Winter Park Lodging

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.

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

Welcome to Mountain Majesty – your private villa retreat high in the Winter Park peaks! -6BR, 5.5BA – sleeps 14 w/ media room & workspace -Hot tub, sauna, balcony w/ panoramic mountain views -Chef’s kitchen, stone fireplace and luxe finishes -Direct access to hiking trails & nature -Pet-friendly, high-speed WiFi, private garage

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

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

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

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.

A beautiful pet friendly townhome is in Fraser offering a quieter rental but still close to all the year-round outdoor activities. This spacious and wonderful townhome at the Cabins of Porcupine Ridge, this 3-bedroom unit offers something for everyone and will sleep up to 8 persons with great views and an open floor plan. On the main level is an open floor plan encompassing the living, kitchen and dining areas making for a perfect area to gather for entertainment and meals with exposed wood beams and wood ceiling throughout. In the gourmet kitchen there is plenty of countertop space and great spot to make a memorable meal. Cozy up to the wood fireplace to enjoy the warmth and true mountain getaway. The large private deck is accessible from the main living area and provides a wonderful spot to enjoy the view and spot to share light snacks, morning coffee or evening drinks. A powder room is also on the main landing.

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

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.