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

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.

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.

This beautifully renovated, high-end private home is packed with fantastic features and amenities. Situated on a 0.8 acre parcel of land in a quiet residential neighborhood and just 6 miles from the Winter Park ski area, "Jabberwocky" has the wonderful advantage of being directly on the free shuttle route. The dining and kitchen area features granite counter-tops and dining table, hardwood floors and top of the line stainless steel appliances. The dining area doubles as workspace, offering wireless internet and multiple lap-top plug-ins, thus making this house perfect for small corporate retreats. A 50" plasma wide-screen HDTV with Comcast cable is the focal point for the two-tier living room, furnished with an abundance of comfy sofa and chairs.

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 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.

Imagine a cozy cabin in the woods but close to town with modern amenities for your next stay. This is a lovely cabin that will sleep 8 comfortably and is set on a large acre lot, only a short 3-minute drive to downtown Winter Park. Three bedrooms and a large open floor plan encompassing living, dining and kitchen spaces allow guests to enjoy each other's company and cooking meals. There are 2 entrances into the cabin, the main front door is a large space adjacent to the kitchen and offers built-in storage for everything you wear to enjoy the outdoors.

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.

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.

Welcome to Alpenglow Retreat—your luxury escape in the heart of Winter Park! - Riverfront villa in downtown - Sleeps 8 with premium bedding - Rooftop deck w/ hot tub, minibar & views - Gourmet kitchen, fireplace, 73" Smart TV - Game room w/ NBA JAM arcade & Xbox - Walk to shops, dining & shuttle - 6 min drive to Winter Park Resort - Family-friendly: crib, booster seat, W/D - Heated two-car garage