Downtown Winter Park Penthouse with Rooftop Hot Tub & Complimentary Adventures

Experience a blend of privacy, upscale amenities, and exclusive resort-style perks in this downtown Winter Park penthouse townhouse. With a private rooftop hot tub, curated complimentary adventures and rentals, and walkable access to local dining and attractions, this spacious home is ideal for families, luxury travelers, and adventure seekers. Designed for both relaxation and connection, enjoy premium gathering spaces, family-friendly entertainment, remote work conveniences, and eco-friendly features—all with panoramic mountain views.

10 10 guests
4 4 bedrooms
3.5 3.5 bathrooms
Winter Park Winter Park, Colorado
The image features the modern exterior of a single-family penthouse villa in Winter Park, Colorado, showcasing sleek architecture, a beautifully landscaped front yard, and a spacious outdoor seating area. The porch is set up for relaxing and enjoying sunset views, with comfortable seating that invites guests to unwind or socialize with neighbors. The inviting scene hints at memorable evenings spent hosting barbecues and sharing stories against a breathtaking mountain backdrop.
Unwind on your private porch as the sun sets over the Rockies, then gather with friends for unforgettable evenings in this stylish Winter Park retreat.

Private rooftop hot tub and patio, complimentary curated adventures and rentals, downtown Winter Park location, 4 bedrooms sleeping up to 10, chef’s kitchen and arcade, eco-friendly fast-charge e-car station.

Mountain Gathering Spaces: Lounge, Dine, and Play Together

Features

  • • Open-concept living room
  • • Gas fireplace
  • • Mountain views
  • • Chef’s kitchen with granite counters
  • • Arcade with 400+ games
  • • Board games
  • • High-speed WiFi
  • • Flows to dining area and kitchen
  • • Arcade space adjacent to gathering area

Step inside a vibrant retreat where family and friends come together in style and comfort. The open-concept living room welcomes you with a cozy gas fireplace, plush seating, and cinematic mountain views through panoramic windows—perfect for sharing stories after a day of adventure. The spacious dining area invites laughter-filled meals, whether it’s a festive holiday dinner or an impromptu board game night. The chef’s kitchen, fully equipped with gourmet appliances, granite counters, and locally roasted coffee, fuels mornings of exploration and evenings of culinary creativity. Kids and adults alike can enjoy the custom arcade with over 400 classic games and a variety of board games for all ages. Every detail, from high-speed WiFi to ample seating, ensures everyone can gather, relax, or work in comfort—making this the heart of your Rocky Mountain getaway.

A spacious open-concept living area with a plush sofa, modern fireplace, and a bright kitchen island in view. The room is filled with natural light from panoramic windows, creating an airy atmosphere perfect for gatherings. The fireplace anchors the space, while the kitchen island invites casual conversations and family brunches.
Gather in the open-concept living room for cozy evenings by the fireplace and lively brunches around the kitchen island.
A warm, inviting dining area featuring a large wooden table, decorative wall art, and a stylish light fixture. The table is set for a group, highlighting the potential for family dinners, festive celebrations, or game nights. The atmosphere is cozy and welcoming.
Create lasting memories around the dining table—perfect for family feasts, game nights, and celebrations.
A chef-inspired kitchen with granite countertops, modern stainless steel appliances, and wooden stools at the counter. The space looks both functional and welcoming, ideal for meal prep, coffee mornings, or casual conversations while cooking.
Fuel your adventures in the fully equipped kitchen, ready for culinary creativity and morning coffee rituals.
A fun arcade area with a classic arcade-style table featuring a barrel base and stools. The setup invites guests to enjoy nostalgic video games and social interaction in a dedicated space for play.
Unleash your competitive spirit in the custom arcade, packed with over 400 classic games for all ages.

