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


Properties Available 226 properties available
This exceptional three bedroom residence boasts an expansive interior and has been entirely renovated, featuring a covered deck that provides stunning mountain views. This unit is situated on the third floor of the building and is a corner unit, providing enhanced privacy and scenic views. The open floor plan features hardwood flooring that comp
Hi Country Haus Unit 1618
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.7 12
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
Hi Country Haus Unit 2201
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.3 10
This 3-bedroom unit offers something for everyone, including pets, accommodating up to 9 persons with stunning views, open floor plan and a private outdoor hot tub. Situated in a convenient location at Grand Park, this townhome is truly wonderful.The primary floor features an expansive layout that includes the living, kitchen and dining spaces, cr
228 Mountain Willow
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.8 6
This expansive two bedroom accommodation, which comfortably sleeps six, boasts a bright and welcoming atmosphere complemented by stunning views of the surrounding forest from its two private decks located on the second floor. Conveniently situated just minutes from downtown Winter Park and approximately three miles from the Winter Park Resort, it
Silverado II Unit 224
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 3 1
This 1,292 square foot unit has two interior levels for a comfortable 3 bedroom rental.In the main living room an open floor plan has comfortable furnishings, gas fireplace, flat screen TV with DVD and Blue Ray disk player, in unit Wi-Fi access and a queen sofa sleeper. No air conditioning.Adjacent to the kitchen, the dining area has seating for 8
Lion's Gate Pines Unit 101
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Experience breathtaking river vistas and the convenience of being mere steps away from Vasquez Creek in this meticulously remodeled multi-level townhome, which perfectly combines a tranquil mountain environment with proximity to the finest attractions that Winter Park provides. The complimentary town shuttle route and is conveniently located within
Hot HOT 13
Townhome on Vasquez Creek #8
Townhome -
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 5 1
This tri-level townhome features an inviting open floor plan that exudes warmth, charm and contemporary interior design with carpeting throughout and in-floor radiant heating. The comfortable furnishings provide a perfect setting for relaxation after a day of exploring the local area, while large windows in the main living area allow for a stunnin
Hot HOT 14
Spruce Ridge Unit H
Townhome
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
This traditional two bedroom condominium in Winter Park offers everything necessary for your vacation and is situated on the third floor of the building. A fully equipped kitchen features modern cookware, updated appliances, cabinets and countertops. A compact island provides seating for two and opens into the dining area, which accommodates an a
Beaver Village Unit #1633
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 1
A cabin themed vacation condominium is ideal for families and beyond. This ground level unit offers a view of the forest and is just a short walk from the town or a brief shuttle ride to the Winter Park Ski Resort. The primary living space features hardwood flooring throughout and exceptionally comfortable furnishings, allowing for relaxation by th
Hot HOT 12
Beaver Village Unit #1514
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 5
A gas fireplace provides a warm and welcoming atmosphere during chilly winter days and nights, as well as on the rare cool summer evenings. The living room is furnished with comfortable seating, allowing for an enjoyable experience while watching flat screen TV and it offers convenient access to the private patio from this ground floor unit. Addi
Beaver Village Unit #0712R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 4
Visitors can appreciate the main floor living room as the focal point of this stunning townhome, with its large expansive windows providing an unforgettable view of the ski resort, and the vaulted ceilings create an even more spacious feel. Relax on the comfortable sofas, watch TV or warm your toes in front of the gas fireplace. The adjacent din
Hot HOT 11
Antlers At Lakota 406
Townhome -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 3
This cheerful and inviting studio condominium situated in Winter Park is ideally positioned along the local free shuttle route and is merely minutes away from Winter Park Resort. Nestled in the vibrant downtown area, this studio condominium at Snowblaze Condos and Athletic Club ensures that you will have access to all the premier activities the tow
Snowblaze Condos Building E unit 310
Condo -
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 32

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