Winter Park Vacation Rentals

In Brian’s collection, you’ll find mountain modern condos nestled in the heart of downtown Winter Park, expansive mountainside chalets with the luxury of a ski-in/ski-out location, and grand single-family homes offering both tranquility and accessibility. Whether you want to be right at the base of the ski resort, in the center of town, or tucked away from it all, you’ll find the perfect Winter Park vacation rental with Visit Winter Park Lodging.

If you want to be part of the action, stay within walking distance of Winter Park’s restaurants and activities, directly on the free shuttle route, or steps from the 10-person gondola at the base of the resort. Cozy open living spaces with vaulted ceilings and stacked stone gas fireplaces showcase picturesque mountain views and offer ample seating on plush leather sofas. Balconies with Adirondack chairs and communal hot tubs make the perfect place to relax.

Or choose a sprawling estate just minutes from downtown. Park your car in a heated garage, gather around a wood-burning fire pit on the patio, cozy up in professionally decorated spaces, and unwind in a private hot tub while enjoying the fresh mountain air. Spacious and comfy bedrooms with mountain decor and clean, modern bathrooms are designed with rest and relaxation in mind.

In whichever type of accommodation you choose, you can expect lots of extras that make for luxury mountain living – like gourmet kitchens, double-sided gas fireplaces, radiant in-floor heating, private hot tubs, heated garages, huge picture windows, decks with outdoor dining, multiple Smart TVs, cozy fire pits, and views upon views of beautiful Winter Park.