Dilly Dally Chalet - Elysian


Type: Home
Bedroom 5 bedroom
Bathroom 3.5 baths
Guests 17 guests
Pets Not Allowed Pets Not Allowed
Location: Town of Winter Park

Property Details Property Details

Welcome to Dilly Dally Chalet! Located in Winter Park’s Roam neighborhood, this 5-bedroom home blends modern alpine design with relaxed comfort, offering generous gathering spaces, private retreats, and curated details that elevate every moment of your stay. Spend your days exploring nearby hiking and biking trails, downtown dining, and seasonal events, then return to unwind in the private hot tub, enjoy multiple living areas, and take in the fresh mountain air through seamless indoor-outdoor flow. Dilly Dally Chalet is designed for connection, relaxation, and unforgettable mountain memories.
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 of summer adventure. Large windows bring the surrounding mountain landscape inside, while the dining area invites long meals and shared stories after days spent skiing, hiking, biking, and exploring Winter Park. 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 after sunny days outdoors. 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 alpine trails, festivals, and mountain air, retreat outdoors to the private hot tub, perfectly positioned for relaxation under the Colorado 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 mountain views. Thoughtfully positioned away from the main living areas, it provides a peaceful setting for remote work while still keeping you connected to the energy of your summer mountain getaway.

Sleeping Arrangements: Primary King Suite with additional futon, King Bedroom, Queen Bedroom, Two Twin/Twin Bunk Room, Twin/Queen Bunk Room, and Twin Bedroom with Full Pullout. Sleeps up to 17 guests.

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.
󠁯•󠁏󠁏 Dedicated ski and snowboard storage in the garage, complete with wall-mounted racks to keep your gear organized, secure, and ready for your next adventure.

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 a summer in Winter Park with space to gather, room to breathe, and comfort that feels quietly exceptional, whether you're spending the day skiing on the slopes, hiking alpine trails, biking through mountain paths, or enjoying long, sun-filled days in the Rockies.

  • High Chair
  • No smoking allowed
  • Reservation holder must be 25 years or older
  • Check-in: 4:00pm
  • Check-out: 10:00am
  • Guest will be required to sign a Winter Park Lodging Company rental agreement within 48 hours of booking
  • No pets allowed, unless home is pet-friendly
  • Linens
  • Towels
  • Dishes
  • Silverware
  • Toaster
  • Coffee Maker
  • Blender
  • Crock Pot
  • Pots & Pans
  • Salt & Pepper
  • Trash Bags
  • Dish Soap
  • Dishwasher Detergent
  • Paper Towels
  • Laundry Detergent Pods
  • Facial Tissues
  • Travel-size Shampoo
  • Travel-size Conditioner
  • Soap
  • Lotion
  • Toilet Paper

Save on local adventurous activitiesgear rentalstransportation, and more when booking with us. Discount codes will be sent after booking.

  • 24/7 Local Help: Book with confidence knowing that the rates, images and details published on this property are 100% accurate. We are conveniently headquartered in Winter Park, this provides us with a local advantage to take care of any issue or need that may arise during your stay, 24/7. If any questions, needs or concerns arise just call us and we will be there at your door to make it right.
  • Contactless Entry: Enjoy seamless, contactless entry with secure access details sent before arrival. Our contactless entry ensures a safe, convenient experience with personalized access for your stay.
  • What's Included: Every home is stocked with all your household essentials, high quality sheets and towels, and a starter kit of high-end bathroom products, and an ample supply of laundry detergent, trash bags, dish soap, tissues, etc.  
  • We're Following the Rules: This vacation rental is professionally managed and follows all local & state tax rules. Your reservation total includes all applicable taxes, cleaning fee, and Accidental Property Damage Protection.  
  • Clean & Safe: Keeping our vacation homes sparkling clean is a top priority at Winter Park Lodging Company. All properties are cleaned, sanitized & disinfected before guests check-in with products proven to eliminate viruses & bacteria. All linens are laundered at an offsite facility that meets commercial standards. Additionally, the entirety of our housekeeping processes meet and exceed CDC cleaning guidelines. If you have any questions/concerns, please reach out to our Vacation Planners for more details.
  • Book Direct: Book direct with us to get the best rate available on this home. Check out our cancellation policy here. 

Bedding Bedding
Bedroom #1
King,Twin Single

Bedroom #2
King

Bedroom #3
Queen

Bedroom #4
Queen,Twin Single

Bedroom #5
Twin Single,Sleep Sofa


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