Winter Park Lodging

Luxury Alpine Abode is a stunning 2,000 sq. ft. loft in Winter Park’s new ROAM neighborhood, featuring panoramic mountain views, a rooftop hot tub, and cozy fire pit. Perfect for up to 10 guests, with two master suites, a chef's kitchen, and spacious living areas. Steps from downtown and a quick shuttle to Winter Park Resort, it's the ideal retreat for families or friends seeking luxury and adventure. #LuxuryAlpineAbode #WinterPark #MountainViews #HotTub #GroupGetaway #SkiAndStay

Located in a quiet residential neighborhood of Fraser, 6 miles from the Winter Park Ski Resort, the Jabberwocky home is situated on almost an acre of land. This 3,200 square foot, 5 bedroom 4.5 bath home is spread over three floors, with plenty of room for everyone to relax. Amenities include a wood-burning fireplace in the living room, washer/dryer, private decks, and a pool table on the lower level of the home.

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.

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.

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.

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 the tranquility of a beautifully designed, newly built cabin nestled in the woods, yet conveniently located near town, offering contemporary amenities for your upcoming retreat. Enjoy a serene getaway complemented by breathtaking views of the night sky adorned with countless stars and the surrounding forest. This inviting cabin can comfortably host up to 5 guests and is situated on a spacious plot of land, merely a 15-minute drive from downtown Winter Park.

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.

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!”