Winter Park chalets

We found 22 chalets — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any chalets in Winter Park?
Browse our 22 chalets and begin planning your Winter Park escape. Whether you're staying in Elk Court Cabins, Hideaway Village South, Bear Crossing or another well-known neighbourhood, you'll find the ideal property where you can take it easy and bask in the natural surroundings.
How much does it cost to stay in a chalet in Winter Park?
Where your adventure takes you and when you prefer to travel can determine the price of a chalet. For example, peak seasons, such as summers at the beach and winters in ski resorts, are often more expensive. Bookabach is here to make it easy to find your ideal Winter Park chalet and still save some dollars. Just make use of our filters to display properties by price per night and discounts, then lock in your favourite.
When is the best time to rent a chalet in Winter Park?
Consider escaping to Winter Park in January, when average daily temperatures range between -14ºC and -3ºC. This is the most popular time for Bookabach guests to book a chalet in this destination, which is located in Grand County.
Where can I rent a Winter Park chalet with great views?
Homelike comforts and snowy views come together for an unforgettable stay at some of our Winter Park chalets. Our filters make it a breeze to find retreats with impressive outlooks. Start by navigating to "Highly rated for location" under "Property reviews" and then browse your options.
Can I book a luxury chalet in Winter Park?
Book a highly-rated chalet in Old Town Winter Park and prepare to kick back in style during your Winter Park escape. Offering amenities like roaring fireplaces and state-of-the-art kitchens, and often with amazing vistas, you'll be living in the lap of luxury at these stays. For the utmost indulgence, search for a chalet that features housekeeping, a wellness centre or other hotel-style perks.
Are there any catered chalets in Winter Park?
There's no need to waste precious holiday time grocery shopping and cooking when you stay in a Winter Park catered chalet. Attentive hosts and chefs will ensure scrumptious meals are prepared and served daily, providing you with more time to unwind during your getaway. Additionally, they'll even prepare picnics and snacks for you to enjoy.
What are the top things to do in Winter Park?
Winter Park Ski Resort, Ski Granby Ranch and Trestle Bike Park are top attractions that'll keep the whole family occupied in Winter Park. There's nothing like a getaway to bring everyone together, so check out our chalets in this exciting destination.
Why should I book my chalet holiday rental with Bookabach?
No sharing your space, no awkward encounters with strangers. When you choose a Bookabach chalet, you get the entire place to yourself. Need to cancel or change your travel plans? Our flexible cancellation policies mean you're able to book your chalet rental with complete peace of mind.