Flexible Stays
Flexible Stays & Same Day Bookings
Discover the perfect last-minute escape in Winter Park Colorado. Explore our extensive range of short-term rentals situated in Winter Park CO. Whether you plan to stay for just one night or a whole week, take advantage of our convenient same-day booking option when you book directly with us. Don't miss out on our latest weekly discount rates - secure the best price by staying for 5 nights or more!
Have your choice of Colorado Vacation Rentals in Winter Park from Cabins and Private Homes to Condos , Townhomes.
Travel With More Flexibility
Last-Minute Convenience
Ideal for spontaneous trips, emergency stays, or changes in plans.
Cost Savings
Travelers can often find discounts on last-minute bookings.
Better Travel Planning
More choices for lodging without rigid check-in/check-out restrictions.
Short Getaways & Work Trips
erfect for quick vacations or remote workers needing short-term lodging.
143 properties available
Experience a getaway in the ideal mountain retreat for your upcoming mountain holiday. This stunning retreat is situated on 40 acres, just a brief 10 minute drive from downtown Winter Park. It is pet friendly, constructed off the grid in 1998, boasting 3,884 square feet of space, and can comfortably house up to 11 guests.The spacious la
This condominium features two bedrooms and two bathrooms, encompassing a total area of 950 square feet. It boasts an open floor plan, enhanced by newer carpeting throughout and a modern kitchen equipped with stainless steel appliances. Located on the third floor, this unit does not have elevator access; the elevator services only the parking
The vacation rental features a newly designed kitchen equipped with pendant lighting, luminous cabinetry, stainless steel appliances and granite countertops. The open-concept layout includes a living room and dining area, furnished with a table that comfortably seats six. The living space is enhanced by a plush couch and armchair, complemented by a
Kings Crossing 12 invites you to its unloading area at the entrance, which offers ample space for storing coats and boots. The indoor hot tub, conveniently located near the front door, provides a perfect way to unwind after a day of activities. This family-friendly townhome boasts an ideal location in downtown Winter Park close to a selection of re
This cozy retreat is perfect for small families, couples or solo travelers. The fully equipped kitchen, featuring a stove, microwave, fridge, pots, pans and cooking utensils, allows for easy meal preparation. The spacious dining area connected to the kitchen and main living space, provides a comfortable setting for enjoying meals together.Dur
This townhome in Fraser boasts a spacious backyard, perfect for pets, and is ideal for families looking for a rental property. It offers ample space and excellent amenities. Situated conveniently close to downtown Fraser, with its restaurants, breweries and summer hiking and biking trails, residents can easily access all the area has to offer
This elegantly adorned and renovated two bedroom townhome serves as an excellent retreat in Winter Park.The main level features an open floor plan that includes a living room furnished with contemporary decor, a flat screen TV, a DVD player, complimentary in-unit Wi-Fi access, a wood-burning fireplace and a queen-sized sofa sleeper. Please no
The dining room enhances the open floor plan and features a spacious solid maple dining table, perfect for meals. It is conveniently located next to the kitchen, which is equipped with all the essential appliances, including a full refrigerator, stove, dishwasher, microwave. Additionally all necessary flatware, dishes and cookware are p
The renovated kitchen features tiled flooring, modern appliances, and updated cabinets and countertops. The compact center island serves as an excellent workspace or additional seating areas during meals. The unit is located on the ground floor, providing convenient access to the outdoor space.The dining area, located next to the kitchen, offers an
This luminous studio features vaulted ceilings that enhance the spaciousness of the condominium situated on the top floor of the Fraser Crossing building. Its exceptional location is unparalleled, being just a 150 yard stroll to the slopes and the village. This charming unit encompasses 443 square feet and features several interior enhan
An upgraded two bedroom townhome offers a generous 880 square feet across two levels of interior space. This rental property maintains a strict no smoking and no pets policy. The unit provides numerous vantage points overlooking the Continental Divide, as well as the surrounding valley and forest.The primary living area features an open
This beautifully appointed and expansive unit features two bedrooms, a loft and three bathrooms, situated on the sixth floor of the building. Ideal for families, this rental accommodates up to eight guests in beds and includes various amenities to enhance your comfort, such as a Pack-n-play crib, a game table suitable for cards or board games and a
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