Sky-High Relaxation: Rooftop Oasis & Scenic Decks

Features

  • • Private rooftop deck
  • • Saltwater hot tub
  • • Wet bar
  • • Patio seating
  • • Additional scenic decks
  • • Rooftop accessed via interior stairway
  • • Decks connect to main living areas

Ascend to your private rooftop sanctuary, where the Colorado sky stretches endlessly above. A custom saltwater hot tub awaits, offering soothing soaks beneath the stars or rejuvenating morning dips with views of the majestic Continental Divide. The wet bar and patio seating transform the space into a social hub for sunset cocktails or après-ski relaxation. With two additional decks and comfortable patio furniture, you’ll find peace and panoramic beauty at every turn—ideal for quiet reflection or lively conversation. This outdoor haven offers a rare combination of privacy, premium views, and downtown energy just steps away, blending resort-style amenities with the intimacy of your own townhouse.

A welcoming rooftop deck featuring a modern hot tub with warm, inviting lighting, surrounded by cozy patio chairs and a stunning view of the mountains in the distance. The scene is set for both relaxing soaks and social gatherings, with the sun setting over the peaks.
Unwind in the rooftop hot tub while watching the sun set behind the mountains—your private oasis in the sky.
A tranquil rooftop space featuring a hot tub, stylish outdoor seating area with a green chair and wooden table, sunburst wall décor, and an open sky above. The ambiance hints at both relaxation and space for gathering with friends beneath the stars.
Soak in the rooftop hot tub or gather with friends for sunset cocktails on the inviting patio.
A spacious deck with an outdoor dining table, grill, inviting green chairs, umbrella, and a hot tub—set against a backdrop of open sky. The arrangement invites both al fresco dining and relaxation, with a seamless transition between eating, socializing, and unwinding.
Host unforgettable dinner parties or relax in the hot tub under the stars—enjoy mountain living at its finest.

Private Retreats: Restful Bedrooms & Luxe Baths

Features

  • • 2 King beds
  • • 2 Full beds
  • • 2 Twin beds
  • • Queen sleeper sofa
  • • Premium bedding
  • • HD Smart TVs
  • • Spa-inspired bathrooms
  • • Pack-and-play
  • • Booster chair
  • • Direct access to bathrooms from bedrooms
  • • Bedrooms positioned for privacy

After a day of adventure, retreat to serene bedrooms designed for restful sleep and personal space. Two king suites, two full beds, two twins, and a queen sleeper sofa accommodate families, friends, or multi-generational groups. Each room features plush premium bedding and wall-mounted HD Smart TVs, ensuring entertainment and comfort for all. The spa-inspired bathrooms offer organic 5-star hotel-quality amenities, fluffy towels, and thoughtful details—from a pack-and-play for little ones to a booster chair for family convenience. Whether you’re unwinding solo or sharing stories with loved ones, these restful spaces ensure everyone feels pampered and at home.

A serene bedroom featuring a bed with a marbled comforter, artwork above the bed, a ceiling fan, and a wall-mounted TV. Soft natural light fills the room, creating a tranquil and cozy retreat for relaxation or entertainment.
Serene king suite with plush bedding and a wall-mounted Smart TV, perfect for restful nights and in-room entertainment.
A playful bunk bed setup with colorful bedding, a TV, and a window with blinds. The space is bright and cheerful, designed for both relaxation and entertainment, ideal for kids or groups seeking memorable sleepovers.
Fun bunk room with bright bedding and a Smart TV—ideal for families and group sleepovers.
A spacious spa-inspired bathroom with a double vanity, walk-in shower, and mirrored cabinetry. The tranquil, inviting ambiance encourages relaxation and provides a luxurious self-care experience.
Spa-inspired bathroom with double vanity and walk-in shower, offering a luxurious retreat after a day of adventure.

