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 146 properties available
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
59 Jabberwocky Home
Private Vacation Homes -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (11)
Indulge in your upcoming ski getaway at our family friendly-oriented condo, where you can take advantage of the clubhouse facilities.  Stay in our beautifully renovated and roomy tri-level townhome, complete with a private deck that offers breathtaking mountain vistas and a parking space in the 1 car garage parking.  The primary entrance
Meadow Ridge Court 31 Unit 4
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.6 (5)
Book your next visit to Granby Ranch in our beautifully refurbished 2-bedroom condominium. This property is ideally situated within walking distance of the Granby Ranch slopes and offers access to a variety of outdoor activities year-round, complemented by unique amenities and stunning views of the mountains and valley.This beautifully remodeled co
Mountainside Unit B-59
Condos -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (3)
This recently built 5-bedroom corner unit at the Arrow townhome development provides unique amenities such as stunning views from the private hot tub overlooking the Continental Divide and hillside scenery of the Rendezvous Event Center for music festivals in downtown Winter Park, as well as partial views of Winter Park Resort from the spacious roo
Arrow at Winter Park Unit 284
Townhome -
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.6 (16)
This remarkable ground floor two bedroom unit provides a picturesque view of the Fraser River, which can be appreciated from the private deck.The primary living space features a flat screen TV accompanied by a DVD player, elegantly housed in a wooden cabinet adjacent to the wood burning fireplace.  It offers complimentary Wi-Fi access and an a
Hi Country Haus Unit 1903
Condos -
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 (19)
This property is perfectly suited for two couples or a small family gathering and it is pet friendly! and it is just a brief walk to access the town shuttle.  The cozy 2-bedroom condominium, situated on the second floor of the building in Fraser within the Grand Park neighborhood, is conveniently located near trails, activities and events, mak
Cozens Pointe Building G Unit 202
Condos -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (9)
This spacious and attractive residence provides breathtaking mountain vistas and an excellent rental option for tranquility, capable of accommodating 6 individuals and welcoming pets.The main level features an open floor plan that includes the living, dining, kitchen areas, along with a half bathroom.  The living room provides a cozy space to
2002 Lupine Lane
Private Vacation Homes - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (14)
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
Beaver Village Unit #1123R
Condos
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
This vacation rental features a stunning, luminous and inviting interior that has been recently renovated, making it an excellent choice for families or small groups, accommodating up to 8 guests. The primary level of the unit features hardwood flooring that compliments the contemporary western decor.  Alongside the breakfast bar, there i
Snowblaze Condos Building A unit 33
Condos -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.7 (7)
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
Fraser Crossing 3618
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 (7)
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
Silverado II Unit 224
Condos -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4 (2)
The living room exudes a warm and inviting ambiance, enhanced by the luxurious leather sofa and furnishings.  You can relish the comfort of the gas fireplace, watch programs on the flat screen TV and take a quick escape to the private patio.Experience this renovated condominium featuring granite countertops in the kitchen, complemented by mode
Beaver Village Unit #1612R
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 (6)

Tell us what you're looking for and someone will contact you with available options.

By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.
I agree