Winter Park Lodging

Experience a beautifully renovated cabin in the heart of downtown Fraser, offering all the amenities for an ideal family retreat. This location is conveniently within walking distance to various restaurants, breweries and shops. Additionally, the property is accessible via the complimentary town shuttle, providing effortless transportation to the Winter Park Resort or the downtown area of Winter Park.

Zephyr Escape is a vibrant 3-bedroom retreat just minutes from Winter Park Resort. Enjoy two living rooms, arcade games, a gourmet kitchen, and a 6-person hot tub. Perfect for families, with ski slopes, tubing hills, and downtown fun all close by. Relax, play, and create unforgettable memories. #ZephyrEscape #WinterParkRetreat #FamilyVacation #SkiAndStay #HotTubLife #LuxurySTR

Escape to Fancy Fox, a luxurious 4-bedroom villa in downtown Winter Park. Enjoy mountain views from the rooftop hot tub, a gourmet kitchen, spacious living areas, and family-friendly amenities. Just steps from dining, shopping, and outdoor adventures. Perfect for groups up to 10 seeking an elegant mountain retreat. #FancyFox #WinterPark #LuxuryVilla #RooftopHotTub #MountainViews #FamilyGetaway

Rocky Mountain Retreat is a luxurious 4-bedroom villa in the heart of Winter Park, offering stunning mountain views, a rooftop hot tub, and modern comforts. With 3,000 sq ft of stylish living space, this retreat is perfect for families or groups seeking both adventure and relaxation. Steps from downtown dining, shops, and slopes, it’s an ideal mountain escape. #RockyMountainRetreat #WinterPark #LuxuryVilla #MountainViews #HotTub #FamilyGetaway

This large and beautiful home offers outstanding mountain views and a great rental for peace and quiet that will accommodate 8 people. An open floor plan encompasses the living, dining, kitchen areas as well as half bathroom on the main level. The living room offers a very cozy spot to relax on the comfortable sofa to enjoy the flat screen TV, gas fireplace and large south facing windows with wonderful mountain views and of the open greenbelt behind the home. Access to the private patio from the living area has BBQ grill and wonderful views to relax after enjoying a day of outdoor adventures. A small alcove for the dining area is close to the kitchen and has seating for up to 6; additional seating for 3 at the breakfast bar. The large kitchen has everything you need – granite countertops, custom wood cabinets and tile back splash, stainless steel appliances and hardwood flooring. Adjacent to the main kitchen, the entrance to the home has plenty of space to keep jackets, shoes and small outdoor gear. The full laundry room has full size washer and dryer.

Consider renting our charming two bedroom residence, which boasts excellent amenities, a generous floor plan and a wonderful neighborhood. It is conveniently located near the vibrant downtown area of Winter Park or offers easy access to the resort and various outdoor activities via a short shuttle ride. The residence’s ground floor features a spacious mudroom, providing ample storage and a designated area for outdoor equipment, along with convenient access to the private patio, with outdoor hot tub and is ideal for unwinding after outdoor activities.

Experience the Pinnacle of Winter Park luxury. With jaw-dropping ski slope views, a private hot tub, designer interiors, and space for up to 15 guests, this 4BR retreat blends upscale comfort with unbeatable location—just 2 minutes from Winter Park Resort. Enjoy a chef’s kitchen, multiple living areas, expansive decks, and heated garage. Guests say, “We loved it so much, we changed our plans to stay longer!”

After a day of outdoor adventure, come home to relax on the large, comfortable leather sectional sofa surrounded by the luxury of the great room with vaulted ceilings, oversized windows, gas fireplace and 65" flat screen TV with sound bar. Set up a puzzle or board game on the lift-top coffee table from the wide selection of games, toys and books in this home. This room adjoins a fully equipped gourmet kitchen with granite countertops, new appliances, sizable pantry and spacious dining at the main table with additional seating at the large kitchen island or adjustable game table.

Welcome to Cloud Nine Chalet, a luxurious, custom-built 6-bedroom mountain estate nestled in the heart of the prestigious Rendezvous neighborhood. With over 4,600 square feet of refined mountain-modern design, this brand-new retreat is more than a getaway—it's a destination for unforgettable summer moments, surrounded by nature’s beauty and elevated by thoughtful design.

Après Chalet is a luxurious 4-bedroom villa in the heart of Winter Park, blending modern style with mountain charm. Enjoy rooftop hot tub views, a game room, and high-tech features like Sonos and high-speed Wi-Fi. Just steps from Hideaway Park concerts, downtown dining, shops, and minutes from Winter Park Resort. Ideal for families or groups with sleeping for 12, a gourmet kitchen, and designer touches. Adventure awaits with hiking, biking, and skiing nearby.