Flexible Stays

Flexible Stays & Same Day Bookings

Book a last minute getaway to Winter Park Colorado. Search our vast selection of short term rentals located in Winter Park CO. Stay between 1 night to a week plus & enjoy same day booking when you book direct! Check out our new weekly discount rates - stay 5 nights or more for the best price!

Have your choice of Colorado Vacation Rentals in Winter Park from Cabins and Private Homes to Condos , Townhomes


Properties Available 210 properties available
Located in the quiet residential neighborhood of Fraser, this home is 6 miles from the Winter Park Ski Resort and the home is situated on a 0.8-acre lot and provides easy access to the free town shuttle that stops across the street. This vacation getaway has been renovated into a luxurious, high-end themed vacation home with comforts and entertain
Hot HOT 10
59 Jabberwocky Home
Private Vacation Home -
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 11
This updated 3 bedroom has bonus bunk room to sleep up to 9 people and how can you not say yes to a rooftop hot tub and is pet friendly for your next downtown Winter Park getaway!A heated garage is an ideal spot to store all your skis, snowboards, bikes, and boots; and 2 cars can be parked in tandem here. Entering the townhouse from the garage, you
Hot HOT 13
Arrow at Winter Park Unit 286
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.8 28
A spacious 1,200 square feet, this unit is on the first floor and has a living room decorated in with a southwestern decor, gas fireplace, TV, VCR, a queen sofa sleeper, free Wi-Fi access and no air conditioning.Next to the living room is the dining area with large table and chair setting for 6 people. Guests can also access the private deck with m
Timber Run Dogwood Unit 2
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
In the updated master bedroom has in room bathroom with in-floor radiant heat, new tiled shower and tub enclosure with dual vanity sinks, a queen bed and TV. You will enjoy this beautifully updated kitchen with black granite counter tops, oak cabinetry and radiant in-floor heat is perfect for chilly mornings! in this 1 bedroom 1 bathroom condo ren
Beaver Village Unit #0621R
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
This is a 2 bedroom 2 bathroom unit on the first floor of the building and has 1,200 interior square feet.In the living room guests will enjoy a gas fireplace, TV with VCR, modern comfortable furnishings and a queen sofa sleeper, free Wi-Fi access and no air conditioning.Adjacent to the living room, the dining area offers a solid wood table with ch
Timber Run Evergreen Unit 1
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Gorgeously updated two bedroom condo makes your Winter Park vacation that much better! This unit is on the third floor of the building so it will offer vaulted ceilings in the open floor plan of the main room. Hardwood flooring throughout compliments the beautiful kitchen with new wood cabinets, stainless steel appliances and counter tops includi
Beaver Village Unit #1734
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 4
A second floor unit with 806 square feet, this unit is comfortably furnished with 2 bedrooms and 1 full bathroom.Recently remodeled, the kitchen offers new appliances, cabinets and granite counter tops. The dining table is next to the kitchen area and has seating for 4 persons. Additional seating for 3 people is available at the breakfast bar.In t
Lion's Gate Pines Unit 113
Condo
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
This condo is located on Vasquez Creek, on the free town shuttle route, a close walk to downtown and steps from National Forest access and hiking, biking, snowshoeing and cross-country trails. A two story, top floor condo is great for a year-round getaway to Winter Park. An ideal blend of a serene mountain setting with access to the best that Win
Hot HOT 10
Creekside Unit 403
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.9 17
Conveniently located in the town of Winter Park, in the summer you can walk to the music festivals and events and in the winter take advantage of the free shuttle the runs through the condominium complex and will take you directly to Winter Park Resort for a day of skiing or snowboarding. Mountain bike, hiking and snowshoe trails can be accessed be
Beaver Village Unit #1824R
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
The beautiful furnishings in the main living room offer a great spot to relax, enjoy the gas fireplace, flat screen TV and access to the private patio. An updated dining area offers seating for 4 persons.In the remodeled kitchen hardwood flooring, granite counter tops, stainless steel appliances and wood cabinets with 2 spots for seating at the bre
Beaver Village Unit #0412R
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
A great spot for couples (and Pets) wanting to take a break and enjoy downtown Winter Park luxury accommodations in the Arrow Townhomes. This unit will sleep up to 10 people in this 3 bedroom unit and it offers the best views with a private hot tub amenity for your next Winter Park vacation.A private garage where 2 cars can be parked in tandem is
Arrow at Winter Park Unit 276
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.7 4
Vaulted ceilings give the feeling of a lot of space in the main living area and the views of Winter Park Resort add a nice touch to this vacation rental. The large dining room has plenty of room for eating and the main living area of the condominium has a gas fireplace to creates a warm ambiance that is relaxing after a long day of play either at
Beaver Village Unit #2032R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 3

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