’s unique blend of private home comfort with exclusive resort-style perks—including curated seasonal activities like snowmobiling and white-water rafting—offers guests a wide range of exciting experiences throughout their stay. Whether stowing skis after a powder day or grabbing a bike for a summer ride, this space ensures you’re always ready for what Winter Park has to offer.

This interior shows a clean, practical garage space with a washer and dryer, garage door, utility door, and a water heater. The open area suggests ample room for both vehicles and organized storage, with visible cues of utility and efficiency, aligning with the section's focus on gear storage, parking, and adventure prep.
Spacious heated two-car garage with generous storage and laundry amenities—ideal for prepping and stowing adventure gear.
An inviting mudroom or entry area featuring a window, wooden bench, and prominent coat hooks. The space is set up for guests to stow jackets, boots, and outdoor gear, making it the natural transition zone between adventure and home comforts.
Convenient gear drop zone with bench seating and hooks for easy transition after outdoor adventures.
A vibrant, lively collage of various outdoor activities such as rafting, skiing, horseback riding, golfing, and snow tubing, centered in a social, energetic environment. The image hints at the diverse resort-style perks and activities available to guests.
A world of adventure at your fingertips—enjoy complimentary equipment and curated experiences year-round.

Explore the Area

This lively exterior scene captures guests of all ages taking part in winter activities like snow tubing, dog sledding, snowmobiling, and skiing, with a cozy fire pit and children laughing in the snow. The image radiates excitement and festive energy, showcasing wintertime adventures available in the area.
Winter thrills abound with snow tubing, dog sledding, and joyful moments by a crackling fire pit.
This vibrant exterior shot features families and groups engaging in a range of summer activities, including kayaking, rafting, mountain biking, fishing, and even hot air ballooning, all set against a backdrop of lush nature and colorful scenery. It conveys the active, multi-season spirit of outdoor recreation.
Summer adventures await, from kayaking and mountain biking to thrilling rafting trips and scenic hot air balloon rides.
A festive exterior view of Cooper Creek Square showcases its welcoming sign, wine shop, outdoor seating, and twinkling decorative lights—capturing the lively heart of downtown where guests can dine, shop, and enjoy local events no matter the season.
Year-round excitement in downtown Winter Park with shopping, dining, and festive events at Cooper Creek Square.

Adventure Awaits: Complimentary Experiences for All Seasons

As a guest at Luxury Villa 290, you receive exclusive access to Winter Park’s only complimentary Adventure Program—offering daily free activities and equipment rentals for top local attractions. In winter, enjoy exhilarating snowmobile adventures or world-class skiing just five minutes away at Winter Park Resort. (Please note: the resort base closes during spring and fall, but downtown activities remain open year-round.) In summer, embark on white water rafting, mountain biking, or hiking, with trailheads just outside your door. With bike and kayak access plus convenient gear storage, adventure enthusiasts and active families are set for memorable group outings in every season.

This image captures the curved roof structure and stone facade of an outdoor stage area, with an open space that hints at community events and gatherings.
Experience community fun at Hideaway Park's amphitheater, perfect for family-friendly concerts and festivals.
A lively indoor swimming pool featuring a colorful mural, a water slide, and children playing and swimming, surrounded by poolside seating.
Splash and play at the Grand Park Rec Center’s indoor pool and waterslides—fun for all ages!
A cheerful outdoor space with decorative lights, a stone fountain, outdoor seating, and a brick walkway, evoking a sense of community and gathering.
Stroll through vibrant local plazas filled with dining, shops, and festive community events.

Family Fun at Your Fingertips

Tailored for families, your stay is elevated by thoughtful touches: a fully equipped chef’s kitchen, board games for cozy evenings, a portable crib, booster chair, and premium bedding ensure comfort for all ages. Take a short walk to Hideaway Park for playgrounds, community events, and the amphitheater, or visit the Grand Park Rec Center for indoor/outdoor pools, waterslides, a climbing wall, gym, and more. Family-friendly dining and entertainment—including The Foundry’s bowling alley and movie theater—are just moments away, making every day enjoyable for all generations.

This image showcases an inviting outdoor hot tub with sweeping mountain views and an outdoor bar seating area. Friends are seen relaxing in the hot tub, enjoying drinks as the sun sets, capturing a tranquil yet social atmosphere.
Unwind in the rooftop hot tub with breathtaking mountain views—perfect for pre-dinner drinks or late-night relaxation.
The exterior of the villa is shown with balconies and large windows aglow from warm interior lighting. The stone facade and surrounding environment evoke a welcoming, lively feeling, suggesting social gatherings and easy access to the downtown scene.
Enjoy the vibrant energy of downtown right outside your villa’s welcoming facade and sunlit balconies.
A tranquil exterior setting featuring a hot tub, dining area, and sunset sky framed by trees. This scene captures guests relaxing in the hot tub or enjoying dinner outdoors as the day transitions to night.
Dine al fresco or soak under the stars—your gateway to Winter Park evenings starts here.

Downtown Delights: Dining, Nightlife, and Events

Immerse yourself in Winter Park’s vibrant downtown scene just steps from your villa. Enjoy craft cocktails and gourmet meals at nearby mountain restaurants, browse local shops and art galleries, and experience live music or seasonal festivals at Hideaway Park amphitheater. The prime location means couples and friends can stroll to nightlife hotspots, catch a show, or unwind in the private rooftop hot tub before heading out again—all without the need for a car.