Adventure Ready: Gear, Garage & Eco-Friendly Perks

Features

  • • Heated 2-car garage
  • • Fast-charge e-car station
  • • Gear storage
  • • Complimentary adventure packages
  • • Secure entry
  • • Garage accessible from main living area
  • • Easy access to local shuttles

Step out the door and into adventure with amenities curated for Colorado’s changing seasons. The heated two-car garage provides secure parking, gear storage, and a Siemens fast-charging station for electric vehicles—perfect for eco-conscious travelers. Easily stow bikes, skis, or snowboards after a day on the trails or slopes. Complimentary adventure packages and equipment rentals—a rarity in private homes—let you tailor every day to the season: snowmobiling and skiing in winter, white water rafting and hiking in summer. With secure entry and proximity to local shuttles, you’re always ready for the next outing, blending resort-level ease with townhouse privacy.

A spacious garage interior with a prominent garage door, utility hooks along the wall for gear storage, a sink for quick cleanup, and an adjacent bathroom entrance. The area is clean and functional, ideal for storing vehicles, outdoor equipment, and preparing for adventure outings.
Heated two-car garage with dedicated gear storage and utility space—adventure-ready and secure.
An energetic outdoor scene with families participating in a variety of adventure activities like rafting, biking, fishing, kayaking, and hot air ballooning, set against a vibrant background. The mood is joyful and adventurous.
Endless adventure options—rafting, biking, fishing, and more await just outside your door.
A lively winter scene with activities such as snow tubing, dog sledding, snowmobiling, and skiing. Children and families enjoy snowy landscapes, engaging in a variety of winter sports and games.
Winter thrills—skiing, snowmobiling, and snow tubing for every adventurer in the family.

Explore the Area

This exterior image captures the lively atmosphere of Cooper Creek Square, featuring a prominent sign, wine shop, outdoor seating areas, and a distinctive horse sculpture. The scene suggests a bustling hub of dining, shopping, and entertainment under festive decor.
Explore Cooper Creek Square—downtown's vibrant center for shopping, dining, and live events.
An exterior view of Hideaway Park's amphitheater, featuring a modern curved roof structure, stone façade, and an open stage area ready for outdoor concerts or community gatherings. The setting is open, welcoming, and designed for memorable public events.
Enjoy concerts and festivals at the iconic Hideaway Park Amphitheater, steps from your door.
A charming scene of a brick pathway lined with string lights, decorative stars, and a central stone fountain, inviting visitors to stroll, dine, and gather with friends. The festive lighting conveys a sense of community celebration and lively downtown evenings.
Experience magical evenings with twinkling lights and lively community gatherings downtown.

Downtown Discovery: Walkable Fun for Families & Friends

Step outside your door and immerse yourself in the heart of downtown Winter Park, where vibrant mountain restaurants, boutique shopping, and lively nightlife await. Families will love the easy stroll to Hideaway Park, directly across the street, hosting year-round events and the Town's new amphitheater for summer concerts and festivals. Groups of friends will appreciate the short walk to The Foundry, perfect for bowling, catching a movie, or enjoying a pizza night out. With everything nearby, your vacation is filled with fun and connection—no need to coordinate cars or long drives!

A dynamic exterior collage showcasing guests enjoying a variety of activities including white-water rafting, skiing, horseback riding, golfing, indoor dining, and snow tubing. The scene captures both summer and winter adventures and conveys the excitement of exploring the outdoors around Winter Park.
Year-round thrills await: From white-water rafting in summer to snow tubing in winter, adventure is always on your doorstep.
An exterior scene of a ski lift ascending snow-covered mountains surrounded by pine trees. The sky is clear, and the area appears serene yet full of promise for adventurous activities such as skiing, snowboarding, and snowshoeing.
Hit the slopes just minutes away—Winter Park’s legendary snow and stunning mountain views are yours to explore.
A panoramic view capturing majestic mountains, lush forests, and a small town nestled in the valley. A flag waves gently, hinting at local festivities and the spirit of exploration. The image evokes a sense of discovery and connection with nature.
Explore breathtaking mountain vistas and vibrant downtown scenes right outside your door.

