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.


Properties Available 209 properties available
This Winter Park family getaway offers a spacious and wonderful 2-bedroom accommodation. Situated on the ground floor of building 2, it provides convenient access to the free town shuttle and main clubhouse.This unit has undergone an amazing renovation, featuring hardwood flooring throughout the main open floor plan that perfectly complements the
Hot HOT 14
Beaver Village Unit #0211
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 3
Relax on the comfortable sofa in the living room while admiring the gas fireplace, flat screen TV with Blu-Ray, cable TV or the scenery visible through the sliding glass doors leading to the private balcony and appreciate the peaceful woods, occasional wildlife sightings and distant mountain vista that make this second floor location a desirable sp
Hot HOT 11
Beaver Village Unit #0723
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 2
The optimal placement for this unit is within building number 2, near the main clubhouse and free town shuttle stop. Additionally, this unit has undergone recent renovations to ensure utmost comfort.The kitchen has been renovated with modern countertops, cabinets and new flooring, bringing a fresh look to the area. The open layout enhances the sen
Hot HOT 11
Beaver Village Unit #0221
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 6
This one bedroom condo has a mountain theme accents with personal touches making for a perfect spot to rent for families or a couples.The solid hardwood flooring in the dining room which will seat 4 to 6 people comfortably, for additional seating try using the kitchen counter that doubles as an extra eating place. The kitchen offers lots of counte
Beaver Village Unit #0521R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 7
On the second floor of the building, this 3 bedroom 2 bathroom has 1,128 square foot unit is non-smoking and no pets are allowed with a split level floor plan. The entry level has the living room with an open floor plan for easy access to all rooms.Enjoy the gas fireplace, flat screen TV, DVD, Blue Ray disk player and free in unit Wi-Fi access. Th
Lion's Gate Pines Unit 108
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
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
Beaver Village Unit #0721R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.5 2
The condominium has recently undergone a kitchen renovation, featuring new wood cabinetry, tiled flooring, countertops and stainless steel appliances. The dining area provides a comfortable space for up to six individuals and is integrated into the open floor plan, allowing for engagement in various activities. The living room is furnished with co
Hot HOT 10
Beaver Village Unit #1812
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 7
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
This residence is located in the serene residential area of Fraser, just 6 miles away from the Winter Park Ski Resort. Situated on a 0.8-acre lot, it offers convenient access to the free town shuttle, which stops right across the street.The property has been transformed into a luxurious, high-end themed vacation home, featuring 1,752 square feet of
Hot HOT 14
59 Jabberwocky Home
Private Vacation Home -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 11
The newly installed carpeting and contemporary furnishings will enhance your retreat; this family friendly condominium provides an excellent location for your year-round Winter Park escape. Situated on the ground level of the building, this unit features a private deck that offers a serene forest view, perfect for unwinding with a morning coffee or
Hot HOT 11
Beaver Village Unit #1714
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 17
Situated on the third floor for enhanced tranquility, this charming two bedroom unit features vaulted ceilings that provide ample natural light in the living space. It is furnished for comfort, making it an ideal setting for enjoying games, movies or your preferred TV programs on the flat screen TV, complemented by the warmth of the gas fireplace.
Beaver Village Unit #1932
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 7
Uncover an exceptional find in Innsbruck, Grand County – an ideal short-term rental! This luxurious residence boasts six bedrooms, a loft area equipped with foosball and an inviting lounge featuring plush sofas and a flat screen television. Multiple outdoor spaces beckon you to venture outside and take in the stunning scenery. Spanning two levels
Hot HOT 10
206 Juniper
Private Vacation Home -
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 5 3

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