An outdoor hot tub with comfortable seating is set amidst surrounding trees, offering privacy and a tranquil atmosphere. The scene captures the luxury of relaxing in a hot tub while taking in the beautiful natural environment, with hints of mountain vistas in the background.
Enjoy a soothing rooftop hot tub soak with panoramic mountain views—your private oasis awaits.
A stylish balcony with a gas grill, outdoor seating, and warm interior lighting visible through the windows. The setting is ideal for barbecuing, outdoor dining, and enjoying morning coffee with mountain views, reinforcing the connection between indoor comfort and outdoor luxury.
Fire up the grill and savor alfresco dining with friends—mountain air and relaxation included.
The inviting front entrance and stone façade of the luxury townhome, featuring the garage with EV charging and a number plaque. The image emphasizes an upscale arrival experience, highlighting both the exclusivity and accessibility of the property.
Arrive in style—heated garage parking and EV charging make every stay seamless and sophisticated.

Luxury Living Meets Resort-Style Perks

Experience the privacy and spaciousness of a luxury townhome enhanced by exclusive resort-style perks. Relax in your rooftop hot tub with panoramic mountain views, sip morning coffee from the gourmet kitchen, or fire up the gas grill for an evening meal. Enjoy 5-star hotel quality toiletries, heated garage parking with an EV charger, and curated experiences—offered at excellent value with no reservation fees when booking direct. This is a premier Rocky Mountain retreat for luxury seekers and discerning families alike.

This image showcases a ski lift gliding over snow-covered trees, with a dramatic mountain range in the background. The landscape is blanketed in pristine snow, evoking the excitement and adventure of winter sports. The overall scene is vibrant and inviting, capturing the essence of winter in Winter Park.
Experience world-class skiing and snowboarding just minutes from your door—winter magic awaits in every direction.
A sweeping view of snow-capped mountains and dense green trees, with scattered houses nestled in the valley. The landscape is peaceful and invites exploration, hinting at hiking, nature walks, and wildlife encounters. The changing colors of the sky suggest either sunrise or sunset, reinforcing the area’s year-round beauty.
Discover breathtaking mountain vistas and immerse yourself in nature—adventure and serenity no matter the season.
An inviting exterior dining space featuring a table with chairs and a barbecue grill on a patio. The setup overlooks natural surroundings and is perfect for social gatherings, sunset dinners, or starry nights outdoors. The mood is relaxed and welcoming, ideal for enjoying warmer months.
Savor summer evenings with outdoor dining and relaxed gatherings under the stars.

Seasonal Sensations: What to Expect Year-Round

Winter brings world-class skiing, snowboarding, and snow tubing just minutes from your door, while summer opens up hiking and biking trails, rafting adventures, and lively street events. Though Winter Park Resort’s base village closes in spring and fall, downtown restaurants, boutiques, and Hideaway Park remain open, ensuring you’ll find plenty to enjoy in every season. At Villa 290, adventure, relaxation, and the local mountain spirit await—no matter when you visit.

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

Cable TV

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?

Book your Winter Park adventure today and experience the perfect balance of private comfort, family-friendly features, and exclusive resort-style perks—right in the heart of downtown!

Select Check-in Date

Check in
Select date
Check out
Select date

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.

Property Access

  • Walk right outside your door for access to restaurants, shopping, trail system for hiking and biking, and scheduled events and concerts in the Town's Hideaway Park amphitheater area.
  • The local lift bus system will drop you off at the resort base village.
  • 2-car heated garage parking with an electric car outlet and bike storage.
  • 2 additional decks and a private rooftop patio with hot tub.

Policies and Rules

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

Fees and Payments

  • No reservation fees by booking direct.

Parking Information

  • Parking for 2 vehicles at the property; 1 additional vehicle can park in the complex overflow lot on a first-come, first-served basis.

Utilities and Amenities Access

  • Free wireless high-speed internet.
  • Wall-mounted HD smart TVs for streaming apps (e.g., Netflix, YouTube, Hulu).
  • Rooftop hot tub.
  • Chef's kitchen, board games, locally roasted coffee.
  • Premium bedding, portable crib, booster chair with tray.
  • Organic shampoo, conditioner, body wash, and lotion.
  • 2 gas grills, mini bar, hammock, patio tables with lounge chairs, bike, and kayak.
  • The swimming pool and gym are located at the Grand Park Rec Center, which has multiple swimming pools, waterslide, full gym with indoor track, rock climbing wall, gymnasium, and children's playground.
  • The Foundry, next to the Rec Center, features a bowling alley, movie theater, and pizza bar.

Safety and Emergency Information

  • STR license # 007482.
  • Smoke alarm and carbon monoxide detector present.

Other Critical Details

  • The majority of properties in Winter Park do not have air conditioning due to the cooler climate.
  • The resort base closes during the spring and fall off-seasons, but the downtown area remains open year-round.
  • A list of discounts and optional services is available on our website.
  • Sleeps up to 8 people (2 king beds, 1 queen bed, and a bunk with 1 twin bed over 1 full bed, and a pack and play portable crib).
  • 4 bedrooms, 3 bathrooms.