Winter Park Lodging

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.

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 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.

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!”

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.

Après Chalet is a luxurious 4-bedroom villa in the heart of Winter Park, blending modern style with mountain charm. Enjoy rooftop hot tub views, a game room, and high-tech features like Sonos and high-speed Wi-Fi. Just steps from Hideaway Park concerts, downtown dining, shops, and minutes from Winter Park Resort. Ideal for families or groups with sleeping for 12, a gourmet kitchen, and designer touches. Adventure awaits with hiking, biking, and skiing nearby.

Located in a quiet residential neighborhood of Fraser, 6 miles from the Winter Park Ski Resort, the Jabberwocky home is situated on almost an acre of land. This 3,200 square foot, 5 bedroom 4.5 bath home is spread over three floors, with plenty of room for everyone to relax. Amenities include a wood-burning fireplace in the living room, washer/dryer, private decks, and a pool table on the lower level of the home.

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.

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