Winter Park Lodging

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.

Mountain Wellness Retreat offers luxury and well-being in Winter Park’s vibrant downtown. Enjoy hypoallergenic linens, a $10k water filtration system, and spa-like amenities including a rooftop hot tub. With two king suites, a gourmet kitchen, and games for family fun, this serene retreat is designed for relaxation and adventure. Just minutes from dining, shopping, and the slopes. #MountainWellnessRetreat #WinterPark #LuxuryEscape #SpaExperience #SkiAndStay

Modern luxury meets mountain ease at Stage Coach, a beautifully curated 4-bedroom, 3.5-bath retreat located just blocks from downtown Winter Park and surrounded by walkable trails, restaurants, and outdoor adventure. Whether you're here to hike, dine, bike, or unwind, this home offers everything you need for a premium, year-round mountain experience.

A true log cabin getaway in this three-level home! Located in Fraser, this wonderful family rental offers a feeling of seclusion and great amenities. Easy access to downtown Fraser restaurants, breweries and summer hiking and biking trails. The free town shuttle stop is located approximately a mile away on the street. The main living area has vaulted ceilings with exposed wood beams to complement the open floor plan. Plenty of space to relax on sofas surrounding the wood stove; adjacent to the living space, the dining area seats up to 6. The oversized full kitchen has updated appliances and lots of cabinets and countertops space to make meal prep a breeze. The one bedroom has a Queen bed and full bathroom in the main hallway.

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.

Discover luxury at Trademark Views, a stunning 4-bedroom retreat just half a mile from the slopes. Enjoy mountain views, a private hot tub, a crackling fireplace, and a spa-like primary suite. With high-speed WiFi, a free resort shuttle, and endless adventure steps away, this is your perfect Winter Park escape. #TrademarkViews #WinterParkLuxury #MountainRetreat #PrivateHotTub #SkiAndStay #LuxurySTR

Escape to Alpine Vista Lodge, a luxury mountain retreat in Bear Trail, just 5 mins to Winter Park Resort. Enjoy breathtaking ski slope views, a private hot tub, chef’s kitchen, and upscale amenities for all ages. Cozy up by the fire, soak under the stars, or explore downtown Winter Park just 2 mins away. Your elegant year-round basecamp for adventure, comfort, and connection.

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.

Basecamp Luxe is a chic 4-bedroom retreat in Winter Park, blending modern style with playful mountain vibes. Unwind in the rooftop hot tub with Byers Peak views, or relax in the hammock. Enjoy retro arcade games, a wet bar, and eco-friendly perks like EV charging. Steps from downtown shops and dining, with hiking trails and slopes nearby. This stylish escape offers luxury, adventure, and the perfect setting for unforgettable mountain memories.

Leland Creek provides plenty ample living space for up to 14 guests. This high-end Winter Park ski vacation home has 5 bedrooms and 4 baths. In fact, three of the guest rooms are master bedrooms, making it well-suited for groups of couples and multigenerational families. It features a six-person hot tub, as well premium finishes and furnishings. The great room has a gas fireplace surrounded by leather sofas. The gourmet kitchen has granite countertops, sleek appliances and an adjacent dining table that seats several guests. Also located on the main floor is a master suite, which has a king bed, en suite bath and an office furnished with a sleeper sofa. A second master bedroom is located on the upper level, which also has two guestrooms. The upstairs master bedroom has a king bed and an en suite bath. One of the guestrooms has a queen bed plus a loft with a sleeper sofa. It offers a bath in the hallway. The second upper-level guestroom has two sets of bunk beds, plus a twin bed and a trundle bed. The lowest level of the home has a third master bedroom with a private bath, sleeper sofa and king bed. In addition to the hot tub, Leland Creek offers an outdoor patio, fire pit and gas BBQ grill. Leland Creek offers views of Byers Creek and the surrounding Rocky Mountains. Amenities include Wi-Fi, a two-car garage and additional driveway parking.