Luxury Chalet with Free Daily Activities, Pet-Friendly, Near Trails

Take advantage of Winter Park Escapes’ signature complimentary adventure program! Your stay includes daily free activities—ranging from exhilarating snowmobile tours and world-class skiing in the winter to white water rafting and mountain biking in the summer. Each adventure is curated to highlight the most exciting experiences Winter Park has to offer and must be reserved in advance. While the resort base’s hours vary by season (and may close during spring/fall), downtown Winter Park remains lively with year-round dining and entertainment options. For families, small groups, and value-conscious travelers, this means more fun at no extra cost—an excellent value combined with luxury accommodations!

Create unforgettable memories with activities the whole family will love. Step outside to miles of scenic neighborhood trails—perfect for hiking, biking, or letting the kids explore the playground. Just down the street, the Grand Park Rec Center offers swimming pools, a waterslide, a climbing wall, and a full fitness center (offsite; fees may apply), while The Foundry next door features bowling, movies, and delicious pizza. At home, enjoy board games, smart TVs for streaming, and kid-friendly amenities including a crib, booster seat, and baby gear. These features, along with spacious sleeping arrangements, make this chalet a truly family-friendly retreat.

Enjoy luxurious privacy in your chalet while staying close to Winter Park’s vibrant downtown and resort base village. Walk or shuttle just minutes to lifts for skiing, snowboarding, or mountain biking, or explore downtown’s restaurants, boutique shopping, and Hideaway Park amphitheater for concerts and events. Whether you’re planning après-ski drinks, a special dinner, or a night at the movies, the area’s lively social scene is always within easy reach—perfect for couples and groups seeking fun and connection.

Bring your furry friend along and enjoy direct access to neighborhood trails right outside your door—a paradise for dogs and their owners. Take morning walks with mountain views or embark on an afternoon hike as a family. Please note: only authorized dogs are allowed (up to 2; nightly pet fee applies; no stays longer than 14 days with pets). This ensures a comfortable stay for everyone, with plenty of space for pets to relax after outdoor fun.

Be sure to review and follow the pet policy so you and your four-legged family members have the best experience possible!

Enjoy the tranquility, spaciousness, and privacy of a standalone luxury chalet, enhanced by optional resort-style services available for an additional fee and subject to availability. Opt for personal grocery shopping, private chef experiences, soothing in-room massages, or door-to-door custom equipment fittings—perfect for special occasions, family celebrations, or indulgent getaways. These services are available to all guests by request. Take advantage of complimentary Wi-Fi, premium bedding, and organic toiletries for a luxurious and comfortable stay—without typical resort fees or the large crowds often found at big resorts. Please note: amenities such as pool, gym, and rec center are offsite.

Winter Park is a four-season destination, but activity offerings shift with the weather. Enjoy world-class skiing, snowboarding, snowmobiling, and tubing in winter; hiking, biking, and rafting in summer. Some activities (especially at the resort base) may be limited during spring and fall, but downtown’s shops and restaurants are open year-round. Check the current list of complimentary adventures and local events before arrival—and remember, your luxury home has all you need for a cozy, relaxing stay no matter the season!