Winter Park Lodging

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!”

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.

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.

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

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

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.

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.

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 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.

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