Winter Park Lodging

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

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 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

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 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.

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

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.

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

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.

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