Winter Park Lodging

Escape to Fancy Fox, a luxurious 4-bedroom villa in downtown Winter Park. Enjoy mountain views from the rooftop hot tub, a gourmet kitchen, spacious living areas, and family-friendly amenities. Just steps from dining, shopping, and outdoor adventures. Perfect for groups up to 10 seeking an elegant mountain retreat. #FancyFox #WinterPark #LuxuryVilla #RooftopHotTub #MountainViews #FamilyGetaway

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.

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.

Peakview Paradise - Luxurious 4BR Winter Park home in Rendezvous w/ breathtaking Byers Peak & resort views! - Gourmet chef's kitchen, private hot tub, in-floor radiant heat, smart home tech - 2 ensuite bedrooms, vaulted wood ceilings, custom floors, heated 2-car garage w/ storage. - Ideal for families & groups seeking upscale comfort near skiing, hiking & downtown. - Part of Elysian's exclusive collection: expect exceptional service! Book your summer escape now!

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.

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.

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.

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.

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