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

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.

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

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.

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.

Escape to Hygge Hideaway, a spacious 4-bedroom cabin in Winter Park’s Bear Trail neighborhood. Enjoy stunning mountain views, a private hot tub, and cozy nights by the fireplace. Perfect for families or groups, this rustic-chic retreat offers modern comforts like a chef’s kitchen, smart TVs, and luxury touches throughout. #HyggeHideaway #WinterPark #CozyCabin #MountainViews #HotTub #FamilyFriendly #GroupGetaway

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.

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

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

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.