Dilly Dally Chalet
Modern Alpine Home
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Winter Park
- 17 Guests
- 5 Bdrms
- 3.5 Baths
The space
Welcome to Dilly Dally Chalet: A Refined Mountain Home
Welcome to Dilly Dally Chalet, an Elysian Destination Properties home thoughtfully designed for an elevated mountain living and effortless connection. Located in the Roam neighborhood of Winter Park, this 5 bedroom home blends modern alpine design with effortless comfort, offering generous gathering spaces, private retreats, and curated details that elevate every moment of your stay. With a private hot tub, multiple living areas, and seamless indoor outdoor flow, Dilly Dally Chalet is designed for connection, relaxation, and memorable mountain living.
From the moment you step inside, the home opens into a light filled gathering space where clean lines, rich textures, and intentional design set the tone for a memorable stay.
A Space Made for Gathering
The main living level sets the tone with an expansive open concept layout anchored by a striking fireplace and comfortable seating designed for conversation and unwinding after a day outdoors. Large windows bring the surrounding landscape inside, while the dining area invites long meals and shared stories. The chef’s kitchen is beautifully finished and fully equipped, featuring an oversized island with seating, high end appliances, and everything needed to host with ease.
Upstairs, an additional living space offers flexibility for families and groups, creating a dedicated area for movie nights, games, or quiet downtime. Downstairs, a secondary kitchenette and lounge provide another layer of privacy and convenience, making this home exceptionally well suited for multi generational stays or groups traveling together.
After a day exploring the mountains, retreat outdoors to the private hot tub, perfectly positioned for relaxation under the stars.
Work from the Mountains
A dedicated workspace with a custom desk and comfortable seating offers a quiet place to focus, take meetings, or ease into the morning with natural light and views. Positioned away from the main living areas, it supports remote work without distractions.
Bedroom Layout
Every sleeping space is thoughtfully appointed to support rest, privacy, and flexibility:
• Primary Suite (3rd Floor): King bed with an additional futon, ensuite bathroom, and peaceful views
• King Guest Room (3rd Floor) : King Bed
• Queen Guest Room (3rd Floor): Queen Bed
• Bunk Area (3rd Floor): Two twin over twin bunks located in the upstairs living area
• Ground Floor Guest Room: Custom Built Twin over Queen bunk
• Ground Floor ADA : Twin bed & Full Pullout
This layout comfortably accommodates multi generational groups, families traveling together, or friends seeking both shared moments and personal space.
Location and Access
Located in the Roam neighborhood, Dilly Dally Chalet places you close to everything while maintaining a sense of calm and privacy.
• Winter Park Resort: 5-min drive
• Downtown Winter Park dining and shops: 0.3 mi/ 5 min walk
• Hideaway Park: 0.3 mi/ 5 min walk
• Fraser River Trail access: nearby
• Free town shuttle stop: 0.3 mi/ 5-min walk
• Grand Park Community Rec Center: 5-min drive
Parking Information
• 2-car garage
• The garage is accessed through the home and opened from inside.
• Additional parking in front.
Ideal For
• Families and multi generational stays
• Groups seeking space, comfort, and thoughtful design
• Remote workers combining productivity with mountain living
• Ski trips, summer adventures, and extended stays
The Elysian Difference
As a guest of Dilly Dally Chalet, you’ll receive:
• Premium Ritz Carlton linens and elevated bath amenities
• A dedicated local concierge team
• Curated welcome touches to begin your stay
• Access to exclusive partnerships and personalized recommendations
Dilly Dally Chalet is prepared to a high standard so guests can arrive, exhale, and simply enjoy. Reserve your stay at Dilly Dally Chalet and experience Winter Park with space to gather, room to breathe, and comfort that feels quietly exceptional.
Check in and out
Check in: 4:00 pm
Check out: 10:00 am
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Primary Suite
1 King bed
1 Single bed -
King Guest Room
1 King bed
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Queen Guestroom
1 Queen bed
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3F Bunk Room
4 Single beds
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GF Guest Room
1 Queen bed
1 Single bed -
Ground Floor ADA
1 Single bed
1 Sofa bed
Featured in This Property
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BBQ grill
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Hot tub
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Patio or balcony
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Wireless Internet
- Big Views
- Coffee maker
- Dining table
- Dishwasher
- High chair
- Ice maker
- Microwave
- Oven
- Refrigerator
- Stove
- Toaster
- Carbon Monoxide Detector
- Fishing
- Mountain climbing
- Rock climbing
- Fire Extinguisher
- First Aid Kit
- Horseback riding
- Shopping
- Mountain view
- Private Entrance
- Smoke Detector
- Today
- Unavailable
- Available
Starting at
$400/nightCheck Availability
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