Year-Round Adventure: Complimentary Curated Experiences

Unlock exclusive perks with Winter Park Escapes’ Complimentary Adventures program—your stay includes free daily activities and equipment rentals for some of the area’s most popular attractions. In winter, enjoy snowmobiling, skiing, snow tubing, and ice skating just five minutes away at Winter Park Resort. In the warmer months, swap your skis for mountain bikes, go white water rafting, or set out on hiking trails right from downtown. This unique blend of private townhouse comfort and resort-style adventure ensures seamless fun for active families, adventure-seeking friends, and luxury travelers alike.

This image captures a rooftop jacuzzi glowing with inviting lights, surrounded by wooden chairs and a table. The setting is framed by a stunning mountain backdrop and an expansive sky with drifting clouds, evoking a tranquil and luxurious atmosphere. The lighting suggests either sunset or early evening, emphasizing both relaxation and breathtaking views.
Soak up mountain sunsets in your private rooftop jacuzzi, surrounded by sweeping views and serene skies.
This exterior shot features an outdoor dining area with a grill, a patio umbrella, and comfortable seating. The mountain view in the background sets the stage for relaxed outdoor gatherings, while the setup suggests both casual barbecues and sophisticated sunset cocktails.
Dine al fresco or host sunset gatherings against a spectacular mountain panorama on your private rooftop deck.
The image shows the exterior of the building with distinctive balconies, large windows, and a unique roof design. It hints at the rooftop deck’s location and provides context for the elevated, private position of this premium end unit. There is a welcoming mood, with space for outdoor lounging and gatherings.
Perched above it all—exclusive rooftop access with sweeping views and inviting spaces for every occasion.

Luxury Leisure: Rooftop Views & Relaxation

Indulge in the mountain lifestyle with your own private rooftop deck—unwind in the custom saltwater hot tub as you soak in panoramic views of the Continental Divide. Enjoy sunset cocktails at the rooftop bar or gather around the patio for alpenglow evenings. This premium end unit offers exceptional scenery and upscale amenities, perfect for guests seeking tranquility and a touch of luxury. Whether celebrating a special occasion or simply savoring the moment, your private oasis is steps from Winter Park’s dining and entertainment, yet blissfully serene above it all.

An inviting outdoor seating area with a cornhole game set up, comfortable chairs, and stunning mountain views in the background. The space encourages social interaction and outdoor enjoyment, while the scenery connects the home to its natural surroundings.
Enjoy mountain views and family fun in the spacious outdoor seating area—perfect for cornhole games and sunset gatherings.
A vibrant indoor recreation area featuring colorful swimming pools, playful water slides, and children having fun. The lively murals and energetic atmosphere evoke the amenities often found at luxury resorts.
Splash, slide, and play—resort-style pools and water slides offer endless fun for kids and memorable family moments.
A dedicated arcade area with a classic arcade game table, barrel-style base, and stools, offering a fun and nostalgic environment for socializing and gaming.
Challenge friends and family to classic arcade games in your own private gaming lounge.

Home Comforts & Resort Amenities: Family & Work-Friendly Spaces

This luxury townhouse offers the best of both worlds—a private, upscale home with special perks usually reserved for resorts. Kids and teens will love the custom arcade (featuring over 400 games) and a selection of classic board games. Parents will appreciate the fully equipped chef’s kitchen, family dining for 10, and thoughtful features like a portable crib and booster seat. Remote workers enjoy a dedicated desk and monitor, high-speed WiFi, and inspiring mountain views for a productive yet rejuvenating work escape. The Grand Park Rec Center, just down the street, adds to the experience with pools, a gym, and rock climbing—all easily accessible from your prime location.

This image captures a cozy and inviting outdoor seating area with a grill and umbrella, perfect for barbecuing, relaxing, or enjoying evening chats under the stars. The seating arrangement and atmosphere suggest a comfortable spot for socializing or unwinding after seasonal adventures.
Starlit dinners and summer cookouts await in your private outdoor oasis.
A balcony with seating and a grill overlooks the living room, offering sunset views and an inviting space for outdoor dining or intimate conversations. The image bridges the interior and exterior, emphasizing the ease of accessing fresh air and beautiful mountain surroundings.
Savor grilled meals and sunset views from the comfort of your balcony.
A vibrant montage showcasing spa services, meal delivery, skiing, family activities, cooking, and festive decorations. This image visually represents a range of experiences available throughout the year, including winter sports, family bonding, and luxurious relaxation.
From thrilling ski days to relaxing family time, every season offers unique adventures.

