Dilly Dally Chalet | Private Hot Tub | Colorful & Modern Downtown Home

Welcome home to Dilly Dally Chalet, a spacious 5-bedroom, 3.5-bathroom home in Winter Park's Roam neighborhood. With room for up to 17 guests, this three-level home offers plenty of space for families and larger groups, with multiple living areas, a private hot tub, chef's kitchen, dedicated workspace and easy access to downtown Winter Park, the Fraser River Trail and Winter Park Resort.

Head inside to the main living level, where the open-concept great room gives everyone a comfortable place to gather. The living room is centered around a fireplace with plenty of seating, while large windows bring in mountain views and plenty of natural light. The dining area sits just off the kitchen, making it easy to gather for meals after a day out exploring. The kitchen is well equipped for larger groups, with a large island for prep and seating, high-end appliances and plenty of space to spread out while cooking. Whether you're making a quick breakfast before heading out or sitting down for a long dinner together, this main level keeps everyone connected. Upstairs, you'll find a second living area that gives the home even more room to spread out. It's a great spot for movie nights, games or letting the kids have their own space while everyone else enjoys the main living area. Downstairs, a secondary kitchenette and lounge provide another convenient gathering space, making the home especially comfortable for families traveling together or multi-generational groups.

After a day of skiing, hiking or biking, head outside to the private hot tub and relax under the Colorado sky. There's also a BBQ grill and outdoor space for enjoying a quiet morning coffee or an evening together.

Need to get a little work done while you're away? A dedicated workspace with a custom desk provides a quiet place for remote work, taking a meeting or catching up on emails without having to take over the dining table.

When you're ready to rest easy, the primary King suite is located on the third floor and includes a futon, ensuite bathroom and peaceful mountain views. Also upstairs is a second King bedroom and a Queen bedroom, both with a shared bathroom. The upstairs living area includes two Twin-over-Twin bunk beds, giving you four additional Twin beds. On the ground floor, another guest room features a custom Twin-over-Queen bunk, and a ADA bedroom includes a Twin bed and a full-size pullout sofa.

And when you're ready to get outside, you won't have to go far. Downtown Winter Park's shops and restaurants are about a 5-minute walk away, as is Hideaway Park. The free town shuttle stop is also approximately a 5-minute walk from the home, while Winter Park Resort is about a 5-minute drive. The Fraser River Trail is nearby for walking and biking, and the Grand Park Community Recreation Center is just a short drive away.

The home also includes a 2-car garage, additional parking in front and dedicated ski and snowboard storage with wall-mounted racks in the garage.

Sleeping Arrangements: King Primary Suite with futon on the third level, King Guest Room on the third level, Queen Guest Room on the third level, two Twin-over-Twin bunk beds in the upstairs living area, Twin-over-Queen bunk on the ground level, and Twin bed with full-size pullout sofa in the ground-floor ADA bedroom. Sleeps up to 17 guests.

Parking: Two car attached garage and two driveway parking spots.

Location: Winter Park's Roam Neighborhood, two miles to Winter Park Resort and just a short, easy walk to shops, restaurants and free shuttle service in Downtown Winter Park.

Local Deals: Save on local adventurous activities, gear rentals, transportation, and more when booking with us. Discount codes will be sent after booking.

Please Note:
- 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.
- Quiet Hours: 10:00pm-8:00am. Please respect your neighbors, many of which live nearby year-round.
- There is construction going on near this property. Ask our vacation planners for details.

Luxury Linen Package Included: Premium linens and towels are provided for your stay.

RENTAL LICENSE NO: XX

The Winter Park Lodging Company Difference

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.
Keyless Lock: This home is equipped with a Smart Lock, allowing easy, secure access to your property at check-in and throughout your stay. There's no need to check in at a separate location!
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.