A Mountain Retreat for Every Season: What to Expect Year-Round

Your Winter Park adventure shifts with the seasons! Winter brings excellent skiing, snowboarding, and snowmobiling, with the resort base just a quick (and free) shuttle away. In summer, the town comes alive with festivals, mountain biking, rafting, and scenic hiking right from your doorstep. Even when the resort base closes during spring and fall, downtown remains vibrant with local dining, shopping, and community events. Plan ahead for your season and enjoy exclusive complimentary adventures tailored to your visit—ensuring every stay is unforgettable.

A cozy living room featuring a modern fireplace, plush sofa, and large balcony doors that open to scenic mountain views. The setup encourages relaxation while also providing a visual connection to the outdoors, hinting at the adventure waiting just beyond the home.
Step into comfort with stunning balcony views—your gateway to mountain exploration.
A welcoming kitchenette area with a sliding glass door that leads outside, adorned by a 'Good Memories' sign, curtains, and natural light flooding in. The sliding door serves as a literal and symbolic threshold between the home and outdoor adventures.
Start your day with memorable meals and step out to explore the Rockies right from your door.

Eco-Friendly Adventure: Charge Up and Explore

Traveling with an electric vehicle? Enjoy the convenience of a private 2-car heated garage equipped with a universal fast charge electric car charger—an uncommon amenity in mountain towns. Explore the beautiful Rockies sustainably, knowing your stay supports eco-friendly travel. With easy access to both nature and the vibrant downtown scene, sustainable adventure has never been so stylish or convenient.

Property Amenities All Essentials Included

Facilities & Security

Self Check-in/Check-out

Outdoor Space: Balcony, Patio

Free Parking: Garage

Comfort & Lifestyle

Hair Dryer

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 ultimate Winter Park getaway today and enjoy private rooftop relaxation, curated adventures, and the best of downtown just outside your door!

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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 via door pad for keyless secure entry with 24 hour check in.

Property Access

  • 2-car heated garage parking.
  • Bike storage available.
  • Balcony and patio outdoor spaces.

Policies and Rules

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

Fees and Payments

  • No pet fee or restriction listed. Please confirm with property for details.

Parking Information

  • There is 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.
  • HD smart TVs for streaming.
  • Chef's kitchen with slab granite counters, cooking basics, dishwasher, oven, stove, toaster.
  • Bed linens and towels provided.
  • Washer and dryer available.
  • High chair and portable crib/booster chair with tray included.
  • Desk with monitor and high speed Wi-Fi.
  • Custom arcade game with over 400 classic games.
  • Board games and library available.
  • Locally roasted gourmet coffee provided.
  • Shampoo, conditioner, body wash, and lotion provided.
  • Gas grill.
  • Home gym, tennis courts, sauna, and community indoor heated pool access.
  • Smoke alarm and carbon monoxide detector present.
  • Ironing board & iron available.
  • Onsite concierge.

Safety and Emergency Information

  • STR license # 006966.

Other Critical Details

  • Air conditioning is not available. The majority of the properties in the Winter Park area do not have A/C due to the cooler climate.
  • The resort base closes during the off seasons in the spring and fall but the downtown area remains open year round.
  • Swimming pool and gym are located at the Grand Park Rec Center, down the street.
  • The Foundry is next door to the Rec Center with a bowling alley, movie theater, and pizza bar.
  • The Hideaway Park amphitheater is across the street with scheduled events and concerts.
  • Mountain restaurants, shopping, nightlife, and trail system for hiking and biking are within walking distance.